Detailed information for compound 346377

Basic information

Technical information
  • TDR Targets ID: 346377
  • Name: (5R,6R)-5-benzyl-1-[3-(3,4-dimethoxyphenyl)pr opanoyl]-6-hydroxy-2,4-bis[(4-hydroxy-3-metho xyphenyl)methyl]-1,2,4-triazepan-3-one
  • MW: 685.763 | Formula: C38H43N3O9
  • H donors: 3 H acceptors: 5 LogP: 4.66 Rotable bonds: 14
    Rule of 5 violations (Lipinski): 2
  • SMILES: COc1cc(ccc1O)CN1N(C[C@H]([C@H](N(C1=O)Cc1ccc(c(c1)OC)O)Cc1ccccc1)O)C(=O)CCc1ccc(c(c1)OC)OC
  • InChi: 1S/C38H43N3O9/c1-47-33-16-12-26(19-36(33)50-4)13-17-37(45)40-24-32(44)29(18-25-8-6-5-7-9-25)39(22-27-10-14-30(42)34(20-27)48-2)38(46)41(40)23-28-11-15-31(43)35(21-28)49-3/h5-12,14-16,19-21,29,32,42-44H,13,17-18,22-24H2,1-4H3/t29-,32-/m1/s1
  • InChiKey: ZIYUDIRNOHSCOF-QLWXXVCSSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (5R,6R)-5-benzyl-1-[3-(3,4-dimethoxyphenyl)propanoyl]-6-hydroxy-2,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-1,2,4-triazepan-3-one
  • (5R,6R)-5-benzyl-1-[3-(3,4-dimethoxyphenyl)-1-oxopropyl]-6-hydroxy-2,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-1,2,4-triazepan-3-one
  • (5R,6R)-1-[3-(3,4-dimethoxyphenyl)propanoyl]-6-hydroxy-2,4-bis[(4-hydroxy-3-methoxy-phenyl)methyl]-5-(phenylmethyl)-1,2,4-triazepan-3-one
  • (5R,6R)-5-benzyl-1-[3-(3,4-dimethoxyphenyl)propanoyl]-6-hydroxy-2,4-divanillyl-1,2,4-triazepan-3-one
  • 3H-1,2,4-Triazepin-3-one, 1-[3-(3,4-dimethoxyphenyl)-1-oxopropyl]hexahydro-6-hydroxy-2,4-bis[(4-hydroxy-3-methoxyphenyl)methyl]-5-(phenylmethyl)-, (5R,6R)-
  • AIDS-342612
  • AIDS342612

Targets

Known targets for this compound

No curated genes were found associated with this compound

Predicted pathogen targets for this compound

By orthology
No druggable targets predicted by orthology data
By sequence similarity to non orthologous known druggable targets
No druggable targets predicted by sequence similarity
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Mycobacterium tuberculosis Probable cytochrome P450 138 Cyp138 0.0025 0.0233 0.5
Echinococcus granulosus glycine receptor subunit alpha 1 0.0052 0.1082 0.0895
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0052 0.1082 0.0895
Schistosoma mansoni fructose-16-bisphosphatase-related 0.0338 1 1
Onchocerca volvulus 0.0028 0.0331 0.1438
Giardia lamblia Kinase, NEK 0.0039 0.0681 1
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Loa Loa (eye worm) ACC-1 protein 0.0052 0.1082 0.0895
Brugia malayi phosphoinositide 3'-hydroxykinase p110-alpha subunit, putative 0.0035 0.0538 0.034
Mycobacterium tuberculosis Probable cytochrome P450 128 Cyp128 0.0025 0.0233 0.5
Mycobacterium tuberculosis Probable cytochrome P450 132 Cyp132 0.0025 0.0233 0.5
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0052 0.1082 0.0895
Echinococcus granulosus nicotinic acetylcholine receptor beta 1 subunit 0.0052 0.1082 0.0895
Echinococcus multilocularis nicotinic acetylcholine receptor subunit alpha 8 0.0052 0.1082 0.0895
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Onchocerca volvulus Putative nachr subunit 0.0052 0.1082 1
Echinococcus granulosus glycine receptor subunit alpha 1 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0266 0.7755 0.7708
Echinococcus multilocularis fructose 1,6 bisphosphatase 1 0.0338 1 1
Echinococcus granulosus nAChR subunit 0.0052 0.1082 0.0895
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Brugia malayi nicotinic acetylcholine receptor beta-1 chain precursor 0.0052 0.1082 0.0895
Loa Loa (eye worm) ligand-Gated ion Channel family member 0.0052 0.1082 0.0895
Giardia lamblia Kinase, NEK 0.0039 0.0681 1
Brugia malayi Cytochrome P450 family protein 0.0035 0.0532 0.0334
Loa Loa (eye worm) LGC-31 protein 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Echinococcus granulosus cytochrome P450 2K1 0.0025 0.0233 0.0028
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0052 0.1082 0.0895
Echinococcus multilocularis phosphatidylinositol 4 phosphate 3 kinase C2 0.0026 0.0251 0.0047
Entamoeba histolytica hypothetical protein 0.0031 0.0433 0.633
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Brugia malayi Cation transporter family protein 0.0052 0.1082 0.0895
Entamoeba histolytica phosphatidylinositol 3-kinase 1, putative 0.0038 0.0648 0.9468
Trypanosoma cruzi cytochrome P450, putative 0.0035 0.0532 0.0306
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Brugia malayi excitatory GABA receptor EXP-1A 0.0052 0.1082 0.0895
Brugia malayi Cytochrome P450 family protein 0.0046 0.0885 0.0694
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0026 0.0251 0.0047
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0052 0.1082 0.0895
Echinococcus multilocularis nicotinic acetylcholine receptor alpha subunit 0.0052 0.1082 0.0895
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0052 0.1082 0.0895
Schistosoma mansoni neurotransmitter gated ion channel 0.0028 0.0331 0.0129
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Trypanosoma brucei C-8 sterol isomerase, putative 0.0192 0.5434 0.5325
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 141 Cyp141 0.0025 0.0233 0.5
Brugia malayi Phosphatidylinositol 3- and 4-kinase family protein 0.0039 0.0685 0.049
Echinococcus granulosus nicotinic acetylcholine receptor subunit type 0.0052 0.1082 0.0895
Onchocerca volvulus 0.0052 0.1082 1
Leishmania major cytochrome p450-like protein 0.0035 0.0532 0.0306
Mycobacterium tuberculosis Probable cytochrome P450 123 Cyp123 0.0025 0.0233 0.5
Loa Loa (eye worm) CYP4Cod1 0.0035 0.0532 0.0334
Mycobacterium tuberculosis Probable cytochrome P450 137 Cyp137 0.0025 0.0233 0.5
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Brugia malayi gamma-aminobutyric-acid receptor beta subunit precursor 0.0165 0.4615 0.4502
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0028 0.0331 0.0129
Trypanosoma brucei sedoheptulose-1,7-bisphosphatase 0.0126 0.3376 0.3218
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0338 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Schistosoma mansoni nAChR subunit (ShAR1-alpha-like) 0.0052 0.1082 0.0895
Echinococcus granulosus glycine receptor subunit beta 0.0052 0.1082 0.0895
Loa Loa (eye worm) cytochrome P450 0.0025 0.0233 0.0028
Loa Loa (eye worm) cytochrome P450 family protein 0.0035 0.0532 0.0334
Brugia malayi Neurotransmitter-gated ion-channel transmembrane region family protein 0.0028 0.0331 0.0129
Trypanosoma cruzi fructose-1,6-bisphosphatase, cytosolic, putative 0.0338 1 1
Echinococcus multilocularis neuronal acetylcholine receptor subunit alpha 4 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Cytochrome P450 51 Cyp51 (CYPL1) (P450-L1A1) (sterol 14-alpha demethylase) (lanosterol 14-alpha demethylase) (P450-14DM) 0.0025 0.0233 0.5
Brugia malayi ERG2 and Sigma1 receptor like protein 0.0192 0.5434 0.5339
Trichomonas vaginalis phopsphatidylinositol 3-kinase, drosophila, putative 0.0039 0.0685 1
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Toxoplasma gondii fructose-bisphospatase I 0.0126 0.3376 0.3218
Onchocerca volvulus 0.0052 0.1082 1
Loa Loa (eye worm) nicotinic acetylcholine receptor alpha subunit 0.0052 0.1082 0.0895
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 124 Cyp124 0.0025 0.0233 0.5
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Trypanosoma brucei fructose-1,6-bisphosphatase 0.0338 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Echinococcus multilocularis nicotinic acetylcholine receptor a11 subunit 0.0052 0.1082 0.0895
Onchocerca volvulus 0.0052 0.1082 1
Echinococcus granulosus phosphatidylinositol 45 bisphosphate 3 kinase 0.0074 0.1768 0.1596
Loa Loa (eye worm) hypothetical protein 0.0098 0.2511 0.2354
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Echinococcus granulosus neuronal acetylcholine receptor subunit alpha 4 0.0052 0.1082 0.0895
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Echinococcus multilocularis nAChR subunit 0.0028 0.0331 0.0129
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Mycobacterium leprae Conserved hypothetical protein 0.0025 0.0233 0.5
Schistosoma mansoni nicotinic acetylcholine receptor alpha 0.0028 0.0331 0.0129
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Trypanosoma brucei cytochrome P450, putative 0.0035 0.0532 0.0306
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0052 0.1082 0.0895
Echinococcus multilocularis glycine receptor subunit beta 0.0052 0.1082 0.0895
Echinococcus multilocularis glycine receptor subunit beta 0.0052 0.1082 0.0895
Echinococcus multilocularis Cys loop ligand gated ion channel subunit 0.0052 0.1082 0.0895
Trichomonas vaginalis phosphatidylinositol 3-kinase catalytic subunit gamma, putative 0.0039 0.0685 1
Trichomonas vaginalis AGC family protein kinase 0.0039 0.0681 0.9914
Trichomonas vaginalis phosphatidylinositol kinase, putative 0.0039 0.0685 1
Brugia malayi nicotinic acetylcholine receptor alpha subunit, putative 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 139 Cyp139 0.0025 0.0233 0.5
Schistosoma mansoni phosphatidylinositol-45-bisphosphate 3-kinase catalytic subunit alpha PI3K 0.0074 0.1768 0.1596
Schistosoma mansoni hypothetical protein 0.0025 0.0233 0.0028
Echinococcus multilocularis nicotinic acetylcholine receptor beta 1 subunit 0.0052 0.1082 0.0895
Onchocerca volvulus 0.0052 0.1082 1
Echinococcus granulosus glycine receptor subunit beta 0.0052 0.1082 0.0895
Echinococcus granulosus phosphatidylinositol 4 phosphate 3 kinase C2 0.0026 0.0251 0.0047
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0052 0.1082 0.0895
Trypanosoma cruzi cytochrome P450, putative 0.0035 0.0532 0.0306
Schistosoma mansoni nAChR subunit (ShAR1-beta-like) 0.0052 0.1082 0.0895
Echinococcus granulosus glycine receptor subunit alpha 1 0.0052 0.1082 0.0895
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Cytochrome P450 121 Cyp121 0.0025 0.0233 0.5
Schistosoma mansoni nAChR subunit (ShAR1-beta2-like) 0.0052 0.1082 0.0895
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0039 0.0685 0.0463
Toxoplasma gondii sedoheptulose-1,7-bisphosphatase 0.0126 0.3376 0.3218
Loa Loa (eye worm) nicotinic acetylcholine receptor non-alpha subunit 0.0052 0.1082 0.0895
Schistosoma mansoni nAChR subunit 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 monooxygenase 142 Cyp142 0.0025 0.0233 0.5
Loa Loa (eye worm) fructose-1,6-bisphosphatase 0.0338 1 1
Trichomonas vaginalis STE family protein kinase 0.0039 0.0681 0.9914
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.0126 0.3376 0.3218
Brugia malayi cytochrome P450 0.0025 0.0233 0.0028
Brugia malayi Cation transporter family protein 0.0052 0.1082 0.0895
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0052 0.1082 0.0895
Plasmodium vivax NIMA-related protein kinase (Pfnek-1), putative 0.0039 0.0681 0.5
Loa Loa (eye worm) acetylcholine receptor alpha subunit 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Echinococcus granulosus nicotinic acetylcholine receptor a11 subunit 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 140 Cyp140 0.0025 0.0233 0.5
Loa Loa (eye worm) GABA receptor subunit 0.0028 0.0331 0.0129
Brugia malayi Cation transporter family protein 0.0052 0.1082 0.0895
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0052 0.1082 0.0895
Brugia malayi acetylcholine receptor alpha subunit precursor, putative 0.0052 0.1082 0.0895
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0052 0.1082 0.0895
Loa Loa (eye worm) cytochrome P450 family protein 0.0035 0.0532 0.0334
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Mycobacterium tuberculosis Possible cytochrome P450 135B1 Cyp135B1 0.0025 0.0233 0.5
Mycobacterium tuberculosis Possible cytochrome P450 135A1 Cyp135A1 0.0025 0.0233 0.5
Brugia malayi acetylcholine receptor protein, alpha-like chain, putative 0.0052 0.1082 0.0895
Brugia malayi Hypothetical glycine receptor like protein T20B12.9 in chromosome III 0.0028 0.0331 0.0129
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Mycobacterium leprae putative cytochrome p450 0.0025 0.0233 0.5
Loa Loa (eye worm) phosphatidylinositol 3 0.0066 0.1517 0.1339
Leishmania major C-8 sterol isomerase-like protein 0.0192 0.5434 0.5325
Trypanosoma cruzi sedoheptulose-1,7-bisphosphatase, putative 0.0126 0.3376 0.3218
Brugia malayi glutamate-gated chloride channel alpha3A subunit, putative 0.0028 0.0331 0.0129
Echinococcus multilocularis phosphatidylinositol 4,5 bisphosphate 3 kinase 0.0074 0.1768 0.1596
Echinococcus multilocularis 0.0025 0.0233 0.0028
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Leishmania major 0.0338 1 1
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 0.0035 0.0532 1
Brugia malayi Cytochrome P450 family protein 0.0025 0.0233 0.0028
Echinococcus granulosus acetylcholine receptor subunit beta 1 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 143 Cyp143 0.0025 0.0233 0.5
Loa Loa (eye worm) ACC-1 protein 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0192 0.5434 0.5339
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0031 0.0433 0.633
Mycobacterium tuberculosis Probable cytochrome P450 144 Cyp144 0.0025 0.0233 0.5
Entamoeba histolytica hypothetical protein 0.0028 0.0331 0.4837
Mycobacterium tuberculosis Probable cytochrome P450 125 Cyp125 0.0025 0.0233 0.5
Loa Loa (eye worm) hypothetical protein 0.0165 0.4615 0.4502
Mycobacterium tuberculosis Possible cytochrome P450 126 Cyp126 0.0025 0.0233 0.5
Schistosoma mansoni Cys-loop ligand gated ion channel subunit 0.0028 0.0331 0.0129
Mycobacterium tuberculosis Probable cytochrome P450 130 Cyp130 0.0025 0.0233 0.5
Echinococcus granulosus Cys loop ligand gated ion channel subunit 0.0052 0.1082 0.0895
Onchocerca volvulus 0.0052 0.1082 1
Loa Loa (eye worm) hypothetical protein 0.0026 0.0251 0.0047
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Loa Loa (eye worm) hypothetical protein 0.0028 0.0331 0.0129
Onchocerca volvulus 0.0052 0.1082 1
Echinococcus granulosus fructose 16 bisphosphatase 1 0.0338 1 1
Toxoplasma gondii NIMA-related protein kinase NIMA1 0.0039 0.0681 0.0459
Echinococcus granulosus nAChR subunit 0.0028 0.0331 0.0129
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0052 0.1082 0.0895
Brugia malayi acetylcholine receptor, alpha-type subunit unc-38 precursor 0.0052 0.1082 0.0895
Echinococcus multilocularis acetylcholine receptor subunit beta 1 0.0052 0.1082 0.0895
Loa Loa (eye worm) glutamate-gated chloride channel alpha3A subunit 0.0052 0.1082 0.0895
Toxoplasma gondii fructose-bisphospatase II 0.0338 1 1
Loa Loa (eye worm) excitatory GABA receptor EXP-1A 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0141 0.3864 0.3736
Schistosoma mansoni cytochrome P450 0.0025 0.0233 0.0028
Giardia lamblia Kinase, NEK 0.0039 0.0681 1
Echinococcus granulosus nicotinic acetylcholine receptor subunit alpha 8 0.0052 0.1082 0.0895
Onchocerca volvulus 0.0028 0.0331 0.1438
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Trypanosoma cruzi C-8 sterol isomerase, putative 0.0192 0.5434 0.5325
Brugia malayi Neurotransmitter-gated ion-channel ligand binding domain containing protein 0.0052 0.1082 0.0895
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 0.0025 0.0233 0.5
Echinococcus granulosus nicotinic acetylcholine receptor alpha subunit 0.0052 0.1082 0.0895
Plasmodium falciparum NIMA related kinase 1 0.0039 0.0681 0.5
Loa Loa (eye worm) cytochrome P450 family protein 0.0046 0.0885 0.0694
Brugia malayi Cytochrome P450 family protein 0.0035 0.0532 0.0334
Trypanosoma cruzi phosphatidylinositol 3-kinase 2, putative 0.0039 0.0685 0.0463
Entamoeba histolytica phosphatidylinositol 3-kinase, putative 0.0039 0.0685 1
Echinococcus multilocularis glycine receptor subunit alpha 1 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895
Echinococcus multilocularis nAChR subunit 0.0052 0.1082 0.0895
Loa Loa (eye worm) hypothetical protein 0.0052 0.1082 0.0895

Activities

Activity type Activity value Assay description Source Reference
EC50 (functional) = 0.015 uM Antiviral activity against HIV1 in the absence of human serum ChEMBL. 16203141
EC50 (functional) = 0.047 uM Antiviral activity against HIV1 in the presence of 50% human serum ChEMBL. 16203141
Inhibition (binding) = 72 % Inhibitory activity against HIV1 protease at 0.5 uM ChEMBL. 16203141
Inhibition (binding) = 72 % Inhibitory activity against HIV1 protease at 0.5 uM ChEMBL. 16203141

Phenotypes

Whole-cell/tissue/organism interactions

We have no records of whole-cell/tissue assays done with this compound What does this mean?

Many chemical entities in TDR Targets come from high-throughput screenings with whole cells or tissue samples, and not all assayed compounds have been tested against a single a single target protein, probably because they get ruled out during screening process. Even if these compounds may have not been of interest in the original screening, they may come as interesting leads for other screening assays. Furthermore, we may be able to propose drug-target associations using chemical similarities and network patterns.

Annotated phenotypes:

We have no manually annotated phenotypes for this drug. What does this mean? / Care to help?
In TDR Targets, information about phenotypes that are caused by drugs, or by genetic manipulation of cells (e.g. gene knockouts or knockdowns) is manually curated from the literature. These descriptions help to describe the potential of the target for drug development. If no information is available for this gene or if the information is incomplete, this may mean that i) the papers containing this information either appeared after the curation effort for this organism was carried out or they were inadvertently missed by curators; or that ii) the curation effort for this organism has not yet started.
 
In any case, if you have information about papers containing relevant validation data for this target, please log in using your TDR Targets username and password and send them to us using the corresponding form in this page (only visible to registered users) or contact us.

External resources for this compound

Bibliographic References

1 literature reference was collected for this gene.

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