Detailed information for compound 1597292

Basic information

Technical information
  • Name: Unnamed compound
  • MW: 459.58 | Formula: C28H33N3O3
  • H donors: 2 H acceptors: 2 LogP: 3.24 Rotable bonds: 5
    Rule of 5 violations (Lipinski): 1
  • SMILES: CN1CCC(CC1)NC(=O)c1ccc(cc1)Oc1ccc(cc1)C#C[C@]1(O)CN2CCC1CC2
  • InChi: 1S/C28H33N3O3/c1-30-16-13-24(14-17-30)29-27(32)22-4-8-26(9-5-22)34-25-6-2-21(3-7-25)10-15-28(33)20-31-18-11-23(28)12-19-31/h2-9,23-24,33H,11-14,16-20H2,1H3,(H,29,32)/t28-/m0/s1
  • InChiKey: RMPYEISUTHEMLW-NDEPHWFRSA-N  

Network

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Synonyms

No synonyms found for this compound

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens matrix metallopeptidase 13 (collagenase 3) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 14 (membrane-inserted) Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 1, subfamily A, polypeptide 2 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 19 Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 3 (stromelysin 1, progelatinase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 12 (macrophage elastase) Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily D, polypeptide 6 Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 9 (gelatinase B, 92kDa gelatinase, 92kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 2 (gelatinase A, 72kDa gelatinase, 72kDa type IV collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 1 (interstitial collagenase) Starlite/ChEMBL References
Homo sapiens matrix metallopeptidase 19 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 3, subfamily A, polypeptide 4 Starlite/ChEMBL References
Homo sapiens cytochrome P450, family 2, subfamily C, polypeptide 9 Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126582 All targets in OG5_126582
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Matrixin family protein Get druggable targets OG5_129064 All targets in OG5_129064
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 556 Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) CYP4Cod1 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) matrixin family protein Get druggable targets OG5_129064 All targets in OG5_129064
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_129064 All targets in OG5_129064
Echinococcus granulosus matrix metallopeptidase 7 M10 family Get druggable targets OG5_129064 All targets in OG5_129064
Echinococcus multilocularis matrix metallopeptidase 7 (M10 family) Get druggable targets OG5_129064 All targets in OG5_129064
Candida albicans closely related to C.maltosa N-alkane-inducible cytochrome P-450, alkane hydroxylating monooxygenase CYP52A3-b aka P450Alk1A (BA Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania major cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma cruzi cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma brucei cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Onchocerca volvulus Matrilysin homolog Get druggable targets OG5_129064 All targets in OG5_129064
Leishmania mexicana cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania donovani cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Mycobacterium ulcerans cytochrome P450 185A4 Cyp185A4 Get druggable targets OG5_126554 All targets in OG5_126554
Leishmania braziliensis cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) Get druggable targets OG5_129064 All targets in OG5_129064
Candida albicans similar to C.maltosa N-alkane inducible cytochrome P-450, ALK8 CYP52A11 Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126554 All targets in OG5_126554
Trypanosoma congolense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma japonicum IPR002477,Peptidoglycan-binding domain 1;IPR009070,Peptidoglycan binding-like,domain-containing Get druggable targets OG5_129064 All targets in OG5_129064
Leishmania infantum cytochrome p450-like protein Get druggable targets OG5_126554 All targets in OG5_126554
Loa Loa (eye worm) cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Candida albicans cytochrome P450 56 Get druggable targets OG5_126554 All targets in OG5_126554
Brugia malayi Cytochrome P450 family protein Get druggable targets OG5_126554 All targets in OG5_126554
Schistosoma japonicum ko:K07996 matrix metalloproteinase-16 (membrane-inserted), putative Get druggable targets OG5_129064 All targets in OG5_129064
Trypanosoma brucei gambiense cytochrome P450, putative Get druggable targets OG5_126554 All targets in OG5_126554

By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 3 (stromelysin 1, progelatinase) 477 aa 431 aa 34.6 %
Brugia malayi Matrixin family protein matrix metallopeptidase 1 (interstitial collagenase) 403 aa 401 aa 27.7 %
Brugia malayi Cytochrome P450 family protein cytochrome P450, family 1, subfamily A, polypeptide 2 516 aa 470 aa 26.2 %
Mycobacterium tuberculosis Probable cytochrome P450 136 Cyp136 cytochrome P450, family 2, subfamily C, polypeptide 9 490 aa 441 aa 21.8 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 12 (macrophage elastase) 470 aa 467 aa 32.1 %
Brugia malayi cytochrome P450 cytochrome P450, family 2, subfamily D, polypeptide 6 497 aa 425 aa 32.0 %
Brugia malayi cytochrome P450 cytochrome P450, family 3, subfamily A, polypeptide 4 502 aa 492 aa 24.2 %
Leishmania major cytochrome p450-like protein cytochrome P450, family 2, subfamily C, polypeptide 19 490 aa 411 aa 23.1 %
Echinococcus granulosus matrix metallopeptidase 7 M10 family matrix metallopeptidase 13 (collagenase 3) 471 aa 448 aa 34.1 %

Obtained from network model

Ranking Plot


Putative Targets List


Species Potential target Raw Global Species
Loa Loa (eye worm) acetylcholinesterase 1 0.0786 1 1
Echinococcus granulosus acetylcholinesterase 0.0786 1 1
Echinococcus granulosus acetylcholinesterase 0.0786 1 1
Echinococcus multilocularis acetylcholinesterase 0.0786 1 1
Loa Loa (eye worm) hypothetical protein 0.0786 1 1
Loa Loa (eye worm) hypothetical protein 0.029 0.0944 0.0792
Schistosoma mansoni matrix metallopeptidase-7 (M10 family) 0.029 0.0944 0.0944
Loa Loa (eye worm) hypothetical protein 0.0786 1 1
Mycobacterium tuberculosis Probable peptidoglycan hydrolase 0.0248 0.0166 0.5
Onchocerca volvulus Matrix metalloproteinase homolog 0.0451 0.3884 0.7097
Onchocerca volvulus Matrilysin homolog 0.0538 0.5474 1
Brugia malayi Carboxylesterase family protein 0.0786 1 1
Echinococcus granulosus carboxylesterase 5A 0.0786 1 1
Brugia malayi Matrix metalloprotease, N-terminal domain containing protein 0.0248 0.0166 0.0166
Echinococcus multilocularis acetylcholinesterase 0.0786 1 1
Loa Loa (eye worm) carboxylesterase 0.0786 1 1
Loa Loa (eye worm) matrixin family protein 0.0529 0.5308 0.5229
Echinococcus multilocularis carboxylesterase 5A 0.0786 1 1
Loa Loa (eye worm) matrixin family protein 0.0451 0.3884 0.3782
Mycobacterium ulcerans hydrolase 0.0248 0.0166 0.5
Mycobacterium leprae PROBABLE HYDROLASE 0.0248 0.0166 0.5
Brugia malayi Matrixin family protein 0.0529 0.5308 0.5308
Schistosoma mansoni family S9 non-peptidase homologue (S09 family) 0.0786 1 1

Activities

Activity type Activity value Assay description Source Reference
CLH (ADMET) < 2 uL/min Intrinsic clearance in human hepatocytes assessed per 10'6 cells ChEMBL. 22153941
Fu (ADMET) = 41 % Fraction unbound in human ChEMBL. 22153941
IC50 (binding) > 5 Inhibition of MMP14 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 5 Inhibition of MMP9 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) = 5.1 Inhibition of MMP12 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) = 5.1 Inhibition of MMP2 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) = 7.1 Inhibition of recombinant human MMP13 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) = 0.074 uM Inhibition of recombinant human MMP13 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) = 7.3 uM Inhibition of MMP2 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 8 uM Inhibition of MMP12 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (ADMET) > 10 uM Inhibition of CYP3A4 ChEMBL. 22153941
IC50 (ADMET) > 10 uM Inhibition of CYP2D6 ChEMBL. 22153941
IC50 (ADMET) > 10 uM Inhibition of CYP2C19 ChEMBL. 22153941
IC50 (ADMET) > 10 uM Inhibition of CYP2C9 ChEMBL. 22153941
IC50 (ADMET) > 10 uM Inhibition of CYP1A2 ChEMBL. 22153941
IC50 (binding) > 10 uM Inhibition of MMP14 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 10 uM Inhibition of MMP9 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 10 uM Inhibition of MMP1 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 10 uM Inhibition of MMP3 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 10 uM Inhibition of MMP19 using Mca-Pro-cyclohexyl-Ala-Gly-Nva-His-Ala- Dap(Dnp)-NH2 as substrate by fluorometric analysis ChEMBL. 22153941
IC50 (binding) > 100 uM Inhibition of human ERG ChEMBL. 22153941
INH (binding) > 10 uM Inhibition of ADAM-TS4 using dimethoxyfluorescein-Ser-Pro-Leu-Ala-Gln-Ala- Val-Arg-ser-Ser-Arg-Cys-fluorescein as substrate ChEMBL. 22153941
INH (binding) > 10 uM Inhibition of ADAM-TS5 using dimethoxyfluorescein-Ser-Pro-Leu-Ala-Gln-Ala- Val-Arg-ser-Ser-Arg-Cys-fluorescein as substrate ChEMBL. 22153941
INH (binding) > 100 uM Inhibition of ADAM-TS1 dimethoxyfluorescein-Ser-Pro-Leu-Ala-Gln-Ala- Val-Arg-ser-Ser-Arg-Cys-fluorescein ChEMBL. 22153941
Papp (ADMET) = 0.3 ucm/s Apparent permeability across apical to basolateral side in human Caco2 cells at 10 uM ChEMBL. 22153941
Papp (ADMET) = 7.4 ucm/s Apparent permeability across basolateral to apical side in human Caco2 cells at 10 uM ChEMBL. 22153941

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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