Detailed information for compound 305329

Basic information

Technical information
  • TDR Targets ID: 305329
  • Name: (2R,3S)-2-[(3S,4S)-3-[[4-[5-[(4-ethoxy-3-fluo rophenyl)methyl]-2-ethylpyrazol-3-yl]piperidi n-1-yl]methyl]-4-(3-fluorophenyl)pyrrolidin-1 -yl]-3-methylpentanoic acid
  • MW: 622.788 | Formula: C36H48F2N4O3
  • H donors: 1 H acceptors: 3 LogP: 4.5 Rotable bonds: 13
    Rule of 5 violations (Lipinski): 2
  • SMILES: CCOc1ccc(cc1F)Cc1cc(n(n1)CC)C1CCN(CC1)C[C@H]1CN(C[C@@H]1c1cccc(c1)F)[C@H]([C@H](CC)C)C(=O)O
  • InChi: 1S/C36H48F2N4O3/c1-5-24(4)35(36(43)44)41-22-28(31(23-41)27-9-8-10-29(37)19-27)21-40-15-13-26(14-16-40)33-20-30(39-42(33)6-2)17-25-11-12-34(45-7-3)32(38)18-25/h8-12,18-20,24,26,28,31,35H,5-7,13-17,21-23H2,1-4H3,(H,43,44)/t24-,28-,31+,35+/m0/s1
  • InChiKey: HBHXAVXLZKWCKM-GTRCSXEUSA-N  


Substructure search Similarity search

Network

Hover on a compound node to display the structore

Synonyms

  • (2R,3S)-2-[(3S,4S)-3-[[4-[5-[(4-ethoxy-3-fluoro-phenyl)methyl]-2-ethyl-pyrazol-3-yl]-1-piperidyl]methyl]-4-(3-fluorophenyl)pyrrolidin-1-yl]-3-methyl-pentanoic acid
  • (2R,3S)-2-[(3S,4S)-3-[[4-[5-[(4-ethoxy-3-fluorophenyl)methyl]-2-ethyl-3-pyrazolyl]-1-piperidinyl]methyl]-4-(3-fluorophenyl)-1-pyrrolidinyl]-3-methylpentanoic acid
  • (2R,3S)-2-[(3S,4S)-3-[[4-[5-[(4-ethoxy-3-fluoro-phenyl)methyl]-2-ethyl-pyrazol-3-yl]piperidin-1-yl]methyl]-4-(3-fluorophenyl)pyrrolidin-1-yl]-3-methyl-pentanoic acid
  • (2R,3S)-2-[(3S,4S)-3-[[4-[5-(4-ethoxy-3-fluoro-benzyl)-2-ethyl-pyrazol-3-yl]piperidino]methyl]-4-(3-fluorophenyl)pyrrolidino]-3-methyl-valeric acid
  • (2R,3S)-2-[(3S,4S)-3-[[4-[5-(4-ethoxy-3-fluoro-benzyl)-2-ethyl-pyrazol-3-yl]-1-piperidyl]methyl]-4-(3-fluorophenyl)pyrrolidin-1-yl]-3-methyl-valeric acid
  • AIDS193197
  • (2R,3S)-2-[(3S,4S)-3-({4-[3-(4-Ethoxy-3-fluorobenzyl)-1-ethyl-1H-pyrazol-5-yl]piperidin-1-yl}methyl)-4-(3-fluorophenyl)pyrrolidin-1-yl]-3-methylpentanoic acid
  • AIDS-193197

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens chemokine (C-C motif) receptor 2 Starlite/ChEMBL References

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
Brugia malayi dihydrofolate reductase family protein 0.0881 0.0709 0.0726
Onchocerca volvulus 0.0159 0.0115 0.011
Echinococcus granulosus thioredoxin glutathione reductase 0.003 0.001 0.0006
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase 1.2174 1 1
Mycobacterium tuberculosis Conserved protein 0.0028 0.0008 0.0003
Brugia malayi Hypothetical 52.5 kDa protein ZK945.1 in chromosome II, putative 0.0028 0.0008 0.0005
Mycobacterium tuberculosis NADPH-dependent mycothiol reductase Mtr 0.003 0.0009 0.0005
Brugia malayi Thioredoxin reductase 0.003 0.0009 0.0006
Echinococcus granulosus folylpolyglutamate synthase mitochondrial 0.0099 0.0066 0.0064
Toxoplasma gondii thioredoxin reductase 0.003 0.0009 0.0006
Mycobacterium tuberculosis Probable esterase/lipase LipP 0.0028 0.0008 0.0003
Brugia malayi Dihydrofolate reductase 0.0881 0.0709 0.0726
Onchocerca volvulus 0.0029 0.0009 0.0001
Echinococcus multilocularis thioredoxin glutathione reductase 0.003 0.001 0.0006
Mycobacterium tuberculosis Conserved protein 0.0028 0.0008 0.0003
Echinococcus granulosus snurportin 1 0.0243 0.0185 0.0187
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0005
Loa Loa (eye worm) hypothetical protein 0.0159 0.0115 0.0115
Mycobacterium tuberculosis Probable membrane NADH dehydrogenase NdhA 0.0068 0.0041 0.0037
Mycobacterium tuberculosis Probable oxidoreductase 0.0076 0.0047 0.0044
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0024 0.0021
Mycobacterium tuberculosis Probable conserved lipoprotein 0.0028 0.0008 0.0003
Mycobacterium tuberculosis Probable esterase LipL 0.0028 0.0008 0.0003
Mycobacterium tuberculosis Probable lipase LipE 0.0028 0.0008 0.0003
Loa Loa (eye worm) thioredoxin reductase 0.003 0.0009 0.0006
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0005
Leishmania major trypanothione reductase 0.003 0.0009 0.0009
Mycobacterium ulcerans phosphoribosylamine--glycine ligase 0.0167 0.0122 0.0117
Plasmodium falciparum glutathione reductase 0.003 0.0009 0.0006
Mycobacterium tuberculosis Probable phosphoribosylformylglycinamidine CYCLO-ligase PurM (AIRS) (phosphoribosyl-aminoimidazole synthetase) (air synthase) 0.0037 0.0015 0.0011
Loa Loa (eye worm) dihydrofolate reductase 0.0881 0.0709 0.0726
Brugia malayi RNA, U transporter 1 0.0065 0.0038 0.0036
Loa Loa (eye worm) GTP-binding regulatory protein Gs alpha-S chain 0.0048 0.0024 0.0021
Mycobacterium tuberculosis Probable dehydrogenase 0.0068 0.0041 0.0037
Brugia malayi beta-lactamase family protein 0.0028 0.0008 0.0005
Mycobacterium tuberculosis Probable reductase 0.0068 0.0041 0.0037
Mycobacterium tuberculosis Probable hydrolase 0.0028 0.0008 0.0003
Plasmodium vivax bifunctional dihydrofolate reductase-thymidylate synthase, putative 1.2174 1 1
Brugia malayi glutathione reductase 0.003 0.0009 0.0006
Entamoeba histolytica hypothetical protein 0.0038 0.0016 1
Trypanosoma cruzi folylpolyglutamate synthase, putative 0.0099 0.0066 0.0066
Mycobacterium tuberculosis Hypothetical protein 0.5631 0.4618 0.4746
Loa Loa (eye worm) FolC protein 0.0099 0.0066 0.0064
Loa Loa (eye worm) nucleolar RNA-associated protein alpha 0.0243 0.0185 0.0187
Mycobacterium tuberculosis Possible conserved lipoprotein LpqK 0.0028 0.0008 0.0003
Mycobacterium tuberculosis Probable lipase LipD 0.0028 0.0008 0.0003
Trichomonas vaginalis D-aminoacylase, putative 0.0028 0.0008 0.0018
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0005
Trichomonas vaginalis penicillin-binding protein, putative 0.0028 0.0008 0.0018
Brugia malayi FolC bifunctional protein 0.0099 0.0066 0.0064
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0024 0.0021
Mycobacterium tuberculosis NAD(P)H quinone reductase LpdA 0.0076 0.0047 0.0044
Mycobacterium ulcerans aldehyde dehydrogenase 0.0048 0.0024 0.0017
Leishmania major aldehyde dehydrogenase, mitochondrial precursor 0.0048 0.0024 0.0024
Toxoplasma gondii bifunctional dihydrofolate reductase-thymidylate synthase 1.2174 1 1
Wolbachia endosymbiont of Brugia malayi phosphoribosylamine--glycine ligase 0.0167 0.0122 1
Trichomonas vaginalis conserved hypothetical protein 0.5631 0.4618 1
Toxoplasma gondii bifunctional protein FolC subfamily protein 0.0099 0.0066 0.0063
Mycobacterium tuberculosis Possible penicillin-binding protein 0.0182 0.0134 0.0133
Echinococcus multilocularis beta LACTamase domain containing family member 0.0028 0.0008 0.0005
Echinococcus granulosus thymidylate synthase 1.1838 0.9723 1
Trypanosoma cruzi trypanothione reductase, putative 0.003 0.0009 0.0009
Echinococcus multilocularis snurportin 1 0.0243 0.0185 0.0187
Trichomonas vaginalis D-aminoacylase, putative 0.0028 0.0008 0.0018
Schistosoma mansoni transcription factor LCR-F1 0.0038 0.0016 0.0013
Trypanosoma brucei trypanothione reductase 0.003 0.0009 0.0006
Entamoeba histolytica hypothetical protein 0.0038 0.0016 1
Mycobacterium leprae PROBABLE THYMIDYLATE SYNTHASE THYA (TS) (TSASE) 1.1838 0.9723 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0024 0.0021
Brugia malayi GTP-binding regulatory protein Gs alpha-S chain, putative 0.0048 0.0024 0.0021
Brugia malayi beta-lactamase family protein 0.0028 0.0008 0.0005
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0099 0.0066 0.0064
Leishmania major folylpolyglutamate synthetase 0.0099 0.0066 0.0066
Trypanosoma cruzi hypothetical protein, conserved 0.0028 0.0008 0.0008
Mycobacterium ulcerans thymidylate synthase 1.1838 0.9723 1
Plasmodium vivax glutathione reductase, putative 0.003 0.0009 0.0006
Echinococcus granulosus guanine nucleotide binding protein Gs subunit 0.0048 0.0024 0.0021
Chlamydia trachomatis dihydrofolate reductase 0.0881 0.0709 0.5
Schistosoma mansoni bifunctional dihydrofolate reductase-thymidylate synthase 1.1838 0.9723 1
Echinococcus multilocularis dihydrofolate reductase 0.0881 0.0709 0.0726
Mycobacterium tuberculosis Dihydrofolate reductase DfrA (DHFR) (tetrahydrofolate dehydrogenase) 0.0881 0.0709 0.0725
Echinococcus granulosus folylpolyglutamate synthase, mitochondrial 0.0099 0.0066 0.0064
Plasmodium vivax dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0099 0.0066 0.0063
Trichomonas vaginalis esterase, putative 0.0028 0.0008 0.0018
Schistosoma mansoni aldehyde dehydrogenase 0.0048 0.0024 0.0021
Onchocerca volvulus 0.0037 0.0015 0.0007
Entamoeba histolytica hypothetical protein 0.0038 0.0016 1
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLAMINE--GLYCINE LIGASE PURD (GARS) (GLYCINAMIDE RIBONUCLEOTIDE SYNTHETASE) (PHOSPHORIBOSYLGLYCINAMIDE SYNT 0.0167 0.0122 0.0117
Trichomonas vaginalis D-aminoacylase, putative 0.0028 0.0008 0.0018
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0005
Schistosoma mansoni folylpolyglutamate synthase 0.0099 0.0066 0.0064
Echinococcus multilocularis guanine nucleotide binding protein G(s) subunit 0.0048 0.0024 0.0021
Mycobacterium leprae DIHYDROLIPOAMIDE DEHYDROGENASE LPD (LIPOAMIDE REDUCTASE (NADH)) (LIPOYL DEHYDROGENASE) (DIHYDROLIPOYL DEHYDROGENASE) (DIAPHORASE 0.0076 0.0047 0.004
Toxoplasma gondii aldehyde dehydrogenase 0.0048 0.0024 0.0021
Plasmodium falciparum thioredoxin reductase 0.003 0.0009 0.0006
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0005
Trichomonas vaginalis penicillin-binding protein, putative 0.0028 0.0008 0.0018
Mycobacterium tuberculosis Probable aldehyde dehydrogenase 0.0048 0.0024 0.002
Mycobacterium leprae PROBABLE PHOSPHORIBOSYLFORMYLGLYCINAMIDINE CYCLO-LIGASE PURM (AIRS) (PHOSPHORIBOSYL-AMINOIMIDAZOLE SYNTHETASE) (AIR SYNTHASE) 0.0037 0.0015 0.0007
Mycobacterium tuberculosis Conserved protein 0.0028 0.0008 0.0003
Mycobacterium ulcerans phosphoribosylaminoimidazole synthetase 0.0037 0.0015 0.0007
Toxoplasma gondii ABC1 family protein 0.0028 0.0008 0.0005
Trypanosoma brucei folylpolyglutamate synthase, putative 0.0099 0.0066 0.0063
Entamoeba histolytica hypothetical protein 0.0038 0.0016 1
Brugia malayi thymidylate synthase 1.1838 0.9723 1
Trypanosoma cruzi hypothetical protein, conserved 0.0028 0.0008 0.0008
Brugia malayi beta-lactamase 0.0028 0.0008 0.0005
Trypanosoma brucei hypothetical protein, conserved 0.0028 0.0008 0.0005
Schistosoma mansoni hypothetical protein 0.0243 0.0185 0.0187
Loa Loa (eye worm) thymidylate synthase 1.1838 0.9723 1
Mycobacterium ulcerans folylpolyglutamate synthase protein FolC 0.0099 0.0066 0.006
Plasmodium falciparum bifunctional dihydrofolate reductase-thymidylate synthase 1.2174 1 1
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0024 0.0021
Schistosoma mansoni hypothetical protein 0.0038 0.0016 0.0013
Trichomonas vaginalis dihydrofolate synthase/folylpolyglutamate synthase, putative 0.0099 0.0066 0.0143
Mycobacterium leprae PROBABLE NADH DEHYDROGENASE NDH 0.0068 0.0041 0.0034
Echinococcus granulosus Basic leucine zipper bZIP transcription 0.0038 0.0016 0.0013
Schistosoma mansoni Guanine nucleotide-binding protein G(s) subunit alpha (Adenylate cyclase-stimulating G alpha protein) 0.0048 0.0024 0.0021
Mycobacterium ulcerans aldehyde dehydrogenase 0.0048 0.0024 0.0017
Mycobacterium tuberculosis Putative ferredoxin reductase 0.0068 0.0041 0.0037
Mycobacterium leprae PROBABLE FOLYLPOLYGLUTAMATE SYNTHASE PROTEIN FOLC (FOLYLPOLY-GAMMA-GLUTAMATE SYNTHETASE) (FPGS) 0.0099 0.0066 0.006
Echinococcus granulosus aldehyde dehydrogenase mitochondrial 0.0048 0.0024 0.0021
Echinococcus multilocularis thymidylate synthase 1.1838 0.9723 1
Brugia malayi hypothetical protein 0.0159 0.0115 0.0115
Mycobacterium tuberculosis Dihydrolipoamide dehydrogenase LpdC (lipoamide reductase (NADH)) (lipoyl dehydrogenase) (dihydrolipoyl dehydrogenase) (diaphoras 0.0076 0.0047 0.0044
Mycobacterium tuberculosis Probable NADH dehydrogenase Ndh 0.0068 0.0041 0.0037
Mycobacterium tuberculosis Probable thymidylate synthase ThyA (ts) (TSASE) 1.1838 0.9723 1
Echinococcus granulosus beta LACTamase domain containing family member 0.0028 0.0008 0.0005
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0028 0.0008 0.0005
Mycobacterium ulcerans dihydrofolate reductase DfrA 0.0881 0.0709 0.0722
Loa Loa (eye worm) hypothetical protein 0.0028 0.0008 0.0005
Mycobacterium ulcerans aldehyde dehydrogenase 0.0048 0.0024 0.0017
Plasmodium vivax thioredoxin reductase, putative 0.003 0.0009 0.0006
Loa Loa (eye worm) glutathione reductase 0.003 0.0009 0.0006
Echinococcus multilocularis folylpolyglutamate synthase, mitochondrial 0.0099 0.0066 0.0064
Schistosoma mansoni family S12 unassigned peptidase (S12 family) 0.0028 0.0008 0.0005
Plasmodium falciparum dihydrofolate synthase/folylpolyglutamate synthase 0.0099 0.0066 0.0063
Echinococcus granulosus dihydrofolate reductase 0.0881 0.0709 0.0726
Schistosoma mansoni dihydrofolate reductase 0.0881 0.0709 0.0726
Echinococcus multilocularis Basic leucine zipper (bZIP) transcription 0.0038 0.0016 0.0013
Echinococcus multilocularis aldehyde dehydrogenase, mitochondrial 0.0048 0.0024 0.0021
Brugia malayi hypothetical protein 0.5631 0.4618 0.4747
Brugia malayi hypothetical protein 0.0038 0.0016 0.0013
Trypanosoma cruzi dihydrofolate reductase-thymidylate synthase, putative 0.5631 0.4618 0.4618
Leishmania major hypothetical protein, conserved 0.0028 0.0008 0.0008
Onchocerca volvulus Putative folylpolyglutamate synthase 0.0099 0.0066 0.006
Mycobacterium tuberculosis Probable nitrite reductase [NAD(P)H] large subunit [FAD flavoprotein] NirB 0.0068 0.0041 0.0037
Plasmodium vivax hypothetical protein, conserved 0.0028 0.0008 0.0005
Loa Loa (eye worm) beta-LACTamase domain containing family member 0.0028 0.0008 0.0005
Schistosoma mansoni aldehyde dehydrogenase 0.0048 0.0024 0.0021
Treponema pallidum folylpolyglutamate synthetase (folC) 0.0099 0.0066 0.5
Loa Loa (eye worm) beta-lactamase 0.0028 0.0008 0.0005
Mycobacterium tuberculosis Probable folylpolyglutamate synthase protein FolC (folylpoly-gamma-glutamate synthetase) (FPGS) 0.0099 0.0066 0.0063
Trypanosoma brucei dihydrofolate reductase-thymidylate synthase 1.2174 1 1
Mycobacterium leprae DIHYDROFOLATE REDUCTASE DFRA (DHFR) (TETRAHYDROFOLATE DEHYDROGENASE) 0.0881 0.0709 0.0722
Onchocerca volvulus 1.1838 0.9723 1
Trypanosoma cruzi folylpolyglutamate synthetase 0.0099 0.0066 0.0066

Activities

Activity type Activity value Assay description Source Reference
IC50 (binding) = 0.7 nM Inhibitory concentration for displacement of [125I]-MIP-1 alpha from recombinant human CC chemokine receptor 5 (CCR5) expressed in CHO cell ChEMBL. 15012999
IC50 (binding) = 0.7 nM Inhibitory concentration for displacement of [125I]-MIP-1 alpha from recombinant human CC chemokine receptor 5 (CCR5) expressed in CHO cell ChEMBL. 15012999
IC90 (functional) < 0.14 nM Antiviral activities in a cell culture HIV-1 infectivity inhibition assay using HeLa cells ChEMBL. 15012999
IC90 (functional) < 0.14 nM Antiviral activities in a cell culture HIV-1 infectivity inhibition assay using HeLa cells ChEMBL. 15012999
IC90 (functional) = 11 nM Antiviral activities in a cell culture HIV-1 infectivity inhibition assay using HeLa cells plus 50% normal human serum ChEMBL. 15012999
IC90 (functional) = 11 nM Antiviral activities in a cell culture HIV-1 infectivity inhibition assay using HeLa cells plus 50% normal human serum ChEMBL. 15012999

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.

If you have references for this compound, please enter them in a user comment (below) or Contact us.