Detailed information for compound 517055

Basic information

Technical information
  • TDR Targets ID: 517055
  • Name: (2S)-2-[[(2S)-2-[[(1R)-1-(4-bromophenyl)ethyl ]carbamoylamino]-3-(4-hydroxyphenyl)propanoyl ]amino]-N-[(2S)-5-(diaminomethylideneamino)-1 -oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-3-methy lbutanamide
  • MW: 729.688 | Formula: C32H41BrN8O5S
  • H donors: 7 H acceptors: 6 LogP: 4 Rotable bonds: 21
    Rule of 5 violations (Lipinski): 3
  • SMILES: NC(=N)NCCC[C@@H](C(=O)c1nccs1)NC(=O)[C@H](C(C)C)NC(=O)[C@H](Cc1ccc(cc1)O)NC(=O)N[C@@H](c1ccc(cc1)Br)C
  • InChi: 1S/C32H41BrN8O5S/c1-18(2)26(29(45)39-24(5-4-14-37-31(34)35)27(43)30-36-15-16-47-30)41-28(44)25(17-20-6-12-23(42)13-7-20)40-32(46)38-19(3)21-8-10-22(33)11-9-21/h6-13,15-16,18-19,24-26,42H,4-5,14,17H2,1-3H3,(H,39,45)(H,41,44)(H4,34,35,37)(H2,38,40,46)/t19-,24+,25+,26+/m1/s1
  • InChiKey: XOPHHKQWDWBCDG-DCSNJQJVSA-N  


Substructure search Similarity search

Network

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Synonyms

  • (2S)-2-[[(2S)-2-[[(1R)-1-(4-bromophenyl)ethyl]carbamoylamino]-3-(4-hydroxyphenyl)propanoyl]amino]-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]-3-methyl-butanamide
  • (2S)-2-[[(2S)-2-[[[[(1R)-1-(4-bromophenyl)ethyl]amino]-oxomethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropyl]amino]-N-[(1S)-4-guanidino-1-[oxo(2-thiazolyl)methyl]butyl]-3-methylbutanamide
  • (2S)-N-[(2S)-5-[bis(azanyl)methylideneamino]-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-2-[[(2S)-2-[[(1R)-1-(4-bromophenyl)ethyl]carbamoylamino]-3-(4-hydroxyphenyl)propanoyl]amino]-3-methyl-butanamide
  • (2S)-2-[[(2S)-2-[[(1R)-1-(4-bromophenyl)ethyl]carbamoylamino]-3-(4-hydroxyphenyl)propanoyl]amino]-N-[(1S)-4-guanidino-1-(thiazole-2-carbonyl)butyl]-3-methyl-butyramide
  • (2S)-2-[[(2S)-2-[[[[(1R)-1-(4-bromophenyl)ethyl]amino]-oxomethyl]amino]-3-(4-hydroxyphenyl)-1-oxopropyl]amino]-N-[(1S)-4-guanidino-1-[oxo-(2-thiazolyl)methyl]butyl]-3-methylbutanamide
  • (2S)-2-[[(2S)-2-[[(1R)-1-(4-bromophenyl)ethyl]carbamoylamino]-3-(4-hydroxyphenyl)propanoyl]amino]-N-[(2S)-5-(diaminomethylideneamino)-1-oxo-1-(1,3-thiazol-2-yl)pentan-2-yl]-3-methyl-butanamide

Targets

Known targets for this compound

Species Target name Source Bibliographic reference
Homo sapiens coagulation factor II (thrombin) Starlite/ChEMBL References
Homo sapiens coagulation factor X Starlite/ChEMBL References
Homo sapiens protease, serine, 3 Starlite/ChEMBL References
Homo sapiens protease, serine, 1 (trypsin 1) References
Homo sapiens protease, serine, 2 (trypsin 2) References
Homo sapiens kallikrein B, plasma (Fletcher factor) 1 Starlite/ChEMBL References
Homo sapiens coagulation factor XI Starlite/ChEMBL References

Predicted pathogen targets for this compound

By orthology
Species Potential target Known druggable target/s Ortholog Group
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Loa Loa (eye worm) hypothetical protein Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Toxoplasma gondii PAN domain-containing protein Get druggable targets OG5_134971 All targets in OG5_134971
Toxoplasma gondii PAN domain-containing protein Get druggable targets OG5_134971 All targets in OG5_134971
Neospora caninum hypothetical protein Get druggable targets OG5_134971 All targets in OG5_134971
Schistosoma japonicum ko:K09639 transmembrane protease, serine 8, putative Get druggable targets OG5_126639 All targets in OG5_126639
Neospora caninum hypothetical protein Get druggable targets OG5_134971 All targets in OG5_134971
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) Get druggable targets OG5_126639 All targets in OG5_126639
Onchocerca volvulus Get druggable targets OG5_126639 All targets in OG5_126639
Brugia malayi Trypsin family protein Get druggable targets OG5_126639 All targets in OG5_126639
Neospora caninum hypothetical protein Get druggable targets OG5_134971 All targets in OG5_134971
By sequence similarity to non orthologous known druggable targets
Species Potential target Known druggable target Length Alignment span Identity
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 3 261 aa 234 aa 25.2 %
Schistosoma mansoni cercarial elastase (S01 family) protease, serine, 2 (trypsin 2) 247 aa 240 aa 25.8 %
Brugia malayi Trypsin family protein protease, serine, 1 (trypsin 1) 247 aa 287 aa 21.6 %
Obtained from network model

Ranking Plot

Putative Targets List

Species Potential target Raw Global Species
Echinococcus granulosus diuretic hormone 44 receptor GPRdih2 0.1708 0.8182 1
Brugia malayi Trypsin family protein 0.0357 0.1046 0.1046
Schistosoma mansoni hypothetical protein 0.0344 0.0977 0.9337
Onchocerca volvulus 0.0357 0.1046 1
Loa Loa (eye worm) hypothetical protein 0.0344 0.0977 0.0977
Brugia malayi latrophilin 2 splice variant baaae 0.0344 0.0977 0.0977
Brugia malayi Calcitonin receptor-like protein seb-1 0.0503 0.1818 0.1818
Loa Loa (eye worm) hypothetical protein 0.0357 0.1046 0.1046
Loa Loa (eye worm) hypothetical protein 0.2052 1 1
Echinococcus multilocularis diuretic hormone 44 receptor GPRdih2 0.1708 0.8182 1
Loa Loa (eye worm) hypothetical protein 0.0357 0.1046 0.1046
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0357 0.1046 1
Toxoplasma gondii PAN domain-containing protein 0.0713 0.2923 0.5
Schistosoma mansoni subfamily S1A unassigned peptidase (S01 family) 0.0357 0.1046 1
Loa Loa (eye worm) pigment dispersing factor receptor c 0.0503 0.1818 0.1818
Toxoplasma gondii PAN domain-containing protein 0.0713 0.2923 0.5

Activities

Activity type Activity value Assay description Source Reference
2aPTT (functional) = 2.4 uM Anticoagulant activity in human plasma measured by activated prothrombin time ChEMBL. 17181160
2PT (functional) = 25 uM Anticoagulant activity in human plasma measured by prothrombin time ChEMBL. 17181160
Activity (functional) 0 Efficacy in rat venous thrombosis model assessed as reduction in thrombus weight at 0.25 mg/kg, iv ChEMBL. 17181160
Activity (functional) 0 Effect on Sprague-Dawley rat mesentric arteriole bleeding time at 0.25 mg/kg, iv ChEMBL. 17181160
Activity (functional) 0 Effect on Sprague-Dawley rat mesentric arteriole bleeding time at 1 mg/kg, iv ChEMBL. 17181160
CL (ADMET) = 32 ml/min.kg Clearance in iv dosed rat ChEMBL. 17181160
IC50 (binding) = 6 nM Inhibition of factor 11a ChEMBL. 17181160
IC50 (functional) = 6 nM Anticoagulant activity in human plasma ChEMBL. 17181160
IC50 (binding) = 6 nM Inhibition of human factor 11a ChEMBL. 18053726
IC50 (binding) = 6 nM Inhibition of factor 11a ChEMBL. 17181160
IC50 (binding) = 6 nM Inhibition of human factor 11a ChEMBL. 18053726
IC50 (binding) = 10 nM Inhibition of plasma kallikrein ChEMBL. 17181160
IC50 (binding) = 10 nM Inhibition of kallikrein (unknown origin) ChEMBL. 18053726
IC50 (binding) = 10 nM Inhibition of plasma kallikrein ChEMBL. 17181160
IC50 (binding) = 10 nM Inhibition of kallikrein (unknown origin) ChEMBL. 18053726
IC50 (binding) = 12 nM Inhibition of trypsin ChEMBL. 17181160
IC50 (binding) = 12 nM Inhibition of human trypsin ChEMBL. 18053726
IC50 (binding) = 12 nM Inhibition of trypsin ChEMBL. 17181160
IC50 (binding) = 12 nM Inhibition of human trypsin ChEMBL. 18053726
IC50 (binding) = 1600 nM Inhibition of factor 10a ChEMBL. 17181160
IC50 (binding) = 1600 nM Inhibition of human factor 10a ChEMBL. 18053726
IC50 (binding) = 1600 nM Inhibition of factor 10a ChEMBL. 17181160
IC50 (binding) = 1600 nM Inhibition of human factor 10a ChEMBL. 18053726
IC50 (binding) = 2000 nM Inhibition of human alpha-thrombin ChEMBL. 18053726
IC50 (binding) = 2000 nM Inhibition of human alpha-thrombin ChEMBL. 18053726
IC50 (binding) = 2040 nM Inhibition of thrombin ChEMBL. 17181160
IC50 (binding) = 2040 nM Inhibition of thrombin ChEMBL. 17181160
IC50 (binding) = 20700 nM Inhibition of activated protein C ChEMBL. 17181160
IC50 (binding) = 20700 nM Inhibition of activated protein C ChEMBL. 17181160
IC50 (binding) = 38000 nM Inhibition of factor 7a ChEMBL. 17181160
IC50 (binding) = 38000 nM Inhibition of factor 7a ChEMBL. 17181160
Selectivity ratio (binding) = 2 Selectivity for factor 11a over plasma kallikrein ChEMBL. 17181160
Selectivity ratio (binding) = 2 Selectivity for factor 11a over trypsin ChEMBL. 17181160
Selectivity ratio (binding) = 267 Selectivity for factor 11a over factor 10a ChEMBL. 17181160
Selectivity ratio (binding) = 340 Selectivity for factor 11a over thrombin ChEMBL. 17181160
Selectivity ratio (binding) > 3000 Selectivity for factor 11a over activated protein C ChEMBL. 17181160
Selectivity ratio (binding) > 6000 Selectivity for factor 11a over factor 7a ChEMBL. 17181160
t1/2 (ADMET) = 45 min Half life in iv dosed rat ChEMBL. 17181160
Vdss (ADMET) = 236 ml/kg Volume of distribution in iv dosed rat ChEMBL. 17181160

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

2 literature references were collected for this gene.

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