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Compound Detail

CHEMBL1269597

SCY 635
🧪 Phase II
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🧪 Phase II
C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)[C@H](SCCN(C)C)C(=O)N(C)[C@@H](CC(C)(C)O)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C

Basic Information

ChEMBL ID CHEMBL1269597
Name SCY 635
Phase Phase II
Structure Type BOTH
InChI Key AQHMBDAHQGYLIU-XNFHFXFQSA-N

Known Names

Scy 635 SCY-635
11
Targets
33
Activities
4
Assay Types
30
PK Parameters
20
Publications
2
Known Names
2
Indications
1
Mechanisms

Molecular Properties

1321.8
MW (Da)

Drug Information

Molecule Type Protein
Chirality Single Enantiomer

Flags

Natural Product

Extended Properties

Molecular Formula C66H120N12O13S
MW 1321.82

Mechanism of Action

Mechanism Action Type Target Direct Efficacy
Cyclophilin A inhibitor INHIBITOR Peptidyl-prolyl cis-trans isomerase A

Indications

Hepatitis C Hepatitis C, Chronic

Activity Summary

EC50 21 meas. best 7.35
IC50 8 meas. best 8.02
Kd 3 meas. best 8.54
Ki 1 meas. best 8.73

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Peptidyl-prolyl cis-trans isomerase A
CHEMBL1949
Ki 8.73 8.73 1.8 1
Peptidyl-prolyl cis-trans isomerase B
CHEMBL2075
Kd 8.54 8.54 2.9 1
Peptidyl-prolyl cis-trans isomerase F, mitochondrial
CHEMBL3325306
Kd 8.51 8.51 3.1 1
Peptidyl-prolyl cis-trans isomerase A
CHEMBL1949
Kd 8.49 8.49 3.2 1
Peptidyl-prolyl cis-trans isomerase A
CHEMBL1949
IC50 8.02 6.915 9.5 2
Peptidyl-prolyl cis-trans isomerase B
CHEMBL2075
IC50 7.99 7.99 10.3 1
Human immunodeficiency virus type 1 reverse transcriptase
CHEMBL247
IC50 7.35 7.35 45.0 1
Human immunodeficiency virus 1
CHEMBL378
EC50 7.35 7.35 45.0 1
Hepatitis C virus
CHEMBL379
EC50 7.3 6.9006 50.0 17
Jurkat
CHEMBL397
EC50 5.38 5.19 4209.0 2
PBMC
CHEMBL613107
IC50 5.33 5.33 4700.0 1
PBMC
CHEMBL613107
EC50 5.28 5.28 5300.0 1
Cytochrome P450 2C19
CHEMBL3622
IC50 4.91 4.91 12400.0 1
Cytochrome P450 2C9
CHEMBL3397
IC50 4.87 4.87 13400.0 1
Cytochrome P450 3A4
CHEMBL340
IC50 4.23 4.23 58500.0 1

Pharmacokinetic Data

Parameter Value Units Species
AUC 22500.0 ng.hr.mL-1 Rattus norvegicus
AUC 37300.0 ng.hr.mL-1 Rattus norvegicus
AUC 49900.0 ng.hr.mL-1 Macaca mulatta
AUC 31500.0 ng.hr.mL-1 Macaca mulatta
AUC 13000.0 ng.hr.mL-1 Rattus norvegicus
AUC 26500.0 ng.hr.mL-1 Rattus norvegicus
AUC 42500.0 ng.hr.mL-1 Rattus norvegicus
AUC 27900.0 ng.hr.mL-1 Macaca mulatta
AUC 59200.0 ng.hr.mL-1 Macaca mulatta
AUC 42000.0 ng.hr.mL-1 Macaca mulatta
AUC 139000.0 ng.hr.mL-1 Rattus norvegicus
AUC 120000.0 ng.hr.mL-1 Rattus norvegicus
AUC 141000.0 ng.hr.mL-1 Rattus norvegicus
AUC 30500.0 ng.hr.mL-1 Rattus norvegicus
AUC 18000.0 ng.hr.mL-1 Rattus norvegicus
AUC 30200.0 ng.hr.mL-1 Rattus norvegicus
AUC 4.6 ng.hr.mL-1 Rattus norvegicus
AUC 6.7 ng.hr.mL-1 Rattus norvegicus
AUC 4.7 ng.hr.mL-1 Rattus norvegicus
CL 9000.0 mL.min-1.g-1 Mus musculus
CL 14000.0 mL.min-1.g-1 Homo sapiens
CL 1.48 mL.min-1.kg-1 Rattus norvegicus
CL 2.233 mL.min-1.kg-1 Rattus norvegicus
CL 0.47 mL.min-1.kg-1 Macaca mulatta
CL 0.5283 mL.min-1.kg-1 Macaca mulatta
Cmax 1142.36 nM Rattus norvegicus
Cmax 2262.03 nM Rattus norvegicus
Cmax 1747.59 nM Macaca mulatta
Cmax 1936.72 nM Macaca mulatta
Cmax 680.88 nM Rattus norvegicus

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Peptidyl-prolyl cis-trans isomerase A Ki = 1.84 nM 8.73 Inhibition of calcineurin phosphatase activity of CyPA 19933795
Peptidyl-prolyl cis-trans isomerase B Kd = 2.9 nM 8.54 Binding affinity to human cyclophilin B by surface plasmon resonance method 25310383
Peptidyl-prolyl cis-trans isomerase F, mitochondrial Kd = 3.1 nM 8.51 Binding affinity to human cyclophilin F by surface plasmon resonance method 25310383
Peptidyl-prolyl cis-trans isomerase A Kd = 3.2 nM 8.49 Binding affinity to human cyclophilin A by surface plasmon resonance method 25310383
Peptidyl-prolyl cis-trans isomerase A IC50 = 9.48 nM 8.02 Binding affinity to cyclophilin A by ELISA 20943390
Peptidyl-prolyl cis-trans isomerase B IC50 = 10.3 nM 7.99 Binding affinity to cyclophilin B by ELISA 20943390
Human immunodeficiency virus 1 EC50 = 45.0 nM 7.35 Antiviral activity against HIV1 LAI infected in human CEM4 cells assessed as inh... 23849880
Human immunodeficiency virus type 1 reverse transcriptase IC50 = 45.0 nM 7.35 In vitro inhibitory activity against HIV-1 RT in CEM4 cell line 14643337
Hepatitis C virus EC50 = 50.0 nM 7.3 Antiviral activity against HCV after 72 hrs by stable luciferase reporter gene a... 20943390
Hepatitis C virus EC50 = 70.0 nM 7.16 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 80.0 nM 7.1 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 90.0 nM 7.05 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 100.0 nM 7.0 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 110.0 nM 6.96 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 120.0 nM 6.92 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 120.0 nM 6.92 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 122.0 nM 6.91 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells afte... 23849880
Hepatitis C virus EC50 = 130.0 nM 6.89 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 150.0 nM 6.82 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795
Hepatitis C virus EC50 = 150.0 nM 6.82 Antiviral activity against Hepatitis C virus infected in human Huh7ET cells asse... 19933795

Literature References

PubMed DOI Target Context # Activities
19933795 10.1128/aac.00660-09 ADMET 25
19933795 10.1128/aac.00660-09 Rattus norvegicus 25
19933795 10.1128/aac.00660-09 Rhesus monkey 25
19933795 10.1128/aac.00660-09 Hepatitis C virus 23
19933795 10.1128/aac.00660-09 ATP-dependent translocase ABCB1 12
19933795 10.1128/aac.00660-09 Liver 9
19933795 10.1128/aac.00660-09 Cytochrome P450 3A4 5
19933795 10.1128/aac.00660-09 Cytochrome P450 1A2 5
19933795 10.1128/aac.00660-09 Hepatocyte 4
19933795 10.1128/aac.00660-09 PBMC 4
19933795 10.1128/aac.00660-09 Cytochrome P450 2B6 4
25310383 10.1021/jm500862r Hepatitis C virus 3
19933795 10.1128/aac.00660-09 Jurkat 3
19933795 10.1128/aac.00660-09 Unchecked 2
20943390 10.1016/j.bmcl.2010.09.036 Hepatitis C virus 2
19933795 10.1128/aac.00660-09 Peptidyl-prolyl cis-trans isomerase A 2
20943390 10.1016/j.bmcl.2010.09.036 ADMET 2
19933795 10.1128/aac.00660-09 Liver microsomes 2
19933795 10.1128/aac.00660-09 Cytochrome P450 2C19 1
14643337 10.1016/j.bmcl.2003.09.042 Peptidyl-prolyl cis-trans isomerase A 1

Data from ChEMBL 36 via Core Engine