(S)-4,4-dimethyl-2-oxo-3-[(S)-1-((R)-1-phenyl-ethylaminooxalyl)-pentylcarbamoyloxy]-pyrrolidine-1-carboxylic acid biphenyl-4-ylmethyl ester

ID: ALA436747

Chembl Id: CHEMBL436747

PubChem CID: 44409408

Max Phase: Preclinical

Molecular Formula: C36H41N3O7

Molecular Weight: 627.74

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCCC[C@H](NC(=O)O[C@@H]1C(=O)N(C(=O)OCc2ccc(-c3ccccc3)cc2)CC1(C)C)C(=O)C(=O)N[C@H](C)c1ccccc1

Standard InChI:  InChI=1S/C36H41N3O7/c1-5-6-17-29(30(40)32(41)37-24(2)26-13-9-7-10-14-26)38-34(43)46-31-33(42)39(23-36(31,3)4)35(44)45-22-25-18-20-28(21-19-25)27-15-11-8-12-16-27/h7-16,18-21,24,29,31H,5-6,17,22-23H2,1-4H3,(H,37,41)(H,38,43)/t24-,29+,31-/m1/s1

Standard InChI Key:  OJEBRSNLJRTXLH-QGXKGNFASA-N

Associated Targets(Human)

CTSK Tchem Cathepsin K (3011 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSK Tchem Cathepsin (B and K) (80 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSH Tchem Cathepsin (H and K) (64 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSK Tchem Cathepsin (L and K) (105 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSS Tchem Cathepsin (S and K) (96 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSK Tchem Cathepsin (V and K) (48 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 627.74Molecular Weight (Monoisotopic): 627.2945AlogP: 5.96#Rotatable Bonds: 12
Polar Surface Area: 131.11Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: 2HBA (Lipinski): 10HBD (Lipinski): 2#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.24CX Basic pKa: CX LogP: 7.06CX LogD: 7.06
Aromatic Rings: 3Heavy Atoms: 46QED Weighted: 0.24Np Likeness Score: -0.16

References

1. Barrett DG, Catalano JG, Deaton DN, Hassell AM, Long ST, Miller AB, Miller LR, Ray JA, Samano V, Shewchuk LM, Wells-Knecht KJ, Willard DH, Wright LL..  (2006)  Novel, potent P2-P3 pyrrolidine derivatives of ketoamide-based cathepsin K inhibitors.,  16  (6): [PMID:16376075] [10.1016/j.bmcl.2005.11.101]

Source