{3-[2-(2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-3-(3H-imidazol-4-yl)-propionylamino]-4-cyclohexyl-2-hydroxy-butyl}-phosphonic acid diethyl ester

ID: ALA3143425

Chembl Id: CHEMBL3143425

PubChem CID: 90663437

Max Phase: Preclinical

Molecular Formula: C34H54N5O8P

Molecular Weight: 691.81

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCOP(=O)(C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)OCC

Standard InChI:  InChI=1S/C34H54N5O8P/c1-6-45-48(44,46-7-2)22-30(40)27(18-24-14-10-8-11-15-24)37-32(42)29(20-26-21-35-23-36-26)38-31(41)28(19-25-16-12-9-13-17-25)39-33(43)47-34(3,4)5/h9,12-13,16-17,21,23-24,27-30,40H,6-8,10-11,14-15,18-20,22H2,1-5H3,(H,35,36)(H,37,42)(H,38,41)(H,39,43)/t27-,28-,29-,30-/m0/s1

Standard InChI Key:  NRPBAVWIOYZNFJ-KRCBVYEFSA-N

Associated Targets(Human)

REN Tclin Renin (5251 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

PGA Pepsin A (436 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CTSD Cathepsin D (510 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: 691.81Molecular Weight (Monoisotopic): 691.3710AlogP: 4.66#Rotatable Bonds: 18
Polar Surface Area: 180.97Molecular Species: NEUTRALHBA: 9HBD: 5
#RO5 Violations: 1HBA (Lipinski): 13HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 12.24CX Basic pKa: 6.53CX LogP: 3.11CX LogD: 3.06
Aromatic Rings: 2Heavy Atoms: 48QED Weighted: 0.14Np Likeness Score: -0.02

References

1. Dellaria JF, Maki RG, Stein HH, Cohen J, Whittern D, Marsh K, Hoffman DJ, Plattner JJ, Perun TJ..  (1990)  New inhibitors of renin that contain novel phosphostatine Leu-Val replacements.,  33  (2): [PMID:2105396] [10.1021/jm00164a011]

Source