{3-[2-(2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoylamino]-4-cyclohexyl-2-hydroxy-butyl}-phosphonic acid dimethyl ester

ID: ALA3143416

Chembl Id: CHEMBL3143416

PubChem CID: 90663428

Max Phase: Preclinical

Molecular Formula: C32H54N3O8P

Molecular Weight: 639.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COP(=O)(C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](Cc1ccccc1)NC(=O)OC(C)(C)C)OC

Standard InChI:  InChI=1S/C32H54N3O8P/c1-22(2)18-26(34-30(38)27(20-24-16-12-9-13-17-24)35-31(39)43-32(3,4)5)29(37)33-25(19-23-14-10-8-11-15-23)28(36)21-44(40,41-6)42-7/h9,12-13,16-17,22-23,25-28,36H,8,10-11,14-15,18-21H2,1-7H3,(H,33,37)(H,34,38)(H,35,39)/t25-,26-,27-,28-/m0/s1

Standard InChI Key:  PVADTBGUAWNBMH-LJWNLINESA-N

Alternative Forms

1. Parent:

   

   ALA3143416

   {3-[2-(2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-4-methyl-pentanoylamino]-4-cyclohexyl-2-hydroxy-butyl}-phosphonic acid monomethyl ester

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 639.77

Molecular Weight (Monoisotopic): 639.3649

AlogP: 4.96

#Rotatable Bonds: 16

Polar Surface Area: 152.29

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.65

CX Basic pKa: ┄

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 1

Heavy Atoms: 44

QED Weighted: 0.19

Np Likeness Score: 0.03

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

Source(1):

• Scientific Literature