{1-[1-[1-Cyclohexylmethyl-2-hydroxy-3-(2-oxo-2lambda*5*-[1,3,2]dioxaphosphinan-2-yl)-propylcarbamoyl]-2-(3H-imidazol-4-yl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

ID: ALA3143414

Chembl Id: CHEMBL3143414

PubChem CID: 90663426

Max Phase: Preclinical

Molecular Formula: C33H50N5O8P

Molecular Weight: 675.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)CP1(=O)OCCCO1

Standard InChI:  InChI=1S/C33H50N5O8P/c1-33(2,3)46-32(42)38-27(18-24-13-8-5-9-14-24)30(40)37-28(19-25-20-34-22-35-25)31(41)36-26(17-23-11-6-4-7-12-23)29(39)21-47(43)44-15-10-16-45-47/h5,8-9,13-14,20,22-23,26-29,39H,4,6-7,10-12,15-19,21H2,1-3H3,(H,34,35)(H,36,41)(H,37,40)(H,38,42)/t26-,27-,28-,29-/m0/s1

Standard InChI Key:  CIJKARFXFYWWKM-DZUOILHNSA-N

Alternative Forms

1. Parent:

   

   ALA3143414

   tert-butyl N-[(2S)-1-[[(2S)-1-[[(2S,3R)-1-cyclohexyl-3-hydroxy-4-(2-oxo-1,3,2lambda5-dioxaphosphinan-2-yl)butan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate

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: 675.76

Molecular Weight (Monoisotopic): 675.3397

AlogP: 4.02

#Rotatable Bonds: 14

Polar Surface Area: 180.97

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.26

CX Basic pKa: 6.53

CX LogP: 2.31

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.18

Np Likeness Score: -0.04

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