{1-[1-(1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-methyl-butylcarbamoyl]-2-phenyl-ethyl}-carbamic acid ethyl ester

ID: ALA3142268

Chembl Id: CHEMBL3142268

PubChem CID: 14212906

Max Phase: Preclinical

Molecular Formula: C32H53N3O6

Molecular Weight: 575.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)CC(C)C

Standard InChI:  InChI=1S/C32H53N3O6/c1-6-41-32(40)35-27(20-24-15-11-8-12-16-24)31(39)34-26(17-21(2)3)30(38)33-25(19-23-13-9-7-10-14-23)29(37)28(36)18-22(4)5/h8,11-12,15-16,21-23,25-29,36-37H,6-7,9-10,13-14,17-20H2,1-5H3,(H,33,38)(H,34,39)(H,35,40)/t25-,26-,27-,28-,29+/m0/s1

Standard InChI Key:  FRUPEHGUWUSLCV-MYHRABSESA-N

Alternative Forms

1. Parent:

   

   ALA3142268

   {1-[1-(1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-methyl-butylcarbamoyl]-2-phenyl-ethyl}-carbamic acid ethyl 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: 575.79

Molecular Weight (Monoisotopic): 575.3934

AlogP: 4.10

#Rotatable Bonds: 16

Polar Surface Area: 136.99

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.61

CX Basic pKa: ┄

CX LogP: 4.90

CX LogD: 4.90

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.20

Np Likeness Score: 0.28

References

1. Luly JR, BaMaung N, Soderquist J, Fung AK, Stein H, Kleinert HD, Marcotte PA, Egan DA, Bopp B, Merits I..  (1988)  Renin inhibitors. Dipeptide analogues of angiotensinogen utilizing a dihydroxyethylene transition-state mimic at the scissile bond to impart greater inhibitory potency.,  31  (12): [PMID:3143009] [10.1021/jm00120a005]

Source

Source(1):

• Scientific Literature