{1-[1-(1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-(4H-imidazol-4-yl)-ethylcarbamoyl]-3-methyl-butyl}-carbamic acid ethyl ester

ID: ALA3348538

Chembl Id: CHEMBL3348538

PubChem CID: 14212909

Max Phase: Preclinical

Molecular Formula: C29H51N5O6

Molecular Weight: 565.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)CC(C)C

Standard InChI:  InChI=1S/C29H51N5O6/c1-6-40-29(39)34-23(12-18(2)3)27(37)33-24(15-21-16-30-17-31-21)28(38)32-22(14-20-10-8-7-9-11-20)26(36)25(35)13-19(4)5/h16-20,22-26,35-36H,6-15H2,1-5H3,(H,30,31)(H,32,38)(H,33,37)(H,34,39)/t22-,23-,24-,25-,26+/m0/s1

Standard InChI Key:  CXHKFZTXXRBAAN-WBAQKLHDSA-N

Alternative Forms

1. Parent:

   

   ALA3348538

   {1-[1-(1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-(4H-imidazol-4-yl)-ethylcarbamoyl]-3-methyl-butyl}-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: 565.76

Molecular Weight (Monoisotopic): 565.3839

AlogP: 2.82

#Rotatable Bonds: 16

Polar Surface Area: 165.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.33

CX Basic pKa: 6.53

CX LogP: 2.81

CX LogD: 2.76

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: 0.31

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