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

ID: ALA3142283

Chembl Id: CHEMBL3142283

PubChem CID: 14212911

Max Phase: Preclinical

Molecular Formula: C31H51N3O6

Molecular Weight: 561.76

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C31H51N3O6/c1-20(2)17-26(35)27(36)24(18-22-13-9-7-10-14-22)33-28(37)21(3)32-29(38)25(19-23-15-11-8-12-16-23)34-30(39)40-31(4,5)6/h8,11-12,15-16,20-22,24-27,35-36H,7,9-10,13-14,17-19H2,1-6H3,(H,32,38)(H,33,37)(H,34,39)/t21-,24-,25-,26-,27+/m0/s1

Standard InChI Key:  QMTPNYMKFQEHJJ-LRQPEXKUSA-N

Alternative Forms

1. Parent:

   

   ALA3142283

   {1-[1-(1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-ethylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl 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: 561.76

Molecular Weight (Monoisotopic): 561.3778

AlogP: 3.85

#Rotatable Bonds: 13

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: 4.34

CX LogD: 4.34

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: 0.19

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