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

ID: ALA3142274

Chembl Id: CHEMBL3142274

PubChem CID: 90662860

Max Phase: Preclinical

Molecular Formula: C31H59N3O6

Molecular Weight: 569.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OC(C)(C)C)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/C31H59N3O6/c1-19(2)15-24(33-29(38)25(16-20(3)4)34-30(39)40-31(7,8)9)28(37)32-23(18-22-13-11-10-12-14-22)27(36)26(35)17-21(5)6/h19-27,35-36H,10-18H2,1-9H3,(H,32,37)(H,33,38)(H,34,39)/t23-,24-,25-,26-,27+/m0/s1

Standard InChI Key:  PRLCTKJTMFZULZ-JSLVBRCRSA-N

Alternative Forms

1. Parent:

   

   ALA3142274

   {1-[1-(1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-methyl-butylcarbamoyl]-3-methyl-butyl}-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: 569.83

Molecular Weight (Monoisotopic): 569.4404

AlogP: 4.68

#Rotatable Bonds: 15

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: 12.70

CX Basic pKa: ┄

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.19

Np Likeness Score: 0.30

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