1H-Indole-2-carboxylic acid [(S)-1-((1S,2S,4S)-1-cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-amide

ID: ALA54677

Chembl Id: CHEMBL54677

PubChem CID: 10436816

Max Phase: Preclinical

Molecular Formula: C29H41N5O4

Molecular Weight: 523.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](O)C[C@H](O)[C@H](CC1CCCCC1)NC(=O)[C@H](Cc1c[nH]cn1)NC(=O)c1cc2ccccc2[nH]1

Standard InChI:  InChI=1S/C29H41N5O4/c1-18(2)26(35)15-27(36)23(12-19-8-4-3-5-9-19)33-29(38)25(14-21-16-30-17-31-21)34-28(37)24-13-20-10-6-7-11-22(20)32-24/h6-7,10-11,13,16-19,23,25-27,32,35-36H,3-5,8-9,12,14-15H2,1-2H3,(H,30,31)(H,33,38)(H,34,37)/t23-,25-,26-,27-/m0/s1

Standard InChI Key:  WOVROQCAJRMPKP-MNUOIFNESA-N

Alternative Forms

1. Parent:

   

   ALA54677

   N-[(2S)-1-[[(2S,3S,5S)-1-cyclohexyl-3,5-dihydroxy-6-methylheptan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-1H-indole-2-carboxamide

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: 523.68

Molecular Weight (Monoisotopic): 523.3159

AlogP: 3.46

#Rotatable Bonds: 12

Polar Surface Area: 143.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.00

CX Basic pKa: 6.53

CX LogP: 2.68

CX LogD: 2.63

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.22

Np Likeness Score: 0.20

References

1. Yamada Y, Ando K, Komiyama K, Shibata S, Nakamura I, Hayashi Y, Ikegami K, Uchida I.  (1997)  Novel low molecular renin inhibitors which show good oral blood pressure lowering effects in marmosets,  7  (14): [10.1016/S0960-894X(97)00323-5]

Source

Source(1):

• Scientific Literature