2-Benzyl-N-[1-(1-cyclohexylmethyl-2,3,4,5,6-pentahydroxy-hexylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-3-(2-methyl-propane-2-sulfonyl)-propionamide

ID: ALA357253

Chembl Id: CHEMBL357253

PubChem CID: 44368301

Max Phase: Preclinical

Molecular Formula: C33H52N4O9S

Molecular Weight: 680.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)S(=O)(=O)CC(Cc1ccccc1)C(=O)NC(Cc1c[nH]cn1)C(=O)N[C@@H](CC1CCCCC1)[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO

Standard InChI:  InChI=1S/C33H52N4O9S/c1-33(2,3)47(45,46)19-23(14-21-10-6-4-7-11-21)31(43)37-26(16-24-17-34-20-35-24)32(44)36-25(15-22-12-8-5-9-13-22)28(40)30(42)29(41)27(39)18-38/h4,6-7,10-11,17,20,22-23,25-30,38-42H,5,8-9,12-16,18-19H2,1-3H3,(H,34,35)(H,36,44)(H,37,43)/t23?,25-,26?,27+,28+,29+,30+/m0/s1

Standard InChI Key:  SEGJVTDZQVOHPV-BGYFKOBFSA-N

Alternative Forms

1. Parent:

   

   ALA357253

   2-Benzyl-N-[1-(1-cyclohexylmethyl-2,3,4,5,6-pentahydroxy-hexylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-3-(2-methyl-propane-2-sulfonyl)-propionamide

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: 680.86

Molecular Weight (Monoisotopic): 680.3455

AlogP: 0.40

#Rotatable Bonds: 17

Polar Surface Area: 222.17

Molecular Species: NEUTRAL

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.13

CX Basic pKa: 6.53

CX LogP: -0.02

CX LogD: -0.08

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.11

Np Likeness Score: 0.32

References

1. Kleemann HW, Heitsch H, Henning R, Kramer W, Kocher W, Lerch U, Linz W, Nickel WU, Ruppert D, Urbach H..  (1992)  Renin inhibitory pentols showing improved enteral bioavailability.,  35  (3): [PMID:1738148] [10.1021/jm00081a019]

Source

Source(1):

• Scientific Literature