N-((3S,4S)-4-Benzylpyrrolidin-3-ylmethyl)-N-isopropyl-4-methoxy-3-(3-methoxypropoxy)benzamide Hydrochloride Salt

ID: ALA2322611

Chembl Id: CHEMBL2322611

PubChem CID: 71600099

Max Phase: Preclinical

Molecular Formula: C27H39ClN2O4

Molecular Weight: 454.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCOc1cc(C(=O)N(C[C@@H]2CNC[C@H]2Cc2ccccc2)C(C)C)ccc1OC.Cl

Standard InChI:  InChI=1S/C27H38N2O4.ClH/c1-20(2)29(19-24-18-28-17-23(24)15-21-9-6-5-7-10-21)27(30)22-11-12-25(32-4)26(16-22)33-14-8-13-31-3;/h5-7,9-12,16,20,23-24,28H,8,13-15,17-19H2,1-4H3;1H/t23-,24+;/m1./s1

Standard InChI Key:  DGPDTKNMPXWENB-ITNPDYSASA-N

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: 454.61

Molecular Weight (Monoisotopic): 454.2832

AlogP: 4.04

#Rotatable Bonds: 12

Polar Surface Area: 60.03

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.00

CX LogP: 3.39

CX LogD: 0.30

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.49

Np Likeness Score: -0.58

References

1. Lorthiois E, Breitenstein W, Cumin F, Ehrhardt C, Francotte E, Jacoby E, Ostermann N, Sellner H, Kosaka T, Webb RL, Rigel DF, Hassiepen U, Richert P, Wagner T, Maibaum J..  (2013)  The discovery of novel potent trans-3,4-disubstituted pyrrolidine inhibitors of the human aspartic protease renin from in silico three-dimensional (3D) pharmacophore searches.,  56  (6): [PMID:23425156] [10.1021/jm3017078]

Source

Source(1):

• Scientific Literature