ID: ALA413256

Max Phase: Preclinical

Molecular Formula: C19H22ClNO2

Molecular Weight: 331.84

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc(COC2CNCCC2c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C19H22ClNO2/c1-22-17-8-2-14(3-9-17)13-23-19-12-21-11-10-18(19)15-4-6-16(20)7-5-15/h2-9,18-19,21H,10-13H2,1H3

Standard InChI Key:  BIPGSFPDFZLUIK-UHFFFAOYSA-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

Properties

Molecular Weight: 331.84

Molecular Weight (Monoisotopic): 331.1339

AlogP: 4.01

#Rotatable Bonds: 5

Polar Surface Area: 30.49

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.34

CX LogP: 3.90

CX LogD: 1.98

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.90

Np Likeness Score: 0.02

References

1. Vieira E, Binggeli A, Breu V, Bur D, Fischli W, Güller R, Hirth G, Märki HP, Müller M, Oefner C, Scalone M, Stadler H, Wilhelm M, Wostl W..  (1999)  Substituted piperidines--highly potent renin inhibitors due to induced fit adaptation of the active site.,  9  (10): [PMID:10360744] [10.1016/s0960-894x(99)00195-x]

2. Webb RL, Schiering N, Sedrani R, Maibaum J..  (2010)  Direct renin inhibitors as a new therapy for hypertension.,  53  (21): [PMID:20731374] [10.1021/jm901885s]

Source

Source(1):

• Scientific Literature