3-(benzylamino)-2-(4-(3-(2-chloro-3,6-difluorophenoxy)propyl)benzyl)-N-cyclopropyl-N-(2,3-dichlorobenzyl)propanamide

ID: ALA1090982

PubChem CID: 15981153

Max Phase: Preclinical

Molecular Formula: C36H35Cl3F2N2O2

Molecular Weight: 672.04

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(C(CNCc1ccccc1)Cc1ccc(CCCOc2c(F)ccc(F)c2Cl)cc1)N(Cc1cccc(Cl)c1Cl)C1CC1

Standard InChI:  InChI=1S/C36H35Cl3F2N2O2/c37-30-10-4-9-27(33(30)38)23-43(29-15-16-29)36(44)28(22-42-21-26-6-2-1-3-7-26)20-25-13-11-24(12-14-25)8-5-19-45-35-32(41)18-17-31(40)34(35)39/h1-4,6-7,9-14,17-18,28-29,42H,5,8,15-16,19-23H2

Standard InChI Key:  PPBSDRHRLCOCPR-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1090982

   3-(Benzylamino)-2-{4-[3-(2-chloro-3,6-difluorophenoxy)propyl]benzyl}-N-cyclopropyl-N-(2,3-dichlorobenzyl)propanamide

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: 672.04

Molecular Weight (Monoisotopic): 670.1732

AlogP: 9.08

#Rotatable Bonds: 15

Polar Surface Area: 41.57

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 9.01

CX LogP: 9.60

CX LogD: 7.98

Aromatic Rings: 4

Heavy Atoms: 45

QED Weighted: 0.10

Np Likeness Score: -1.01

References

1. Chen A, Bayly C, Bezençon O, Richard-Bildstein S, Dubé D, Dubé L, Gagné S, Gallant M, Gaudreault M, Grimm E, Houle R, Lacombe P, Laliberté S, Lévesque JF, Liu S, MacDonald D, Mackay B, Martin D, McKay D, Powell D, Remen L, Soisson S, Toulmond S..  (2010)  Design and optimization of a substituted amino propanamide series of renin inhibitors for the treatment of hypertension.,  20  (7): [PMID:20206513] [10.1016/j.bmcl.2010.02.036]

Source

Source(1):

• Scientific Literature