ID: ALA4097393

Max Phase: Preclinical

Molecular Formula: C25H27FN4O4

Molecular Weight: 466.51

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1cc(CNC(=O)c2cc([C@@H]3CCNC[C@H]3COc3ccc4c(c3)OCO4)ccc2F)n[nH]1

Standard InChI:  InChI=1S/C25H27FN4O4/c1-15-8-18(30-29-15)12-28-25(31)21-9-16(2-4-22(21)26)20-6-7-27-11-17(20)13-32-19-3-5-23-24(10-19)34-14-33-23/h2-5,8-10,17,20,27H,6-7,11-14H2,1H3,(H,28,31)(H,29,30)/t17-,20-/m0/s1

Standard InChI Key:  AHCBMZHRZKZRMY-PXNSSMCTSA-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: 466.51

Molecular Weight (Monoisotopic): 466.2016

AlogP: 3.29

#Rotatable Bonds: 7

Polar Surface Area: 97.50

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.08

CX Basic pKa: 9.76

CX LogP: 2.53

CX LogD: 0.23

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.49

Np Likeness Score: -0.96

References

1. Waldschmidt HV, Homan KT, Cato MC, Cruz-Rodríguez O, Cannavo A, Wilson MW, Song J, Cheung JY, Koch WJ, Tesmer JJ, Larsen SD..  (2017)  Structure-Based Design of Highly Selective and Potent G Protein-Coupled Receptor Kinase 2 Inhibitors Based on Paroxetine.,  60  (7): [PMID:28323425] [10.1021/acs.jmedchem.7b00112]

Source

Source(1):

• Scientific Literature