ID: ALA5087156

Max Phase: Preclinical

Molecular Formula: C21H20N4O3

Molecular Weight: 376.42

Molecule Type: Unknown

Representations

Canonical SMILES:  COc1cc(C(=O)N2[C@H]3Cc4ccccc4[C@@H]2CNC3=O)cc2c(C)n[nH]c12

Standard InChI:  InChI=1S/C21H20N4O3/c1-11-15-7-13(9-18(28-2)19(15)24-23-11)21(27)25-16-8-12-5-3-4-6-14(12)17(25)10-22-20(16)26/h3-7,9,16-17H,8,10H2,1-2H3,(H,22,26)(H,23,24)/t16-,17-/m0/s1

Standard InChI Key:  HRKCASUVRVKFNC-IRXDYDNUSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 376.42

Molecular Weight (Monoisotopic): 376.1535

AlogP: 2.12

#Rotatable Bonds: 2

Polar Surface Area: 87.32

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.46

CX Basic pKa: 2.94

CX LogP: 1.33

CX LogD: 1.33

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: -0.37

References

1. Winter-Holt JJ, Bardelle C, Chiarparin E, Dale IL, Davey PRJ, Davies NL, Denz C, Fillery SM, Guérot CM, Han F, Hughes SJ, Kulkarni M, Liu Z, Milbradt A, Moss TA, Niu H, Patel J, Rabow AA, Schimpl M, Shi J, Sun D, Yang D, Guichard S..  (2022)  Discovery of a Potent and Selective ATAD2 Bromodomain Inhibitor with Antiproliferative Activity in Breast Cancer Models.,  65  (4.0): [PMID:35133824] [10.1021/acs.jmedchem.1c01871]

Source

Source(1):

• Scientific Literature