2-(4-Methyl-3-nitrophenylamino)-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)pyrimidine-5-carboxamide

ID: ALA3781859

Chembl Id: CHEMBL3781859

PubChem CID: 127032243

Max Phase: Preclinical

Molecular Formula: C27H21F3N6O4

Molecular Weight: 550.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2cccc(C(F)(F)F)c2)cc1NC(=O)c1cnc(Nc2ccc(C)c([N+](=O)[O-])c2)nc1

Standard InChI:  InChI=1S/C27H21F3N6O4/c1-15-6-8-20(33-24(37)17-4-3-5-19(10-17)27(28,29)30)11-22(15)35-25(38)18-13-31-26(32-14-18)34-21-9-7-16(2)23(12-21)36(39)40/h3-14H,1-2H3,(H,33,37)(H,35,38)(H,31,32,34)

Standard InChI Key:  BWMPQCMAFPEXPM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3781859

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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: 550.50

Molecular Weight (Monoisotopic): 550.1576

AlogP: 6.27

#Rotatable Bonds: 7

Polar Surface Area: 139.15

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.52

CX Basic pKa: 0.41

CX LogP: 6.20

CX LogD: 6.20

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.18

Np Likeness Score: -1.84

References

1. Liang X, Liu X, Wang B, Zou F, Wang A, Qi S, Chen C, Zhao Z, Wang W, Qi Z, Lv F, Hu Z, Wang L, Zhang S, Liu Q, Liu J..  (2016)  Discovery of 2-((3-Amino-4-methylphenyl)amino)-N-(2-methyl-5-(3-(trifluoromethyl)benzamido)phenyl)-4-(methylamino)pyrimidine-5-carboxamide (CHMFL-ABL-053) as a Potent, Selective, and Orally Available BCR-ABL/SRC/p38 Kinase Inhibitor for Chronic Myeloid Leukemia.,  59  (5): [PMID:26789553] [10.1021/acs.jmedchem.5b01618]

Source

Source(1):

• Scientific Literature