N-(4-Methyl-3-(1-methyl-2-oxo-7-(piperidin-4-ylamino)-1,2-dihydropyrimido[4,5-d]pyrimidin-3(4H)-yl)phenyl)-3-(trifluoromethyl)benzamide

ID: ALA3780326

Chembl Id: CHEMBL3780326

Cas Number: 839706-09-1

PubChem CID: 11387129

Max Phase: Preclinical

Molecular Formula: C27H28F3N7O2

Molecular Weight: 539.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2cccc(C(F)(F)F)c2)cc1N1Cc2cnc(NC3CCNCC3)nc2N(C)C1=O

Standard InChI:  InChI=1S/C27H28F3N7O2/c1-16-6-7-21(33-24(38)17-4-3-5-19(12-17)27(28,29)30)13-22(16)37-15-18-14-32-25(34-20-8-10-31-11-9-20)35-23(18)36(2)26(37)39/h3-7,12-14,20,31H,8-11,15H2,1-2H3,(H,33,38)(H,32,34,35)

Standard InChI Key:  OJGVMTWEIYMDBW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3780326

   N-[3-[1,4-Dihydro-1-methyl-2-oxo-7-(4-piperidinylamino)pyrimido[4,5-d]pyrimidin-3(2H)-yl]-4-methylphenyl]-3-(trifluoromethyl)benzamide

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: 539.56

Molecular Weight (Monoisotopic): 539.2257

AlogP: 4.80

#Rotatable Bonds: 5

Polar Surface Area: 102.49

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 9.98

CX LogP: 3.55

CX LogD: 1.05

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.43

Np Likeness Score: -1.49

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