N-(3-((1-Isonicotinoylpiperidin-4-yl)oxy)-4-methylphenyl)-4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide

ID: ALA3894450

Chembl Id: CHEMBL3894450

PubChem CID: 134136205

Max Phase: Preclinical

Molecular Formula: C32H36F3N5O3

Molecular Weight: 595.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(=O)c2ccc(CN3CCN(C)CC3)c(C(F)(F)F)c2)cc1OC1CCN(C(=O)c2ccncc2)CC1

Standard InChI:  InChI=1S/C32H36F3N5O3/c1-22-3-6-26(20-29(22)43-27-9-13-40(14-10-27)31(42)23-7-11-36-12-8-23)37-30(41)24-4-5-25(28(19-24)32(33,34)35)21-39-17-15-38(2)16-18-39/h3-8,11-12,19-20,27H,9-10,13-18,21H2,1-2H3,(H,37,41)

Standard InChI Key:  GKVWMMLQQGMAMC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3894450

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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: 595.67

Molecular Weight (Monoisotopic): 595.2770

AlogP: 5.09

#Rotatable Bonds: 7

Polar Surface Area: 78.01

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.57

CX LogP: 3.98

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 43

QED Weighted: 0.41

Np Likeness Score: -1.54

References

1. Wang Q, Liu F, Wang B, Zou F, Qi Z, Chen C, Yu K, Hu C, Qi S, Wang W, Hu Z, Liu J, Wang W, Wang L, Liang Q, Zhang S, Ren T, Liu Q, Liu J..  (2017)  Discovery of 4-Methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-((1-nicotinoylpiperidin-4-yl)oxy)benzamide (CHMFL-ABL/KIT-155) as a Novel Highly Potent Type II ABL/KIT Dual Kinase Inhibitor with a Distinct Hinge Binding.,  60  (1): [PMID:27966954] [10.1021/acs.jmedchem.6b01290]

Source

Source(1):

• Scientific Literature