N-((1-(4-(3-(3-(6,7-dimethoxyquinolin-4-yloxy)phenyl)ureido)-2-(trifluoromethyl)phenyl)piperidin-4-yl)methyl)propionamide

ID: ALA4445808

Chembl Id: CHEMBL4445808

PubChem CID: 132520995

Max Phase: Preclinical

Molecular Formula: C34H36F3N5O5

Molecular Weight: 651.69

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCC(=O)NCC1CCN(c2ccc(NC(=O)Nc3cccc(Oc4ccnc5cc(OC)c(OC)cc45)c3)cc2C(F)(F)F)CC1

Standard InChI:  InChI=1S/C34H36F3N5O5/c1-4-32(43)39-20-21-11-14-42(15-12-21)28-9-8-23(17-26(28)34(35,36)37)41-33(44)40-22-6-5-7-24(16-22)47-29-10-13-38-27-19-31(46-3)30(45-2)18-25(27)29/h5-10,13,16-19,21H,4,11-12,14-15,20H2,1-3H3,(H,39,43)(H2,40,41,44)

Standard InChI Key:  OLGYUCMAKXEACW-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4445808

   ---

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

Calculated Properties

Molecular Weight: 651.69

Molecular Weight (Monoisotopic): 651.2669

AlogP: 7.45

#Rotatable Bonds: 10

Polar Surface Area: 114.05

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.50

CX Basic pKa: 5.89

CX LogP: 5.64

CX LogD: 5.63

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.16

Np Likeness Score: -1.22

References

1. Wu Y, Wang B, Wang J, Qi S, Zou F, Qi Z, Liu F, Liu Q, Chen C, Hu C, Hu Z, Wang A, Wang L, Wang W, Ren T, Cai Y, Bai M, Liu Q, Liu J..  (2019)  Discovery of 2-(4-Chloro-3-(trifluoromethyl)phenyl)-N-(4-((6,7-dimethoxyquinolin-4-yl)oxy)phenyl)acetamide (CHMFL-KIT-64) as a Novel Orally Available Potent Inhibitor against Broad-Spectrum Mutants of c-KIT Kinase for Gastrointestinal Stromal Tumors.,  62  (13): [PMID:31250638] [10.1021/acs.jmedchem.9b00280]

2. Li B, Wang A, Liu J, Qi Z, Liu X, Yu K, Wu H, Chen C, Hu C, Wang W, Wu J, Hu Z, Ye L, Zou F, Liu F, Wang B, Wang L, Ren T, Zhang S, Bai M, Zhang S, Liu J, Liu Q..  (2016)  Discovery of N-((1-(4-(3-(3-((6,7-Dimethoxyquinolin-3-yl)oxy)phenyl)ureido)-2-(trifluoromethyl)phenyl)piperidin-4-yl)methyl)propionamide (CHMFL-KIT-8140) as a Highly Potent Type II Inhibitor Capable of Inhibiting the T670I "Gatekeeper" Mutant of cKIT Kinase.,  59  (18): [PMID:27545040] [10.1021/acs.jmedchem.6b00902]

Source

Source(1):

• Scientific Literature