5-(4-(4-chlorobenzoyl)-3-(4-chlorophenyl)piperazine-1-carbonyl)-3-(3-(trifluoromethyl)phenyl)pyridin-2(1H)-one

ID: ALA4168400

Chembl Id: CHEMBL4168400

PubChem CID: 145955039

Max Phase: Preclinical

Molecular Formula: C30H22Cl2F3N3O3

Molecular Weight: 600.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1c[nH]c(=O)c(-c2cccc(C(F)(F)F)c2)c1)N1CCN(C(=O)c2ccc(Cl)cc2)C(c2ccc(Cl)cc2)C1

Standard InChI:  InChI=1S/C30H22Cl2F3N3O3/c31-23-8-4-18(5-9-23)26-17-37(12-13-38(26)29(41)19-6-10-24(32)11-7-19)28(40)21-15-25(27(39)36-16-21)20-2-1-3-22(14-20)30(33,34)35/h1-11,14-16,26H,12-13,17H2,(H,36,39)

Standard InChI Key:  ADFAWSCWKHUYDX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4168400

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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: 600.42

Molecular Weight (Monoisotopic): 599.0990

AlogP: 6.71

#Rotatable Bonds: 4

Polar Surface Area: 73.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.45

CX Basic pKa: ┄

CX LogP: 5.56

CX LogD: 5.56

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: -1.29

References

1. Mizojiri R, Nakata D, Satoh Y, Morishita D, Shibata S, Iwatani-Yoshihara M, Kosugi Y, Kosaka M, Takeda J, Sasaki S, Takami K, Fukuda K, Kamaura M, Sasaki S, Arai R, Cary DR, Imaeda Y..  (2017)  Discovery of Novel 5-(Piperazine-1-carbonyl)pyridin-2(1H)-one Derivatives as Orally eIF4A3-Selective Inhibitors.,  8  (10): [PMID:29057054] [10.1021/acsmedchemlett.7b00283]

Source

Source(1):

• Scientific Literature