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

ID: ALA4165785

Chembl Id: CHEMBL4165785

PubChem CID: 145953529

Max Phase: Preclinical

Molecular Formula: C29H22Cl3N3O3

Molecular Weight: 566.87

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C29H22Cl3N3O3/c30-22-7-1-18(2-8-22)25-15-21(16-33-27(25)36)28(37)34-13-14-35(29(38)20-5-11-24(32)12-6-20)26(17-34)19-3-9-23(31)10-4-19/h1-12,15-16,26H,13-14,17H2,(H,33,36)

Standard InChI Key:  SZDQAACPHGECGG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4165785

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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: 566.87

Molecular Weight (Monoisotopic): 565.0727

AlogP: 6.34

#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: 5.28

CX LogD: 5.28

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.31

Np Likeness Score: -1.03

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