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

ID: ALA4176581

Chembl Id: CHEMBL4176581

PubChem CID: 145973836

Max Phase: Preclinical

Molecular Formula: C30H25Cl2N3O5S

Molecular Weight: 610.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)c1cccc(-c2cc(C(=O)N3CCN(C(=O)c4ccc(Cl)cc4)C(c4ccc(Cl)cc4)C3)c[nH]c2=O)c1

Standard InChI:  InChI=1S/C30H25Cl2N3O5S/c1-41(39,40)25-4-2-3-21(15-25)26-16-22(17-33-28(26)36)29(37)34-13-14-35(30(38)20-7-11-24(32)12-8-20)27(18-34)19-5-9-23(31)10-6-19/h2-12,15-17,27H,13-14,18H2,1H3,(H,33,36)

Standard InChI Key:  LINZFPBJUUZTPE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4176581

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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: 610.52

Molecular Weight (Monoisotopic): 609.0892

AlogP: 5.09

#Rotatable Bonds: 5

Polar Surface Area: 107.62

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.45

CX Basic pKa: ┄

CX LogP: 3.52

CX LogD: 3.52

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.34

Np Likeness Score: -1.35

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