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

ID: ALA4159400

Chembl Id: CHEMBL4159400

PubChem CID: 145957111

Max Phase: Preclinical

Molecular Formula: C30H23BrClF3N4O3

Molecular Weight: 659.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1cc(C(=O)N2CCN(C(=O)c3ccc(Br)cn3)[C@@H](c3ccc(Cl)cc3)C2)cc(-c2cccc(C(F)(F)F)c2)c1=O

Standard InChI:  InChI=1S/C30H23BrClF3N4O3/c1-37-16-20(14-24(28(37)41)19-3-2-4-21(13-19)30(33,34)35)27(40)38-11-12-39(29(42)25-10-7-22(31)15-36-25)26(17-38)18-5-8-23(32)9-6-18/h2-10,13-16,26H,11-12,17H2,1H3/t26-/m1/s1

Standard InChI Key:  PYBZEAFFMSAHKD-AREMUKBSSA-N

Alternative Forms

1. Parent:

   

   ALA4159400

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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: 659.89

Molecular Weight (Monoisotopic): 658.0594

AlogP: 6.22

#Rotatable Bonds: 4

Polar Surface Area: 75.51

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.72

CX LogP: 5.12

CX LogD: 5.12

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.26

Np Likeness Score: -1.51

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