(S)-3-(5-(4-(5-bromopicolinoyl)-3-(4-chlorophenyl)piperazine-1-carbonyl)-1-methyl-2-oxo-1,2-dihydropyridin-3-yl)benzonitrile

ID: ALA4170030

Chembl Id: CHEMBL4170030

PubChem CID: 145954890

Max Phase: Preclinical

Molecular Formula: C30H23BrClN5O3

Molecular Weight: 616.90

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#N)c2)c1=O

Standard InChI:  InChI=1S/C30H23BrClN5O3/c1-35-17-22(14-25(29(35)39)21-4-2-3-19(13-21)15-33)28(38)36-11-12-37(30(40)26-10-7-23(31)16-34-26)27(18-36)20-5-8-24(32)9-6-20/h2-10,13-14,16-17,27H,11-12,18H2,1H3/t27-/m1/s1

Standard InChI Key:  BFEHRVHTPYQIGG-HHHXNRCGSA-N

Alternative Forms

1. Parent:

   

   ALA4170030

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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: 616.90

Molecular Weight (Monoisotopic): 615.0673

AlogP: 5.07

#Rotatable Bonds: 4

Polar Surface Area: 99.30

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.72

CX LogP: 4.09

CX LogD: 4.09

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.32

Np Likeness Score: -1.56

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