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

ID: ALA4162764

Chembl Id: CHEMBL4162764

PubChem CID: 145959490

Max Phase: Preclinical

Molecular Formula: C29H21BrClN5O3

Molecular Weight: 602.88

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(-c2cc(C(=O)N3CCN(C(=O)c4ccc(Br)cn4)[C@@H](c4ccc(Cl)cc4)C3)c[nH]c2=O)c1

Standard InChI:  InChI=1S/C29H21BrClN5O3/c30-22-6-9-25(33-16-22)29(39)36-11-10-35(17-26(36)19-4-7-23(31)8-5-19)28(38)21-13-24(27(37)34-15-21)20-3-1-2-18(12-20)14-32/h1-9,12-13,15-16,26H,10-11,17H2,(H,34,37)/t26-/m1/s1

Standard InChI Key:  DSSICHHIRPJSLF-AREMUKBSSA-N

Alternative Forms

1. Parent:

   

   ALA4162764

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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: 602.88

Molecular Weight (Monoisotopic): 601.0516

AlogP: 5.06

#Rotatable Bonds: 4

Polar Surface Area: 110.16

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: 0.61

CX LogP: 3.87

CX LogD: 3.87

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.35

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