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

ID: ALA4175313

Chembl Id: CHEMBL4175313

PubChem CID: 145950448

Max Phase: Preclinical

Molecular Formula: C35H25BrClF3N4O3

Molecular Weight: 721.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cc(-c2cccc(C(F)(F)F)c2)c(=O)n(-c2ccccc2)c1)N1CCN(C(=O)c2ccc(Br)cn2)[C@@H](c2ccc(Cl)cc2)C1

Standard InChI:  InChI=1S/C35H25BrClF3N4O3/c36-26-11-14-30(41-19-26)34(47)43-16-15-42(21-31(43)22-9-12-27(37)13-10-22)32(45)24-18-29(23-5-4-6-25(17-23)35(38,39)40)33(46)44(20-24)28-7-2-1-3-8-28/h1-14,17-20,31H,15-16,21H2/t31-/m1/s1

Standard InChI Key:  XXRSEDBXRRRFKI-WJOKGBTCSA-N

Alternative Forms

1. Parent:

   

   ALA4175313

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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: 721.96

Molecular Weight (Monoisotopic): 720.0751

AlogP: 7.67

#Rotatable Bonds: 5

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: 0.64

CX LogP: 6.77

CX LogD: 6.77

Aromatic Rings: 5

Heavy Atoms: 47

QED Weighted: 0.19

Np Likeness Score: -1.49

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