(S)-(4-(4-bromobenzoyl)-3-(4-chlorophenyl)piperazin-1-yl)(isoquinolin-4-yl)methanone

ID: ALA4162337

Chembl Id: CHEMBL4162337

PubChem CID: 145962090

Max Phase: Preclinical

Molecular Formula: C27H21BrClN3O2

Molecular Weight: 534.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cncc2ccccc12)N1CCN(C(=O)c2ccc(Br)cc2)[C@@H](c2ccc(Cl)cc2)C1

Standard InChI:  InChI=1S/C27H21BrClN3O2/c28-21-9-5-19(6-10-21)26(33)32-14-13-31(17-25(32)18-7-11-22(29)12-8-18)27(34)24-16-30-15-20-3-1-2-4-23(20)24/h1-12,15-16,25H,13-14,17H2/t25-/m1/s1

Standard InChI Key:  KLSFABQWJKTMKF-RUZDIDTESA-N

Alternative Forms

1. Parent:

   

   ALA4162337

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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: 534.84

Molecular Weight (Monoisotopic): 533.0506

AlogP: 5.99

#Rotatable Bonds: 3

Polar Surface Area: 53.51

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.94

CX LogP: 5.13

CX LogD: 5.13

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -1.38

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