(S)-4-(4-(4-bromobenzoyl)-3-(4-chlorophenyl)piperazine-1-carbonyl)isoquinolin-1(2H)-one

ID: ALA4173010

Chembl Id: CHEMBL4173010

PubChem CID: 145950561

Max Phase: Preclinical

Molecular Formula: C27H21BrClN3O3

Molecular Weight: 550.84

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1c[nH]c(=O)c2ccccc12)N1CCN(C(=O)c2ccc(Br)cc2)[C@@H](c2ccc(Cl)cc2)C1

Standard InChI:  InChI=1S/C27H21BrClN3O3/c28-19-9-5-18(6-10-19)26(34)32-14-13-31(16-24(32)17-7-11-20(29)12-8-17)27(35)23-15-30-25(33)22-4-2-1-3-21(22)23/h1-12,15,24H,13-14,16H2,(H,30,33)/t24-/m1/s1

Standard InChI Key:  XRKZUWMUFBHDMA-XMMPIXPASA-N

Alternative Forms

1. Parent:

   

   ALA4173010

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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: 550.84

Molecular Weight (Monoisotopic): 549.0455

AlogP: 5.28

#Rotatable Bonds: 3

Polar Surface Area: 73.48

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.58

CX Basic pKa: ┄

CX LogP: 4.54

CX LogD: 4.54

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.38

Np Likeness Score: -1.31

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