(S)-(4-(5-bromopicolinoyl)-3-(4-chlorophenyl)piperazin-1-yl)(6-bromopyrazolo[1,5-a]pyridin-3-yl)methanone

ID: ALA4168783

Chembl Id: CHEMBL4168783

PubChem CID: 145952791

Max Phase: Preclinical

Molecular Formula: C24H18Br2ClN5O2

Molecular Weight: 603.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1cnn2cc(Br)ccc12)N1CCN(C(=O)c2ccc(Br)cn2)[C@@H](c2ccc(Cl)cc2)C1

Standard InChI:  InChI=1S/C24H18Br2ClN5O2/c25-16-3-7-20(28-11-16)24(34)31-10-9-30(14-22(31)15-1-5-18(27)6-2-15)23(33)19-12-29-32-13-17(26)4-8-21(19)32/h1-8,11-13,22H,9-10,14H2/t22-/m1/s1

Standard InChI Key:  NXUPTMOYEVVJFX-JOCHJYFZSA-N

Alternative Forms

1. Parent:

   

   ALA4168783

   ---

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: 603.70

Molecular Weight (Monoisotopic): 600.9516

AlogP: 5.25

#Rotatable Bonds: 3

Polar Surface Area: 70.81

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 0.96

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -1.72

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