ID: ALA350702

Max Phase: Preclinical

Molecular Formula: C17H11ClN2O4

Molecular Weight: 342.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C1NC(=O)C(c2ccccc2Cl)=C1Nc1cccc(C(=O)O)c1

Standard InChI:  InChI=1S/C17H11ClN2O4/c18-12-7-2-1-6-11(12)13-14(16(22)20-15(13)21)19-10-5-3-4-9(8-10)17(23)24/h1-8H,(H,23,24)(H2,19,20,21,22)

Standard InChI Key:  JETNNLCMZCYIJE-UHFFFAOYSA-N

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

Properties

Molecular Weight: 342.74

Molecular Weight (Monoisotopic): 342.0407

AlogP: 2.52

#Rotatable Bonds: 4

Polar Surface Area: 95.50

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 4.75

CX Basic pKa:

CX LogP: 2.21

CX LogD: -0.39

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.74

Np Likeness Score: -0.46

References

1. Smith DG, Buffet M, Fenwick AE, Haigh D, Ife RJ, Saunders M, Slingsby BP, Stacey R, Ward RW..  (2001)  3-Anilino-4-arylmaleimides: potent and selective inhibitors of glycogen synthase kinase-3 (GSK-3).,  11  (5): [PMID:11266159] [10.1016/s0960-894x(00)00721-6]

2. Taha MO, Bustanji Y, Al-Ghussein MA, Mohammad M, Zalloum H, Al-Masri IM, Atallah N..  (2008)  Pharmacophore modeling, quantitative structure-activity relationship analysis, and in silico screening reveal potent glycogen synthase kinase-3beta inhibitory activities for cimetidine, hydroxychloroquine, and gemifloxacin.,  51  (7): [PMID:18324764] [10.1021/jm7009765]

3. Simon Townson and Suzanne Gokool. GlaxoSmithKline Published Kinase Inhibitor Set 2 Onchocerca lienalis Screening Data,  [10.6019/CHEMBL3988181]

4. Wells CI, Kapadia NR, Couñago RM, Drewry DH..  (2018)  In depth analysis of kinase cross screening data to identify chemical starting points for inhibition of the Nek family of kinases.,  9  (1): [PMID:30108900] [10.1039/C7MD00510E]

Source

Source(2):

• Scientific Literature
• Published Kinase Inhibitor Set 2