3-(3-Chloro-4-hydroxy-phenylamino)-4-(4-chloro-phenyl)-pyrrole-2,5-dione

ID: ALA156684

Chembl Id: CHEMBL156684

PubChem CID: 6539480

Max Phase: Preclinical

Molecular Formula: C16H10Cl2N2O3

Molecular Weight: 349.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C(c2ccc(Cl)cc2)=C1Nc1ccc(O)c(Cl)c1

Standard InChI:  InChI=1S/C16H10Cl2N2O3/c17-9-3-1-8(2-4-9)13-14(16(23)20-15(13)22)19-10-5-6-12(21)11(18)7-10/h1-7,21H,(H2,19,20,22,23)

Standard InChI Key:  RMLWKXHTADHNDS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA156684

   4-Arylmaleimide deriv. 6-e

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: 349.17

Molecular Weight (Monoisotopic): 348.0068

AlogP: 3.18

#Rotatable Bonds: 3

Polar Surface Area: 78.43

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.81

CX Basic pKa: ┄

CX LogP: 2.85

CX LogD: 2.84

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -0.40

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