3-(2-Hydroxy-phenyl)-4-[1-(3-hydroxy-propyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-pyrrole-2,5-dione

ID: ALA109944

Chembl Id: CHEMBL109944

PubChem CID: 9999648

Max Phase: Preclinical

Molecular Formula: C21H19N3O4

Molecular Weight: 377.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COCCCn1cc(C2=C(c3ccccc3O)C(=O)NC2=O)c2cccnc21

Standard InChI:  InChI=1S/C21H19N3O4/c1-28-11-5-10-24-12-15(13-7-4-9-22-19(13)24)18-17(20(26)23-21(18)27)14-6-2-3-8-16(14)25/h2-4,6-9,12,25H,5,10-11H2,1H3,(H,23,26,27)

Standard InChI Key:  DZVIVYUYURSYNH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA109944

   3-(2-Hydroxy-phenyl)-4-[1-(3-hydroxy-propyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-pyrrole-2,5-dione

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: 377.40

Molecular Weight (Monoisotopic): 377.1376

AlogP: 2.35

#Rotatable Bonds: 6

Polar Surface Area: 93.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.60

CX Basic pKa: 3.44

CX LogP: 1.88

CX LogD: 1.86

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.51

Np Likeness Score: -0.44

References

1. Zhang HC, Ye H, Conway BR, Derian CK, Addo MF, Kuo GH, Hecker LR, Croll DR, Li J, Westover L, Xu JZ, Look R, Demarest KT, Andrade-Gordon P, Damiano BP, Maryanoff BE..  (2004)  3-(7-Azaindolyl)-4-arylmaleimides as potent, selective inhibitors of glycogen synthase kinase-3.,  14  (12): [PMID:15149684] [10.1016/j.bmcl.2004.03.090]

Source

Source(1):

• Scientific Literature