5-(4-Hydroxy-3-methoxy-phenyl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazin-2-one

ID: ALA3358999

Chembl Id: CHEMBL3358999

PubChem CID: 78319164

Max Phase: Preclinical

Molecular Formula: C20H20N2O6

Molecular Weight: 384.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(-c2c[nH]c(=O)c(-c3cc(OC)c(OC)c(OC)c3)n2)ccc1O

Standard InChI:  InChI=1S/C20H20N2O6/c1-25-15-7-11(5-6-14(15)23)13-10-21-20(24)18(22-13)12-8-16(26-2)19(28-4)17(9-12)27-3/h5-10,23H,1-4H3,(H,21,24)

Standard InChI Key:  XRMSZZGPKBSNTA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3358999

   5-(4-hydroxy-3-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-1H-pyrazin-2-one

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: 384.39

Molecular Weight (Monoisotopic): 384.1321

AlogP: 2.84

#Rotatable Bonds: 6

Polar Surface Area: 102.90

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.52

CX Basic pKa: 0.72

CX LogP: 1.69

CX LogD: 1.69

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.67

Np Likeness Score: 0.04

References

1. Horbert R, Pinchuk B, Johannes E, Schlosser J, Schmidt D, Cappel D, Totzke F, Schächtele C, Peifer C..  (2015)  Optimization of potent DFG-in inhibitors of platelet derived growth factor receptorβ (PDGF-Rβ) guided by water thermodynamics.,  58  (1): [PMID:25007344] [10.1021/jm500373x]

Source

Source(1):

• Scientific Literature