7-Hydroxy-2-(1H-indol-3-yl)-4H-chromen-4-one

ID: ALA2419918

Chembl Id: CHEMBL2419918

PubChem CID: 72201888

Max Phase: Preclinical

Molecular Formula: C17H11NO3

Molecular Weight: 277.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(-c2c[nH]c3ccccc23)oc2cc(O)ccc12

Standard InChI:  InChI=1S/C17H11NO3/c19-10-5-6-12-15(20)8-17(21-16(12)7-10)13-9-18-14-4-2-1-3-11(13)14/h1-9,18-19H

Standard InChI Key:  WLUPYJBIYFILOG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2419918

   7-hydroxy-2-(1H-indol-3-yl)chromen-4-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: 277.28

Molecular Weight (Monoisotopic): 277.0739

AlogP: 3.65

#Rotatable Bonds: 1

Polar Surface Area: 66.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.51

CX Basic pKa: ┄

CX LogP: 2.76

CX LogD: 1.84

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.56

Np Likeness Score: 0.74

References

1. Hu Y, Yang Y, Yu Y, Wen G, Shang N, Zhuang W, Lu D, Zhou B, Liang B, Yue X, Li F, Du J, Bu X..  (2013)  Synthesis and identification of new flavonoids targeting liver X receptor β involved pathway as potential facilitators of Aβ clearance with reduced lipid accumulation.,  56  (15): [PMID:23844653] [10.1021/jm301913k]

2. Chen M, Yang F, Kang J, Gan H, Lai X, Gao Y..  (2018)  Discovery of molecular mechanism of a clinical herbal formula upregulating serum HDL-c levels in treatment of metabolic syndrome by in vivo and computational studies.,  28  (2): [PMID:29196136] [10.1016/j.bmcl.2017.11.033]

Source

Source(1):

• Scientific Literature