[6-(3,4-Dihydroxyphenyl)pyridin-2-yl]-(4-fluoro-3-hydroxyphenyl)methanone

ID: ALA3827618

Chembl Id: CHEMBL3827618

PubChem CID: 135567153

Max Phase: Preclinical

Molecular Formula: C18H12FNO4

Molecular Weight: 325.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)c(O)c1)c1cccc(-c2ccc(O)c(O)c2)n1

Standard InChI:  InChI=1S/C18H12FNO4/c19-12-6-4-11(9-16(12)22)18(24)14-3-1-2-13(20-14)10-5-7-15(21)17(23)8-10/h1-9,21-23H

Standard InChI Key:  USZFAGSFWNNZLX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3827618

   ---

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: 325.30

Molecular Weight (Monoisotopic): 325.0750

AlogP: 3.24

#Rotatable Bonds: 3

Polar Surface Area: 90.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.71

CX Basic pKa: 1.85

CX LogP: 3.87

CX LogD: 3.69

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: -0.31

References

1. Bertoletti N, Braun F, Lepage M, Möller G, Adamski J, Heine A, Klebe G, Marchais-Oberwinkler S..  (2016)  New Insights into Human 17β-Hydroxysteroid Dehydrogenase Type 14: First Crystal Structures in Complex with a Steroidal Ligand and with a Potent Nonsteroidal Inhibitor.,  59  (14): [PMID:27362750] [10.1021/acs.jmedchem.6b00293]

2. Braun F, Bertoletti N, Möller G, Adamski J, Steinmetzer T, Salah M, Abdelsamie AS, van Koppen CJ, Heine A, Klebe G, Marchais-Oberwinkler S..  (2016)  First Structure-Activity Relationship of 17β-Hydroxysteroid Dehydrogenase Type 14 Nonsteroidal Inhibitors and Crystal Structures in Complex with the Enzyme.,  59  (23): [PMID:27933965] [10.1021/acs.jmedchem.6b01436]

Source

Source(1):

• Scientific Literature