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

ID: ALA3949996

Chembl Id: CHEMBL3949996

PubChem CID: 122707109

Max Phase: Preclinical

Molecular Formula: C18H11F2NO3

Molecular Weight: 327.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccc(F)c(O)c1)c1cccc(-c2cccc(O)c2F)n1

Standard InChI:  InChI=1S/C18H11F2NO3/c19-12-8-7-10(9-16(12)23)18(24)14-5-2-4-13(21-14)11-3-1-6-15(22)17(11)20/h1-9,22-23H

Standard InChI Key:  MXIARVBICPPOCG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3949996

   ---

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: 327.29

Molecular Weight (Monoisotopic): 327.0707

AlogP: 3.67

#Rotatable Bonds: 3

Polar Surface Area: 70.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.46

CX Basic pKa: 0.78

CX LogP: 4.31

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.72

Np Likeness Score: -0.45

References

1. 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]

2. Braun F, Bertoletti N, Möller G, Adamski J, Frotscher M, Guragossian N, Madeira Gírio PA, Le Borgne M, Ettouati L, Falson P, Müller S, Vollmer G, Heine A, Klebe G, Marchais-Oberwinkler S..  (2018)  Structure-based design and profiling of novel 17β-HSD14 inhibitors.,  155  [PMID:29859505] [10.1016/j.ejmech.2018.05.029]

Source

Source(1):

• Scientific Literature