2-(1H-Imidazol-1-yl)methyl-4H-chromen-4-one

ID: ALA3793941

PubChem CID: 22406650

Max Phase: Preclinical

Molecular Formula: C13H10N2O2

Molecular Weight: 226.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(Cn2ccnc2)oc2ccccc12

Standard InChI:  InChI=1S/C13H10N2O2/c16-12-7-10(8-15-6-5-14-9-15)17-13-4-2-1-3-11(12)13/h1-7,9H,8H2

Standard InChI Key:  PYYAMCXYNZXUHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    1.2964    2.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8942   -1.4964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1929   -0.7441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5464   -1.3604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5462   -0.2422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7917    1.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3256    0.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 12 16  1  0
 10 17  2  0
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3793941

   2-(Imidazol-1-ylmethyl)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: 226.24

Molecular Weight (Monoisotopic): 226.0742

AlogP: 2.04

#Rotatable Bonds: 2

Polar Surface Area: 48.03

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.74

CX LogP: 1.42

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.67

Np Likeness Score: -0.77

References

1. Gobbi S, Hu Q, Zimmer C, Engel M, Belluti F, Rampa A, Hartmann RW, Bisi A..  (2016)  Exploiting the Chromone Scaffold for the Development of Inhibitors of Corticosteroid Biosynthesis.,  59  (6): [PMID:26938274] [10.1021/acs.jmedchem.5b01609]

Source

Source(1):

• Scientific Literature