3-(1H-Imidazol-4-ylmethyl)-4H-chromen-4-one

ID: ALA3792819

PubChem CID: 127027571

Max Phase: Preclinical

Molecular Formula: C13H10N2O2

Molecular Weight: 226.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1c(Cc2c[nH]cn2)coc2ccccc12

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

Standard InChI Key:  WOBGJBMBDUMJOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -1.2928    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
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5644    1.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5644    0.2430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8101   -1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3439   -0.7368    0.0000 N   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 O   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
    2.5929   -0.7486    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
    1.2964    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  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  5  9  1  0
  3 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 12 17  1  0
  2 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3792819

   ---

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: 2.11

#Rotatable Bonds: 2

Polar Surface Area: 58.89

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: 6.48

CX LogP: 1.40

CX LogD: 1.35

Aromatic Rings: 3

Heavy Atoms: 17

QED Weighted: 0.73

Np Likeness Score: 0.13

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