{5-(1-Phenylimidazo[1,5-a]pyridin-3-yl)furan-2-yl}methanol

ID: ALA3961295

PubChem CID: 134155395

Max Phase: Preclinical

Molecular Formula: C18H14N2O2

Molecular Weight: 290.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc(-c2nc(-c3ccccc3)c3ccccn23)o1

Standard InChI:  InChI=1S/C18H14N2O2/c21-12-14-9-10-16(22-14)18-19-17(13-6-2-1-3-7-13)15-8-4-5-11-20(15)18/h1-11,21H,12H2

Standard InChI Key:  VXVMVNZAODXWJO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    9.5008   -7.8756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4128   -8.6860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8374   -6.5784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8375   -7.3956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0603   -7.6462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5801   -6.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0601   -6.3238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0321   -4.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3230   -4.0705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6139   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6140   -5.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3232   -5.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0322   -5.2962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8095   -5.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2895   -4.8874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8093   -4.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0597   -3.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8589   -3.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1094   -2.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5612   -1.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7593   -2.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5125   -2.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  3  7  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  1  0
 14 15  2  0
 15 16  1  0
 13 14  1  0
  8 16  2  0
 16 17  1  0
  7 14  1  0
  1  4  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3961295

   ---

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: 290.32

Molecular Weight (Monoisotopic): 290.1055

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 50.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.70

CX Basic pKa: 4.69

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -0.78

References

1. Fuse S, Ohuchi T, Asawa Y, Sato S, Nakamura H..  (2016)  Development of 1-aryl-3-furanyl/thienyl-imidazopyridine templates for inhibitors against hypoxia inducible factor (HIF)-1 transcriptional activity.,  26  (24): [PMID:27847273] [10.1016/j.bmcl.2016.11.009]

Source

Source(1):

• Scientific Literature