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

ID: ALA3892315

PubChem CID: 134136549

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc(-c2nc(Cc3ccccc3)c3ccccn23)o1

Standard InChI:  InChI=1S/C19H16N2O2/c22-13-15-9-10-18(23-15)19-20-16(12-14-6-2-1-3-7-14)17-8-4-5-11-21(17)19/h1-11,22H,12-13H2

Standard InChI Key:  ZRMKABYMCYDTKS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    4.8206   -7.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7325   -8.6159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -6.5082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1572   -7.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3800   -7.5760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8998   -6.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3799   -6.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3518   -4.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427   -4.0003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9336   -4.4090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9338   -5.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6429   -5.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3519   -5.2260    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1292   -5.4764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6093   -4.8172    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1290   -4.1540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3795   -3.3768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8315   -2.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0332   -2.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4894   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7398   -1.5535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5382   -1.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0861   -1.9931    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
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 16 17  1  0
  7 14  1  0
  1  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3892315

   ---

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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 3.68

#Rotatable Bonds: 4

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: 5.32

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.63

Np Likeness Score: -0.63

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