(5-(1-phenylimidazo[1,5-a]pyridin-3-yl)thiophen-2-yl)methanol

ID: ALA3927498

PubChem CID: 134142080

Max Phase: Preclinical

Molecular Formula: C18H14N2OS

Molecular Weight: 306.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc(-c2nc(-c3ccccc3)c3ccccn23)s1

Standard InChI:  InChI=1S/C18H14N2OS/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:  MVFUNDMUPVKBEL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
    4.3459  -27.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2579  -28.1170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6825  -26.0094    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6826  -26.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054  -27.0772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4252  -26.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9052  -25.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8772  -23.9100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1681  -23.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590  -23.9102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591  -24.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1683  -25.1359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8773  -24.7272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6546  -24.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1346  -24.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6544  -23.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9048  -22.8779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7039  -22.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545  -21.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063  -21.3252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6044  -21.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576  -22.2766    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:

   

   ALA3927498

   ---

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: 306.39

Molecular Weight (Monoisotopic): 306.0827

AlogP: 4.22

#Rotatable Bonds: 3

Polar Surface Area: 37.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.25

CX LogP: 3.61

CX LogD: 3.61

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -0.93

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