(5-(1-(pyridin-4-yl)imidazo[1,5-a]pyridin-3-yl)thiophen-2-yl)methanol

ID: ALA3936460

PubChem CID: 134149171

Max Phase: Preclinical

Molecular Formula: C17H13N3OS

Molecular Weight: 307.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc(-c2nc(-c3ccncc3)c3ccccn23)s1

Standard InChI:  InChI=1S/C17H13N3OS/c21-11-13-4-5-15(22-13)17-19-16(12-6-8-18-9-7-12)14-3-1-2-10-20(14)17/h1-10,21H,11H2

Standard InChI Key:  VXBDITGRZABHAT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   15.7577  -27.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6697  -28.6536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0943  -26.5459    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944  -27.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3172  -27.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8370  -26.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3170  -26.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2890  -24.4465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5798  -24.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8708  -24.4467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8709  -25.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5801  -25.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2891  -25.2637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0664  -25.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5464  -24.8549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0662  -24.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3166  -23.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1157  -23.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3663  -22.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8181  -21.8617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0162  -22.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7694  -22.8131    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:

   

   ALA3936460

   ---

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: 307.38

Molecular Weight (Monoisotopic): 307.0779

AlogP: 3.62

#Rotatable Bonds: 3

Polar Surface Area: 50.42

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.26

CX LogP: 2.39

CX LogD: 2.39

Aromatic Rings: 4

Heavy Atoms: 22

QED Weighted: 0.63

Np Likeness Score: -1.06

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