[5-{1-(4-tolyl)imidazo[1,5-a]pyridin-3-yl}furan-2-yl]methanol

ID: ALA3946046

PubChem CID: 134147044

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nc(-c3ccc(CO)o3)n3ccccc23)cc1

Standard InChI:  InChI=1S/C19H16N2O2/c1-13-5-7-14(8-6-13)18-16-4-2-3-11-21(16)19(20-18)17-10-9-15(12-22)23-17/h2-11,22H,12H2,1H3

Standard InChI Key:  REGPEUJVJXAKMB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   25.0151   -8.3048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9271   -9.1153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3516   -7.0076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3518   -7.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5746   -8.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0943   -7.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5744   -6.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5464   -4.9082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8372   -4.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1282   -4.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1283   -5.7256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8374   -6.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5465   -5.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3237   -5.9758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8038   -5.3166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.3235   -4.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5740   -3.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3731   -3.7063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6236   -2.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0755   -2.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2736   -2.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0267   -3.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3251   -1.5453    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
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3946046

   ---

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: 4.06

#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: 3.20

CX LogD: 3.19

Aromatic Rings: 4

Heavy Atoms: 23

QED Weighted: 0.62

Np Likeness Score: -0.89

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