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

ID: ALA3918157

PubChem CID: 134139559

Max Phase: Preclinical

Molecular Formula: C19H13F3N2O2

Molecular Weight: 358.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc(-c2nc(-c3ccc(C(F)(F)F)cc3)c3ccccn23)o1

Standard InChI:  InChI=1S/C19H13F3N2O2/c20-19(21,22)13-6-4-12(5-7-13)17-15-3-1-2-10-24(15)18(23-17)16-9-8-14(11-25)26-16/h1-10,25H,11H2

Standard InChI Key:  ATOPFZSWNZTWKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.6472  -18.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5592  -19.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9838  -17.4990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9839  -18.3162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2067  -18.5669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7265  -17.9078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2065  -17.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785  -15.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4693  -14.9911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7603  -15.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7604  -16.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4696  -16.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1786  -16.2168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559  -16.4673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4359  -15.8081    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9557  -15.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2061  -14.3676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0052  -14.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2558  -13.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7076  -12.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9057  -12.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6589  -13.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9572  -12.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1857  -11.3271    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7537  -11.7236    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.4931  -11.3193    0.0000 F   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
 23 24  1  0
 23 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3918157

   ---

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: 358.32

Molecular Weight (Monoisotopic): 358.0929

AlogP: 4.77

#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: 3.56

CX LogD: 3.56

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: -1.03

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