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

ID: ALA3915177

PubChem CID: 134143336

Max Phase: Preclinical

Molecular Formula: C20H12F6N2O2

Molecular Weight: 426.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OCc1ccc(-c2nc(-c3cc(C(F)(F)F)cc(C(F)(F)F)c3)c3ccccn23)o1

Standard InChI:  InChI=1S/C20H12F6N2O2/c21-19(22,23)12-7-11(8-13(9-12)20(24,25)26)17-15-3-1-2-6-28(15)18(27-17)16-5-4-14(10-29)30-16/h1-9,29H,10H2

Standard InChI Key:  TYHUMMGPUUALTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    9.7732  -18.8623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6852  -19.6727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1098  -17.5650    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1099  -18.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3327  -18.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8525  -17.9738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3325  -17.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3045  -15.4657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5954  -15.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8863  -15.4659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8864  -16.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5956  -16.6916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3046  -16.2829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0819  -16.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5619  -15.8741    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0817  -15.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3321  -14.4336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1313  -14.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.7849  -13.8323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1816  -13.3123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9086  -13.1562    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8480  -13.8463    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.5702  -12.5518    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.4789  -12.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9780  -11.9043    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.6047  -11.6092    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6262  -12.5010    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  8 13  1  0
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  8 16  2  0
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  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
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 23 25  1  0
 23 26  1  0
 19 23  1  0
 27 28  1  0
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 27 30  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3915177

   ---

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: 426.32

Molecular Weight (Monoisotopic): 426.0803

AlogP: 5.79

#Rotatable Bonds: 3

Polar Surface Area: 50.67

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.70

CX Basic pKa: 4.68

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.42

Np Likeness Score: -0.91

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