N-(3,5-bis(trifluoromethyl)phenyl)-4-hydroxy-1-(4-methoxybenzyl)-1H-1,2,3-triazole-5-carboxamide

ID: ALA5191752

PubChem CID: 168289125

Max Phase: Preclinical

Molecular Formula: C19H14F6N4O3

Molecular Weight: 460.33

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2nnc(O)c2C(=O)Nc2cc(C(F)(F)F)cc(C(F)(F)F)c2)cc1

Standard InChI:  InChI=1S/C19H14F6N4O3/c1-32-14-4-2-10(3-5-14)9-29-15(17(31)27-28-29)16(30)26-13-7-11(18(20,21)22)6-12(8-13)19(23,24)25/h2-8,31H,9H2,1H3,(H,26,30)

Standard InChI Key:  VNLLULBRBYCTHR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.7690   -0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4836   -1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983   -2.0578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1983   -2.8830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425   -0.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425    0.4214    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6576    2.4509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0589    0.7628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2725   -0.0341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6424    1.3463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4395    1.1327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0232    1.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8176    1.5024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0313    0.7051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4518    0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4012    2.0859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1876    2.8830    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1983    1.8724    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.9847    2.6695    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6654   -0.6736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4624   -0.8872    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.0819   -1.2571    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.4705    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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 23 29  1  0
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 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5191752

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 460.33

Molecular Weight (Monoisotopic): 460.0970

AlogP: 4.33

#Rotatable Bonds: 5

Polar Surface Area: 89.27

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.35

CX Basic pKa: ┄

CX LogP: 4.65

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -1.52

References

1. Pippione AC, Kilic-Kurt Z, Kovachka S, Sainas S, Rolando B, Denasio E, Pors K, Adinolfi S, Zonari D, Bagnati R, Lolli ML, Spyrakis F, Oliaro-Bosso S, Boschi D..  (2022)  New aldo-keto reductase 1C3 (AKR1C3) inhibitors based on the hydroxytriazole scaffold.,  237  [PMID:35447434] [10.1016/j.ejmech.2022.114366]

Source

Source(1):

• Scientific Literature