5-(azetidine-1-carbonyl)-2-hydroxy-3-(trifluoromethyl)benzonitrile

ID: ALA4762261

PubChem CID: 162659629

Max Phase: Preclinical

Molecular Formula: C12H9F3N2O2

Molecular Weight: 270.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(C(=O)N2CCC2)cc(C(F)(F)F)c1O

Standard InChI:  InChI=1S/C12H9F3N2O2/c13-12(14,15)9-5-7(4-8(6-16)10(9)18)11(19)17-2-1-3-17/h4-5,18H,1-3H2

Standard InChI Key:  AQOKPQHFSXYYJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   30.1164  -21.6267    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   30.5291  -22.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9375  -21.6242    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   28.4104  -22.7534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4093  -23.5729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1173  -23.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8270  -23.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8242  -22.7498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1155  -22.3445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7026  -22.3449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7024  -21.5278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5353  -23.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1201  -24.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1199  -25.6122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9950  -22.7537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2068  -22.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9955  -23.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7849  -23.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2396  -22.7444    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  4 10  1  0
 10 11  2  0
  7 12  1  0
 13 14  3  0
  6 13  1  0
 10 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 15  1  0
  8  2  1  0
  2 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4762261

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 270.21

Molecular Weight (Monoisotopic): 270.0616

AlogP: 2.13

#Rotatable Bonds: 1

Polar Surface Area: 64.33

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.99

CX Basic pKa: ┄

CX LogP: 1.59

CX LogD: 0.26

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: -1.56

References

1. Uda J,Kobashi S,Ashizawa N,Matsumoto K,Iwanaga T.  (2021)  Novel monocyclic amide-linked phenol derivatives without mitochondrial toxicity have potent uric acid-lowering activity.,  40  [PMID:33684442] [10.1016/j.bmcl.2021.127900]

Source

Source(1):

• Scientific Literature