2-(4-Cyclohexylmethoxy-3-cyano)phenylpyrimidine

ID: ALA4872094

PubChem CID: 164624740

Max Phase: Preclinical

Molecular Formula: C18H19N3O

Molecular Weight: 293.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(-c2ncccn2)ccc1OCC1CCCCC1

Standard InChI:  InChI=1S/C18H19N3O/c19-12-16-11-15(18-20-9-4-10-21-18)7-8-17(16)22-13-14-5-2-1-3-6-14/h4,7-11,14H,1-3,5-6,13H2

Standard InChI Key:  BCDXWILWBYCZJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   30.6061  -20.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6050  -20.8654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3130  -21.2744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0227  -20.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0198  -20.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3112  -19.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7230  -19.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4325  -20.0400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.1382  -19.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1356  -18.8113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4213  -18.4056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7186  -18.8185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8969  -21.2735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3158  -22.0921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3156  -22.9093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1895  -20.8643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4815  -21.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7746  -20.8618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0687  -21.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0638  -22.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7711  -22.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4832  -22.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5  7  1  0
  2 13  1  0
 14 15  3  0
  3 14  1  0
 13 16  1  0
 16 17  1  0
 17 18  1  0
 17 22  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4872094

   ---

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: 293.37

Molecular Weight (Monoisotopic): 293.1528

AlogP: 3.97

#Rotatable Bonds: 4

Polar Surface Area: 58.80

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.81

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.86

Np Likeness Score: -1.41

References

1. Sun M, Zhao J, Mao Q, Yan C, Zhang B, Yang Y, Dai X, Gao J, Lin F, Duan Y, Zhang T, Wang S..  (2021)  Synthesis and biological evaluation of 2-(4-alkoxy-3-cyano)phenylpyrimidine derivatives with 4-amino or 4-hydroxy as a pharmacophore element binding with xanthine oxidase active site.,  38  [PMID:33838610] [10.1016/j.bmc.2021.116117]

Source

Source(1):

• Scientific Literature