2-(4-Benzyloxy-3-cyano)phenylpyrimidine-4-amine

ID: ALA4873731

PubChem CID: 164621215

Max Phase: Preclinical

Molecular Formula: C18H14N4O

Molecular Weight: 302.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cc(-c2nccc(N)n2)ccc1OCc1ccccc1

Standard InChI:  InChI=1S/C18H14N4O/c19-11-15-10-14(18-21-9-8-17(20)22-18)6-7-16(15)23-12-13-4-2-1-3-5-13/h1-10H,12H2,(H2,20,21,22)

Standard InChI Key:  VJGJCLFWCLLYMJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    5.4754  -19.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4743  -20.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1823  -21.2084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8920  -20.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8891  -19.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1805  -19.5710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5923  -19.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3018  -19.9739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0075  -19.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0049  -18.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906  -18.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5879  -18.7525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7662  -21.2074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1851  -22.0261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1849  -22.8433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2847  -17.5224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0589  -20.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3508  -21.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6442  -20.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366  -21.2023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9356  -22.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6479  -22.4294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3525  -22.0197    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
 11 16  1  0
 13 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873731

   ---

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: 302.34

Molecular Weight (Monoisotopic): 302.1168

AlogP: 3.18

#Rotatable Bonds: 4

Polar Surface Area: 84.82

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.74

CX LogP: 3.63

CX LogD: 3.62

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.80

Np Likeness Score: -1.17

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