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

ID: ALA4875331

PubChem CID: 164628846

Max Phase: Preclinical

Molecular Formula: C15H15N3O

Molecular Weight: 253.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)COc1ccc(-c2ncccn2)cc1C#N

Standard InChI:  InChI=1S/C15H15N3O/c1-11(2)10-19-14-5-4-12(8-13(14)9-16)15-17-6-3-7-18-15/h3-8,11H,10H2,1-2H3

Standard InChI Key:  GXMWTTABXXQZMY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   17.6466  -19.7942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6455  -20.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3535  -21.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0632  -20.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0603  -19.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3517  -19.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7635  -19.3806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4730  -19.7882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1787  -19.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1761  -18.5596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4618  -18.1538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7591  -18.5667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9374  -21.0217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3563  -21.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3561  -22.6576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2301  -20.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5220  -21.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8146  -20.6114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5214  -21.8378    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 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875331

   ---

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: 253.31

Molecular Weight (Monoisotopic): 253.1215

AlogP: 3.05

#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: 3.28

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.84

Np Likeness Score: -1.56

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