4-(2-(4-methoxyphenyl)hydrazinyl)-3-phenylisoxazolo[5,4-d]pyrimidine

ID: ALA4861820

PubChem CID: 163322807

Max Phase: Preclinical

Molecular Formula: C18H14N4O2

Molecular Weight: 318.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Nc2ncnc3onc(-c4ccccc4)c23)cc1

Standard InChI:  InChI=1S/C18H14N4O2/c1-23-14-9-7-13(8-10-14)21-17-15-16(12-5-3-2-4-6-12)22-24-18(15)20-11-19-17/h2-11H,1H3,(H,19,20,21)

Standard InChI Key:  VMVCHAJWTGRMJR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   18.5820  -23.8352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2990  -23.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2962  -22.5903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.5802  -22.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8665  -23.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8632  -22.5969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0775  -22.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5952  -23.0146    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0830  -23.6800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8203  -21.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3720  -20.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1143  -20.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3053  -19.9949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7543  -20.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0150  -21.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5775  -21.3550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2919  -20.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0064  -19.7050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2919  -20.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0064  -21.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7209  -20.9425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7209  -20.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4353  -19.7050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4353  -18.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  7 10  1  0
  4 16  1  0
 16 17  1  0
 19 17  2  0
 17 20  1  0
 18 19  1  0
 20 21  2  0
 21 22  1  0
 18 22  2  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4861820

   ---

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: 318.34

Molecular Weight (Monoisotopic): 318.1117

AlogP: 4.04

#Rotatable Bonds: 4

Polar Surface Area: 73.07

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: -1.35

References

1. Gaikwad NB, Bansod S, Mara A, Garise R, Srinivas N, Godugu C, Yaddanapudi VM..  (2021)  Design, synthesis, and biological evaluation of N-(4-substituted)-3-phenylisoxazolo[5,4-d]pyrimidin-4-amine derivatives as apoptosis-inducing cytotoxic agents.,  49  [PMID:34333139] [10.1016/j.bmcl.2021.128294]

Source

Source(1):

• Scientific Literature