4-[[2-[(E)-2-(3-chlorophenyl)vinyl]quinazolin-4-yl]amino]phenol

ID: ALA4553117

PubChem CID: 155556371

Max Phase: Preclinical

Molecular Formula: C22H16ClN3O

Molecular Weight: 373.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1ccc(Nc2nc(/C=C/c3cccc(Cl)c3)nc3ccccc23)cc1

Standard InChI:  InChI=1S/C22H16ClN3O/c23-16-5-3-4-15(14-16)8-13-21-25-20-7-2-1-6-19(20)22(26-21)24-17-9-11-18(27)12-10-17/h1-14,27H,(H,24,25,26)/b13-8+

Standard InChI Key:  IPEWPQFSJOBTAD-MDWZMJQESA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   28.1642   -9.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8695   -9.7320    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.5748   -9.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5748   -8.5103    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1649   -8.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8695   -8.0976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8623   -7.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1513   -6.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4460   -7.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4567   -8.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4569   -9.7369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.7488   -9.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2819   -9.7372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9902   -9.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6973   -9.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6932  -10.5544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3995  -10.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4004   -9.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7509   -8.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0436   -8.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3354   -8.5138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3388   -9.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0467   -9.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1073   -9.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1120  -10.5561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6267   -8.1069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8133   -9.3234    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  6  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  1 11  1  0
 11 12  1  0
  3 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 25  2  0
 24 18  2  0
 18 15  1  0
 12 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 12  1  0
 24 25  1  0
 21 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4553117

   ---

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: 373.84

Molecular Weight (Monoisotopic): 373.0982

AlogP: 5.90

#Rotatable Bonds: 4

Polar Surface Area: 58.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.35

CX Basic pKa: 4.27

CX LogP: 6.76

CX LogD: 6.75

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.44

Np Likeness Score: -0.86

References

1. Mularski J, Malarz K, Pacholczyk M, Musiol R..  (2019)  The p53 stabilizing agent CP-31398 and multi-kinase inhibitors. Designing, synthesizing and screening of styrylquinazoline series.,  163  [PMID:30562697] [10.1016/j.ejmech.2018.12.012]

Source

Source(1):

• Scientific Literature