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

ID: ALA4535076

PubChem CID: 155547981

Max Phase: Preclinical

Molecular Formula: C22H16ClN3O

Molecular Weight: 373.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(Nc2nc(/C=C/c3cccc(Cl)c3)nc3ccccc23)c1

Standard InChI:  InChI=1S/C22H16ClN3O/c23-16-6-3-5-15(13-16)11-12-21-25-20-10-2-1-9-19(20)22(26-21)24-17-7-4-8-18(27)14-17/h1-14,27H,(H,24,25,26)/b12-11+

Standard InChI Key:  JPOOZPGZIUPCDN-VAWYXSNFSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   28.3087  -15.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0139  -15.6257    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7192  -15.2212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7192  -14.4040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3093  -14.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0139  -13.9913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0068  -13.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2957  -12.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5905  -13.1926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6011  -14.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6014  -15.6305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8932  -15.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4263  -15.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1346  -15.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8418  -15.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8376  -16.4481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5439  -16.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5449  -15.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8954  -14.4059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1881  -13.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4798  -14.4075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4833  -15.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1912  -15.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2518  -15.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.2565  -16.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9578  -15.2171    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   24.7775  -15.6407    0.0000 O   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
 24 26  1  0
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535076

   ---

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: 9.67

CX Basic pKa: 4.23

CX LogP: 6.76

CX LogD: 6.75

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.47

Np Likeness Score: -0.87

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