(E)-6-Chloro-2-(3,4-dimethoxystyryl)-4-[2-(morpholinyl)ethyl]-aminoquinazoline

ID: ALA4791303

PubChem CID: 162670949

Max Phase: Preclinical

Molecular Formula: C24H27ClN4O3

Molecular Weight: 454.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(/C=C/c2nc(NCCN3CCOCC3)c3cc(Cl)ccc3n2)cc1OC

Standard InChI:  InChI=1S/C24H27ClN4O3/c1-30-21-7-3-17(15-22(21)31-2)4-8-23-27-20-6-5-18(25)16-19(20)24(28-23)26-9-10-29-11-13-32-14-12-29/h3-8,15-16H,9-14H2,1-2H3,(H,26,27,28)/b8-4+

Standard InChI Key:  NVHBWGFSTORCEP-XBXARRHUSA-N

Molfile:  

 
     RDKit          2D

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   15.0811  -12.8323    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.7894  -12.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7846  -11.5994    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   20.0380  -14.0367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0422  -14.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7767   -9.9665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4866  -10.3713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1921   -9.9590    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9006  -10.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6041   -9.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6040   -9.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8942   -8.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1846   -9.1452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2503  -11.2014    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
  1 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4791303

   ---

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: 454.96

Molecular Weight (Monoisotopic): 454.1772

AlogP: 4.21

#Rotatable Bonds: 8

Polar Surface Area: 68.74

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.54

CX LogP: 4.61

CX LogD: 4.55

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.55

Np Likeness Score: -1.19

References

1. Wei XW,Yuan JM,Huang WY,Chen NY,Li XJ,Pan CX,Mo DL,Su GF.  (2020)  2-Styryl-4-aminoquinazoline derivatives as potent DNA-cleavage, p53-activation and in vivo effective anticancer agents.,  186  [PMID:31761381] [10.1016/j.ejmech.2019.111851]

Source

Source(1):

• Scientific Literature