(E)-2-(3,4-Methylenedioxystyryl)-4[2-(morpholinyl)ethyl]-aminoquinazoline

ID: ALA4756696

PubChem CID: 162655664

Max Phase: Preclinical

Molecular Formula: C23H24N4O3

Molecular Weight: 404.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C(=C/c1nc(NCCN2CCOCC2)c2ccccc2n1)\c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C23H24N4O3/c1-2-4-19-18(3-1)23(24-9-10-27-11-13-28-14-12-27)26-22(25-19)8-6-17-5-7-20-21(15-17)30-16-29-20/h1-8,15H,9-14,16H2,(H,24,25,26)/b8-6+

Standard InChI Key:  BKXASEKQXAEEJB-SOFGYWHQSA-N

Molfile:  

 
     RDKit          2D

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   11.7482  -10.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4568  -11.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4575  -12.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1661  -12.6136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8743  -12.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8696  -11.3806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.9976  -13.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7060  -13.8245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6983  -12.1896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1562  -10.1601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8617   -9.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5716  -10.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2771   -9.7403    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.9856  -10.1494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6890   -9.7405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6889   -8.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9792   -8.5160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2696   -8.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4073  -12.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4172  -13.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2010  -13.6570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6756  -12.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1850  -12.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 23 24  1  0
 24 25  1  0
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 29 30  1  0
 30 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4756696

   ---

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: 404.47

Molecular Weight (Monoisotopic): 404.1848

AlogP: 3.27

#Rotatable Bonds: 6

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: 6.59

CX LogP: 4.12

CX LogD: 4.06

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.68

Np Likeness Score: -1.07

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