5,6,7-Trimethoxy-N-(4-methylphenyl)quinazoline-4-amine hydrochloride

ID: ALA2409819

PubChem CID: 73352173

Max Phase: Preclinical

Molecular Formula: C18H20ClN3O3

Molecular Weight: 325.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3ccc(C)cc3)c2c(OC)c1OC.Cl

Standard InChI:  InChI=1S/C18H19N3O3.ClH/c1-11-5-7-12(8-6-11)21-18-15-13(19-10-20-18)9-14(22-2)16(23-3)17(15)24-4;/h5-10H,1-4H3,(H,19,20,21);1H

Standard InChI Key:  QRCBKJGWHZSSLM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   17.7629  -17.4302    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.2597  -19.0543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5455  -18.6413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5468  -17.8151    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2622  -17.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9764  -17.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6898  -17.4053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4041  -17.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4049  -18.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6894  -19.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9752  -18.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2614  -16.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5473  -16.1663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8339  -16.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1196  -16.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1188  -15.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8343  -14.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5485  -15.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4046  -14.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1190  -19.0539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1177  -19.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1195  -17.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8337  -17.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6911  -16.5790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4066  -16.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  2 11  2  0
  6 11  1  0
  5 12  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 13 18  2  0
 16 19  1  0
 12 13  1  0
 20 21  1  0
  9 20  1  0
 22 23  1  0
  8 22  1  0
 24 25  1  0
  7 24  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 325.37

Molecular Weight (Monoisotopic): 325.1426

AlogP: 3.71

#Rotatable Bonds: 5

Polar Surface Area: 65.50

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.44

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.77

Np Likeness Score: -0.59

References

1. Zhang Y, Jin L, Xiang H, Wu J, Wang P, Hu D, Xue W, Yang S..  (2013)  Synthesis and anticancer activities of 5,6,7-trimethoxy-N-phenyl(ethyl)-4-aminoquinazoline derivatives.,  66  [PMID:23811258] [10.1016/j.ejmech.2013.05.043]

Source

Source(1):

• Scientific Literature