N-(3-Chlorophenyl)-5,6,7-trimethoxyquinazoline-4-amine hydrochloride

ID: ALA2409833

PubChem CID: 44160129

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N3O3

Molecular Weight: 345.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3cccc(Cl)c3)c2c(OC)c1OC.Cl

Standard InChI:  InChI=1S/C17H16ClN3O3.ClH/c1-22-13-8-12-14(16(24-3)15(13)23-2)17(20-9-19-12)21-11-6-4-5-10(18)7-11;/h4-9H,1-3H3,(H,19,20,21);1H

Standard InChI Key:  LNVSUIBRDODHJE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    5.8172  -10.4113    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9904  -11.5893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2731  -11.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2680  -10.3556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9803   -9.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6977  -10.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4079   -9.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1252  -10.3370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1323  -11.1596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4199  -11.5782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7026  -11.1707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9732   -9.1143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8496  -11.5671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8546  -12.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8375   -9.9183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5548  -10.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4029   -9.1032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1151   -8.6846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2559   -8.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5457   -9.1219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8284   -8.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8213   -7.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5336   -7.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2509   -7.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1160   -9.1330    0.0000 Cl  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
  9 13  1  0
 15 16  1  0
  8 15  1  0
 17 18  1  0
  7 17  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 21 25  1  0
 12 19  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: 345.79

Molecular Weight (Monoisotopic): 345.0880

AlogP: 4.05

#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: 5.40

CX LogP: 3.59

CX LogD: 3.59

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -0.83

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