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

ID: ALA2409832

PubChem CID: 44160245

Max Phase: Preclinical

Molecular Formula: C18H16F3N3O3

Molecular Weight: 379.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3cccc(C(F)(F)F)c3)c2c(OC)c1OC

Standard InChI:  InChI=1S/C18H16F3N3O3/c1-25-13-8-12-14(16(27-3)15(13)26-2)17(23-9-22-12)24-11-6-4-5-10(7-11)18(19,20)21/h4-9H,1-3H3,(H,22,23,24)

Standard InChI Key:  HNQDIVNUIYHWRK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
   17.1977  -15.8986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4778  -15.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4675  -14.6696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1750  -14.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8948  -14.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6044  -14.2298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3243  -14.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3346  -15.4588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6270  -15.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9073  -15.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1647  -13.4240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0545  -15.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0668  -16.6842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0339  -14.2096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7537  -14.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5941  -13.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3037  -12.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4449  -13.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7353  -13.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0154  -13.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0051  -12.2152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7147  -11.7920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4345  -12.1950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3079  -13.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2084  -14.2140    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5983  -13.8840    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.5798  -13.0997    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
  4 11  1  0
 12 13  1  0
  8 12  1  0
 14 15  1  0
  7 14  1  0
 16 17  1  0
  6 16  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 20 24  1  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409832

   5,6,7-trimethoxy-N-[3-(trifluoromethyl)phenyl]quinazolin-4-amine

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: 379.34

Molecular Weight (Monoisotopic): 379.1144

AlogP: 4.42

#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: 3.86

CX LogD: 3.86

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.71

Np Likeness Score: -0.89

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