N-((2-Fluoro-5-trifluoromethyl)phenyl)-5,6,7-trimethoxyquinazoline-4-amine

ID: ALA2409830

PubChem CID: 44160239

Max Phase: Preclinical

Molecular Formula: C18H15F4N3O3

Molecular Weight: 397.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3cc(C(F)(F)F)ccc3F)c2c(OC)c1OC

Standard InChI:  InChI=1S/C18H15F4N3O3/c1-26-13-7-12-14(16(28-3)15(13)27-2)17(24-8-23-12)25-11-6-9(18(20,21)22)4-5-10(11)19/h4-8H,1-3H3,(H,23,24,25)

Standard InChI Key:  UYEOTFLVJNKLEA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   13.0129  -13.0827    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2987  -12.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2997  -11.8462    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0108  -11.4351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7252  -11.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4405  -11.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1549  -11.8496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1539  -12.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4385  -13.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7242  -12.6717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0118  -10.6113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8682  -13.0862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8672  -13.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8661  -11.4386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5803  -11.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4415  -10.6130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1569  -10.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3017  -10.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5864  -10.6095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8720  -10.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8730   -9.3730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5884   -8.9619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3027   -9.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5854  -11.4375    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5894   -8.1380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3033   -7.7270    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.8765   -7.7253    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.5833   -7.3103    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
 19 24  1  0
 11 18  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409830

   N-[2-fluoro-5-(trifluoromethyl)phenyl]-5,6,7-trimethoxyquinazolin-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: 397.33

Molecular Weight (Monoisotopic): 397.1050

AlogP: 4.56

#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: 13.38

CX Basic pKa: 5.26

CX LogP: 4.01

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -1.07

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