N-(4-Bromophenyl)-5,6,7-trimethoxyquinazoline-4-amine

ID: ALA2409829

PubChem CID: 44160127

Max Phase: Preclinical

Molecular Formula: C17H16BrN3O3

Molecular Weight: 390.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ncnc(Nc3ccc(Br)cc3)c2c(OC)c1OC

Standard InChI:  InChI=1S/C17H16BrN3O3/c1-22-13-8-12-14(16(24-3)15(13)23-2)17(20-9-19-12)21-11-6-4-10(18)5-7-11/h4-9H,1-3H3,(H,19,20,21)

Standard InChI Key:  AGUHDFYFHVJTTM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   11.8284  -12.1601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.1168  -11.7428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1230  -10.9166    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8410  -10.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5527  -10.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2686  -10.5197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9802  -10.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9761  -11.7597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2581  -12.1685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5464  -11.7512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8452   -9.6851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6877  -12.1769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6815  -13.0032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6981  -10.5282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4099  -10.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2748   -9.6935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9927   -9.2846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1334   -9.2677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4176   -9.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7059   -9.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7101   -8.4331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4280   -8.0243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1397   -8.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9984   -8.0159    0.0000 Br  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
 21 24  1  0
 11 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2409829

   N-(4-bromophenyl)-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: 390.24

Molecular Weight (Monoisotopic): 389.0375

AlogP: 4.16

#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: 5.41

CX LogP: 3.76

CX LogD: 3.75

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

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