4-(5,6,7-Trimethoxyquinazoline-4-yl-amino)phenol hydrochloride

ID: ALA2409817

PubChem CID: 73347570

Max Phase: Preclinical

Molecular Formula: C17H18ClN3O4

Molecular Weight: 327.34

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H17N3O4.ClH/c1-22-13-8-12-14(16(24-3)15(13)23-2)17(19-9-18-12)20-10-4-6-11(21)7-5-10;/h4-9,21H,1-3H3,(H,18,19,20);1H

Standard InChI Key:  VQRHLWZOCGSGHC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   13.9030  -14.3365    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   14.2180  -11.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9326  -11.5696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6475  -11.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6476  -12.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9350  -13.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2202  -12.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5031  -11.5723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3625  -13.2193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3650  -15.6941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6501  -15.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6500  -14.4562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3647  -14.0418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0795  -14.4534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7921  -14.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5069  -14.4544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5091  -15.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7945  -15.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0796  -15.2796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2240  -15.6886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2241  -16.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2216  -14.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9364  -14.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7920  -13.2165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5066  -12.8022    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
  2  7  2  0
  2  8  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 10 19  2  0
 14 19  1  0
 20 21  1  0
 17 20  1  0
 22 23  1  0
 16 22  1  0
 24 25  1  0
 15 24  1  0
  9 13  1  0
  5  9  1  0
M  END

Associated Targets(Human)

MAPK3 Tchem Mitogen-activated protein kinase; ERK1/ERK2 (651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BGC-823 (3035 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bcap37 (715 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 327.34Molecular Weight (Monoisotopic): 327.1219AlogP: 3.10#Rotatable Bonds: 5
Polar Surface Area: 85.73Molecular Species: NEUTRALHBA: 7HBD: 2
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 10.34CX Basic pKa: 5.45CX LogP: 2.68CX LogD: 2.68
Aromatic Rings: 3Heavy Atoms: 24QED Weighted: 0.70Np Likeness Score: -0.21

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