General Information of the Compound
Compound ID
CP0048996
Compound Name
CAS_74191-85-8
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Synonyms
1-(4-Amino-6,7-Dimethoxy-2-quinazolinyl)-4-(1,4-benzodioxan-2-ylcarbonyl)piperazin
1-(4-Amino-6,7-dimethoxy-2-chinazolinyl)-4-(2,3-dihydro-1,4-benzodioxixin-2-ylcarbonyl)piperazin
1-(4-Amino-6,7-dimethoxy-2-quinazolinyl)-4-[4-(1,4-benzodioxan-2-yl)carpiperazin-1-yl)]-6,7-dimethoxyquinazoline mesylate
2-[4-(2,3-dihydro-1,4-benzodioxin-2-ylcarbonyl)piperazin-1-yl]-6,7-bis(methyloxy)quinazolin-4-amine
2-[4-(2,3-dihydro-1,4-benzodioxin-2-ylcarbonyl)piperazin-1-yl]-6,7-dimethoxyquinazolin-4-amine
2-{4-[(2,3-dihydro-1,4-benzodioxin-2-yl)carbonyl]piperazin-1-yl}-6,7-dimethoxyquinazolin-4-amine
Cardura (TN)
Cardura XL (TN)
Cardura-1
Cardura-2
Cardura-4
Carduran (TN)
Doxazosin
Doxazosin (INN)
Doxazosin [INN:BAN]
Doxazosina
Doxazosina [Spanish]
Doxazosine
Doxazosine [French]
Doxazosinum
Doxazosinum [Latin]
Normothen
UK 33274
UK-33274
[4-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(2,3-dihydro-1,4-benzodioxin-3-yl)methanone
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Structure
Formula
C23H25N5O5
Molecular Weight
451.483
Canonical SMILES
COc1cc2nc(nc(N)c2cc1OC)N1CCN(CC1)C(=O)C1COc2ccccc2O1
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InChI
InChI=1S/C23H25N5O5/c1-30-18-11-14-15(12-19(18)31-2)25-23(26-21(14)24)28-9-7-27(8-10-28)22(29)20-13-32-16-5-3-4-6-17(16)33-20/h3-6,11-12,20H,7-10,13H2,1-2H3,(H2,24,25,26)
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InChIKey
RUZYUOTYCVRMRZ-UHFFFAOYSA-N
CAS
74191-85-8
Physicochemical Property
logP
1.7178
Rotatable Bonds
4
Heavy Atom Count
33
Polar Areas
112.27
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
9
Complexity
33

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 3157
SID: 14784191
ChEMBL ID
CHEMBL707
DrugBank ID
DB00590
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01089, Alpha-1A adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 0.537 nM
   TI
   LI
   LO
   TS
2
Ki = 0.7762 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 2.6 nM
2 Ki = 3.162 nM
Protein ID: PT01007, Alpha-1B adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 0.631 nM
   TI
   LI
   LO
   TS
2
Ki = 0.8128 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 0.74 nM
2 Ki = 1 nM
Protein ID: PT01004, Alpha-1D adrenergic receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
Ki = 0.3236 nM
   TI
   LI
   LO
   TS
2
Ki = 0.8128 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 Ki = 1.2 nM
2 Ki = 3.981 nM
Protein ID: PT02997, Isocitrate dehydrogenase [NADP] cytoplasmic
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000156 HT-1080 Homo sapiens (Human)  1
1
Potency ~ 25118.9 nM
   TI
   LI
   LO
   TS
Protein ID: PT01065, Serine/threonine-protein kinase mTOR
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL001056 MEF-1 [Mouse fibroblast] Mus musculus (Mouse)  1
1
Potency = 11668.1 nM
   TI
   LI
   LO
   TS
Cell Viability or Cytotoxicity Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000048 PC-3 Homo sapiens (Human)  3
1
IC50 = 12100 nM
   TI
   LI
   LO
   TS
2
IC50 = 38600 nM
   TI
   LI
   LO
   TS
3
LC50 = 75800 nM
   TI
   LI
   LO
   TS
CL000119 DU145 Homo sapiens (Human)  3
1
EC50 > 100000 nM
   TI
   LI
   LO
   TS
2
IC50 = 30560 nM
   TI
   LI
   LO
   TS
3
IC50 = 37440 nM
   TI
   LI
   LO
   TS
CL000141 LNCaP Homo sapiens (Human)  1
1
IC50 = 28110 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Doxazosin )
Drug Name Doxazosin
Company Pfizer Pharmaceuticals
Indication
Hypertension
Approved
Target(s)
Adrenergic receptor alpha-1D (ADRA1D)
Antagonist