General Information of the Compound
Compound ID
CP0076121
Compound Name
13-chloro-10-(4-methylpiperazin-1-yl)-2-oxa-9-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3,5,7,9,12,14-heptaene
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Synonyms
2-Chloro-11-(4-methyl-1-piperazinyl)-dibenz(b,f)(1,4)oxazepine
2-Chloro-11-(4-methyl-1-piperazinyl)dibenz(b,f)(1,4)oxazepine
2-Chloro-11-(4-methylpiperazino)dibenzo(b,f)(1,4)oxazepine
2-chloro-11-(4-methylpiperazin-1-yl)dibenzo[b,f][1,4]oxazepine
8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,4]benzoxazepine
8-chloro-6-(4-methylpiperazin-1-yl)benzo[b][1,5]benzoxazepine
CL 62362
CL-62362
CL-71,563
Cloxazepine
Dibenzacepin
Dibenzoazepine
HF 3170
HF3170
Hydrofluoride 3170
LW 3170
Lossapina
Lossapina [DCIT]
Loxapac (TN)
Loxapin
Loxapina
Loxapina [INN-Spanish]
Loxapine
Loxapine (USAN/INN)
Loxapine [USAN:BAN:INN]
Loxapine [USAN:INN:BAN]
Loxapinsuccinate
Loxapinum
Loxapinum [INN-Latin]
Loxepine
Loxitane (TN)
Loxitane IM
Oxilapine
S 805
S-805;SUM-3170
SUM 3170
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Structure
Formula
C18H18ClN3O
Molecular Weight
327.815
Canonical SMILES
CN1CCN(CC1)C1=Nc2ccccc2Oc2ccc(Cl)cc12
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InChI
InChI=1S/C18H18ClN3O/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18/h2-7,12H,8-11H2,1H3
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InChIKey
XJGVXQDUIWGIRW-UHFFFAOYSA-N
CAS
1977-10-2
Physicochemical Property
logP
3.7714
Rotatable Bonds
0
Heavy Atom Count
23
Polar Areas
28.07
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
4
Complexity
23

"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: 3964
SID: 14875092
ChEMBL ID
CHEMBL831
DrugBank ID
DB00408
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: PT00825, 5-hydroxytryptamine receptor 2A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 2.42 nM
   TI
   LI
   LO
   TS
Protein ID: PT01005, D(2) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000880 COS Chlorocebus aethiops (Green monkey)  1
1
Ki = 21 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 21 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 54 nM
Protein ID: PT01161, D(4) dopamine receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000880 COS Chlorocebus aethiops (Green monkey)  1
1
Ki = 4.9 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
Ki = 4.9 nM
   TI
   LI
   LO
   TS
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
Ki = 9 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 14 nM
Protein ID: PT01711, Histamine H4 receptor
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000074 SK-N-MC Homo sapiens (Human)  2
1
EC50 = 218.78 nM
   TI
   LI
   LO
   TS
2
Ki = 4570.88 nM
   TI
   LI
   LO
   TS
Protein ID: PT01310, Muscarinic acetylcholine receptor M1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000026 CHO-K1 Cricetulus griseus (Chinese hamster)  1
1
IC50 = 5500 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Loxapine )
Drug Name Loxapine
Company Watson Laboratories
Indication
Schizophrenia
Approved
Target(s)
Dopamine D2 receptor (D2R)
Antagonist