Showing Compound Olanzapine (FDB023585)

Record Information

Version

1.0

Creation date

2011-09-21 00:31:59 UTC

Update date

2015-07-21 06:57:46 UTC

Primary ID

FDB023585

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Olanzapine

Description

Olanzapine was the third atypical antipsychotic to gain approval by the Food and Drug Administration (FDA) and has become one of the most commonly used atypical antipsychotics. Olanzapine has been approved by the FDA for the treatment of schizophrenia, acute mania in bipolar disorder, agitation associated with schizophrenia and bipolar disorder, and as maintenance treatment in bipolar disorder and psychotic depression. It has also been established in treating depression off-label because of its mood-stabilizing properties and its ability to increase the efficacy of antidepressants. Olanzapine is manufactured and marketed by the pharmaceutical company Eli Lilly and Company. It is available as a pill that comes in the strengths of 2.5 mg, 5 mg, 7.5 mg, 10 mg, 15 mg, and 20 mg and as as Zydis orally disintegrating tablets in the strengths of 5 mg, 10 mg, 15 mg, and 20 mg. It is also available as a rapid-acting intramuscular injection for short term acute use.; Olanzapine (oh-LAN-za-peen, sold as Zyprexa, Zydis, or in combination with fluoxetine, as Symbyax) was the third atypical antipsychotic to gain approval by the Food and Drug Administration (FDA) and has become one of the most commonly used atypical antipsychotics. Olanzapine has been approved by the FDA for the treatment of schizophrenia, acute mania in bipolar disorder, agitation associated with schizophrenia and bipolar disorder, and as maintenance treatment in bipolar disorder and psychotic depression. [HMDB]

CAS Number

132539-06-1

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Olanzapina	ChEBI
Olanzapinum	ChEBI
Zyprexa	ChEBI
Lanzac	HMDB
Zyprexa intramuscular	HMDB
Zyprexa zydis	HMDB
Zolafren	HMDB
2-Methyl-4-(4-methyl-1-piperazinyl)-10H-thieno(2,3-b)(1,5)benzodiazepine	HMDB
Olanzapine pamoate	HMDB
Olanzapine	hmdb
Zyprexa Intramuscular	hmdb
Zyprexa Zydis	hmdb

Predicted Properties

Property	Value	Source
Water Solubility	0.094 g/L	ALOGPS
logP	3.61	ALOGPS
logP	3.39	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.17	ChemAxon
pKa (Strongest Basic)	7.24	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	30.87 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	93.87 m³·mol⁻¹	ChemAxon
Polarizability	35.37 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C17H20N4S

IUPAC name

5-methyl-8-(4-methylpiperazin-1-yl)-4-thia-2,9-diazatricyclo[8.4.0.0³,⁷]tetradeca-1(14),3(7),5,8,10,12-hexaene

InChI Identifier

InChI=1S/C17H20N4S/c1-12-11-13-16(21-9-7-20(2)8-10-21)18-14-5-3-4-6-15(14)19-17(13)22-12/h3-6,11,19H,7-10H2,1-2H3

InChI Key

KVWDHTXUZHCGIO-UHFFFAOYSA-N

Isomeric SMILES

CN1CCN(CC1)C1=NC2=CC=CC=C2NC2=C1C=C(C)S2

Average Molecular Weight

312.432

Monoisotopic Molecular Weight

312.14086735

Classification

Description

Belongs to the class of organic compounds known as benzodiazepines. These are organic compounds containing a benzene ring fused to either isomers of diazepine(unsaturated seven-member heterocycle with two nitrogen atoms replacing two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzodiazepines

Sub Class

Not Available

Direct Parent

Benzodiazepines

Alternative Parents

Substituents

Benzodiazepine
Thieno-para-diazepine
2,3,5-trisubstituted thiophene
Para-diazepine
N-methylpiperazine
N-alkylpiperazine
N-arylated-2-aminothiophene
1,4-diazinane
Piperazine
2-aminothiophene
Benzenoid
Imidolactam
Heteroaromatic compound
Thiophene
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary amine
Amidine
Carboxylic acid amidine
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Hydrocarbon derivative
Organonitrogen compound
Organic nitrogen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

N-arylpiperazine (CHEBI:7735 )
N-methylpiperazine (CHEBI:7735 )
benzodiazepine (CHEBI:7735 )

Ontology

Physiological effect

Health effect:

Observation:

Tachycardia

Health condition:

Metabolism and nutrition disorders:

Hyperglycemia

Psychiatric disorders:

Disposition

Route of exposure:

Enteral:

Ingestion

Parenteral:

Intramuscular

Biological location:

Subcellular:

Organ and components:

Role

Biological role:

Serotonin uptake inhibitor

Industrial application:

Drug

Pharmaceutical industry:

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Olanzapine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0btd-8090000000-3a1771a0db51f3e9472b	Spectrum
Predicted GC-MS	Olanzapine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Olanzapine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03dj-0940000000-1103f40c5bb833e12903	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-03dj-0940000000-37cb2e8fb99c38b097b8	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-0a4i-2790000000-bdc5a34b08715b752eef	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0009000000-256a6e976b00468fe839	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-0049000000-83ee647255e8d18f2b5c	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0a4i-0090000000-81810b42dccae4ee9ab6	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0bt9-0490000000-8994262c6a309d663713	Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-01ot-0950000000-ceb0ca01cefbd1da57d7	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-0149000000-e74851873e2fbaa6c182	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03dj-0940000000-1103f40c5bb833e12903	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03dj-0940000000-37cb2e8fb99c38b097b8	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-03di-0149000000-338b982664cf3019be13	Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0a4i-2790000000-bdc5a34b08715b752eef	Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-01ot-0950000000-fe416acb0e50253f8d17	Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0bt9-0490000000-a203abf5daf6a6c6e069	Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0049000000-4b7427c44443aab6c7a1	Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0a4i-0090000000-15b5422aefe3fc372956	Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0009000000-d71ce384c72fd5835dac	Spectrum
MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-01ot-0950000000-7ba8fbea8f79ae64960d	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0019000000-66bcbe5560546ebe79ae	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0097000000-7386f41b122664655390	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03k9-5980000000-82c2110f56cd7202848e	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0039000000-01aa4f818b0cb4798c0f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0300-0092000000-cee214399c7899dbbc41	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6u-2490000000-dec2f8d13b50769ec96e	Spectrum