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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL708
CHEMBL708
Compound Name ZIPRASIDONE
ChEMBL Synonyms ZELDOX | CP-88059 | GEODON | CP-88,059-1 | ZIPRASIDONE HYDROCHLORIDE | ZIPRASIDONE MESYLATE | CP-88,059-27 | ZIPRASIDONE | Geodon | CP-88059-1
Max Phase 4 (Approved)
Trade Names GEODON | ZIPRASIDONE HYDROCHLORIDE | ZELDOX | Geodon
Molecular Formula C21H21ClN4OS

Additional synonyms for CHEMBL708 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES Clc1cc2NC(=O)Cc2cc1CCN3CCN(CC3)c4nsc5ccccc45
Standard InChI InChI=1S/C21H21ClN4OS/c22-17-13-18-15(12-20(27)23-18)11-14(1 ...
Download InChI
Standard InChI Key MVWVFYHBGMAFLY-UHFFFAOYSA-N

Sources

  • AstraZeneca Deposited Data
  • BindingDB Database
  • British National Formulary
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL708

Molecule Features

CHEMBL708 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:Y Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Dopamine D2 receptor antagonist Dopamine D2 receptor DailyMed
Serotonin 2a (5-HT2a) receptor antagonist Serotonin 2a (5-HT2a) receptor DailyMed
Serotonin 2c (5-HT2c) receptor antagonist Serotonin 2c (5-HT2c) receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Autistic DisorderD001321EFO:0003758autism2ClinicalTrials
Bipolar DisorderD001714EFO:0000289bipolar disorder3ClinicalTrials
Borderline Personality DisorderD001883HP:0012076Borderline personality disorder2ClinicalTrials
Depressive DisorderD003866EFO:0003761unipolar depression3ClinicalTrials
Psychotic DisordersD011618EFO:0005411schizoaffective disorder4ClinicalTrials
SchizophreniaD012559EFO:0000692schizophrenia3ClinicalTrials
ClinicalTrials
AnxietyD001007EFO:0005230anxiety3ClinicalTrials
Phobia, SocialD000072861EFO:1001917social anxiety disorder2ClinicalTrials
DementiaD003704HP:0000726dementia3ClinicalTrials
Mood DisordersD019964EFO:0004247mood disorder2ClinicalTrials
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease1ClinicalTrials
Psychotic DisordersD011618EFO:0005407psychosis4ATC
ClinicalTrials

Clinical Data

ClinicalTrials.gov ZIPRASIDONE
The Cochrane Collaboration ZIPRASIDONE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL708. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL3427 Dopamine D2 receptor Mus musculus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL3737 Serotonin 1a (5-HT1a) receptor Mus musculus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL240 HERG Homo sapiens 1.000
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 0.997
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.995
CHEMBL231 Histamine H1 receptor Homo sapiens 0.775
CHEMBL4630 Serine/threonine-protein kinase Chk1 Homo sapiens 0.274
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.273



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 1.000
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL3737 Serotonin 1a (5-HT1a) receptor Mus musculus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL3427 Dopamine D2 receptor Mus musculus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL4701 Histamine H1 receptor Rattus norvegicus 1.000
CHEMBL3361 Dopamine D4 receptor Rattus norvegicus 1.000
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.997
CHEMBL240 HERG Homo sapiens 0.995
CHEMBL231 Histamine H1 receptor Homo sapiens 0.948
CHEMBL3371 Serotonin 6 (5-HT6) receptor Homo sapiens 0.579
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 0.503
CHEMBL4630 Serine/threonine-protein kinase Chk1 Homo sapiens 0.304

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
413 412.1125 3.81 4 48.47 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
5 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
13.34 8.41 2.97 2.17 3 28 0.71

Structural Alerts

There are no structural alerts for CHEMBL708

Compound Cross References

ATC N - NERVOUS SYSTEM
N05 - PSYCHOLEPTICS
N05A - ANTIPSYCHOTICS
N05AE - Indole derivatives
N05AE04 - ziprasidone

ChemSpider ChemSpider:MVWVFYHBGMAFLY-UHFFFAOYSA-N
DailyMed ziprasidone hydrochloride ziprasidone mesylate
PubChem SID: 144205747 SID: 144207074 SID: 170465342 SID: 26719835
Wikipedia Ziprasidone

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL708



ACToR 146939-27-7
BindingDB 50048803
Brenda 80130
ChEBI 10119
DrugBank DB00246
DrugCentral 2865
EPA CompTox Dashboard DTXSID4023753
FDA SRS 6UKA5VEJ6X
Guide to Pharmacology 59
Human Metabolome Database HMDB0014391
IBM Patent System 4E699B24B4F098E12FD10CE3847CF6C9
KEGG Ligand C07568
LINCS LSM-5433
MolPort MolPort-003-850-885
Nikkaji J553.147K
PharmGKB PA451974
PubChem 60854
PubChem: Thomson Pharma 14782044
SureChEMBL SCHEMBL28028
ZINC ZINC000000538550

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/MVWVFYHBGMAFLY-UHFFFAOYSA-N spacer
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