COBICISTAT

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Trade Names:
Synonyms:
Status: Approved (2012)
Entry Type: Small molecule
Molecule Category: Parent
ATC: V03AX03
UNII: LW2E03M5PG

Structure
InChI Key ZCIGNRJZKPOIKD-CQXVEOKZSA-N
Smile CC(C)c1nc(CN(C)C(=O)N[C@@H](CCN2CCOCC2)C(=O)N[C@H](CC[C@H](Cc2ccccc2)NC(=O)OCc2cncs2)Cc2ccccc2)cs1
InChI
InChI=1S/C40H53N7O5S2/c1-29(2)38-43-34(27-53-38)25-46(3)39(49)45-36(16-17-47-18-20-51-21-19-47)37(48)42-32(22-30-10-6-4-7-11-30)14-15-33(23-31-12-8-5-9-13-31)44-40(50)52-26-35-24-41-28-54-35/h4-13,24,27-29,32-33,36H,14-23,25-26H2,1-3H3,(H,42,48)(H,44,50)(H,45,49)/t32-,33-,36+/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C40H53N7O5S2
Molecular Weight 776.04
AlogP 6.0
Hydrogen Bond Acceptor 10.0
Hydrogen Bond Donor 3.0
Number of Rotational Bond 19.0
Polar Surface Area 138.02
Molecular species NEUTRAL
Aromatic Rings 4.0
Heavy Atoms 54.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Cytochrome P450 3A inhibitor DOI DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2D Cytochrome P450 2D6
- 9200 - - -
Enzyme Cytochrome P450 Cytochrome P450 family 3 Cytochrome P450 family 3A Cytochrome P450 3A4
- 150 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Infections 4 D007239 ClinicalTrials
Acquired Immunodeficiency Syndrome 3 D000163 ClinicalTrials
Pneumonia, Pneumocystis 3 D011020 ClinicalTrials
Severe Acute Respiratory Syndrome 3 D045169 ClinicalTrials
Insulin Resistance 1 D007333 ClinicalTrials
Precursor Cell Lymphoblastic Leukemia-Lymphoma 1 D054198 ClinicalTrials
Malaria 1 D008288 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 0 D002289 ClinicalTrials

Related Entries

MCS

Scaffolds

Mixture
Mixture
Mixture
Mixture
Mixture

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
12.86
Injury, poisoning and procedural complications
11.43
Pregnancy, puerperium and perinatal conditions
8.57
Psychiatric disorders
7.14
Skin and subcutaneous tissue disorders
5.71
Endocrine disorders
4.29
Gastrointestinal disorders
4.29
Immune system disorders
4.29
Investigations
4.29
Metabolism and nutrition disorders
4.29
Nervous system disorders
4.29
Vascular disorders
4.29
Cardiac disorders
2.86
Congenital, familial and genetic disorders
2.86
Infections and infestations
2.86
Musculoskeletal and connective tissue disorders
2.86
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
2.86
Surgical and medical procedures
2.86

Cross References

Resources Reference
CAS NUMBER 1004316-88-4
ChEBI 72291
ChEMBL CHEMBL2095208
DrugBank DB09065
DrugCentral 4299
EPA CompTox DTXSID00143269
FDA SRS LW2E03M5PG
Guide to Pharmacology 7535
PharmGKB PA166165092
PubChem 25151504
SureChEMBL SCHEMBL2736227
ZINC ZINC000085537014
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