COCAINE

Search structure
Synonyms:
Status: Approved (2017)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N01BC01
UNII: I5Y540LHVR

Structure
InChI Key ZPUCINDJVBIVPJ-LJISPDSOSA-N
Smile COC(=O)[C@H]1[C@@H](OC(=O)c2ccccc2)C[C@@H]2CC[C@H]1N2C
InChI
InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H21NO4
Molecular Weight 303.36
AlogP 1.87
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 55.84
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 22.0

Pharmacology

Primary Target
DAT
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 4-7244 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 49000 - - 20-63
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Acetylcholine receptor
- - - 61397-61400 -
Membrane receptor
- - - 61397-61400 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 66-15800 - 32-32000 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Substance Withdrawal Syndrome 1 D013375 ClinicalTrials
Hypersensitivity 1 D006967 ClinicalTrials

Related Entries

MCS

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 50-36-2
ChEBI 27958
ChEMBL CHEMBL370805
DrugBank DB00907
DrugCentral 723
EPA CompTox DTXSID2038443
FDA SRS I5Y540LHVR
Human Metabolome Database HMDB0015043
Guide to Pharmacology 2286
PDB COC
PubChem 446220
SureChEMBL SCHEMBL21930
ZINC ZINC000003875336
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