PAPAVERINE

Search structure
Synonyms:
Status: Phase 3
Entry Type: Small molecule
Molecule Category: Parent
ATC: A03AD01
UNII: DAA13NKG2Q

Structure
InChI Key XQYZDYMELSJDRZ-UHFFFAOYSA-N
Smile COc1ccc(Cc2nccc3cc(OC)c(OC)cc23)cc1OC
InChI
InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H21NO4
Molecular Weight 339.39
AlogP 3.86
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 49.81
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 25.0

Pharmacology

Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 2 Cytochrome P450 family 2C Cytochrome P450 2C19
- 762 - - -
Enzyme Hydrolase
- 24300 - - 46.4-88.2
Enzyme Phosphodiesterase Phosphodiesterase 1 Phosphodiesterase 1A
- 12000-21000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 1 Phosphodiesterase 1B
- 12000-21000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 1 Phosphodiesterase 1C
- 12000-21000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 10 Phosphodiesterase 10A
- 17-210 - - 16-94
Enzyme Phosphodiesterase Phosphodiesterase 2 Phosphodiesterase 2A
- 2300-17000 - - -
Enzyme Phosphodiesterase Phosphodiesterase 3 Phosphodiesterase 3A
- 284-1300 - 279 -
Enzyme Phosphodiesterase Phosphodiesterase 3 Phosphodiesterase 3B
- 1030 - 417 -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4A
- 1600 - 8e -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4B
- 6600 - 8e -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4C
- 6600 - 8e -
Enzyme Phosphodiesterase Phosphodiesterase 4 Phosphodiesterase 4D
- 1400 - 8e -
Enzyme Phosphodiesterase Phosphodiesterase 5 Phosphodiesterase 5A
- 8800 - - -
Enzyme Transferase
- 2691.53 - - 17.4
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 7244.36 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 11-56
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 66.3
Transporter Primary active transporter ATP-binding cassette ABCC subfamily
- 23130 - - -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Gastroenteritis 3 D005759 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 2 D064129 ClinicalTrials
Prostatic Hyperplasia 0 D011470 ClinicalTrials

Related Entries

Scaffolds

Salt

Cross References

Resources Reference
CAS NUMBER 58-74-2
ChEBI 28241
ChEMBL CHEMBL19224
DrugBank DB01113
DrugCentral 2056
EPA CompTox DTXSID4023418
FDA SRS DAA13NKG2Q
Human Metabolome Database HMDB0015245
KEGG C06533
PDB EV1
PharmGKB PA164745550
PubChem 4680
SureChEMBL SCHEMBL34702
ZINC ZINC000000056555
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