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139755-83-2 molecular structure
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2-hydroxypropane-1,2,3-tricarboxylic acid; 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one

ChemBase ID: 130421
Molecular Formular: C28H38N6O11S
Molecular Mass: 666.69992
Monoisotopic Mass: 666.23192707
SMILES and InChIs

SMILES:
O=S(=O)(N1CCN(C)CC1)c1cc(c2nc(=O)c3c([nH]2)c(nn3C)CCC)c(OCC)cc1.O=C(O)C(O)(CC(=O)O)CC(=O)O
Canonical SMILES:
OC(=O)CC(C(=O)O)(CC(=O)O)O.CCCc1nn(c2c1[nH]c(nc2=O)c1cc(ccc1OCC)S(=O)(=O)N1CCN(CC1)C)C
InChI:
InChI=1S/C22H30N6O4S.C6H8O7/c1-5-7-17-19-20(27(4)25-17)22(29)24-21(23-19)16-14-15(8-9-18(16)32-6-2)33(30,31)28-12-10-26(3)11-13-28;7-3(8)1-6(13,5(11)12)2-4(9)10/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29);13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
InChIKey:
DEIYFTQMQPDXOT-UHFFFAOYSA-N

Cite this record

CBID:130421 http://www.chembase.cn/molecule-130421.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-hydroxypropane-1,2,3-tricarboxylic acid; 5-{2-ethoxy-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1H,4H,7H-pyrazolo[4,3-d]pyrimidin-7-one
IUPAC Traditional name
citro; revatio
Brand Name
Viagra
Synonyms
Sildenafil
CAS Number
139755-83-2
PubChem SID
162224700
PubChem CID
62853
5281023
CHEBI ID
58987
ATC CODE
G04BE03
CHEMBL
1737
Chemspider ID
56586
DrugBank ID
DB00203
KEGG ID
D08514
Unique Ingredient Identifier
3M7OB98Y7H
Wikipedia Title
Sildenafil
Medline Plus
a699015

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.2715216  H Acceptors
H Donor LogD (pH = 5.5) 1.248865 
LogD (pH = 7.4) 1.4989928  Log P 1.6464821 
Molar Refractivity 139.4405 cm3 Polarizability 48.495518 Å3
Polar Surface Area 109.13 Å2 Rotatable Bonds 11 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Pharmacology Properties Bioassay(PubChem)
Admin Routes
Oral expand Show data source
Bioavailability
40% expand Show data source
Excretion
Fecal (80%) and renal (around 13%) expand Show data source
Half Life
3 to 4 hours expand Show data source
Metabolism
Hepatic (mostly CYP3A4, also CYP2C9) expand Show data source
Legal Status
Rx-only expand Show data source
Pregnancy Category
B (US) expand Show data source
US Licence
Sildenafil expand Show data source
EU Licence
Viagra expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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