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Name:Sildenafil
PubChem ID:5212
Pathway:Show KEGG pathways
InChI:InChI=1/C22H30N6O4S/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/h8-9,14H,5-7,10-13H2,1-4H3,(H,23,24,29)/f/h23H
SMILES:CCCc1c2c(c(nc(c3cc(ccc3OCC)S(N3CCN(C)CC3)(=O)=O)[nH]2)=O)n(C)n1

Properties:
Formula:C22H30N6O4SAtoms:33
Molecular Weight:474.576Rotatable Bonds:7
H-bond Acceptors:9H-bond Donors:0
logP:2.5675
Targets:
NameUniprot IDSourceReferencesInteraction
Calcium/calmodulin-dependent 3',5'-cyclic nucleotide phosphodiesterase 1BPDE1B_HUMANBindingDB-shows
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10APDE10_HUMANBindingDB-shows
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10APDE10_RATPROMISCUOUSPMID 17339532shows
cAMP-specific 3',5'-cyclic phosphodiesterase 4CPDE4C_HUMANBindingDB-shows
cAMP-specific 3',5'-cyclic phosphodiesterase 4DPDE4D_HUMANBindingDB-shows
cGMP-dependent 3',5'-cyclic phosphodiesterasePDE2A_HUMANBindingDB-shows
cGMP-inhibited 3',5'-cyclic phosphodiesterase APDE3A_HUMANBindingDB-shows
cGMP-specific 3',5'-cyclic phosphodiesterasePDE5A_BOVINBindingDB-shows
cGMP-specific 3',5'-cyclic phosphodiesterasePDE5A_HUMANBindingDB-shows
cGMP-specific 3',5'-cyclic phosphodiesterasePDE5A_RATBindingDB-shows
cGMP-specific 3',5'-cyclic phosphodiesterasePDE5A_CANFAPROMISCUOUSPMID 16928803shows
CGMP-specific phosphodiesterase PDE5A1Q9P0K4_HUMANSuperTargetPMID 014996430shows
CGMP-specific phosphodiesterase PDE5A1Q9P0K6_HUMANSuperTargetPMID 014996430shows
Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'PDE6C_HUMANBindingDB-shows
Cytochrome P450 1A1CP1A1_HUMANSuperCyp-shows
Cytochrome P450 2C11CP2CB_RATPROMISCUOUSPMID 12019191shows
Cytochrome P450 2C19CP2CJ_HUMANSuperCyp-shows
Cytochrome P450 2C9CP2C9_HUMANSuperCypPMID 10725306shows
Cytochrome P450 2D6CP2D6_HUMANSuperCyp-shows
Cytochrome P450 2E1CP2E1_HUMANSuperCyp-shows
Cytochrome P450 3A4CP3A4_HUMANSuperCypPMID 10546851shows
Cytochrome P450 3A5CP3A5_HUMANSuperCyp-shows
Cytochrome P450 3A7CP3A7_HUMANSuperCyp-shows
Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11APDE11_RATPROMISCUOUSPMID 17339532shows
High affinity cAMP-specific 3',5'-cyclic phosphodiesterase 7APDE7A_HUMANBindingDB-shows
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9APDE9A_HUMANBindingDB-shows
Phosphoglycerate kinaseQ5XIV1_RATPROMISCUOUSPMID 17339532shows
Phosphoglycerate kinase 1PGK1_RATPROMISCUOUSPMID 17339532shows
Phospholipase CQ29517_RABITPROMISCUOUSPMID 11716838shows
Potassium voltage-gated channel subfamily H member 2KCNH2_HUMANBindingDB-shows
Putative uncharacterized protein PDE5AQ4W5L4_HUMANSuperTargetPMID 014996430shows
Rod cGMP phosphodiesterase beta subunitQ6LAR1_CANFAPROMISCUOUSPMID 16928803shows
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alphaPDE6A_BOVINBindingDB-shows
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alphaPDE6A_HUMANBindingDB-shows
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit alphaPDE6A_CANFAPROMISCUOUSPMID 16928803shows
Rod cGMP-specific 3',5'-cyclic phosphodiesterase subunit betaPDE6B_CANFAPROMISCUOUSPMID 16928803shows
Synonyms:
1-((3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-y
1-((3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine
1-((3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine citrate
139755-83-2
171599-83-0
1udt
1xos
2h42
5-[2-ethoxy-5-(4-methylpiperazin-1-yl)sulfonylphenyl]-1-methyl-3-propyl-4H-pyrazolo[5,4-e]pyrimidin-7-one
5-{2-(ethyloxy)-5-[(4-methylpiperazin-1-yl)sulfonyl]phenyl}-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
Ambap1012
BAS 04213629
BSPBio_003424
C07259
C22H30N6O4S
CHEBI:9139
DB00203
DivK1c_006894
HSDB 7305
KBio1_001838
KBio2_002035
KBio2_004603
KBio2_007171
KBio3_002927
KBioGR_001052
KBioSS_002035
KS-1112
LS-111655
MLS001240224
MLS001304737
NCGC00095099-01
NCGC00095099-02
NCGC00159496-02
Piperazine, 1-((3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methyl-
Sildenafil
SILDENAFIL CITRATE
Sildenafil [INN:BAN]
SMR000752512
SPBio_001775
SpecPlus_000798
SPECTRUM1504099
Spectrum2_001648
Spectrum3_001892
Spectrum4_000586
Spectrum5_001508
Spectrum_001555
UK 92480-10
UK-92,480-10
VIA
VIAGRA
ATC-Codes:
Side-Effects:
Side-EffectFrequency
headache0.11199999
flushing0.064
dyspepsia0.05
nasal congestion0.031999998
blurred vision0.03
urinary tract infection0.025999999
diarrhea0.022
dizziness0.015999999
rash0.015999999
abnormal vision0.011363637
coronary artery disease0.0010
swelling0.0010
hematuria0.0010
diabetes0.0010
vascular disease0.0010
hemorrhage0.0010
diplopia0.0010
hypertension0.0010
vitreous detachment0.0010
vomiting0.0010
hyperlipidemia0.0010
epistaxis0.0010
edema0.0010
neuropathy0.0010
loss of vision0.0010
arrhythmia0.0010
myocardial infarction0.0010
intracerebral hemorrhages0.0010
anxiety0.0010
priapism0.0010
transient ischemic attack0.0010
seizure0.0010
hearing loss0.0010
erythema0
upper respiratory tract infection0
sexual dysfunction0
paresthesia0
urticaria0
urinary incontinence0
pharyngitis0
syncope0
renal failure0
tremor0
skin ulcer0
shock0
stomatitis0
sweating0
synovitis0
tachycardia0
tenosynovitis0
pruritus0
shoulder pain0
rhinitis0
tinnitus0
retinal hemorrhage0
tooth disorder0
sinusitis0
varicose vein0
vertigo0
myalgia0
hypoxia0
global amnesia0
rectal hemorrhage0
dry eyes0
transient global amnesia0
photosensitivity0
ecg abnormal0
urinary frequency0
lung cancer0
skin carcinoma0
acne0
hyperuricemia0
cardiomyopathy0
insomnia0
malaise0
vascular anomaly0
weight gain0
dry mouth0
cerebral thrombosis0
chills0
agitation0
photophobia0
peripheral edema0
cataract0
lower respiratory infection0
mouth ulceration0
migraine0
myocardial ischemia0
liver function tests abnormal0
bone pain0
eye pain0
allergic reaction0
abdominal pain0
cough0
cystitis0
deafness0
dysphagia0
dermatitis0
exfoliative dermatitis0
contact dermatitis0
somnolence0
dyspnea0
ear pain0
abdominal distention0
endocrine disorders0
eructation0
esophagitis0
fever0
constipation0
conjunctivitis0
colitis0
anemia0
angina pectoris0
anorexia0
arthralgia0
arthritis0
asthenia0
asthma0
ataxia0
av block0
back pain0
balanitis0
bronchitis0
cellulitis0
cerebrovascular disorder0
chest pain0
flatulence0
furunculosis0
gastritis0
postural hypotension0
infection0
influenza0
arthrosis0
lacrimation disorder0
laryngitis0
leukopenia0
mediastinal disorders0
nail disorder0
nausea0
nervousness0
neuralgia0
nocturia0
pain0
pain in limb0
hypotension0
hypokalemia0
breast enlargement0
gastroenteritis0
gastroesophageal reflux0
gingivitis0
glossitis0
gout0
cardiac arrest0
heart disease0
heart failure0
hemoptysis0
hernia0
herpes simplex0
hyperesthesia0
hyperglycemia0
hypernatremia0
hyperthyroidism0
palpitations0