General Information of the Compound
Compound ID
CP0010658
Compound Name
5-[2-ethoxy-5-(4-methyl-1-piperazinylsulfonyl)phenyl]-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
    Show/Hide
Synonyms
1-((3-(4,7-Dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo(4,3-d)pyrimidin-5-yl)-4-ethoxyphenyl)sulfonyl)-4-methylpiperazine
139755-83-2
3M7OB98Y7H
5-(2-Ethoxy-5-((4-methylpiperazin-1-yl)sulfonyl)phenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one
BNRNXUUZRGQAQC-UHFFFAOYSA-N
C22H30N6O4S
CHEBI:9139
CHEMBL192
HSDB 7305
Rhucin
Sildenafil
Sildenafil [INN:BAN]
UK 92480-10
UK-92,480-10
UK-92480
UNII-3M7OB98Y7H
VIAGRA
sildenafil
    Show/Hide
Structure
Formula
C22H30N6O4S
Molecular Weight
474.587
Canonical SMILES
CCCc1nn(C)c2c1nc([nH]c2=O)-c1cc(ccc1OCC)S(=O)(=O)N1CCN(C)CC1
    Show/Hide
InChI
InChI=1S/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)
    Show/Hide
InChIKey
BNRNXUUZRGQAQC-UHFFFAOYSA-N
CAS
139755-83-2
Physicochemical Property
logP
1.6109
Rotatable Bonds
7
Heavy Atom Count
33
Polar Areas
113.42
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
8
Complexity
33

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 135398744
SID: 14883184
ChEMBL ID
CHEMBL192
DrugBank ID
DB00203
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT00862, Adenosine receptor A2a
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
Ki = 199.53 nM
   TI
   LI
   LO
   TS
Protein ID: PT05334, ATP-binding cassette sub-family C member 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 20000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06399, ATP-binding cassette sub-family C member 5
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 80000 nM
   TI
   LI
   LO
   TS
Protein ID: PT01875, cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3100 nM
2 IC50 = 5400 nM
3 IC50 = 6800 nM
4 IC50 > 10000 nM
Protein ID: PT02047, cGMP-dependent 3',5'-cyclic phosphodiesterase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 63000 nM
2 IC50 > 10000 nM
Protein ID: PT01176, cGMP-specific 3',5'-cyclic phosphodiesterase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  5
1
IC50 = 3 nM
   TI
   LI
   LO
   TS
2
IC50 = 3.65 nM
   TI
   LI
   LO
   TS
3
IC50 = 4 nM
   TI
   LI
   LO
   TS
4
IC50 = 4.31 nM
   TI
   LI
   LO
   TS
5
IC50 = 5.6 nM
   TI
   LI
   LO
   TS
CL000053 COS-7 Chlorocebus aethiops (Green monkey)  1
1
IC50 = 75 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 1.4 nM
2 IC50 = 1.6 nM
3 IC50 = 2.2 nM
4 IC50 = 3 nM
5 IC50 = 3.5 nM
6 IC50 = 3.9 nM
7 IC50 = 3.981 nM
8 IC50 = 5.22 nM
9 IC50 = 5.6 nM
10 IC50 = 6.6 nM
11 IC50 = 8.5 nM
12 IC50 = 20 nM
13 IC50 = 12590 nM
14 Ki = 1.6 nM
15 Ki = 1.87 nM
16 Ki = 1.91 nM
17 Ki = 10 nM
Protein ID: PT02485, cGMP-specific 3',5'-cyclic phosphodiesterase
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000070 RFL-6 Rattus norvegicus (Rat)  1
1
Ki = 1.8 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 0.3 nM
2 IC50 = 2 nM
Protein ID: PT03334, Cone cGMP-specific 3',5'-cyclic phosphodiesterase subunit alpha'
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 36.42 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 24 nM
2 IC50 = 39.2 nM
3 IC50 = 160 nM
Protein ID: PT02504, Dual 3',5'-cyclic-AMP and -GMP phosphodiesterase 11A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 4930 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 2300 nM
2 IC50 = 3000 nM
3 IC50 = 4210 nM
4 IC50 = 6100 nM
5 IC50 = 7800 nM
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 707.9 nM
   TI
   LI
   LO
   TS
Protein ID: PT02393, High affinity cAMP-specific and IBMX-insensitive 3',5'-cyclic phosphodiesterase 8A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 100000 nM
2 IC50 > 10000 nM
Protein ID: PT03075, High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 > 10000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3400 nM
2 IC50 = 3600 nM
3 IC50 = 5600 nM
4 IC50 > 10000 nM
Protein ID: PT03388, Indoleamine 2,3-dioxygenase 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
IC50 > 100000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06300, Indoleamine 2,3-dioxygenase 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000025 HEK-293T Homo sapiens (Human)  1
1
IC50 = 4500 nM
   TI
   LI
   LO
   TS
Protein ID: PT00897, Potassium voltage-gated channel subfamily H member 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  2
1
IC50 = 3311.31 nM
   TI
   LI
   LO
   TS
2
IC50 = 100000 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  1
1
IC50 = 100000 nM
   TI
   LI
   LO
   TS
CL000083 MCF-7 Homo sapiens (Human)  1
1
IC50 = 100000 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 3300 nM
2 IC50 = 3311.31 nM
Protein ID: PT01102, Voltage-dependent L-type calcium channel subunit alpha-1C
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
IC50 = 100000 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Rhucin )
Drug Name Rhucin
Company Pfizer
Indication
Hereditary angioedema
Approved
Erectile dysfunction
Approved
Target(s)
Phosphodiesterase 5A (PDE5A)
Inhibitor
Drug 2 ( Sildenafil )
Drug Name Sildenafil
Indication
Erectile dysfunction
Approved
Coronavirus Disease 2019 (COVID-19)
Phase 3
Target(s)
HUMAN phosphodiesterase type 5 (PDE5)
Inhibitor