NAV

5-ethoxy-4-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)thiophene-2-sulfonamide

Identification

Generic Name
5-ethoxy-4-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)thiophene-2-sulfonamide
DrugBank Accession Number
DB08729
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 397.472
Monoisotopic: 397.087845501
Chemical Formula
C15H19N5O4S2
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UcGMP-specific 3',5'-cyclic phosphodiesteraseNot AvailableHumans
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as pyrazolopyrimidines. These are compounds containing a pyrazolopyrimidine skeleton, which consists of a pyrazole fused to a pyrimidine. Pyrazole is 5-membered ring consisting of three carbon atoms and two adjacent nitrogen centers. Pyrimidine is 6-membered ring consisting of four carbon atoms and two adjacent nitrogen atoms at the 1- and 3- ring position.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyrazolopyrimidines
Sub Class
Not Available
Direct Parent
Pyrazolopyrimidines
Alternative Parents
2,3,5-trisubstituted thiophenes / Pyrimidones / Alkyl aryl ethers / Organosulfonamides / Vinylogous amides / Pyrazoles / Heteroaromatic compounds / Aminosulfonyl compounds / Azacyclic compounds / Organopnictogen compounds
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Substituents
2,3,5-trisubstituted thiophene / Alkyl aryl ether / Aminosulfonyl compound / Aromatic heteropolycyclic compound / Azacycle / Azole / Ether / Heteroaromatic compound / Hydrocarbon derivative / Organic nitrogen compound
show 16 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
FENWRHVHBZQJGW-UHFFFAOYSA-N
InChI
InChI=1S/C15H19N5O4S2/c1-4-6-9-11-12(20(3)19-9)14(21)18-13(17-11)8-7-10(26(16,22)23)25-15(8)24-5-2/h7H,4-6H2,1-3H3,(H2,16,22,23)(H,17,18,21)
IUPAC Name
5-ethoxy-4-{1-methyl-7-oxo-3-propyl-1H,6H,7H-pyrazolo[4,3-d]pyrimidin-5-yl}thiophene-2-sulfonamide
SMILES
CCCC1=NN(C)C2=C1N=C(NC2=O)C1=C(OCC)SC(=C1)S(N)(=O)=O

References

General References
Not Available
PubChem Compound
24771758
PubChem Substance
99445200
ChemSpider
22378475
PDBe Ligand
WAN
PDB Entries
3bjc

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.331 mg/mLALOGPS
logP2.2ALOGPS
logP1.17Chemaxon
logS-3.1ALOGPS
pKa (Strongest Acidic)8.5Chemaxon
pKa (Strongest Basic)-1.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area128.67 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity109.46 m3·mol-1Chemaxon
Polarizability40.14 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier-0.533
Caco-2 permeable-0.532
P-glycoprotein substrateNon-substrate0.5607
P-glycoprotein inhibitor INon-inhibitor0.8615
P-glycoprotein inhibitor IINon-inhibitor0.5938
Renal organic cation transporterNon-inhibitor0.872
CYP450 2C9 substrateNon-substrate0.685
CYP450 2D6 substrateNon-substrate0.7461
CYP450 3A4 substrateSubstrate0.537
CYP450 1A2 substrateNon-inhibitor0.6925
CYP450 2C9 inhibitorInhibitor0.544
CYP450 2D6 inhibitorNon-inhibitor0.8632
CYP450 2C19 inhibitorNon-inhibitor0.6054
CYP450 3A4 inhibitorInhibitor0.6289
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7053
Ames testNon AMES toxic0.598
CarcinogenicityNon-carcinogens0.746
BiodegradationNot ready biodegradable0.8865
Rat acute toxicity2.5984 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9855
hERG inhibition (predictor II)Non-inhibitor0.6656
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-2022104f35f1dce6b165
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-1009000000-1cfaf39b5627c357ba9a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-01ta-8129000000-179f28c01dc233175f6c
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0009000000-165f82bfbfd4e6d977f1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9554000000-9d774ea8dc8f21a0fbba
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0029000000-bd9b71f6ae05552721c4
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-201.8877591
predicted
DarkChem Lite v0.1.0
[M-H]-190.24446
predicted
DeepCCS 1.0 (2019)
[M+H]+203.1829591
predicted
DarkChem Lite v0.1.0
[M+H]+192.65962
predicted
DeepCCS 1.0 (2019)
[M+Na]+203.2339591
predicted
DarkChem Lite v0.1.0
[M+Na]+199.82082
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. cGMP-specific 3',5'-cyclic phosphodiesterase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Plays a role in signal transduction by regulating the intracellular concentration of cyclic nucleotides. This phosphodiesterase catalyzes the specific hydrolysis of cGMP to 5'-GMP (PubMed:9714779, ...
Gene Name
PDE5A
Uniprot ID
O76074
Uniprot Name
cGMP-specific 3',5'-cyclic phosphodiesterase
Molecular Weight
99984.14 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]

Drug created at September 15, 2010 21:34 / Updated at June 12, 2020 16:52