Zofenoprilat

Identification

Generic Name
Zofenoprilat
DrugBank Accession Number
DB08766
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 325.446
Monoisotopic: 325.080634859
Chemical Formula
C15H19NO3S2
Synonyms
  • Zofenoprilat

Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCytosol aminopeptidaseNot 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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as proline and derivatives. These are compounds containing proline or a derivative thereof resulting from reaction of proline at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Proline and derivatives
Alternative Parents
N-acyl-L-alpha-amino acids / Thiophenol ethers / Pyrrolidine carboxylic acids / N-acylpyrrolidines / Alkylarylthioethers / Benzene and substituted derivatives / Tertiary carboxylic acid amides / Sulfenyl compounds / Alkylthiols / Azacyclic compounds
show 7 more
Substituents
Alkylarylthioether / Alkylthiol / Aromatic heteromonocyclic compound / Aryl thioether / Azacycle / Benzenoid / Carbonyl group / Carboxamide group / Carboxylic acid / Hydrocarbon derivative
show 22 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
thiol, aryl sulfide, N-acyl-L-amino acid, L-proline derivative (CHEBI:82602)
Affected organisms
Not Available

Chemical Identifiers

UNII
4G4WDK2YBS
CAS number
75176-37-3
InChI Key
UQWLOWFDKAFKAP-WXHSDQCUSA-N
InChI
InChI=1S/C15H19NO3S2/c1-10(9-20)14(17)16-8-12(7-13(16)15(18)19)21-11-5-3-2-4-6-11/h2-6,10,12-13,20H,7-9H2,1H3,(H,18,19)/t10-,12+,13+/m1/s1
IUPAC Name
(2S,4S)-1-[(2S)-2-methyl-3-sulfanylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic acid
SMILES
C[C@H](CS)C(=O)N1C[C@H](C[C@H]1C(O)=O)SC1=CC=CC=C1

References

General References
Not Available
PubChem Compound
3034048
PubChem Substance
99445237
ChemSpider
2298589
BindingDB
50018850
ChEBI
82602
ChEMBL
CHEMBL16332
ZINC
ZINC000003780852
PDBe Ligand
ZED
Wikipedia
Zofenoprilat
PDB Entries
2ewb

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 Solubility0.0519 mg/mLALOGPS
logP2.59ALOGPS
logP2.41Chemaxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.91Chemaxon
pKa (Strongest Basic)-1.3Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area57.61 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity86.68 m3·mol-1Chemaxon
Polarizability34.03 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9771
Blood Brain Barrier+0.6268
Caco-2 permeable+0.6716
P-glycoprotein substrateNon-substrate0.6059
P-glycoprotein inhibitor INon-inhibitor0.9231
P-glycoprotein inhibitor IINon-inhibitor0.5765
Renal organic cation transporterNon-inhibitor0.7798
CYP450 2C9 substrateNon-substrate0.7018
CYP450 2D6 substrateNon-substrate0.5082
CYP450 3A4 substrateNon-substrate0.6499
CYP450 1A2 substrateNon-inhibitor0.8182
CYP450 2C9 inhibitorNon-inhibitor0.856
CYP450 2D6 inhibitorNon-inhibitor0.9028
CYP450 2C19 inhibitorNon-inhibitor0.7504
CYP450 3A4 inhibitorNon-inhibitor0.8996
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6159
Ames testNon AMES toxic0.8039
CarcinogenicityNon-carcinogens0.8948
BiodegradationNot ready biodegradable0.8754
Rat acute toxicity2.1864 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9891
hERG inhibition (predictor II)Non-inhibitor0.8377
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0udi-2940000000-02f64f246b1ec9dad484
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00e9-0948000000-8ce12eeca37f4f904a4c
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-0039000000-80b78c55334521cbd87f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ab9-0963000000-6a85ef90daaf4875b67e
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-004j-2695000000-0e6bef26dfba257f026e
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0bt9-1910000000-c79326564a0c6f8c1c2f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ir1-9720000000-f0f6284bf70722c65c8a
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]-179.9169257
predicted
DarkChem Lite v0.1.0
[M-H]-172.24298
predicted
DeepCCS 1.0 (2019)
[M+H]+179.1388257
predicted
DarkChem Lite v0.1.0
[M+H]+174.63857
predicted
DeepCCS 1.0 (2019)
[M+Na]+179.5434257
predicted
DarkChem Lite v0.1.0
[M+Na]+181.02843
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Metalloexopeptidase activity
Specific Function
Presumably involved in the processing and regular turnover of intracellular proteins. Catalyzes the removal of unsubstituted N-terminal amino acids from various peptides.
Gene Name
LAP3
Uniprot ID
P28838
Uniprot Name
Cytosol aminopeptidase
Molecular Weight
56165.84 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 February 21, 2021 18:52