5-Mercaptoethanol-2-decenoyl-coenzyme A

Identification

Generic Name
5-Mercaptoethanol-2-decenoyl-coenzyme A
DrugBank Accession Number
DB03698
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 994.877
Monoisotopic: 994.225783907
Chemical Formula
C33H55N7O18P3S2
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U2,4-dienoyl-CoA reductase [NADPH]Not AvailableEscherichia coli (strain K12)
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 purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
Kingdom
Organic compounds
Super Class
Nucleosides, nucleotides, and analogues
Class
Purine nucleotides
Sub Class
Purine ribonucleotides
Direct Parent
Purine ribonucleoside diphosphates
Alternative Parents
Purine ribonucleoside 3',5'-bisphosphates / Ribonucleoside 3'-phosphates / Pentose phosphates / Glycosylamines / 6-aminopurines / Monosaccharide phosphates / Organic pyrophosphates / Aminopyrimidines and derivatives / Fatty acyl thioesters / Monoalkyl phosphates
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Substituents
6-aminopurine / Alcohol / Aldehyde / Alkanolamine / Alkyl phosphate / Alpha-hydroxy ketone / Amine / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound
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Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
IJSMUHMCIYOVMM-UAQBTBCQSA-O
InChI
InChI=1S/C33H54N7O18P3S2/c1-4-5-6-8-21(62-16-14-41)9-7-10-24(43)63-15-13-35-23(42)11-12-36-31(46)28(45)33(2,3)18-55-61(52,53)58-60(50,51)54-17-22-27(57-59(47,48)49)26(44)32(56-22)40-20-39-25-29(34)37-19-38-30(25)40/h7,10,14,19-22,26-27,31-32,36,44,46H,4-6,8-9,11-13,15-18H2,1-3H3,(H7,34,35,37,38,42,47,48,49,50,51,52,53)/p+1/b10-7+/t21-,22+,26+,27+,31+,32+/m0/s1
IUPAC Name
6-amino-9-[(2R,3R,4S,5R)-3-hydroxy-5-({[hydroxy({hydroxy[(4R)-4-hydroxy-2,2-dimethyl-3-oxo-4-({2-[(2-{[(2E,5S)-5-[(2-oxoethyl)sulfanyl]dec-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}amino)butoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)-4-(phosphonooxy)oxolan-2-yl]-7H-9lambda5-purin-9-ylium
SMILES
CCCCC[C@@H](C\C=C\C(=O)SCCNC(=O)CCN[C@H](O)C(=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)[N+]1=CNC2=C(N)N=CN=C12)SCC=O

References

General References
Not Available
PubChem Compound
49867291
PubChem Substance
46508209
ChemSpider
25058883
ZINC
ZINC000195849543
PDBe Ligand
MDE
PDB Entries
1ps9

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
logP-7.3Chemaxon
pKa (Strongest Acidic)0.71Chemaxon
pKa (Strongest Basic)7.09Chemaxon
Physiological Charge-4Chemaxon
Hydrogen Acceptor Count18Chemaxon
Hydrogen Donor Count10Chemaxon
Polar Surface Area382.55 Å2Chemaxon
Rotatable Bond Count31Chemaxon
Refractivity228.41 m3·mol-1Chemaxon
Polarizability92.33 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5099
Blood Brain Barrier-0.7895
Caco-2 permeable-0.6623
P-glycoprotein substrateSubstrate0.8392
P-glycoprotein inhibitor INon-inhibitor0.7075
P-glycoprotein inhibitor IINon-inhibitor0.9574
Renal organic cation transporterNon-inhibitor0.9707
CYP450 2C9 substrateNon-substrate0.7632
CYP450 2D6 substrateNon-substrate0.803
CYP450 3A4 substrateSubstrate0.5826
CYP450 1A2 substrateNon-inhibitor0.7849
CYP450 2C9 inhibitorNon-inhibitor0.7627
CYP450 2D6 inhibitorNon-inhibitor0.8339
CYP450 2C19 inhibitorNon-inhibitor0.7246
CYP450 3A4 inhibitorNon-inhibitor0.729
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9095
Ames testNon AMES toxic0.6113
CarcinogenicityNon-carcinogens0.8125
BiodegradationNot ready biodegradable0.9858
Rat acute toxicity2.6935 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9613
hERG inhibition (predictor II)Non-inhibitor0.5941
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-272.64645
predicted
DeepCCS 1.0 (2019)
[M+H]+275.11487
predicted
DeepCCS 1.0 (2019)
[M+Na]+284.14404
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Nadph dehydrogenase activity
Specific Function
Catalyzes the NADP-dependent reduction of 2,4-dienoyl-CoA to yield trans-2- enoyl-CoA.
Gene Name
fadH
Uniprot ID
P42593
Uniprot Name
2,4-dienoyl-CoA reductase [NADPH]
Molecular Weight
72677.545 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [Article]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52