NAV

4-hydroxyphenacyl coenzyme A

Identification

Generic Name
4-hydroxyphenacyl coenzyme A
DrugBank Accession Number
DB03613
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 901.666
Monoisotopic: 901.151987801
Chemical Formula
C29H42N7O18P3S
Synonyms
Not Available
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U4-hydroxybenzoyl-CoA thioesteraseNot AvailableArthrobacter sp.
U4-hydroxybenzoyl-CoA thioesteraseNot AvailablePseudomonas sp. (strain CBS-3)
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
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 s-alkyl-coas. These are alkyl sulfides consisting of coenzyme A that carries an S-alkyl substituent.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
S-alkyl-CoAs
Sub Class
Not Available
Direct Parent
S-alkyl-CoAs
Alternative Parents
Coenzyme A and derivatives / Purine ribonucleoside diphosphates / Pentose phosphates / Ribonucleoside 3'-phosphates / Alkyl-phenylketones / Beta amino acids and derivatives / Glycosylamines / Organic pyrophosphates / Monosaccharide phosphates / 6-aminopurines
show 20 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 6-aminopurine / Alcohol / Alkyl phosphate / Alkyl-phenylketone / Amine / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Aryl alkyl ketone
show 56 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
ZQLMPRRTUJBILA-VXAHOBLNSA-N
InChI
InChI=1S/C29H42N7O18P3S/c1-29(2,24(41)27(42)32-8-7-20(39)31-9-10-58-12-18(38)16-3-5-17(37)6-4-16)13-51-57(48,49)54-56(46,47)50-11-19-23(53-55(43,44)45)22(40)28(52-19)36-15-35-21-25(30)33-14-34-26(21)36/h3-6,14-15,19,22-24,28,37,40-41H,7-13H2,1-2H3,(H,31,39)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t19-,22-,23-,24+,28-/m1/s1
IUPAC Name
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-3-({2-[(2-{[2-(4-hydroxyphenyl)-2-oxoethyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-2,2-dimethylpropoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid
SMILES
[H]N([H])C1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OCC(C)(C)[C@@H](O)C(=O)N([H])CCC(=O)N([H])CCSCC(=O)C4=CC=C(O)C=C4)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

References

General References
Not Available
PubChem Compound
446968
PubChem Substance
46506287
ChemSpider
394187
ZINC
ZINC000195757457
PDBe Ligand
4CO
PDB Entries
1lo7 / 1q4t / 3r32 / 3r35 / 3r37 / 3r3b / 3r3c / 3r3d / 3r3f / 3tea

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 Solubility3.26 mg/mLALOGPS
logP-0.06ALOGPS
logP-4.9Chemaxon
logS-2.4ALOGPS
pKa (Strongest Acidic)0.83Chemaxon
pKa (Strongest Basic)4.89Chemaxon
Physiological Charge-4Chemaxon
Hydrogen Acceptor Count18Chemaxon
Hydrogen Donor Count10Chemaxon
Polar Surface Area383.86 Å2Chemaxon
Rotatable Bond Count22Chemaxon
Refractivity199.42 m3·mol-1Chemaxon
Polarizability81.07 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.8738
Blood Brain Barrier-0.8453
Caco-2 permeable-0.7061
P-glycoprotein substrateSubstrate0.8586
P-glycoprotein inhibitor INon-inhibitor0.6332
P-glycoprotein inhibitor IINon-inhibitor0.9858
Renal organic cation transporterNon-inhibitor0.937
CYP450 2C9 substrateNon-substrate0.7937
CYP450 2D6 substrateNon-substrate0.7776
CYP450 3A4 substrateSubstrate0.6479
CYP450 1A2 substrateNon-inhibitor0.8251
CYP450 2C9 inhibitorNon-inhibitor0.8131
CYP450 2D6 inhibitorNon-inhibitor0.8095
CYP450 2C19 inhibitorNon-inhibitor0.8189
CYP450 3A4 inhibitorNon-inhibitor0.6077
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8824
Ames testNon AMES toxic0.6723
CarcinogenicityNon-carcinogens0.7948
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.5810 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.874
hERG inhibition (predictor II)Inhibitor0.6128
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/MSsplash10-0udi-0000000119-9f547e54fb34d7f23e7b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f8a-1437401794-38ee2f1c4ff65a3a1ab1
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0000000149-b5eda79645049f529d1a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ff3-4210000592-e18053b945b51bd1356e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0019000000-70f2b4e7b0b29a6463d7
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ue9-2310111191-7e1f21a8dbda1f3d465e
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-214.7794
predicted
DeepCCS 1.0 (2019)
[M+H]+216.43214
predicted
DeepCCS 1.0 (2019)
[M+Na]+223.49153
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. 4-hydroxybenzoyl-CoA thioesterase
Kind
Protein
Organism
Arthrobacter sp.
Pharmacological action
Unknown
General Function
4-hydroxybenzoyl-coa thioesterase activity
Specific Function
Not Available
Gene Name
fcbC
Uniprot ID
Q04416
Uniprot Name
4-hydroxybenzoyl-CoA thioesterase
Molecular Weight
16394.32 Da
Details2. 4-hydroxybenzoyl-CoA thioesterase
Kind
Protein
Organism
Pseudomonas sp. (strain CBS-3)
Pharmacological action
Unknown
General Function
4-hydroxybenzoyl-coa thioesterase activity
Specific Function
Hydrolyzes 4-hydroxybenzoate-CoA, and to a lesser extent benzoyl-CoA and 4-chlorobenzoate-CoA. Not active against aliphatic acyl-CoA thioesters, including palmitoyl-CoA, hexanoyl-CoA and acetyl-CoA.
Gene Name
Not Available
Uniprot ID
P56653
Uniprot Name
4-hydroxybenzoyl-CoA thioesterase
Molecular Weight
16105.3 Da

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