Feruloyl Coenzyme A

Identification

Generic Name
Feruloyl Coenzyme A
DrugBank Accession Number
DB03923
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 959.702
Monoisotopic: 959.157467109
Chemical Formula
C31H44N7O20P3S
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UCatechol O-methyltransferase domain-containing protein 1Not 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 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a 2-enoyl chain.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Fatty Acyls
Sub Class
Fatty acyl thioesters
Direct Parent
2-enoyl CoAs
Alternative Parents
Acyl CoAs / Coenzyme A and derivatives / Purine ribonucleoside diphosphates / Pentose phosphates / Ribonucleoside 3'-phosphates / Hydroxycinnamic acids and derivatives / Beta amino acids and derivatives / Glycosylamines / 6-aminopurines / Methoxyphenols
show 29 more
Substituents
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / 6-aminopurine / Alcohol / Alkyl aryl ether / Alkyl phosphate / Amine / Amino acid or derivatives / Aminopyrimidine / Anisole
show 62 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
ILSPFIPSQSFPCN-VYBUCKLUSA-N
InChI
InChI=1S/C31H44N7O20P3S/c1-31(2,26(44)29(45)34-7-6-20(40)33-8-9-62-21(41)5-4-16-10-17(39)23(42)18(11-16)53-3)13-55-61(51,52)58-60(49,50)54-12-19-25(57-59(46,47)48)24(43)30(56-19)38-15-37-22-27(32)35-14-36-28(22)38/h4-5,10-11,14-15,19,24-26,30,39,42-44H,6-9,12-13H2,1-3H3,(H,33,40)(H,34,45)(H,49,50)(H,51,52)(H2,32,35,36)(H2,46,47,48)/b5-4+/t19-,24-,25-,26+,30-/m1/s1
IUPAC Name
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-2-({[({[(3R)-3-({2-[(2-{[(2E)-3-(3,4-dihydroxy-5-methoxyphenyl)prop-2-enoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid
SMILES
COC1=CC(\C=C\C(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO[P@@](=O)(O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2OP(O)(O)=O)N2C=NC3=C(N)N=CN=C23)=CC(O)=C1O

References

General References
Not Available
PubChem Compound
44229079
PubChem Substance
46505207
ChemSpider
25057552
ZINC
ZINC000169621243
PDBe Ligand
FRE
PDB Entries
1sui

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 Solubility2.83 mg/mLALOGPS
logP0.25ALOGPS
logP-4.2Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)0.82Chemaxon
pKa (Strongest Basic)4.89Chemaxon
Physiological Charge-4Chemaxon
Hydrogen Acceptor Count20Chemaxon
Hydrogen Donor Count11Chemaxon
Polar Surface Area413.32 Å2Chemaxon
Rotatable Bond Count23Chemaxon
Refractivity213.05 m3·mol-1Chemaxon
Polarizability87.62 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.7342
Blood Brain Barrier-0.8776
Caco-2 permeable-0.6515
P-glycoprotein substrateSubstrate0.8334
P-glycoprotein inhibitor INon-inhibitor0.6515
P-glycoprotein inhibitor IINon-inhibitor0.9714
Renal organic cation transporterNon-inhibitor0.946
CYP450 2C9 substrateNon-substrate0.6883
CYP450 2D6 substrateNon-substrate0.7908
CYP450 3A4 substrateSubstrate0.66
CYP450 1A2 substrateNon-inhibitor0.8101
CYP450 2C9 inhibitorNon-inhibitor0.721
CYP450 2D6 inhibitorNon-inhibitor0.8332
CYP450 2C19 inhibitorNon-inhibitor0.7535
CYP450 3A4 inhibitorInhibitor0.5921
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8674
Ames testNon AMES toxic0.6247
CarcinogenicityNon-carcinogens0.8138
BiodegradationNot ready biodegradable0.9971
Rat acute toxicity2.5509 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9448
hERG inhibition (predictor II)Inhibitor0.6212
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/MSsplash10-01t9-0030000019-3dea316e0e50cade2a34
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4l-0110000449-aa6b0db182e954e87972
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0296-0062202149-41c5116b07fe459430ab
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-002f-3230002509-fd5d47f92cf8bca84050
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0000900000-d0030bac3a2bb80221af
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0ugi-2200034917-105fb7aa3241723caf55
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-264.9377
predicted
DeepCCS 1.0 (2019)
[M+H]+266.66144
predicted
DeepCCS 1.0 (2019)
[M+Na]+272.9217
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
O-methyltransferase activity
Specific Function
Putative O-methyltransferase.
Gene Name
COMTD1
Uniprot ID
Q86VU5
Uniprot Name
Catechol O-methyltransferase domain-containing protein 1
Molecular Weight
28808.225 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]
  3. 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 June 13, 2005 13:24 / Updated at June 12, 2020 16:52