2-carboxypropyl-coenzyme A

Identification

Generic Name
2-carboxypropyl-coenzyme A
DrugBank Accession Number
DB03117
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 853.623
Monoisotopic: 853.151987801
Chemical Formula
C25H42N7O18P3S
Synonyms
Not Available

Pharmacology

Indication

Not Available

Reduce drug development failure rates
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMethylmalonyl-CoA decarboxylaseNot 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 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 / Beta amino acids and derivatives / Glycosylamines / Monosaccharide phosphates / 6-aminopurines / Organic pyrophosphates / Aminopyrimidines and derivatives
show 20 more
Substituents
6-aminopurine / Alcohol / Alkyl phosphate / Amine / Amino acid / Amino acid or derivatives / Aminopyrimidine / Aromatic heteropolycyclic compound / Azacycle / Azole
show 49 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
YLEVKEKTOJAHCY-UQCJFRAESA-N
InChI
InChI=1S/C25H42N7O18P3S/c1-13(24(37)38)9-54-7-6-27-15(33)4-5-28-22(36)19(35)25(2,3)10-47-53(44,45)50-52(42,43)46-8-14-18(49-51(39,40)41)17(34)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,34-35H,4-10H2,1-3H3,(H,27,33)(H,28,36)(H,37,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,17+,18+,19-,23+/m0/s1
IUPAC Name
(2R)-3-[(2-{3-[(2R)-3-[({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)methyl]-2-hydroxy-3-methylbutanamido]propanamido}ethyl)sulfanyl]-2-methylpropanoic 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])CCSC[C@H](C)C(O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1

References

General References
Not Available
PubChem Compound
449598
PubChem Substance
46505203
ChemSpider
396076
ZINC
ZINC000195757956
PDBe Ligand
2CP
PDB Entries
1ef9 / 7req

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 Solubility3.9 mg/mLALOGPS
logP-0.63ALOGPS
logP-5.4Chemaxon
logS-2.3ALOGPS
pKa (Strongest Acidic)0.83Chemaxon
pKa (Strongest Basic)4.98Chemaxon
Physiological Charge-5Chemaxon
Hydrogen Acceptor Count18Chemaxon
Hydrogen Donor Count10Chemaxon
Polar Surface Area383.86 Å2Chemaxon
Rotatable Bond Count22Chemaxon
Refractivity182.8 m3·mol-1Chemaxon
Polarizability76.17 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.5266
Blood Brain Barrier-0.9105
Caco-2 permeable-0.7031
P-glycoprotein substrateSubstrate0.796
P-glycoprotein inhibitor INon-inhibitor0.6172
P-glycoprotein inhibitor IINon-inhibitor0.9732
Renal organic cation transporterNon-inhibitor0.9674
CYP450 2C9 substrateNon-substrate0.8281
CYP450 2D6 substrateNon-substrate0.7969
CYP450 3A4 substrateSubstrate0.6166
CYP450 1A2 substrateNon-inhibitor0.8086
CYP450 2C9 inhibitorNon-inhibitor0.8
CYP450 2D6 inhibitorNon-inhibitor0.8295
CYP450 2C19 inhibitorNon-inhibitor0.7773
CYP450 3A4 inhibitorNon-inhibitor0.7087
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9102
Ames testNon AMES toxic0.6446
CarcinogenicityNon-carcinogens0.838
BiodegradationNot ready biodegradable0.992
Rat acute toxicity2.6904 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9331
hERG inhibition (predictor II)Non-inhibitor0.5565
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/MSsplash10-0uxr-0000000890-4b15bbd7ff80754cd86e
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-1000000910-237631b512e7a01985e1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gdi-1020000910-40426175da7d748b8c24
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-3000001900-bad3c53626173fd3e7fb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0219000000-f41cb923e63ce9987a3b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-5100100930-c19a7e1bdf6b188557d5
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-225.58061
predicted
DeepCCS 1.0 (2019)
[M+H]+227.279
predicted
DeepCCS 1.0 (2019)
[M+Na]+233.43596
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Methylmalonyl-coa decarboxylase activity
Specific Function
Catalyzes the decarboxylation of methylmalonyl-CoA to propionyl-CoA. Could be part of a pathway that converts succinate to propionate.
Gene Name
scpB
Uniprot ID
P52045
Uniprot Name
Methylmalonyl-CoA decarboxylase
Molecular Weight
29172.33 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