NAV

D-pantetheine 4'-phosphate

Identification

Generic Name
D-pantetheine 4'-phosphate
DrugBank Accession Number
DB03912
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 358.348
Monoisotopic: 358.096358302
Chemical Formula
C11H23N2O7PS
Synonyms
  • (2R)-2-Hydroxy-N-(3-((2-mercaptoethyl)amino)-3-oxopropyl)-3,3-dimethyl-4-(phosphonooxy)butanamide
  • 4'-Phosphopantetheine
  • Pantetheine-4'-phosphate
  • Phosphopantetheine
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPhosphopantetheine adenylyltransferaseNot AvailableThermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
UPhosphopantetheine adenylyltransferaseNot AvailableShigella flexneri
UPhosphopantetheine adenylyltransferaseNot AvailableThermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
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 beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Beta amino acids and derivatives
Alternative Parents
Monoalkyl phosphates / N-acyl amines / Monosaccharides / Secondary carboxylic acid amides / Secondary alcohols / Alkylthiols / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives
show 1 more
Substituents
Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Alkylthiol / Beta amino acid or derivatives / Carbonyl group / Carboxamide group / Fatty acyl / Fatty amide / Hydrocarbon derivative
show 14 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
pantetheine 4'-phosphate (CHEBI:4222)
Affected organisms
Not Available

Chemical Identifiers

UNII
NM39WU8OFM
CAS number
2226-71-3
InChI Key
JDMUPRLRUUMCTL-VIFPVBQESA-N
InChI
InChI=1S/C11H23N2O7PS/c1-11(2,7-20-21(17,18)19)9(15)10(16)13-4-3-8(14)12-5-6-22/h9,15,22H,3-7H2,1-2H3,(H,12,14)(H,13,16)(H2,17,18,19)/t9-/m0/s1
IUPAC Name
[(3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphonic acid
SMILES
CC(C)(COP(O)(O)=O)[C@@H](O)C(=O)NCCC(=O)NCCS

References

General References
Not Available
KEGG Compound
C01134
PubChem Compound
115254
PubChem Substance
46505104
ChemSpider
103123
ChEBI
4222
PDBe Ligand
PNS
Wikipedia
Phosphopantetheine
PDB Entries
1h1t / 1od6 / 1qjc / 1vlh / 2fq0 / 2fq2 / 2fva / 2fvf / 2k0x / 2kr5 …
show 90 more

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 Solubility0.375 mg/mLALOGPS
logP-0.71ALOGPS
logP-1.7Chemaxon
logS-3ALOGPS
pKa (Strongest Acidic)1.79Chemaxon
pKa (Strongest Basic)-2Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count6Chemaxon
Hydrogen Donor Count6Chemaxon
Polar Surface Area145.19 Å2Chemaxon
Rotatable Bond Count10Chemaxon
Refractivity81.58 m3·mol-1Chemaxon
Polarizability34.34 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7985
Blood Brain Barrier-0.5578
Caco-2 permeable-0.6626
P-glycoprotein substrateSubstrate0.5545
P-glycoprotein inhibitor IInhibitor0.5
P-glycoprotein inhibitor IINon-inhibitor0.9326
Renal organic cation transporterNon-inhibitor0.9584
CYP450 2C9 substrateNon-substrate0.7672
CYP450 2D6 substrateNon-substrate0.7838
CYP450 3A4 substrateNon-substrate0.5477
CYP450 1A2 substrateNon-inhibitor0.8359
CYP450 2C9 inhibitorNon-inhibitor0.8343
CYP450 2D6 inhibitorNon-inhibitor0.897
CYP450 2C19 inhibitorNon-inhibitor0.712
CYP450 3A4 inhibitorNon-inhibitor0.7661
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.927
Ames testNon AMES toxic0.6488
CarcinogenicityNon-carcinogens0.7638
BiodegradationNot ready biodegradable0.9388
Rat acute toxicity2.3203 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9785
hERG inhibition (predictor II)Non-inhibitor0.8061
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/MSsplash10-0bt9-0079000000-f3870abce4dda0e0ddfd
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-0009000000-95c1b2e03b339d11c5e1
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01r2-9573000000-2c3e492c2b5b85020a17
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-056s-9258000000-d0f4d18b950d469badf7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-01r2-5970000000-e03450a263f3d240d26c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-002b-9521000000-240d2e8ce9c065e1e275
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]-166.26802
predicted
DeepCCS 1.0 (2019)
[M+H]+168.62605
predicted
DeepCCS 1.0 (2019)
[M+Na]+175.175
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Phosphopantetheine adenylyltransferase
Kind
Protein
Organism
Thermus thermophilus (strain HB27 / ATCC BAA-163 / DSM 7039)
Pharmacological action
Unknown
General Function
Pantetheine-phosphate adenylyltransferase activity
Specific Function
Reversibly transfers an adenylyl group from ATP to 4'-phosphopantetheine, yielding dephospho-CoA (dPCoA) and pyrophosphate.
Gene Name
coaD
Uniprot ID
Q72K87
Uniprot Name
Phosphopantetheine adenylyltransferase
Molecular Weight
17707.325 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]
Details2. Phosphopantetheine adenylyltransferase
Kind
Protein
Organism
Shigella flexneri
Pharmacological action
Unknown
General Function
Pantetheine-phosphate adenylyltransferase activity
Specific Function
Reversibly transfers an adenylyl group from ATP to 4'-phosphopantetheine, yielding dephospho-CoA (dPCoA) and pyrophosphate.
Gene Name
coaD
Uniprot ID
P0A6I8
Uniprot Name
Phosphopantetheine adenylyltransferase
Molecular Weight
17836.51 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]
Details3. Phosphopantetheine adenylyltransferase
Kind
Protein
Organism
Thermotoga maritima (strain ATCC 43589 / MSB8 / DSM 3109 / JCM 10099)
Pharmacological action
Unknown
General Function
Pantetheine-phosphate adenylyltransferase activity
Specific Function
Reversibly transfers an adenylyl group from ATP to 4'-phosphopantetheine, yielding dephospho-CoA (dPCoA) and pyrophosphate.
Gene Name
coaD
Uniprot ID
Q9WZK0
Uniprot Name
Phosphopantetheine adenylyltransferase
Molecular Weight
18249.19 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