4'-Phosphopantetheine

Identification

Name
4'-Phosphopantetheine
Accession Number
DB03912  (EXPT02624)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
UNII
NM39WU8OFM
CAS number
Not Available
Weight
Average: 358.348
Monoisotopic: 358.096358302
Chemical Formula
C11H23N2O7PS
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

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C01134
PubChem Compound
115254
PubChem Substance
46505104
ChemSpider
103123
ChEBI
4222
HET
PNS
Wikipedia
Phosphopantetheine
PDB Entries
1h1t / 1od6 / 1qjc / 1vlh / 2fq0 / 2fq2 / 2fva / 2fvf / 2k0x / 2kr5
show 35 more

Clinical Trials

Clinical Trials
Not Available

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)-1.5ChemAxon
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/MSsplash10-08ir-7695000000-0ee6ed099c01445060c3
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-01u0-9540000000-9e756a71b573d020fa6e
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03nc-9300000000-d292b023d1133331f546
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-054k-9225000000-72a847152c51b3a3daa2
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9200000000-f29815698df8b18a410a
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-653db2061d8b7bf264f2

Taxonomy

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
Beta amino acid or derivatives / Monoalkyl phosphate / Fatty amide / Monosaccharide / N-acyl-amine / Organic phosphoric acid derivative / Phosphoric acid ester / Alkyl phosphate / Fatty acyl / Secondary alcohol
show 14 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
pantetheine 4'-phosphate (CHEBI:4222)

Targets

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. [PubMed:17139284]
  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. [PubMed:17016423]
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. [PubMed:17139284]
  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. [PubMed:17016423]
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. [PubMed:17139284]
  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. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on October 01, 2018 13:42