NAV

(2R)-3-(phosphonooxy)propane-1,2-diyl diheptanoate

Identification

Generic Name
(2R)-3-(phosphonooxy)propane-1,2-diyl diheptanoate
DrugBank Accession Number
DB08376
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 396.4129
Monoisotopic: 396.191304544
Chemical Formula
C17H33O8P
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UPhospholipase DNot AvailableStreptomyces antibioticus
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 1,2-diacylglycerol-3-phosphates. These are glycerol-3-phosphates in which the glycerol moiety is bonded to two aliphatic chains through ester linkages.
Kingdom
Organic compounds
Super Class
Lipids and lipid-like molecules
Class
Glycerophospholipids
Sub Class
Glycerophosphates
Direct Parent
1,2-diacylglycerol-3-phosphates
Alternative Parents
Monoalkyl phosphates / Fatty acid esters / Dicarboxylic acids and derivatives / Carboxylic acid esters / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
1,2-diacylglycerol-3-phosphate / Aliphatic acyclic compound / Alkyl phosphate / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Dicarboxylic acid or derivatives / Fatty acid ester / Fatty acyl / Hydrocarbon derivative
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
JAXUAGQDLYDLQB-OAHLLOKOSA-N
InChI
InChI=1S/C17H33O8P/c1-3-5-7-9-11-16(18)23-13-15(14-24-26(20,21)22)25-17(19)12-10-8-6-4-2/h15H,3-14H2,1-2H3,(H2,20,21,22)/t15-/m1/s1
IUPAC Name
[(2R)-2,3-bis(heptanoyloxy)propoxy]phosphonic acid
SMILES
[H][C@@](COC(=O)CCCCCC)(COP(O)(O)=O)OC(=O)CCCCCC

References

General References
Not Available
PubChem Compound
23629653
PubChem Substance
99444847
ChemSpider
24700518
BindingDB
50271805
ChEMBL
CHEMBL482505
ZINC
ZINC000013544791
PDBe Ligand
PD7
PDB Entries
2ze9

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 Solubility0.2 mg/mLALOGPS
logP2.77ALOGPS
logP3.88Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)1.32Chemaxon
pKa (Strongest Basic)-6.7Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area119.36 Å2Chemaxon
Rotatable Bond Count18Chemaxon
Refractivity95.75 m3·mol-1Chemaxon
Polarizability42.29 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.7035
Blood Brain Barrier+0.9242
Caco-2 permeable-0.6141
P-glycoprotein substrateNon-substrate0.5269
P-glycoprotein inhibitor INon-inhibitor0.8178
P-glycoprotein inhibitor IINon-inhibitor0.8874
Renal organic cation transporterNon-inhibitor0.921
CYP450 2C9 substrateNon-substrate0.8764
CYP450 2D6 substrateNon-substrate0.8413
CYP450 3A4 substrateNon-substrate0.5857
CYP450 1A2 substrateNon-inhibitor0.8631
CYP450 2C9 inhibitorNon-inhibitor0.8731
CYP450 2D6 inhibitorNon-inhibitor0.9024
CYP450 2C19 inhibitorNon-inhibitor0.8381
CYP450 3A4 inhibitorNon-inhibitor0.9161
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9613
Ames testNon AMES toxic0.8366
CarcinogenicityNon-carcinogens0.6145
BiodegradationNot ready biodegradable0.5357
Rat acute toxicity1.7763 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9267
hERG inhibition (predictor II)Non-inhibitor0.7398
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 GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-01ot-9322000000-9099e2aa013a46afb45a
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-0982000000-da782c6018615251ec50
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-0109000000-62abddba8e080ee7999e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004j-8922000000-29afdf3018ceba7639ea
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000j-0943000000-7c15805c082492cb04b8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-1900000000-e91f4fe901f37843fd03
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052r-2900000000-d122e9a2fd84e1376d7f
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]-181.18553
predicted
DeepCCS 1.0 (2019)
[M+H]+183.66924
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.0402
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Phospholipase D
Kind
Protein
Organism
Streptomyces antibioticus
Pharmacological action
Unknown
General Function
Phospholipase d activity
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q53728
Uniprot Name
Phospholipase D
Molecular Weight
58931.455 Da
References
  1. 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 September 15, 2010 21:31 / Updated at June 12, 2020 16:52