NAV

(R)-2-(FORMYLOXY)-3-(PHOSPHONOOXY)PROPYL PENTANOATE

Identification

Generic Name
(R)-2-(FORMYLOXY)-3-(PHOSPHONOOXY)PROPYL PENTANOATE
DrugBank Accession Number
DB08367
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 284.2002
Monoisotopic: 284.066104032
Chemical Formula
C9H17O8P
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
URhomboid protease GlpGNot AvailableHaemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
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
JDTMNMAQWVSSOO-MRVPVSSYSA-N
InChI
InChI=1S/C9H17O8P/c1-2-3-4-9(11)15-5-8(16-7-10)6-17-18(12,13)14/h7-8H,2-6H2,1H3,(H2,12,13,14)/t8-/m1/s1
IUPAC Name
[(2R)-2-(formyloxy)-3-(pentanoyloxy)propoxy]phosphonic acid
SMILES
[H][C@@](COC(=O)CCCC)(COP(O)(O)=O)OC=O

References

General References
Not Available
PubChem Compound
11963565
PubChem Substance
99444838
ChemSpider
10137733
ZINC
ZINC000005972939
PDBe Ligand
PA6
PDB Entries
2nr9 / 7t9r

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 Solubility5.58 mg/mLALOGPS
logP-0.07ALOGPS
logP0.46Chemaxon
logS-1.7ALOGPS
pKa (Strongest Acidic)1.32Chemaxon
pKa (Strongest Basic)-6.6Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area119.36 Å2Chemaxon
Rotatable Bond Count11Chemaxon
Refractivity59.03 m3·mol-1Chemaxon
Polarizability25.69 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.5742
Blood Brain Barrier+0.8965
Caco-2 permeable-0.6398
P-glycoprotein substrateNon-substrate0.529
P-glycoprotein inhibitor INon-inhibitor0.8149
P-glycoprotein inhibitor IINon-inhibitor0.9288
Renal organic cation transporterNon-inhibitor0.9164
CYP450 2C9 substrateNon-substrate0.8444
CYP450 2D6 substrateNon-substrate0.8381
CYP450 3A4 substrateNon-substrate0.6347
CYP450 1A2 substrateNon-inhibitor0.8615
CYP450 2C9 inhibitorNon-inhibitor0.871
CYP450 2D6 inhibitorNon-inhibitor0.9075
CYP450 2C19 inhibitorNon-inhibitor0.8285
CYP450 3A4 inhibitorNon-inhibitor0.9649
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9662
Ames testNon AMES toxic0.8262
CarcinogenicityNon-carcinogens0.6505
BiodegradationReady biodegradable0.5074
Rat acute toxicity1.8118 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9005
hERG inhibition (predictor II)Non-inhibitor0.8053
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-9400000000-10332c3dae9c3b9d8bee
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-1950000000-ec1ff71246cae9d993f3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-000t-9650000000-7b8b86feb6793c7bd8b0
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000l-1900000000-57d7d2fe573b69ce0a2f
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9100000000-52d4d9c1594df393d661
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004j-9000000000-23b53ddc5058722f8157
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-9200000000-67381866303b292c89a5
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]-147.66034
predicted
DeepCCS 1.0 (2019)
[M+H]+150.01833
predicted
DeepCCS 1.0 (2019)
[M+Na]+156.11148
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Rhomboid protease GlpG
Kind
Protein
Organism
Haemophilus influenzae (strain ATCC 51907 / DSM 11121 / KW20 / Rd)
Pharmacological action
Unknown
General Function
Serine-type endopeptidase activity
Specific Function
Rhomboid-type serine protease that catalyzes intramembrane proteolysis.
Gene Name
glpG
Uniprot ID
P44783
Uniprot Name
Rhomboid protease GlpG
Molecular Weight
21657.295 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