NAV

S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] hexanethioate

Identification

Generic Name
S-[2-({N-[(2S)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl}amino)ethyl] hexanethioate
DrugBank Accession Number
DB08585
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 456.491
Monoisotopic: 456.169523244
Chemical Formula
C17H33N2O8PS
Synonyms
Not Available
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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
UActinorhodin polyketide synthase acyl carrier proteinNot AvailableStreptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
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 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 / Fatty acyl thioesters / N-acyl amines / Monosaccharides / Thioesters / Secondary carboxylic acid amides / Secondary alcohols / Carbothioic S-esters / Sulfenyl compounds / Organopnictogen compounds
show 4 more
Substituents
Alcohol / Aliphatic acyclic compound / Alkyl phosphate / Beta amino acid or derivatives / Carbonyl group / Carbothioic s-ester / Carboxamide group / Fatty acyl / Fatty acyl thioester / Fatty amide
show 18 more
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
KGMBPSVUBJAAEN-OAHLLOKOSA-N
InChI
InChI=1S/C17H33N2O8PS/c1-4-5-6-7-14(21)29-11-10-18-13(20)8-9-19-16(23)15(22)17(2,3)12-27-28(24,25)26/h15,22H,4-12H2,1-3H3,(H,18,20)(H,19,23)(H2,24,25,26)/t15-/m1/s1
IUPAC Name
[(3S)-3-[(2-{[2-(hexanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy]phosphonic acid
SMILES
[H][C@@](O)(C(=O)NCCC(=O)NCCSC(=O)CCCCC)C(C)(C)COP(O)(O)=O

References

General References
Not Available
PubChem Compound
25220903
PubChem Substance
99445056
ChemSpider
25060886
ZINC
ZINC000053683237
PDBe Ligand
SXH
PDB Entries
2kga / 2koo

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 Solubility0.22 mg/mLALOGPS
logP0.52ALOGPS
logP0.22Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)1.79Chemaxon
pKa (Strongest Basic)-2Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count7Chemaxon
Hydrogen Donor Count5Chemaxon
Polar Surface Area162.26 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity109.48 m3·mol-1Chemaxon
Polarizability46.64 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption-0.6785
Blood Brain Barrier-0.5868
Caco-2 permeable-0.6484
P-glycoprotein substrateSubstrate0.6484
P-glycoprotein inhibitor INon-inhibitor0.5159
P-glycoprotein inhibitor IINon-inhibitor0.8649
Renal organic cation transporterNon-inhibitor0.9645
CYP450 2C9 substrateNon-substrate0.7216
CYP450 2D6 substrateNon-substrate0.7855
CYP450 3A4 substrateNon-substrate0.542
CYP450 1A2 substrateNon-inhibitor0.7971
CYP450 2C9 inhibitorNon-inhibitor0.7793
CYP450 2D6 inhibitorNon-inhibitor0.873
CYP450 2C19 inhibitorNon-inhibitor0.6237
CYP450 3A4 inhibitorNon-inhibitor0.5069
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8778
Ames testNon AMES toxic0.6859
CarcinogenicityNon-carcinogens0.728
BiodegradationNot ready biodegradable0.8312
Rat acute toxicity2.6078 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9903
hERG inhibition (predictor II)Non-inhibitor0.7315
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/MSsplash10-0a4i-0208900000-99df5ca89307890f8d2a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-2000900000-af323edff10969cfe31c
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-06us-9743300000-e4600d8ad73dfa2351a8
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4u-2529300000-33dd9edf3aedb14a49bb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-07eb-9337000000-f0ea211958265a1d0363
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0006-8529000000-67480d089a286faaea97
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]-194.68697
predicted
DeepCCS 1.0 (2019)
[M+H]+197.04497
predicted
DeepCCS 1.0 (2019)
[M+Na]+203.41661
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Actinorhodin polyketide synthase acyl carrier protein
Kind
Protein
Organism
Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
Pharmacological action
Unknown
General Function
Not Available
Specific Function
Acyl carrier protein.
Gene Name
Not Available
Uniprot ID
Q02054
Uniprot Name
Actinorhodin polyketide synthase acyl carrier protein
Molecular Weight
9248.115 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 21:33 / Updated at June 12, 2020 16:52