Valnemulin

Basic Info

Common NameValnemulin(F06040)
2D Structure
FRCD IDF06040
CAS Number101312-92-9
PubChem CID9850878
FormulaC31H52N2O5S
IUPAC Name

None

InChI Key

LLYYNOVSVPBRGV-MVNKZKPCSA-N

InChI

InChI=1S/C31H52N2O5S/c1-10-29(8)15-22(38-23(35)16-39-28(6,7)17-33-27(37)24(32)18(2)3)30(9)19(4)11-13-31(20(5)26(29)36)14-12-21(34)25(30)31/h10,18-20,22,24-26,36H,1,11-17,32H2,2-9H3,(H,33,37)/t19-,20+,22-,24-,25+,26+,29-,30+,31+/m1/s1

Canonical SMILES

CC1CCC23CCC(=O)C2C1(C(CC(C(C3C)O)(C)C=C)OC(=O)CSC(C)(C)CNC(=O)C(C(C)C)N)C

Isomeric SMILES

C[C@@H]1CC[C@@]23CCC(=O)[C@H]2[C@@]1([C@@H](C[C@@]([C@H]([C@@H]3C)O)(C)C=C)OC(=O)CSC(C)(C)CNC(=O)[C@@H](C(C)C)N)C

Synonyms
        
            DSSTox_CID_26751
        
            Valnemulin
        
            Econor
        
            UNII-2AHC415BQG
        
            2AHC415BQG
        
            101312-92-9
        
            Valnemulin [INN:BAN]
        
            NCGC00167968-01
        
            DSSTox_RID_81876
        
            DSSTox_GSID_46751
Classifies
                

                  
                    Predicted: Veterinary Drug
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassDiterpenoids
Intermediate Tree NodesMutilane diterpenoids - Mutilin derivatives
Direct ParentPleuromutilin and derivatives
Alternative Parents
Molecular FrameworkAliphatic homopolycyclic compounds
SubstituentsPleuromutilin - Valine or derivatives - Alpha-amino acid amide - Alpha-amino acid or derivatives - Fatty acyl - Fatty amide - N-acyl-amine - Amino acid or derivatives - Carboxamide group - Carboxylic acid ester - Ketone - Secondary carboxylic acid amide - Secondary alcohol - Carboxylic acid derivative - Dialkylthioether - Sulfenyl compound - Monocarboxylic acid or derivatives - Thioether - Organic oxygen compound - Primary aliphatic amine - Organic nitrogen compound - Hydrocarbon derivative - Alcohol - Organic oxide - Carbonyl group - Organopnictogen compound - Amine - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Primary amine - Aliphatic homopolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pleuromutilin and derivatives. These are mutilins with a hydroxyacetate derivative attached to the C8 carbon atom of the cyclopenta[8]annulene moiety.

Properties

Property NameProperty Value
Molecular Weight564.826
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count10
Complexity969
Monoisotopic Mass564.36
Exact Mass564.36
XLogP5.3
Formal Charge0
Heavy Atom Count39
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.5311
Human Intestinal AbsorptionHIA+0.8025
Caco-2 PermeabilityCaco2-0.7332
P-glycoprotein SubstrateSubstrate0.7811
P-glycoprotein InhibitorNon-inhibitor0.6111
Non-inhibitor0.8318
Renal Organic Cation TransporterNon-inhibitor0.9225
Distribution
Subcellular localizationMitochondria0.6984
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8547
CYP450 2D6 SubstrateNon-substrate0.7783
CYP450 3A4 SubstrateSubstrate0.5859
CYP450 1A2 InhibitorNon-inhibitor0.8502
CYP450 2C9 InhibitorNon-inhibitor0.7735
CYP450 2D6 InhibitorNon-inhibitor0.8930
CYP450 2C19 InhibitorNon-inhibitor0.6716
CYP450 3A4 InhibitorInhibitor0.5074
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8515
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9945
Non-inhibitor0.8548
AMES ToxicityNon AMES toxic0.7832
CarcinogensNon-carcinogens0.9164
Fish ToxicityHigh FHMT0.9974
Tetrahymena Pyriformis ToxicityHigh TPT0.9790
Honey Bee ToxicityHigh HBT0.5615
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.6307
Carcinogenicity (Three-class)Non-required0.6340
Model Value Unit
Absorption
Aqueous solubility-4.1742LogS
Caco-2 Permeability0.1472LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6591LD50, mol/kg
Fish Toxicity1.2428pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4620pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pig,Edible OffalJapan0.05ppm
Pig,KidneyJapan0.05ppm
Pig,LiverJapan0.05ppm
Pig,FatJapan0.05ppm
Pig,MuscleJapan0.05ppm

References

TitleJournalDatePubmed ID
Characterization of Bacillus cereus isolates from local dairy farms in China.FEMS Microbiol Lett2016 Jun27190168