Basic Info

Common NameBilanafos(F05782)
2D Structure
FRCD IDF05782
CAS Number
PubChem CID5462314
FormulaC11H22N3O6P
IUPAC Name

(2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid

InChI Key

GINJFDRNADDBIN-FXQIFTODSA-N

InChI

InChI=1S/C11H22N3O6P/c1-6(9(15)14-7(2)11(17)18)13-10(16)8(12)4-5-21(3,19)20/h6-8H,4-5,12H2,1-3H3,(H,13,16)(H,14,15)(H,17,18)(H,19,20)/t6-,7-,8-/m0/s1

Canonical SMILES

CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCP(=O)(C)O)N

Isomeric SMILES

C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)N

Synonyms
        
            L-Alanine, 4-(hydroxymethylphosphinyl)-L-2-aminobutanoyl-L-alanyl-
        
            Bialaphos
        
            Bilanafos
        
            Antibiotic SF 1293
        
            Bilanafos [ISO]
        
            Phosphinothricylalanylalanine
        
            UNII-7488PCM6I2
        
            phosphinothricin tripeptide
        
            gamma-(Hydroxymethylphosphinyl)-L-alpha-aminobutyryl-L-alanyl-L-alanine
        
            7488PCM6I2
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree NodesNot available
Direct ParentPeptides
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsAlpha peptide - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alanine or derivatives - Alpha-amino acid or derivatives - Amino acid or derivatives - Amino acid - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organophosphorus compound - Primary amine - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Amine - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Properties

Property NameProperty Value
Molecular Weight323.286
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Complexity455
Monoisotopic Mass323.125
Exact Mass323.125
XLogP-4.9
Formal Charge0
Heavy Atom Count21
Defined Atom Stereocenter Count3
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+0.8281
Human Intestinal AbsorptionHIA-0.9637
Caco-2 PermeabilityCaco2-0.6897
P-glycoprotein SubstrateSubstrate0.5669
P-glycoprotein InhibitorNon-inhibitor0.9147
Non-inhibitor1.0000
Renal Organic Cation TransporterNon-inhibitor0.9725
Distribution
Subcellular localizationMitochondria0.6336
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8040
CYP450 2D6 SubstrateNon-substrate0.8048
CYP450 3A4 SubstrateNon-substrate0.5293
CYP450 1A2 InhibitorNon-inhibitor0.8536
CYP450 2C9 InhibitorNon-inhibitor0.8984
CYP450 2D6 InhibitorNon-inhibitor0.9379
CYP450 2C19 InhibitorNon-inhibitor0.8759
CYP450 3A4 InhibitorNon-inhibitor0.8789
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9967
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9942
Non-inhibitor0.9618
AMES ToxicityNon AMES toxic0.7669
CarcinogensNon-carcinogens0.8653
Fish ToxicityLow FHMT0.8719
Tetrahymena Pyriformis ToxicityLow TPT0.8503
Honey Bee ToxicityLow HBT0.7615
BiodegradationNot ready biodegradable0.8305
Acute Oral ToxicityIII0.5977
Carcinogenicity (Three-class)Non-required0.6389

Model Value Unit
Absorption
Aqueous solubility-1.0245LogS
Caco-2 Permeability-0.4339LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2600LD50, mol/kg
Fish Toxicity1.8938pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.3257pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Other HerbsJapan0.01ppm
Other SpicesJapan0.02ppm
HopJapan0.008ppm
Cacao BeansJapan0.004ppm
Coffee BeansJapan0.004ppm
TeaJapan0.004ppm
Other NutsJapan0.004ppm
WalnutJapan0.004ppm
AlmondJapan0.004ppm
PecanJapan0.004ppm
ChestnutJapan0.004ppm
Ginkgo NutJapan0.004ppm
Other Oil SeedsJapan0.004ppm
RapeseedsJapan0.004ppm
Cotton SeedsJapan0.004ppm
Safflower SeedsJapan0.004ppm
Sesame SeedsJapan0.004ppm
Sunflower SeedsJapan0.004ppm
Other FruitsJapan0.004ppm
DateJapan0.004ppm