Bialaphos

Details

• Internal ID: b51f95f2-7122-4eeb-a247-2fb6ab139d50
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides
• IUPAC Name: (2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid
• SMILES (Canonical): CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCP(=O)(C)O)N
• SMILES (Isomeric): C[C@@H](C(=O)N[C@@H](C)C(=O)O)NC(=O)[C@H](CCP(=O)(C)O)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
• InChI Key: GINJFDRNADDBIN-FXQIFTODSA-N
• Popularity: 1,014 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₂N₃O₆P
• Molecular Weight: 323.28 g/mol
• Exact Mass: 323.12462243 g/mol
• Topological Polar Surface Area (TPSA): 159.00 Ų
• XlogP: -4.90
• Atomic LogP (AlogP): -1.30
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

• Bilanafos
• 35597-43-4
• Phosphinothricylalanylalanine
• Bilanaphos
• Phosphinothricin-alanyl-alanine
• Phosphinothricyl-alanyl-alanine
• phosphinothricin tripeptide
• ANTIBIOTIC SF-1293
• gamma-(Hydroxymethylphosphinyl)-L-alpha-aminobutyryl-L-alanyl-L-alanine
• 7488PCM6I2
• CHEBI:3088
• (2S)-2-[[(2S)-2-[[(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid
• DTXSID5058066
• 2-Amino-4-(methylphosphino)butyrylalanylalanine
• phosphinothricyl-Ala-Ala
• phospinothricyl-alanyl-alanine
• (2S)-2-(((2S)-2-(((2S)-2-amino-4-(hydroxy(methyl)phosphoryl)butanoyl)amino)propanoyl)amino)propanoic acid
• RefChem:119616
• DTXCID701506799
• Bilanafos [ISO]
• Antibiotic SF 1293
• Herby
• SF-1293 (sodium)
• N-{(2S)-2-amino-4-[hydroxy(methyl)phosphoryl]butanoyl}-L-alanyl-L-alanine
• (2S)-2-[[(2R)-2-[[(2S)-2-Amino-4-[hydroxy(methyl)phosphoryl]butanoyl]amino]propanoyl]amino]propanoic acid
• UNII-7488PCM6I2
• BILANAFOS (SALT)
• L-Alanine, 4-(hydroxymethylphosphinyl)-L-2-aminobutanoyl-L-alanyl-
• PTT
• SCHEMBL18706
• orb1705791
• GINJFDRNADDBIN-FXQIFTODSA-N
• L-phosphinothricyl-L-alanyl-L-alanine
• AKOS040744528
• L-Alanine, gamma-(hydroxymethylphosphinyl)-L-alpha-aminobutyryl-L-alanyl-
• DA-51118
• C06457
• Q855280
• ((2S)-2-amino-4-(hydroxy(methyl)phosphoryl)butanoyl)-L-alanyl-L-alanine
• (2S)-2-amino-4-[hydroxy(methyl)phosphinoyl]butyryl-L-alanyl-L-alanine
• L-Alanine, N-[(2S)-2-amino-4-(hydroxymethylphosphinyl)-1-oxobutyl]-L-alanyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8309	83.09%
Caco-2	-	0.8605	86.05%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6336	63.36%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9679	96.79%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9767	97.67%
P-glycoprotein inhibitior	-	0.9363	93.63%
P-glycoprotein substrate	-	0.6493	64.93%
CYP3A4 substrate	-	0.5728	57.28%
CYP2C9 substrate	-	0.8036	80.36%
CYP2D6 substrate	-	0.8249	82.49%
CYP3A4 inhibition	-	0.8789	87.89%
CYP2C9 inhibition	-	0.8984	89.84%
CYP2C19 inhibition	-	0.8759	87.59%
CYP2D6 inhibition	-	0.9379	93.79%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.9877	98.77%
CYP inhibitory promiscuity	-	0.9967	99.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6500	65.00%
Carcinogenicity (trinary)	Non-required	0.6389	63.89%
Eye corrosion	-	0.9400	94.00%
Eye irritation	-	0.9933	99.33%
Skin irritation	-	0.8238	82.38%
Skin corrosion	-	0.9138	91.38%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7965	79.65%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8889	88.89%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4708	47.08%
Acute Oral Toxicity (c)	III	0.5977	59.77%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.7488	74.88%
Thyroid receptor binding	+	0.5613	56.13%
Glucocorticoid receptor binding	-	0.6100	61.00%
Aromatase binding	-	0.6613	66.13%
PPAR gamma	-	0.5816	58.16%
Honey bee toxicity	-	0.9337	93.37%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	-	0.6936	69.36%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.55%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.21%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.69%	100.00%
CHEMBL236	P41143	Delta opioid receptor	93.09%	99.35%
CHEMBL2581	P07339	Cathepsin D	92.94%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.03%	93.56%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.73%	97.29%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	91.13%	92.29%
CHEMBL230	P35354	Cyclooxygenase-2	90.73%	89.63%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.48%	95.17%
CHEMBL3308	P55212	Caspase-6	90.41%	97.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.65%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.70%	89.50%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	85.39%	97.23%
CHEMBL2514	O95665	Neurotensin receptor 2	85.34%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.83%	96.47%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.42%	92.86%
CHEMBL1255126	O15151	Protein Mdm4	81.66%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.53%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	81.52%	91.19%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	80.94%	94.01%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.28%	87.67%
CHEMBL3776	Q14790	Caspase-8	80.19%	97.06%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5462314
• LOTUS: LTS0173356
• wikiData: Q855280