Phosphono-methionine-S-sulfoximinyl-L-alanyl-alanine

Details

• Internal ID: 3cf47868-7121-454a-aae0-587317dee337
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Oligopeptides
• IUPAC Name: 2-[2-[[2-amino-4-(S-methyl-N-phosphonosulfonimidoyl)butanoyl]amino]propanoylamino]propanoic acid
• SMILES (Canonical): CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCS(=NP(=O)(O)O)(=O)C)N
• SMILES (Isomeric): CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCS(=NP(=O)(O)O)(=O)C)N
• InChI: InChI=1S/C11H23N4O8PS/c1-6(9(16)14-7(2)11(18)19)13-10(17)8(12)4-5-25(3,23)15-24(20,21)22/h6-8H,4-5,12H2,1-3H3,(H,13,17)(H,14,16)(H,18,19)(H2,20,21,22)
• InChI Key: BLHBHYHQDXRTCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₂₃N₄O₈PS
• Molecular Weight: 402.36 g/mol
• Exact Mass: 402.09742188 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: -4.90
• Atomic LogP (AlogP): -2.01
• H-Bond Acceptor: 6
• H-Bond Donor: 6
• Rotatable Bonds: 9

Synonyms

• L-(N5-Phosphono)methionine-S-sulfoximinyl-L-alanyl-L-alanine
• SCHEMBL29591788
• DTXSID70962060
• CHEBI:205967
• NSC183742
• NSC-183742
• 2-[2-[[2-amino-4-(S-methyl-N-phosphonosulonimidoyl)butanoyl]amino]propanoylamino]propanoic acid
• N-(5-Amino-1,4,10,10-tetrahydroxy-2,8-dimethyl-8,10-dioxo-8lambda~6~-thia-3,9-diaza-10lambda~5~-phosphadeca-3,8-dien-1-ylidene)alanine
• N-(6-Amino-1,1,7,10-tetrahydroxy-3,9-dimethyl-1,3-dioxo-3lambda~6~-thia-2,8-diaza-1lambda~5~-phosphadeca-2,7-dien-10-ylidene)alanine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5383	53.83%
Caco-2	-	0.9091	90.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5915	59.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9467	94.67%
OATP1B3 inhibitior	+	0.9394	93.94%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9109	91.09%
P-glycoprotein inhibitior	-	0.8411	84.11%
P-glycoprotein substrate	-	0.6406	64.06%
CYP3A4 substrate	-	0.5288	52.88%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8412	84.12%
CYP3A4 inhibition	-	0.9648	96.48%
CYP2C9 inhibition	-	0.8140	81.40%
CYP2C19 inhibition	-	0.7856	78.56%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.8376	83.76%
CYP2C8 inhibition	-	0.9683	96.83%
CYP inhibitory promiscuity	-	0.9919	99.19%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.6147	61.47%
Eye corrosion	-	0.9685	96.85%
Eye irritation	-	0.9829	98.29%
Skin irritation	-	0.7720	77.20%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.5779	57.79%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8297	82.97%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.4799	47.99%
Acute Oral Toxicity (c)	III	0.5015	50.15%
Estrogen receptor binding	-	0.6284	62.84%
Androgen receptor binding	-	0.6066	60.66%
Thyroid receptor binding	+	0.5986	59.86%
Glucocorticoid receptor binding	-	0.5358	53.58%
Aromatase binding	-	0.5983	59.83%
PPAR gamma	-	0.5576	55.76%
Honey bee toxicity	-	0.8422	84.22%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.6591	65.91%

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	99.69%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	95.61%	92.29%
CHEMBL2581	P07339	Cathepsin D	93.90%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.84%	93.56%
CHEMBL230	P35354	Cyclooxygenase-2	93.80%	89.63%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	93.09%	100.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.56%	95.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.49%	95.58%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	91.20%	87.67%
CHEMBL236	P41143	Delta opioid receptor	90.93%	99.35%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	90.29%	97.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.19%	96.61%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.76%	94.33%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	86.11%	94.01%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.60%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	85.27%	100.00%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	84.77%	93.10%
CHEMBL274	P51681	C-C chemokine receptor type 5	84.41%	98.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.99%	96.47%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.85%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.83%	91.19%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.71%	96.38%
CHEMBL3308	P55212	Caspase-6	82.62%	97.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.33%	97.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.13%	96.95%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.60%	97.88%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.61%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.39%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 302049
• LOTUS: LTS0032746
• wikiData: Q82943646