N-((R)-4-phosphopantothenoyl)-L-cysteine

Details

• Internal ID: 788185e7-73ad-418c-99ee-6db04b410ab2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Hybrid peptides
• IUPAC Name: (2R)-2-[3-[[(2R)-2-hydroxy-3,3-dimethyl-4-phosphonooxybutanoyl]amino]propanoylamino]-3-sulfanylpropanoic acid
• InChI: InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1
• InChI Key: XQYALQVLCNHCFT-CBAPKCEASA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₃N₂O₉PS
• Molecular Weight: 402.36 g/mol
• Exact Mass: 402.08618849 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -1.51
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

• 7196-09-0
• Pantothenylcysteine 4'-phosphate
• 4'-Phosphopantothenoyl-L-cysteine
• (R)-4'-Phosphopantothenoyl-L-cysteine
• 4'-phosphopantothenoylcysteine
• (2R)-2-[3-[[(2R)-2-hydroxy-3,3-dimethyl-4-phosphonooxybutanoyl]amino]propanoylamino]-3-sulfanylpropanoic acid
• N-((R)-4'-phosphopantothenoyl)-L-cysteine
• N-[(R)-4'-Phosphopantothenoyl]-L-cysteine
• 4-P-N-pantothenoylcysteine
• 4'-P-N-pantothenoylcysteine
• L-Cysteine, N-(N-(2-hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl)-beta-alanyl)-, (R)-
• N-[(2R)-2-hydroxy-3,3-dimethyl-4-(phosphonooxy)butanoyl]-beta-alanyl-L-cysteine
• 4'-phospho-N-pantothenoylcysteine
• N-((R)-4-phosphopantothenoyl)-L-cysteine
• (R)-4'-phospho-N-pantothenoyl-L-cysteine
• C04352
• CHEBI:15769
• DTXSID80222243
• Pantothenoylcysteine 4'-phosphate
• XQYALQVLCNHCFT-CBAPKCEASA-N
• 4-PHOSPHOPANTOTHENOYLCYSTEINE
• Q27098222
• (R)-N-[N-[2-hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-b-alanyl]-L-Cysteine
• (R)-N-[N-[2-hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanyl]-L-Cysteine
• N-{N-[(2R)-2-hydroxy-3,3-dimethyl-4-phosphonooxybutanoyl]-beta-alanyl}-L-cysteine
• (2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid
• 9Z3

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8022	80.22%
Caco-2	-	0.8340	83.40%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7811	78.11%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7595	75.95%
P-glycoprotein inhibitior	-	0.8000	80.00%
P-glycoprotein substrate	-	0.5763	57.63%
CYP3A4 substrate	+	0.5731	57.31%
CYP2C9 substrate	-	0.6033	60.33%
CYP2D6 substrate	-	0.8570	85.70%
CYP3A4 inhibition	-	0.7968	79.68%
CYP2C9 inhibition	-	0.8242	82.42%
CYP2C19 inhibition	-	0.7150	71.50%
CYP2D6 inhibition	-	0.9014	90.14%
CYP1A2 inhibition	-	0.8315	83.15%
CYP2C8 inhibition	-	0.7801	78.01%
CYP inhibitory promiscuity	-	0.9201	92.01%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7600	76.00%
Carcinogenicity (trinary)	Non-required	0.6119	61.19%
Eye corrosion	-	0.9600	96.00%
Eye irritation	-	0.9775	97.75%
Skin irritation	-	0.8002	80.02%
Skin corrosion	-	0.9310	93.10%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5692	56.92%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5352	53.52%
skin sensitisation	-	0.8328	83.28%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5608	56.08%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7809	78.09%
Acute Oral Toxicity (c)	III	0.5315	53.15%
Estrogen receptor binding	+	0.5516	55.16%
Androgen receptor binding	-	0.6212	62.12%
Thyroid receptor binding	+	0.5568	55.68%
Glucocorticoid receptor binding	+	0.6768	67.68%
Aromatase binding	+	0.6808	68.08%
PPAR gamma	+	0.5190	51.90%
Honey bee toxicity	-	0.7168	71.68%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	-	0.5000	50.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	98.98%	97.29%
CHEMBL2581	P07339	Cathepsin D	98.28%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.63%	99.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.35%	95.17%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	94.02%	94.01%
CHEMBL1914	P06276	Butyrylcholinesterase	93.19%	95.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.87%	96.09%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	90.64%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	89.91%	96.38%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	89.82%	87.67%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.62%	92.29%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.62%	89.50%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	87.06%	97.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.97%	89.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.26%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.02%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.87%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	84.54%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.25%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.80%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	83.24%	91.19%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.44%	96.95%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.22%	96.47%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.82%	96.90%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 440304
• LOTUS: LTS0066582
• wikiData: Q27098222