Sparsomycin

Details

• Internal ID: 7526efbb-a8e1-42ed-ac06-ecb91034feb4
• Taxonomy: Organoheterocyclic compounds > Diazines > Pyrimidines and pyrimidine derivatives > Pyrimidones
• IUPAC Name: (E)-N-[(2S)-1-hydroxy-3-[(R)-methylsulfanylmethylsulfinyl]propan-2-yl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide
• SMILES (Canonical): CC1=C(C(=O)NC(=O)N1)C=CC(=O)NC(CO)CS(=O)CSC
• SMILES (Isomeric): CC1=C(C(=O)NC(=O)N1)/C=C/C(=O)N[C@@H](CO)C[S@@](=O)CSC
• InChI: InChI=1S/C13H19N3O5S2/c1-8-10(12(19)16-13(20)14-8)3-4-11(18)15-9(5-17)6-23(21)7-22-2/h3-4,9,17H,5-7H2,1-2H3,(H,15,18)(H2,14,16,19,20)/b4-3+/t9-,23+/m0/s1
• InChI Key: XKLZIVIOZDNKEQ-CLQLPEFOSA-N
• Popularity: 135 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₉N₃O₅S₂
• Molecular Weight: 361.40 g/mol
• Exact Mass: 361.07661306 g/mol
• Topological Polar Surface Area (TPSA): 169.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.07
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

• U-19183
• Sparsomysin
• 6C940P63E7
• 1404-64-4
• Upjohn Antibiotic 155b1t
• B 120121L19
• Esparsomicina
• Sparsomycine
• Sparsomycinum
• (+)-Sparsomycin
• NSC 59729
• SKI 28430
• Antibiotic from Streptomyces Sparsogenes
• U 19183
• Sparsomycin [USAN:INN]
• Sparsomycine [INN-French]
• Sparsomycinum [INN-Latin]
• Esparsomicina [INN-Spanish]
• NSC-59729
• UNII-6C940P63E7
• 2-Propenamide, N-(1-(hydroxymethyl)-2-(((methylthio)methyl)sulfinyl)ethyl)-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-, (S-(E))-
• SPARSOMYCIN [MI]
• SPARSOMYCIN [INN]
• Sparsomycin (USAN/INN)
• SPARSOMYCIN [USAN]
• CHEMBL105720
• 5-Pyrimidineacrylamide, 1,2,3,4-tetrahydro-N-(1-(hydroxymethyl)-2-(((methylthio)methyl)sulfinyl)ethyl)-6-methyl-2,4-dioxo-, (E)-, (1S)-
• DB04222
• HY-137911
• CS-0142862
• D05905
• Q7573806
• (2E)-N-[(1S)-2-hydroxy-1-({(R)-[(methylsulfanyl)methyl]sulfinyl}methyl)ethyl]-3-(6-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)prop-2-enamide
• (E)-N-[(1S)-1-(hydroxymethyl)-2-[(R)-methylsulfanylmethylsulfinyl]ethyl]-3-(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)prop-2-enamide
• 2-Propenamide, N-[(1S)-1-(hydroxymethyl)-2-[(R)-[(methylthio)methyl]sulfinyl]ethyl]-3-(1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinyl)-, (2E)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8919	89.19%
Caco-2	-	0.8347	83.47%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5414	54.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8702	87.02%
OATP1B3 inhibitior	+	0.9375	93.75%
MATE1 inhibitior	-	0.8827	88.27%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8509	85.09%
P-glycoprotein inhibitior	-	0.9104	91.04%
P-glycoprotein substrate	-	0.5281	52.81%
CYP3A4 substrate	+	0.5631	56.31%
CYP2C9 substrate	-	0.6080	60.80%
CYP2D6 substrate	-	0.8724	87.24%
CYP3A4 inhibition	-	0.6771	67.71%
CYP2C9 inhibition	-	0.8087	80.87%
CYP2C19 inhibition	-	0.7924	79.24%
CYP2D6 inhibition	-	0.8899	88.99%
CYP1A2 inhibition	-	0.7752	77.52%
CYP2C8 inhibition	-	0.8097	80.97%
CYP inhibitory promiscuity	-	0.9919	99.19%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.5800	58.00%
Carcinogenicity (trinary)	Non-required	0.6218	62.18%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.9929	99.29%
Skin irritation	-	0.7670	76.70%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.5378	53.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4805	48.05%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.5603	56.03%
skin sensitisation	-	0.8297	82.97%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4569	45.69%
Acute Oral Toxicity (c)	III	0.5935	59.35%
Estrogen receptor binding	-	0.6449	64.49%
Androgen receptor binding	-	0.7567	75.67%
Thyroid receptor binding	-	0.5613	56.13%
Glucocorticoid receptor binding	-	0.5077	50.77%
Aromatase binding	-	0.5345	53.45%
PPAR gamma	-	0.5900	59.00%
Honey bee toxicity	-	0.8714	87.14%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.5789	57.89%

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	99.80%	83.82%
CHEMBL1937	Q92769	Histone deacetylase 2	93.93%	94.75%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.60%	86.92%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	93.22%	92.29%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.05%	95.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	91.04%	97.21%
CHEMBL2581	P07339	Cathepsin D	90.52%	98.95%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	89.23%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.58%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	87.13%	98.59%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.61%	96.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.46%	96.00%
CHEMBL1829	O15379	Histone deacetylase 3	84.81%	95.00%
CHEMBL3401	O75469	Pregnane X receptor	84.59%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.97%	96.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.19%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.12%	99.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.75%	94.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.36%	99.23%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	80.20%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9543443
• LOTUS: LTS0105968
• wikiData: Q7573806