Virginiamycin S1

Details

• Internal ID: a23e1005-b4f1-4a40-b1ca-b38617e478bd
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide
• SMILES (Canonical): CCC1C(=O)N2CCCC2C(=O)N(C(C(=O)N3CCC(=O)CC3C(=O)NC(C(=O)OC(C(C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C
• SMILES (Isomeric): CC[C@@H]1C(=O)N2CCC[C@H]2C(=O)N([C@H](C(=O)N3CCC(=O)C[C@H]3C(=O)N[C@H](C(=O)O[C@@H]([C@@H](C(=O)N1)NC(=O)C4=C(C=CC=N4)O)C)C5=CC=CC=C5)CC6=CC=CC=C6)C
• InChI: InChI=1S/C43H49N7O10/c1-4-29-40(56)49-21-12-17-30(49)41(57)48(3)32(23-26-13-7-5-8-14-26)42(58)50-22-19-28(51)24-31(50)37(53)47-35(27-15-9-6-10-16-27)43(59)60-25(2)34(38(54)45-29)46-39(55)36-33(52)18-11-20-44-36/h5-11,13-16,18,20,25,29-32,34-35,52H,4,12,17,19,21-24H2,1-3H3,(H,45,54)(H,46,55)(H,47,53)/t25-,29-,30+,31+,32+,34+,35+/m1/s1
• InChI Key: FEPMHVLSLDOMQC-IYPFLVAKSA-N
• Popularity: 16 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₄₉N₇O₁₀
• Molecular Weight: 823.90 g/mol
• Exact Mass: 823.35409079 g/mol
• Topological Polar Surface Area (TPSA): 225.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 1.20
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

• Staphylomycin S
• 23152-29-6
• Staphylomycin S1
• Virginiamycin factor S
• Virginiamycin factor S1
• J91D5GN5AT
• DTXSID0046856
• CHEBI:46416
• DTXCID501021676
• NSC-177858
• N-[(3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo[20.4.0.06,10]hexacosan-15-yl]-3-hydroxypyridine-2-carboxamide
• N-((3S,6S,12R,15S,16R,19S,22S)-3-benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentazatricyclo(20.4.0.06,10)hexacosan-15-yl)-3-hydroxypyridine-2-carboxamide
• RefChem:194440
• 245-462-6
• ANTIBIOTIC 1754Z3B
• NSC177858
• N-((3-Hydroxy-2-pyridinyl)carbonyl)-L-threonyl-D-alpha-aminobutyryl-L-prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2-phenylglycine rho-lactone
• N-(3-Hydroxypicolinoyl)-L-threonyl-D-alpha-aminobutyryl-L-prolyl-N-methyl-L-phenylalanyl-4-oxo-L-pipecoloyl-L-2-phenylglycine rho-lactone
• N-[(6R,9S,10R,13S,15AS,22S,24AS)-22-BENZYL-6-ETHYL-10,23-DIMETHYL-5,8,12,15,17,21,24-HEPTAOXO-13-PHENYLDOCOSAHYDRO-12H-PYRIDO[2,1-F]PYRROLO[2,1-L][1,4,7,10,13,16]OXAPENTAAZACYCLONONADECIN-9-YL]-3-HYDROXYPYRIDINE-2-CARBOXAMIDE
• UNII-J91D5GN5AT
• VirginiamycinS1
• Staphylomycin S,
• NCGC00181117-01
• EINECS 245-462-6
• NSC 177858
• Dihydrovirginiamycin S1
• Virginiamycin S1 100 microg/mL in Acetonitrile
• VIRGINIAMYCIN S1 [MI]
• orb1989708
• CHEMBL1236684
• SCHEMBL16940059
• SCHEMBL29885219
• GTPL13755
• FEPMHVLSLDOMQC-IYPFLVAKSA-N
• GLYCINE, N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-2-AMINOBUTANOYL-L-PROLYL-N-METHYL-L-PHENYLALANYL-4-OXO-L-2-PIPERIDINECARBONYL-L-2-PHENYL-, .RHO.-LACTONE
• HY-N6680
• Tox21_112728
• MSK7031-100M
• Virginiamycin S1, >=99% (HPLC)
• AKOS032945967
• MSK7031-1000M
• DB04805
• E711
• CAS-23152-29-6
• CS-0088760
• NS00011660
• Virginiamycin S1 Solution in Methanol, 100ug/mL
• Q7934724
• Virginiamycin S1 Solution in Methanol, 1000ug/mL
• N-((3-HYDROXY-2-PYRIDINYL)CARBONYL)-L-THREONYL-D-2-AMINOBUTANOYL-L-PROLYL-N-METHYL-L-PHENYLALANYL-4-OXO-L-2-PIPERIDINECARBONYL-L-2-PHENYLGLYCINE .RHO.-LACTONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6246	62.46%
Caco-2	-	0.8733	87.33%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4664	46.64%
OATP2B1 inhibitior	-	0.5738	57.38%
OATP1B1 inhibitior	+	0.8210	82.10%
OATP1B3 inhibitior	+	0.9072	90.72%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9561	95.61%
BSEP inhibitior	+	0.9559	95.59%
P-glycoprotein inhibitior	+	0.7951	79.51%
P-glycoprotein substrate	+	0.9114	91.14%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	+	0.7690	76.90%
CYP2D6 substrate	-	0.8715	87.15%
CYP3A4 inhibition	-	0.8820	88.20%
CYP2C9 inhibition	-	0.8335	83.35%
CYP2C19 inhibition	-	0.8524	85.24%
CYP2D6 inhibition	-	0.8230	82.30%
CYP1A2 inhibition	-	0.9179	91.79%
CYP2C8 inhibition	+	0.7809	78.09%
CYP inhibitory promiscuity	-	0.9079	90.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6455	64.55%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.8053	80.53%
Skin corrosion	-	0.9409	94.09%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6910	69.10%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6945	69.45%
skin sensitisation	-	0.8976	89.76%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9005	90.05%
Acute Oral Toxicity (c)	III	0.5812	58.12%
Estrogen receptor binding	+	0.8281	82.81%
Androgen receptor binding	+	0.7506	75.06%
Thyroid receptor binding	+	0.6202	62.02%
Glucocorticoid receptor binding	+	0.6774	67.74%
Aromatase binding	+	0.5776	57.76%
PPAR gamma	+	0.7967	79.67%
Honey bee toxicity	-	0.7714	77.14%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8829	88.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.78%	85.14%
CHEMBL2581	P07339	Cathepsin D	99.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.12%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.68%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.68%	99.23%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	93.01%	82.38%
CHEMBL1902	P62942	FK506-binding protein 1A	92.66%	97.05%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	92.34%	97.64%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.94%	93.03%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.94%	94.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.86%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.85%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.68%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	86.39%	91.49%
CHEMBL3524	P56524	Histone deacetylase 4	85.21%	92.97%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.59%	92.67%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	83.07%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.20%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.17%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.15%	99.17%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.04%	85.83%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.94%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5388936
• LOTUS: LTS0159585
• wikiData: Q7934724