Warkmycin CS1

Details

• Internal ID: 7bef32f8-cb47-488f-a397-3fc98b40af29
• Taxonomy: Benzenoids > Anthracenes > Anthraquinones > Anthraquinone glycosides
• IUPAC Name: [(1S,4R,4aS,5S,6S,12bS)-9-[(2R,4R,5R,6R)-4-[(2S,4S,5R,6R)-5-[(2S,5S,6R)-5-carbamoyloxy-6-methyloxan-2-yl]oxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-5-hydroxy-6-methyloxan-2-yl]-4,4a,6,8,12b-pentahydroxy-1-[(2R,4R,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-3-methyl-7,12-dioxo-1,4,5,6-tetrahydrobenzo[a]anthracen-5-yl] acetate
• SMILES (Canonical): CC1C(CCC(O1)OC2C(OC(CC2(C)O)OC3CC(OC(C3O)C)C4=C(C5=C(C=C4)C(=O)C6=C(C5=O)C(C(C7(C6(C(C=C(C7O)C)OC8CC(C(C(O8)C)O)OC)O)O)OC(=O)C)O)O)C)OC(=O)N
• SMILES (Isomeric): C[C@@H]1[C@H](CC[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@]2(C)O)O[C@@H]3C[C@@H](O[C@@H]([C@H]3O)C)C4=C(C5=C(C=C4)C(=O)C6=C(C5=O)[C@@H]([C@@H]([C@@]7([C@]6([C@H](C=C([C@H]7O)C)O[C@@H]8C[C@H]([C@@H]([C@@H](O8)C)O)OC)O)O)OC(=O)C)O)O)C)OC(=O)N
• InChI: InChI=1S/C48H65NO22/c1-17-13-29(70-31-15-27(62-8)36(51)20(4)65-31)47(60)35-34(41(56)44(67-22(6)50)48(47,61)42(17)57)40(55)33-24(39(35)54)10-9-23(38(33)53)26-14-28(37(52)19(3)63-26)68-32-16-46(7,59)43(21(5)66-32)71-30-12-11-25(18(2)64-30)69-45(49)58/h9-10,13,18-21,25-32,36-37,41-44,51-53,56-57,59-61H,11-12,14-16H2,1-8H3,(H2,49,58)/t18-,19-,20+,21-,25+,26-,27-,28-,29+,30+,31-,32+,36-,37-,41+,42-,43-,44+,46+,47-,48+/m1/s1
• InChI Key: BVFQLQJRBYDONH-DDEJJMJQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₆₅NO₂₂
• Molecular Weight: 1008.00 g/mol
• Exact Mass: 1007.39982270 g/mol
• Topological Polar Surface Area (TPSA): 348.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -0.09
• H-Bond Acceptor: 22
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9441	94.41%
Caco-2	-	0.8658	86.58%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4807	48.07%
OATP2B1 inhibitior	-	0.8661	86.61%
OATP1B1 inhibitior	+	0.8316	83.16%
OATP1B3 inhibitior	+	0.9228	92.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.9536	95.36%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.8427	84.27%
CYP3A4 substrate	+	0.7508	75.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8761	87.61%
CYP3A4 inhibition	-	0.8422	84.22%
CYP2C9 inhibition	-	0.7118	71.18%
CYP2C19 inhibition	-	0.7303	73.03%
CYP2D6 inhibition	-	0.8983	89.83%
CYP1A2 inhibition	-	0.6961	69.61%
CYP2C8 inhibition	+	0.7957	79.57%
CYP inhibitory promiscuity	-	0.8968	89.68%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5011	50.11%
Eye corrosion	-	0.9856	98.56%
Eye irritation	-	0.9010	90.10%
Skin irritation	-	0.7430	74.30%
Skin corrosion	-	0.9205	92.05%
Ames mutagenesis	+	0.5430	54.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7471	74.71%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8425	84.25%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6059	60.59%
Acute Oral Toxicity (c)	II	0.3875	38.75%
Estrogen receptor binding	+	0.8197	81.97%
Androgen receptor binding	+	0.7589	75.89%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.8122	81.22%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.8310	83.10%
Honey bee toxicity	-	0.6523	65.23%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9742	97.42%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.54%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.02%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.50%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.17%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.16%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.02%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.81%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.24%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.85%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.70%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.46%	99.23%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.24%	96.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.97%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.13%	96.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.64%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.26%	85.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.85%	93.03%
CHEMBL204	P00734	Thrombin	87.31%	96.01%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	87.10%	83.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.04%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.68%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.59%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.13%	97.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.83%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.65%	95.69%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.31%	96.67%
CHEMBL2056	P21728	Dopamine D1 receptor	81.82%	91.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.54%	96.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.44%	90.93%
CHEMBL2535	P11166	Glucose transporter	80.82%	98.75%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.13%	97.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 145720592
• LOTUS: LTS0107973
• wikiData: Q104946518