(1S,3S,6R,8S,9S,11S,14S,15S,19R,20R)-15-[(2R,5R,6R)-5-[(2R,4R,5S,6S)-5-[(2R,4S,5R,6S)-5-amino-4-(3,4-dihydropyrrolo[2,3-b]indole-2-carbonyloxy)-6-methyloxan-2-yl]oxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-8-ethyl-9-hydroxy-3,6,20-trimethyl-21,23-dioxo-24-azapentacyclo[20.2.1.01,6.011,20.014,19]pentacosa-4,12,22(25)-triene-4-carboxylic acid

Details

• Internal ID: a8c9a205-d91a-439d-8bf6-f6e39c54b722
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: (1S,3S,6R,8S,9S,11S,14S,15S,19R,20R)-15-[(2R,5R,6R)-5-[(2R,4R,5S,6S)-5-[(2R,4S,5R,6S)-5-amino-4-(3,4-dihydropyrrolo[2,3-b]indole-2-carbonyloxy)-6-methyloxan-2-yl]oxy-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-8-ethyl-9-hydroxy-3,6,20-trimethyl-21,23-dioxo-24-azapentacyclo[20.2.1.01,6.011,20.014,19]pentacosa-4,12,22(25)-triene-4-carboxylic acid
• InChI: InChI=1S/C60H80N4O14/c1-9-33-25-57(6)26-38(55(68)69)29(2)24-60(57)27-39(54(67)64-60)51(66)59(8)34(21-43(33)65)17-18-36-40(59)14-12-16-45(36)76-47-20-19-44(30(3)72-47)75-49-28-58(7,71)52(32(5)74-49)78-48-23-46(50(61)31(4)73-48)77-56(70)42-22-37-35-13-10-11-15-41(35)62-53(37)63-42/h10-11,13,15,17-18,22,26-27,29-34,36,40,43-50,52,62-63,65,71H,9,12,14,16,19-21,23-25,28,61H2,1-8H3,(H,64,67)(H,68,69)/t29-,30+,31-,32-,33-,34+,36-,40+,43-,44+,45-,46-,47-,48+,49+,50+,52-,57+,58+,59+,60-/m0/s1
• InChI Key: QCFIWCXGYMCSSA-UVSBRNBSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₀N₄O₁₄
• Molecular Weight: 1081.30 g/mol
• Exact Mass: 1080.56710324 g/mol
• Topological Polar Surface Area (TPSA): 263.00 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 7.41
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9757	97.57%
Caco-2	-	0.8603	86.03%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4244	42.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8065	80.65%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7322	73.22%
BSEP inhibitior	+	0.9774	97.74%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	+	0.8395	83.95%
CYP3A4 substrate	+	0.7532	75.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8635	86.35%
CYP3A4 inhibition	-	0.5336	53.36%
CYP2C9 inhibition	-	0.7825	78.25%
CYP2C19 inhibition	-	0.7062	70.62%
CYP2D6 inhibition	-	0.8980	89.80%
CYP1A2 inhibition	-	0.7814	78.14%
CYP2C8 inhibition	+	0.8555	85.55%
CYP inhibitory promiscuity	+	0.5437	54.37%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4694	46.94%
Eye corrosion	-	0.9849	98.49%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7410	74.10%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7440	74.40%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	+	0.6304	63.04%
skin sensitisation	-	0.8412	84.12%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7268	72.68%
Acute Oral Toxicity (c)	III	0.5240	52.40%
Estrogen receptor binding	+	0.6809	68.09%
Androgen receptor binding	+	0.7658	76.58%
Thyroid receptor binding	+	0.6858	68.58%
Glucocorticoid receptor binding	+	0.7898	78.98%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.8085	80.85%
Honey bee toxicity	-	0.6337	63.37%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9620	96.20%

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	99.52%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.62%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.42%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.78%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.52%	86.33%
CHEMBL4208	P20618	Proteasome component C5	94.17%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.10%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.75%	92.94%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	91.64%	83.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.33%	92.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.47%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.77%	96.61%
CHEMBL3401	O75469	Pregnane X receptor	88.45%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.25%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	87.88%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.59%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.46%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.12%	95.64%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.84%	96.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.34%	94.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	83.52%	96.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.99%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.77%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	82.31%	90.17%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.40%	85.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%
CHEMBL2535	P11166	Glucose transporter	81.06%	98.75%
CHEMBL226	P30542	Adenosine A1 receptor	80.27%	95.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.00%	94.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163192101
• LOTUS: LTS0257622
• wikiData: Q105218207