N-(3-amino-3-oxoprop-1-en-2-yl)-2-[(1S,18R,21E,28S,29R,30S)-9,52-dihydroxy-30-[(2S,4R,5R,6R)-4-hydroxy-4,6-dimethyl-5-(methylamino)oxan-2-yl]oxy-18-[(1R)-1-hydroxyethyl]-21-(1-methoxyethylidene)-16,19,26,31,42,46-hexaoxo-32,43,54-trioxa-3,13,23,49-tetrathia-7,17,20,27,45,51,52,55,56,57-decazadecacyclo[26.16.6.229,40.12,5.112,15.122,25.138,41.147,50.06,11.034,39]heptapentaconta-2(57),4,6,8,10,12(56),14,22(55),24,34(39),35,37,40,47,50-pentadecaen-8-yl]-1,3-thiazole-4-carboxamide

Details

• Internal ID: 1c1f6a6a-a3e9-4a35-a15c-096cb68cc35c
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Aminosaccharides > Aminoglycosides
• IUPAC Name: N-(3-amino-3-oxoprop-1-en-2-yl)-2-[(1S,18R,21E,28S,29R,30S)-9,52-dihydroxy-30-[(2S,4R,5R,6R)-4-hydroxy-4,6-dimethyl-5-(methylamino)oxan-2-yl]oxy-18-[(1R)-1-hydroxyethyl]-21-(1-methoxyethylidene)-16,19,26,31,42,46-hexaoxo-32,43,54-trioxa-3,13,23,49-tetrathia-7,17,20,27,45,51,52,55,56,57-decazadecacyclo[26.16.6.229,40.12,5.112,15.122,25.138,41.147,50.06,11.034,39]heptapentaconta-2(57),4,6,8,10,12(56),14,22(55),24,34(39),35,37,40,47,50-pentadecaen-8-yl]-1,3-thiazole-4-carboxamide
• SMILES (Canonical): CC1C(C(CC(O1)OC2C3C4C5=NC(=CS5)C(=O)NC(COC(=O)C6=C(CO3)C7=C(COC2=O)C=CC=C7N6O)C8=NC(=CS8)C9=NC(=C(C=C9C1=NC(=CS1)C(=O)NC(C(=O)NC(=C(C)OC)C1=NC(=CS1)C(=O)N4)C(C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)N)(C)O)NC
• SMILES (Isomeric): C[C@@H]1[C@H]([C@](C[C@@H](O1)O[C@H]2[C@H]3[C@H]4C5=NC(=CS5)C(=O)N[C@@H](COC(=O)C6=C(CO3)C7=C(COC2=O)C=CC=C7N6O)C8=NC(=CS8)C9=NC(=C(C=C9C1=NC(=CS1)C(=O)N[C@@H](C(=O)N/C(=C(\C)/OC)/C1=NC(=CS1)C(=O)N4)[C@@H](C)O)O)C1=NC(=CS1)C(=O)NC(=C)C(=O)N)(C)O)NC
• InChI: InChI=1S/C60H58N14O18S5/c1-21(47(61)77)63-48(78)30-18-96-56(68-30)41-35(76)11-26-40(70-41)29-16-94-54(65-29)28-15-90-58(83)43-27-14-88-44(45(92-36-12-60(5,85)46(62-6)24(4)91-36)59(84)89-13-25-9-8-10-34(37(25)27)74(43)86)42(57-69-31(19-97-57)49(79)64-28)73-51(81)33-20-95-55(67-33)39(23(3)87-7)72-52(82)38(22(2)75)71-50(80)32-17-93-53(26)66-32/h8-11,16-20,22,24,28,36,38,42,44-46,62,75-76,85-86H,1,12-15H2,2-7H3,(H2,61,77)(H,63,78)(H,64,79)(H,71,80)(H,72,82)(H,73,81)/b39-23+/t22-,24-,28+,36+,38-,42+,44-,45+,46-,60-/m1/s1
• InChI Key: RQEPNTVQILZFPS-PLJSFUDUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₅₈N₁₄O₁₈S₅
• Molecular Weight: 1423.50 g/mol
• Exact Mass: 1422.26570692 g/mol
• Topological Polar Surface Area (TPSA): 595.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 31
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5623	56.23%
Caco-2	-	0.8600	86.00%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Lysosomes	0.3309	33.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8114	81.14%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9678	96.78%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8645	86.45%
CYP3A4 substrate	+	0.7617	76.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	+	0.5128	51.28%
CYP2C9 inhibition	-	0.6753	67.53%
CYP2C19 inhibition	-	0.6279	62.79%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	-	0.7311	73.11%
CYP2C8 inhibition	+	0.8624	86.24%
CYP inhibitory promiscuity	-	0.5333	53.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5091	50.91%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.9134	91.34%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7054	70.54%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5701	57.01%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.6954	69.54%
Acute Oral Toxicity (c)	III	0.5576	55.76%
Estrogen receptor binding	+	0.5378	53.78%
Androgen receptor binding	+	0.7786	77.86%
Thyroid receptor binding	+	0.7867	78.67%
Glucocorticoid receptor binding	+	0.8176	81.76%
Aromatase binding	+	0.7849	78.49%
PPAR gamma	+	0.8031	80.31%
Honey bee toxicity	-	0.5959	59.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9813	98.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.37%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	99.28%	93.03%
CHEMBL2581	P07339	Cathepsin D	98.48%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	97.99%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.77%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	97.25%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.18%	94.45%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	97.03%	83.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.90%	89.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	96.71%	80.96%
CHEMBL2243	O00519	Anandamide amidohydrolase	96.41%	97.53%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	95.85%	91.24%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	95.49%	96.21%
CHEMBL3384	Q16512	Protein kinase N1	94.89%	80.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.82%	94.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.43%	95.17%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.25%	99.15%
CHEMBL3038469	P24941	CDK2/Cyclin A	92.84%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.40%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.74%	96.77%
CHEMBL340	P08684	Cytochrome P450 3A4	91.52%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.45%	85.14%
CHEMBL213	P08588	Beta-1 adrenergic receptor	91.09%	95.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	90.59%	85.11%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	90.34%	97.31%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	89.74%	92.88%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	88.55%	93.10%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.52%	95.64%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.66%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.53%	97.09%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.84%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.80%	100.00%
CHEMBL3474	P14555	Phospholipase A2 group IIA	85.06%	94.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.92%	97.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.65%	92.62%
CHEMBL2535	P11166	Glucose transporter	84.59%	98.75%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.18%	96.67%
CHEMBL4924	Q9UK32	Ribosomal protein S6 kinase alpha 6	83.64%	80.00%
CHEMBL3401	O75469	Pregnane X receptor	82.92%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.89%	97.21%
CHEMBL2996	Q05655	Protein kinase C delta	82.37%	97.79%
CHEMBL4208	P20618	Proteasome component C5	81.97%	90.00%
CHEMBL4531	P17931	Galectin-3	81.53%	96.90%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.45%	97.25%
CHEMBL4302	P08183	P-glycoprotein 1	80.29%	92.98%
CHEMBL5028	O14672	ADAM10	80.21%	97.50%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	80.00%	97.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163063695
• LOTUS: LTS0273179
• wikiData: Q105243278