N-(3-amino-3-oxoprop-1-en-2-yl)-2-[(1R,18R,21E,28S,29S,30R)-30-[(2R,4S,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-9,52-dihydroxy-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: df5666c1-10ab-4d55-85da-11cce5549adb
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolecarboxylic acids and derivatives
• IUPAC Name: N-(3-amino-3-oxoprop-1-en-2-yl)-2-[(1R,18R,21E,28S,29S,30R)-30-[(2R,4S,5S,6S)-4,5-dihydroxy-4,6-dimethyloxan-2-yl]oxy-9,52-dihydroxy-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)O
• 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)O
• InChI: InChI=1S/C59H55N13O19S5/c1-20(46(60)76)61-47(77)29-17-95-55(66-29)40-34(74)10-25-39(68-40)28-15-93-53(63-28)27-14-89-57(82)42-26-13-87-43(44(91-35-11-59(5,84)45(75)23(4)90-35)58(83)88-12-24-8-7-9-33(36(24)26)72(42)85)41(56-67-30(18-96-56)48(78)62-27)71-50(80)32-19-94-54(65-32)38(22(3)86-6)70-51(81)37(21(2)73)69-49(79)31-16-92-52(25)64-31/h7-10,15-19,21,23,27,35,37,41,43-45,73-75,84-85H,1,11-14H2,2-6H3,(H2,60,76)(H,61,77)(H,62,78)(H,69,79)(H,70,81)(H,71,80)/b38-22+/t21-,23+,27-,35-,37-,41+,43+,44-,45+,59+/m1/s1
• InChI Key: UZZVXLOCAWZSCJ-FLOBLUNRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₅₅N₁₃O₁₉S₅
• Molecular Weight: 1410.50 g/mol
• Exact Mass: 1409.23407244 g/mol
• Topological Polar Surface Area (TPSA): 603.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 31
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6304	63.04%
Caco-2	-	0.8595	85.95%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3647	36.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8130	81.30%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9500	95.00%
P-glycoprotein inhibitior	+	0.7427	74.27%
P-glycoprotein substrate	+	0.8649	86.49%
CYP3A4 substrate	+	0.7609	76.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.5824	58.24%
CYP2C9 inhibition	-	0.6765	67.65%
CYP2C19 inhibition	-	0.6179	61.79%
CYP2D6 inhibition	-	0.8642	86.42%
CYP1A2 inhibition	-	0.7135	71.35%
CYP2C8 inhibition	+	0.8537	85.37%
CYP inhibitory promiscuity	-	0.5636	56.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5050	50.50%
Eye corrosion	-	0.9785	97.85%
Eye irritation	-	0.8961	89.61%
Skin irritation	-	0.7540	75.40%
Skin corrosion	-	0.9133	91.33%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7057	70.57%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5753	57.53%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7607	76.07%
Acute Oral Toxicity (c)	III	0.5583	55.83%
Estrogen receptor binding	+	0.5420	54.20%
Androgen receptor binding	+	0.7776	77.76%
Thyroid receptor binding	+	0.7853	78.53%
Glucocorticoid receptor binding	+	0.8181	81.81%
Aromatase binding	+	0.7807	78.07%
PPAR gamma	+	0.8021	80.21%
Honey bee toxicity	-	0.6045	60.45%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9771	97.71%

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	99.37%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	99.28%	93.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.25%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.99%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	98.14%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.22%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.06%	85.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	96.04%	83.10%
CHEMBL2243	O00519	Anandamide amidohydrolase	95.79%	97.53%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	94.65%	80.96%
CHEMBL213	P08588	Beta-1 adrenergic receptor	94.64%	95.56%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	94.20%	91.24%
CHEMBL3384	Q16512	Protein kinase N1	94.16%	80.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.01%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.49%	99.15%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.04%	96.77%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.67%	96.21%
CHEMBL3038469	P24941	CDK2/Cyclin A	91.48%	91.38%
CHEMBL340	P08684	Cytochrome P450 3A4	91.04%	91.19%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	90.53%	93.10%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.33%	95.58%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.92%	95.64%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.92%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	87.60%	95.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.38%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	86.64%	92.88%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.50%	85.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.45%	92.62%
CHEMBL4208	P20618	Proteasome component C5	85.93%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	84.71%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.42%	97.14%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.18%	96.67%
CHEMBL3474	P14555	Phospholipase A2 group IIA	84.13%	94.05%
CHEMBL2535	P11166	Glucose transporter	83.90%	98.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.30%	90.71%
CHEMBL4531	P17931	Galectin-3	80.73%	96.90%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.54%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162865881
• LOTUS: LTS0040631
• wikiData: Q105282569