(2S,3R,4E,6E)-N-[(E)-1-[[(1S,4R,10R,13Z,16S,27R,31S,32S,35R)-10-[(1S)-3-amino-1-hydroxy-3-oxopropyl]-4-(3-amino-3-oxopropyl)-13-ethylidene-21-hydroxy-35-[(1R)-1-hydroxyethyl]-27-methoxy-31-methyl-3,6,9,12,15,25,29,33,36-nonaoxo-2,5,8,11,14,24,26,30,34,37-decazatetracyclo[14.12.9.118,22.023,27]octatriaconta-18(38),19,21,23-tetraen-32-yl]amino]-1-oxobut-2-en-2-yl]-2-hydroxy-3-[(2R,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxytetradeca-4,6-dienamide

Details

• Internal ID: a318fa39-9172-409c-85bc-e67c6f368dec
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2S,3R,4E,6E)-N-[(E)-1-[[(1S,4R,10R,13Z,16S,27R,31S,32S,35R)-10-[(1S)-3-amino-1-hydroxy-3-oxopropyl]-4-(3-amino-3-oxopropyl)-13-ethylidene-21-hydroxy-35-[(1R)-1-hydroxyethyl]-27-methoxy-31-methyl-3,6,9,12,15,25,29,33,36-nonaoxo-2,5,8,11,14,24,26,30,34,37-decazatetracyclo[14.12.9.118,22.023,27]octatriaconta-18(38),19,21,23-tetraen-32-yl]amino]-1-oxobut-2-en-2-yl]-2-hydroxy-3-[(2R,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxytetradeca-4,6-dienamide
• InChI: InChI=1S/C63H90N14O23/c1-7-10-11-12-13-14-15-16-17-18-41(100-61-50(87)48(85)40(81)28-99-61)49(86)60(96)70-34(9-3)52(88)73-45-29(4)67-56(92)37-26-63(98-6)51(76-62(97)77-63)32-23-31(19-21-38(32)79)24-36(71-59(95)46(30(5)78)74-58(45)94)55(91)69-33(8-2)53(89)75-47(39(80)25-43(65)83)57(93)66-27-44(84)68-35(54(90)72-37)20-22-42(64)82/h8-9,15-19,21,23,29-30,35-37,39-41,45-50,61,78-81,85-87H,7,10-14,20,22,24-28H2,1-6H3,(H2,64,82)(H2,65,83)(H,66,93)(H,67,92)(H,68,84)(H,69,91)(H,70,96)(H,71,95)(H,72,90)(H,73,88)(H,74,94)(H,75,89)(H,77,97)/b16-15+,18-17+,33-8-,34-9+/t29-,30+,35+,36-,37-,39-,40+,41+,45-,46+,47+,48-,49-,50-,61+,63+/m0/s1
• InChI Key: CZQRZTKBULVTIS-JUOPYZOASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₃H₉₀N₁₄O₂₃
• Molecular Weight: 1411.50 g/mol
• Exact Mass: 1410.63032517 g/mol
• Topological Polar Surface Area (TPSA): 588.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -6.68
• H-Bond Acceptor: 23
• H-Bond Donor: 20
• Rotatable Bonds: 23

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6723	67.23%
Caco-2	-	0.8638	86.38%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.4843	48.43%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7931	79.31%
OATP1B3 inhibitior	+	0.9312	93.12%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9617	96.17%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.8774	87.74%
CYP3A4 substrate	+	0.7601	76.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8600	86.00%
CYP3A4 inhibition	+	0.5714	57.14%
CYP2C9 inhibition	-	0.8032	80.32%
CYP2C19 inhibition	-	0.8234	82.34%
CYP2D6 inhibition	-	0.8749	87.49%
CYP1A2 inhibition	-	0.8153	81.53%
CYP2C8 inhibition	+	0.8713	87.13%
CYP inhibitory promiscuity	-	0.9123	91.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5844	58.44%
Eye corrosion	-	0.9826	98.26%
Eye irritation	-	0.8957	89.57%
Skin irritation	-	0.7528	75.28%
Skin corrosion	-	0.9209	92.09%
Ames mutagenesis	+	0.5022	50.22%
Human Ether-a-go-go-Related Gene inhibition	+	0.7302	73.02%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5038	50.38%
skin sensitisation	-	0.8280	82.80%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6604	66.04%
Acute Oral Toxicity (c)	III	0.5966	59.66%
Estrogen receptor binding	-	0.5057	50.57%
Androgen receptor binding	+	0.7689	76.89%
Thyroid receptor binding	+	0.7766	77.66%
Glucocorticoid receptor binding	+	0.8272	82.72%
Aromatase binding	+	0.7867	78.67%
PPAR gamma	+	0.7530	75.30%
Honey bee toxicity	-	0.6159	61.59%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8991	89.91%

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	99.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.48%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	98.55%	99.17%
CHEMBL236	P41143	Delta opioid receptor	98.45%	99.35%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.98%	96.38%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	97.60%	92.88%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	97.12%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.09%	94.45%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	95.96%	91.03%
CHEMBL3038469	P24941	CDK2/Cyclin A	94.72%	91.38%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.61%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	94.45%	83.82%
CHEMBL5608	Q16288	NT-3 growth factor receptor	93.41%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.28%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	93.21%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.18%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	92.69%	94.75%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	92.20%	96.90%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	90.96%	96.00%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	89.55%	95.71%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	89.36%	93.10%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.35%	91.24%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.34%	93.56%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	88.94%	88.84%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.93%	89.34%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.77%	93.03%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	88.48%	83.10%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.54%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.45%	89.62%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	86.56%	82.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.30%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.17%	100.00%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	86.12%	80.33%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.09%	97.33%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.63%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.36%	86.33%
CHEMBL2535	P11166	Glucose transporter	85.34%	98.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.13%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	84.38%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.58%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.95%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	82.90%	98.59%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.77%	96.21%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	82.58%	85.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.53%	95.50%
CHEMBL2996	Q05655	Protein kinase C delta	82.46%	97.79%
CHEMBL1951	P21397	Monoamine oxidase A	81.67%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.44%	91.07%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	81.36%	95.64%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.23%	92.32%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.07%	94.80%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.76%	92.08%
CHEMBL5678	P34947	G protein-coupled receptor kinase 5	80.74%	88.00%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	80.34%	96.11%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.22%	90.24%
CHEMBL299	P17252	Protein kinase C alpha	80.15%	98.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 135433703
• LOTUS: LTS0089079
• wikiData: Q104973030