(2R)-2-[[[(8R,11R,14S)-11-(3,5-dichloro-4-hydroxyphenyl)-8-[[(2S)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[[(2S)-2-[[2-(3,5-dichloro-4-hydroxyphenyl)-2-oxoacetyl]amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino]-1-hydroxyethylidene]amino]-4,9-dihydroxy-13-methyl-12-oxo-2-oxa-10,13-diazatricyclo[14.2.2.13,7]henicosa-1(18),3,5,7(21),9,16,19-heptaen-14-yl]-hydroxymethylidene]amino]-2-(4-hydroxyphenyl)acetic acid

Details

• Internal ID: 92356f4b-289c-4e3b-bb7e-ad7582526d7c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: (2R)-2-[[[(8R,11R,14S)-11-(3,5-dichloro-4-hydroxyphenyl)-8-[[(2S)-2-(3,5-dichloro-4-hydroxyphenyl)-2-[[(2S)-2-[[2-(3,5-dichloro-4-hydroxyphenyl)-2-oxoacetyl]amino]-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino]-1-hydroxyethylidene]amino]-4,9-dihydroxy-13-methyl-12-oxo-2-oxa-10,13-diazatricyclo[14.2.2.13,7]henicosa-1(18),3,5,7(21),9,16,19-heptaen-14-yl]-hydroxymethylidene]amino]-2-(4-hydroxyphenyl)acetic acid
• InChI: InChI=1S/C61H47Cl6N7O15/c1-74-44(56(82)73-50(61(87)88)27-8-11-33(75)12-9-27)16-26-6-13-34(14-7-26)89-46-24-28(10-15-45(46)76)47(57(83)72-49(60(74)86)30-19-38(64)53(79)39(65)20-30)71-58(84)48(29-17-36(62)52(78)37(63)18-29)70-55(81)43(23-32-25-68-42-5-3-2-4-35(32)42)69-59(85)51(77)31-21-40(66)54(80)41(67)22-31/h2-15,17-22,24-25,43-44,47-50,68,75-76,78-80H,16,23H2,1H3,(H,69,85)(H,70,81)(H,71,84)(H,72,83)(H,73,82)(H,87,88)/t43-,44-,47+,48-,49+,50+/m0/s1
• InChI Key: LAFZHARVZVXPGM-BXRPESESSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₄₇Cl₆N₇O₁₅
• Molecular Weight: 1330.80 g/mol
• Exact Mass: 1329.123180 g/mol
• Topological Polar Surface Area (TPSA): 360.00 Ų
• XlogP: 12.00
• Atomic LogP (AlogP): 12.58
• H-Bond Acceptor: 14
• H-Bond Donor: 12
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8353	83.53%
Caco-2	-	0.8572	85.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Nucleus	0.5814	58.14%
OATP2B1 inhibitior	-	0.8550	85.50%
OATP1B1 inhibitior	+	0.8147	81.47%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.8809	88.09%
OCT2 inhibitior	-	0.9294	92.94%
BSEP inhibitior	+	0.9623	96.23%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.7891	78.91%
CYP3A4 substrate	+	0.7541	75.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8467	84.67%
CYP3A4 inhibition	-	0.6451	64.51%
CYP2C9 inhibition	-	0.7400	74.00%
CYP2C19 inhibition	-	0.7151	71.51%
CYP2D6 inhibition	-	0.8122	81.22%
CYP1A2 inhibition	-	0.7352	73.52%
CYP2C8 inhibition	+	0.8301	83.01%
CYP inhibitory promiscuity	-	0.6520	65.20%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.6621	66.21%
Carcinogenicity (trinary)	Non-required	0.4944	49.44%
Eye corrosion	-	0.9872	98.72%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7710	77.10%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.3722	37.22%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	-	0.6336	63.36%
skin sensitisation	-	0.8597	85.97%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5537	55.37%
Acute Oral Toxicity (c)	III	0.6196	61.96%
Estrogen receptor binding	+	0.7219	72.19%
Androgen receptor binding	+	0.7686	76.86%
Thyroid receptor binding	+	0.7008	70.08%
Glucocorticoid receptor binding	+	0.6841	68.41%
Aromatase binding	+	0.6480	64.80%
PPAR gamma	+	0.7646	76.46%
Honey bee toxicity	-	0.5991	59.91%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5103	51.03%
Fish aquatic toxicity	+	0.9650	96.50%

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	99.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.78%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.23%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.10%	99.15%
CHEMBL4208	P20618	Proteasome component C5	92.82%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	92.24%	96.76%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	91.29%	85.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.01%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.89%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.78%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.58%	90.08%
CHEMBL1914	P06276	Butyrylcholinesterase	88.40%	95.00%
CHEMBL4816	Q9Y243	Serine/threonine-protein kinase AKT3	87.62%	96.28%
CHEMBL4073	P09237	Matrix metalloproteinase 7	87.43%	97.56%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.57%	89.44%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.74%	94.00%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.67%	88.56%
CHEMBL3384	Q16512	Protein kinase N1	85.37%	80.71%
CHEMBL2535	P11166	Glucose transporter	84.93%	98.75%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	84.33%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.28%	89.62%
CHEMBL2431	P31751	Serine/threonine-protein kinase AKT2	83.98%	98.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.57%	94.45%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	83.55%	92.29%
CHEMBL340	P08684	Cytochrome P450 3A4	82.26%	91.19%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.89%	89.67%
CHEMBL3401	O75469	Pregnane X receptor	80.62%	94.73%
CHEMBL4531	P17931	Galectin-3	80.53%	96.90%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.41%	99.17%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	80.10%	97.31%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163188251
• LOTUS: LTS0233058
• wikiData: Q105148623