(3S)-4-[[(3R,6R,9S,15S,18R,21S,24R,27S,33R,42R,45S,48S,49R)-42-(3-aminopropyl)-27-[3-(carbamoylamino)propyl]-21-(3-chloro-4-hydroxyphenyl)-15-(3,5-dichloro-4-hydroxyphenyl)-39-[(1R)-1-hydroxyethyl]-30-[(1S)-1-hydroxyethyl]-18-(hydroxymethyl)-3,33,36,45-tetrakis(4-hydroxyphenyl)-9,24-bis[(2-iminoimidazolidin-4-yl)methyl]-6,49-dimethyl-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexadecaoxo-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37,40,43,46-pentadecazacyclononatetracont-48-yl]amino]-3-[[(2Z,4E)-10-methylundeca-2,4-dienoyl]amino]-4-oxobutanoic acid

Details

• Internal ID: efb09e6d-4edc-42dc-a10d-0cd3e4b13b1b
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (3S)-4-[[(3R,6R,9S,15S,18R,21S,24R,27S,33R,42R,45S,48S,49R)-42-(3-aminopropyl)-27-[3-(carbamoylamino)propyl]-21-(3-chloro-4-hydroxyphenyl)-15-(3,5-dichloro-4-hydroxyphenyl)-39-[(1R)-1-hydroxyethyl]-30-[(1S)-1-hydroxyethyl]-18-(hydroxymethyl)-3,33,36,45-tetrakis(4-hydroxyphenyl)-9,24-bis[(2-iminoimidazolidin-4-yl)methyl]-6,49-dimethyl-2,5,8,11,14,17,20,23,26,29,32,35,38,41,44,47-hexadecaoxo-1-oxa-4,7,10,13,16,19,22,25,28,31,34,37,40,43,46-pentadecazacyclononatetracont-48-yl]amino]-3-[[(2Z,4E)-10-methylundeca-2,4-dienoyl]amino]-4-oxobutanoic acid
• InChI: InChI=1S/C107H137Cl3N26O31/c1-49(2)15-11-9-7-8-10-12-18-76(145)122-73(44-78(147)148)94(155)130-81-53(6)167-104(165)87(57-25-34-65(143)35-26-57)136-89(150)50(3)119-92(153)71(42-60-45-117-105(112)120-60)123-77(146)47-116-96(157)86(59-40-67(109)88(149)68(110)41-59)132-95(156)74(48-137)127-101(162)85(58-27-36-75(144)66(108)39-58)131-93(154)72(43-61-46-118-106(113)121-61)126-90(151)70(17-14-38-115-107(114)166)124-97(158)79(51(4)138)129-102(163)83(55-21-30-63(141)31-22-55)135-103(164)84(56-23-32-64(142)33-24-56)133-98(159)80(52(5)139)128-91(152)69(16-13-37-111)125-100(161)82(134-99(81)160)54-19-28-62(140)29-20-54/h8,10,12,18-36,39-41,49-53,60-61,69-74,79-87,137-144,149H,7,9,11,13-17,37-38,42-48,111H2,1-6H3,(H,116,157)(H,119,153)(H,122,145)(H,123,146)(H,124,158)(H,125,161)(H,126,151)(H,127,162)(H,128,152)(H,129,163)(H,130,155)(H,131,154)(H,132,156)(H,133,159)(H,134,160)(H,135,164)(H,136,150)(H,147,148)(H3,112,117,120)(H3,113,118,121)(H3,114,115,166)/b10-8+,18-12-/t50-,51+,52-,53-,60?,61?,69-,70+,71+,72-,73+,74-,79?,80?,81+,82+,83-,84?,85+,86+,87-/m1/s1
• InChI Key: RMJTVVGTQVOXMA-IOOXOPPRSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₇H₁₃₇Cl₃N₂₆O₃₁
• Molecular Weight: 2389.70 g/mol
• Exact Mass: 2387.904220 g/mol
• Topological Polar Surface Area (TPSA): 917.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): -3.23
• H-Bond Acceptor: 33
• H-Bond Donor: 36
• Rotatable Bonds: 32

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9427	94.27%
Caco-2	-	0.8575	85.75%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5353	53.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7989	79.89%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6561	65.61%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8736	87.36%
CYP3A4 substrate	+	0.7572	75.72%
CYP2C9 substrate	-	0.6020	60.20%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	+	0.6653	66.53%
CYP2C9 inhibition	-	0.7661	76.61%
CYP2C19 inhibition	-	0.7023	70.23%
CYP2D6 inhibition	-	0.8438	84.38%
CYP1A2 inhibition	-	0.7880	78.80%
CYP2C8 inhibition	+	0.8639	86.39%
CYP inhibitory promiscuity	-	0.8386	83.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7618	76.18%
Skin corrosion	-	0.9181	91.81%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7209	72.09%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8276	82.76%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7371	73.71%
Acute Oral Toxicity (c)	III	0.5871	58.71%
Estrogen receptor binding	-	0.5541	55.41%
Androgen receptor binding	+	0.7817	78.17%
Thyroid receptor binding	+	0.8181	81.81%
Glucocorticoid receptor binding	+	0.8415	84.15%
Aromatase binding	+	0.8119	81.19%
PPAR gamma	+	0.7819	78.19%
Honey bee toxicity	-	0.6218	62.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5053	50.53%
Fish aquatic toxicity	+	0.9888	98.88%

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	99.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	99.22%	96.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.13%	96.09%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	98.03%	95.20%
CHEMBL236	P41143	Delta opioid receptor	97.76%	99.35%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.56%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.99%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.87%	99.15%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.55%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	96.45%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	94.50%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.74%	95.56%
CHEMBL222	P23975	Norepinephrine transporter	92.71%	96.06%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	91.25%	85.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	90.34%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.56%	95.50%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	89.56%	92.32%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	89.24%	96.90%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	88.31%	97.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.26%	96.47%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.08%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.72%	97.21%
CHEMBL340	P08684	Cytochrome P450 3A4	86.59%	91.19%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.52%	95.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.39%	98.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.31%	96.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.51%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.30%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	84.54%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.29%	90.71%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.16%	89.50%
CHEMBL2514	O95665	Neurotensin receptor 2	84.11%	100.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.08%	89.62%
CHEMBL1255126	O15151	Protein Mdm4	83.85%	90.20%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	83.73%	92.50%
CHEMBL242	Q92731	Estrogen receptor beta	83.58%	98.35%
CHEMBL4581	P52732	Kinesin-like protein 1	83.11%	93.18%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.80%	96.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	82.62%	97.53%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.49%	100.00%
CHEMBL4530	P00488	Coagulation factor XIII	81.30%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	81.04%	95.93%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.39%	85.11%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.25%	91.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163050418
• LOTUS: LTS0250032
• wikiData: Q105240829