4-[[9,24-bis[(2-amino-4,5-dihydro-1H-imidazol-4-yl)methyl]-42-(3-aminopropyl)-27-[3-(carbamoylamino)propyl]-15-(3,5-dichloro-4-hydroxyphenyl)-30,39-bis(1-hydroxyethyl)-18-(hydroxymethyl)-3,21,33,36,45-pentakis(4-hydroxyphenyl)-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-methyldodeca-2,4-dienoyl]amino]-4-oxobutanoic acid

Details

• Internal ID: 9aeae008-1e81-40db-abbb-5e03c055c862
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 4-[[9,24-bis[(2-amino-4,5-dihydro-1H-imidazol-4-yl)methyl]-42-(3-aminopropyl)-27-[3-(carbamoylamino)propyl]-15-(3,5-dichloro-4-hydroxyphenyl)-30,39-bis(1-hydroxyethyl)-18-(hydroxymethyl)-3,21,33,36,45-pentakis(4-hydroxyphenyl)-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-methyldodeca-2,4-dienoyl]amino]-4-oxobutanoic acid
• SMILES (Canonical): CCC(C)CCCCC=CC=CC(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C2=CC=C(C=C2)O)CCCN)C(C)O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)C(C)O)CCCNC(=O)N)CC5CNC(=N5)N)C6=CC=C(C=C6)O)CO)C7=CC(=C(C(=C7)Cl)O)Cl)CC8CNC(=N8)N)C)C9=CC=C(C=C9)O)C
• SMILES (Isomeric): CCC(C)CCCC/C=C/C=C\C(=O)NC(CC(=O)O)C(=O)NC1C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC1=O)C2=CC=C(C=C2)O)CCCN)C(C)O)C3=CC=C(C=C3)O)C4=CC=C(C=C4)O)C(C)O)CCCNC(=O)N)CC5CNC(=N5)N)C6=CC=C(C=C6)O)CO)C7=CC(=C(C(=C7)Cl)O)Cl)CC8CNC(=N8)N)C)C9=CC=C(C=C9)O)C
• InChI: InChI=1S/C108H140Cl2N26O31/c1-7-51(2)16-12-10-8-9-11-13-19-77(145)122-75(46-79(147)148)95(155)130-82-55(6)167-105(165)88(60-28-38-68(144)39-29-60)136-90(150)52(3)119-93(153)73(44-62-47-117-106(112)120-62)123-78(146)49-116-97(157)87(61-42-69(109)89(149)70(110)43-61)132-96(156)76(50-137)127-102(162)83(56-20-30-64(140)31-21-56)131-94(154)74(45-63-48-118-107(113)121-63)126-91(151)72(18-15-41-115-108(114)166)124-98(158)80(53(4)138)129-103(163)85(58-24-34-66(142)35-25-58)135-104(164)86(59-26-36-67(143)37-27-59)133-99(159)81(54(5)139)128-92(152)71(17-14-40-111)125-101(161)84(134-100(82)160)57-22-32-65(141)33-23-57/h9,11,13,19-39,42-43,51-55,62-63,71-76,80-88,137-144,149H,7-8,10,12,14-18,40-41,44-50,111H2,1-6H3,(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)/b11-9+,19-13-
• InChI Key: JPYWPHBUMZRLPO-YOAWELAASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀₈H₁₄₀Cl₂N₂₆O₃₁
• Molecular Weight: 2369.30 g/mol
• Exact Mass: 2367.9588420 g/mol
• Topological Polar Surface Area (TPSA): 922.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -3.91
• H-Bond Acceptor: 37
• H-Bond Donor: 34
• Rotatable Bonds: 33

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9495	94.95%
Caco-2	-	0.8576	85.76%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5274	52.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7918	79.18%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6811	68.11%
BSEP inhibitior	+	0.9668	96.68%
P-glycoprotein inhibitior	+	0.7417	74.17%
P-glycoprotein substrate	+	0.8750	87.50%
CYP3A4 substrate	+	0.7558	75.58%
CYP2C9 substrate	-	0.6020	60.20%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	+	0.6876	68.76%
CYP2C9 inhibition	-	0.7585	75.85%
CYP2C19 inhibition	-	0.7002	70.02%
CYP2D6 inhibition	-	0.8408	84.08%
CYP1A2 inhibition	-	0.7660	76.60%
CYP2C8 inhibition	+	0.8670	86.70%
CYP inhibitory promiscuity	-	0.8363	83.63%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.5668	56.68%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.8952	89.52%
Skin irritation	-	0.7629	76.29%
Skin corrosion	-	0.9193	91.93%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7103	71.03%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.5553	55.53%
skin sensitisation	-	0.8271	82.71%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6455	64.55%
Acute Oral Toxicity (c)	III	0.5823	58.23%
Estrogen receptor binding	-	0.5972	59.72%
Androgen receptor binding	+	0.7814	78.14%
Thyroid receptor binding	+	0.8340	83.40%
Glucocorticoid receptor binding	+	0.8571	85.71%
Aromatase binding	+	0.8286	82.86%
PPAR gamma	+	0.7761	77.61%
Honey bee toxicity	-	0.6290	62.90%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	99.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.49%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.98%	94.45%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	97.68%	96.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.32%	99.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.30%	93.10%
CHEMBL3401	O75469	Pregnane X receptor	96.90%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.34%	90.17%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	95.14%	95.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	93.95%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.38%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.40%	99.15%
CHEMBL236	P41143	Delta opioid receptor	91.01%	99.35%
CHEMBL2094135	Q96BI3	Gamma-secretase	90.84%	98.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	90.43%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	89.78%	97.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.62%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.59%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.79%	100.00%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	88.47%	97.31%
CHEMBL2243	O00519	Anandamide amidohydrolase	86.78%	97.53%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	86.29%	90.24%
CHEMBL2514	O95665	Neurotensin receptor 2	86.20%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	86.16%	95.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.14%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.43%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.47%	96.00%
CHEMBL255	P29275	Adenosine A2b receptor	84.17%	98.59%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.89%	89.50%
CHEMBL222	P23975	Norepinephrine transporter	83.83%	96.06%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.63%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.30%	95.50%
CHEMBL4530	P00488	Coagulation factor XIII	82.92%	96.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.63%	100.00%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	82.61%	90.93%
CHEMBL3384	Q16512	Protein kinase N1	82.50%	80.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.18%	97.21%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.14%	96.47%
CHEMBL1949	P62937	Cyclophilin A	80.50%	98.57%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16132291
• LOTUS: LTS0232724
• wikiData: Q105133396