N-[1-[[1-[[(Z)-1-[[3-(4-aminobutyl)-6-(2-aminoethyl)-9-(2-hydroxyethyl)-16-methyl-12-(2-methylpropyl)-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-2-[[2-[[2-[[2-[[3-hydroxy-2-[[2-[[2-[[3-hydroxy-2-[[1-[(Z)-2-(3-hydroxyoctanoylamino)but-2-enoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]pentanediamide

Details

• Internal ID: 18ad33ac-0c7b-46d3-8924-6f2a44d65211
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: N-[1-[[1-[[(Z)-1-[[3-(4-aminobutyl)-6-(2-aminoethyl)-9-(2-hydroxyethyl)-16-methyl-12-(2-methylpropyl)-2,5,8,11,14-pentaoxo-1-oxa-4,7,10,13-tetrazacyclohexadec-15-yl]amino]-1-oxobut-2-en-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]-2-[[2-[[2-[[2-[[3-hydroxy-2-[[2-[[2-[[3-hydroxy-2-[[1-[(Z)-2-(3-hydroxyoctanoylamino)but-2-enoyl]pyrrolidine-2-carbonyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-methylbutanoyl]amino]-3-methylbutanoyl]amino]pentanediamide
• SMILES (Canonical): CCCCCC(CC(=O)NC(=CC)C(=O)N1CCCC1C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(=CC)C(=O)NC2C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC(C)C)CCO)CCN)CCCCN)C)O
• SMILES (Isomeric): CCCCCC(CC(=O)N/C(=C\C)/C(=O)N1CCCC1C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(CO)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)NC(C(C)C)C(=O)NC(CCC(=O)N)C(=O)NC(CC(C)C)C(=O)NC(C(C)C)C(=O)N/C(=C\C)/C(=O)NC2C(OC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC2=O)CC(C)C)CCO)CCN)CCCCN)C)O
• InChI: InChI=1S/C94H163N21O25/c1-21-24-25-29-56(119)44-71(121)98-58(23-3)93(138)115-38-28-31-69(115)87(132)108-67(45-117)85(130)105-65(42-49(8)9)83(128)111-73(52(14)15)90(135)109-68(46-118)86(131)106-66(43-50(10)11)84(129)112-75(54(18)19)91(136)113-74(53(16)17)89(134)102-59(32-33-70(97)120)78(123)104-64(41-48(6)7)82(127)110-72(51(12)13)88(133)99-57(22-2)77(122)114-76-55(20)140-94(139)62(30-26-27-36-95)103-79(124)60(34-37-96)100-80(125)61(35-39-116)101-81(126)63(40-47(4)5)107-92(76)137/h22-23,47-56,59-69,72-76,116-119H,21,24-46,95-96H2,1-20H3,(H2,97,120)(H,98,121)(H,99,133)(H,100,125)(H,101,126)(H,102,134)(H,103,124)(H,104,123)(H,105,130)(H,106,131)(H,107,137)(H,108,132)(H,109,135)(H,110,127)(H,111,128)(H,112,129)(H,113,136)(H,114,122)/b57-22-,58-23-
• InChI Key: GNSYIOGOBDUEMK-VHKRSXHOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₉₄H₁₆₃N₂₁O₂₅
• Molecular Weight: 1987.40 g/mol
• Exact Mass: 1987.21625461 g/mol
• Topological Polar Surface Area (TPSA): 717.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): -3.52
• H-Bond Acceptor: 27
• H-Bond Donor: 24
• Rotatable Bonds: 57

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6269	62.69%
Caco-2	-	0.8583	85.83%
Blood Brain Barrier	-	0.9000	90.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5413	54.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8156	81.56%
OATP1B3 inhibitior	+	0.9099	90.99%
MATE1 inhibitior	-	0.9412	94.12%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9797	97.97%
P-glycoprotein inhibitior	+	0.7418	74.18%
P-glycoprotein substrate	+	0.8803	88.03%
CYP3A4 substrate	+	0.7471	74.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8458	84.58%
CYP3A4 inhibition	-	0.8100	81.00%
CYP2C9 inhibition	-	0.8847	88.47%
CYP2C19 inhibition	-	0.8808	88.08%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	-	0.8974	89.74%
CYP2C8 inhibition	+	0.7811	78.11%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.8954	89.54%
Skin irritation	-	0.7594	75.94%
Skin corrosion	-	0.9049	90.49%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7122	71.22%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.5489	54.89%
skin sensitisation	-	0.8525	85.25%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7529	75.29%
Acute Oral Toxicity (c)	III	0.6155	61.55%
Estrogen receptor binding	-	0.4867	48.67%
Androgen receptor binding	+	0.7495	74.95%
Thyroid receptor binding	+	0.7318	73.18%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.8050	80.50%
PPAR gamma	+	0.7860	78.60%
Honey bee toxicity	-	0.6877	68.77%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8374	83.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3837	P07711	Cathepsin L	99.98%	96.61%
CHEMBL2581	P07339	Cathepsin D	99.82%	98.95%
CHEMBL230	P35354	Cyclooxygenase-2	99.69%	89.63%
CHEMBL4801	P29466	Caspase-1	99.65%	96.85%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	99.37%	98.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.25%	97.25%
CHEMBL3468	P55210	Caspase-7	99.24%	95.68%
CHEMBL2730	P21980	Protein-glutamine gamma-glutamyltransferase	98.51%	92.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	98.37%	93.56%
CHEMBL2514	O95665	Neurotensin receptor 2	98.11%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	97.88%	96.47%
CHEMBL237	P41145	Kappa opioid receptor	97.83%	98.10%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.81%	94.66%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	97.75%	95.20%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.59%	97.09%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	97.40%	96.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	96.74%	97.64%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	96.67%	91.81%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.65%	99.17%
CHEMBL2094135	Q96BI3	Gamma-secretase	96.44%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.38%	91.11%
CHEMBL4123	P30989	Neurotensin receptor 1	96.36%	96.67%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	96.05%	88.42%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	95.61%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	95.44%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	95.30%	92.32%
CHEMBL4018	P49146	Neuropeptide Y receptor type 2	95.27%	98.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	94.27%	97.14%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.16%	90.08%
CHEMBL340	P08684	Cytochrome P450 3A4	93.66%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	93.64%	95.50%
CHEMBL259	P32245	Melanocortin receptor 4	93.58%	95.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.52%	82.69%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	93.22%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	92.80%	97.29%
CHEMBL4072	P07858	Cathepsin B	92.74%	93.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	92.57%	93.10%
CHEMBL3176	O43603	Galanin receptor 2	91.88%	98.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.85%	95.71%
CHEMBL4979	P13866	Sodium/glucose cotransporter 1	91.82%	98.24%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	91.79%	96.90%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.78%	92.86%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	91.72%	82.38%
CHEMBL4581	P52732	Kinesin-like protein 1	91.72%	93.18%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	91.60%	90.71%
CHEMBL321	P14780	Matrix metalloproteinase 9	91.13%	92.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.66%	98.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	90.62%	100.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.89%	94.80%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	89.82%	97.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.28%	94.45%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	89.00%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.50%	92.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	88.31%	93.00%
CHEMBL1801	P00747	Plasminogen	88.10%	92.44%
CHEMBL3310	Q96DB2	Histone deacetylase 11	87.76%	88.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.70%	94.33%
CHEMBL4625	Q07817	Apoptosis regulator Bcl-X	87.34%	99.77%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	86.64%	97.43%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	86.51%	96.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	86.44%	94.50%
CHEMBL1075317	P61964	WD repeat-containing protein 5	86.12%	96.33%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.96%	96.21%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	85.78%	83.14%
CHEMBL4777	P25929	Neuropeptide Y receptor type 1	85.51%	96.67%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.58%	90.24%
CHEMBL221	P23219	Cyclooxygenase-1	84.57%	90.17%
CHEMBL2334	P42574	Caspase-3	84.18%	98.25%
CHEMBL4374	Q9Y5X4	Photoreceptor-specific nuclear receptor	83.59%	85.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.11%	93.03%
CHEMBL3238	P23786	Carnitine palmitoyltransferase 2	83.08%	94.05%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.98%	97.47%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.13%	96.00%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	81.95%	85.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.76%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.67%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.42%	89.50%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.42%	95.27%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.20%	95.83%
CHEMBL3691	Q13822	Autotaxin	81.19%	96.39%
CHEMBL283	P08254	Matrix metalloproteinase 3	81.19%	97.29%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139588380
• LOTUS: LTS0166664
• wikiData: Q105013262