Ibu-Epidemethoxylyngbyastatin 3

Details

• Internal ID: 9aa38b84-3d82-4dbf-92c5-0584dc8fe7d2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S,8S,14S,17S,20S,25S,28R,29S)-17-benzyl-2-[(2S)-butan-2-yl]-7,13,16,20,22,22,24,25,29-nonamethyl-8-(2-methylpropyl)-14-propan-2-yl-28-propyl-1-oxa-4,7,10,13,16,19,24,27-octazacyclotriacontane-3,6,9,12,15,18,21,23,26,30-decone
• SMILES (Canonical): CCCC1C(C(=O)OC(C(=O)NCC(=O)N(C(C(=O)NCC(=O)N(C(C(=O)N(C(C(=O)NC(C(=O)C(C(=O)N(C(C(=O)N1)C)C)(C)C)C)CC2=CC=CC=C2)C)C(C)C)C)CC(C)C)C)C(C)CC)C
• SMILES (Isomeric): CCC[C@@H]1[C@@H](C(=O)O[C@H](C(=O)NCC(=O)N([C@H](C(=O)NCC(=O)N([C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)C(C(=O)N([C@H](C(=O)N1)C)C)(C)C)C)CC2=CC=CC=C2)C)C(C)C)C)CC(C)C)C)[C@@H](C)CC)C
• InChI: InChI=1S/C51H82N8O11/c1-17-22-36-32(8)49(68)70-42(31(7)18-2)47(66)53-27-39(60)57(14)37(25-29(3)4)45(64)52-28-40(61)59(16)41(30(5)6)48(67)58(15)38(26-35-23-20-19-21-24-35)46(65)54-33(9)43(62)51(11,12)50(69)56(13)34(10)44(63)55-36/h19-21,23-24,29-34,36-38,41-42H,17-18,22,25-28H2,1-16H3,(H,52,64)(H,53,66)(H,54,65)(H,55,63)/t31-,32-,33-,34-,36+,37-,38-,41-,42-/m0/s1
• InChI Key: IIRHRPDTNGFOSK-ONMSWCRESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂N₈O₁₁
• Molecular Weight: 983.20 g/mol
• Exact Mass: 982.61030546 g/mol
• Topological Polar Surface Area (TPSA): 241.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 2.48
• H-Bond Acceptor: 11
• H-Bond Donor: 4
• Rotatable Bonds: 9

Synonyms

• DTXSID601335448
• RefChem:147574
• DTXCID601765192
• (2S,8S,14S,17S,20S,25S,28R,29S)-17-benzyl-2-((2S)-butan-2-yl)-7,13,16,20,22,22,24,25,29-nonamethyl-8-(2-methylpropyl)-14-propan-2-yl-28-propyl-1-oxa-4,7,10,13,16,19,24,27-octazacyclotriacontane-3,6,9,12,15,18,21,23,26,30-decone
• (2S,8S,14S,17S,20S,25S,28R,29S)-17-benzyl-2-((S)-sec-butyl)-8-isobutyl-14-isopropyl-7,13,16,20,22,22,24,25,29-nonamethyl-28-propyl-1-oxa-4,7,10,13,16,19,24,27-octaazacyclotriacontane-3,6,9,12,15,18,21,23,26,30-decaone
• CHEMBL1823871
• CHEBI:69191
• Q27137530
• (2S,8S,14S,17S,20S,25S,28R,29S)-17-benzyl-2-[(2S)-butan-2-yl]-7,13,16,20,22,22,24,25,29-nonamethyl-8-(2-methylpropyl)-14-(propan-2-yl)-28-propyl-1-oxa-4,7,10,13,16,19,24,27-octaazacyclotriacontane-3,6,9,12,15,18,21,23,26,30-decone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7259	72.59%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.7067	70.67%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8039	80.39%
OATP1B3 inhibitior	+	0.9091	90.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9315	93.15%
P-glycoprotein inhibitior	+	0.7554	75.54%
P-glycoprotein substrate	+	0.8826	88.26%
CYP3A4 substrate	+	0.7253	72.53%
CYP2C9 substrate	-	0.7979	79.79%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.5171	51.71%
CYP2C9 inhibition	-	0.8192	81.92%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.8970	89.70%
CYP1A2 inhibition	-	0.9060	90.60%
CYP2C8 inhibition	+	0.7012	70.12%
CYP inhibitory promiscuity	-	0.9559	95.59%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.5846	58.46%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9040	90.40%
Skin irritation	-	0.7845	78.45%
Skin corrosion	-	0.9190	91.90%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6461	64.61%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8721	87.21%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8146	81.46%
Acute Oral Toxicity (c)	III	0.6497	64.97%
Estrogen receptor binding	+	0.8172	81.72%
Androgen receptor binding	+	0.7596	75.96%
Thyroid receptor binding	+	0.6469	64.69%
Glucocorticoid receptor binding	+	0.7112	71.12%
Aromatase binding	+	0.6240	62.40%
PPAR gamma	+	0.7921	79.21%
Honey bee toxicity	-	0.7079	70.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.4416	44.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.29%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	98.45%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.54%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.87%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.54%	95.56%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.86%	93.00%
CHEMBL1949	P62937	Cyclophilin A	87.88%	98.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	87.41%	97.33%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	86.79%	98.59%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.51%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	85.97%	97.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.82%	96.47%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.65%	94.66%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.73%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.61%	91.11%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	83.49%	85.94%
CHEMBL4072	P07858	Cathepsin B	81.72%	93.67%
CHEMBL4662	P28074	Proteasome Macropain subunit MB1	81.42%	93.85%
CHEMBL3492	P49721	Proteasome Macropain subunit	81.20%	90.24%
CHEMBL4208	P20618	Proteasome component C5	81.06%	90.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53492935
• LOTUS: LTS0141904
• wikiData: Q27137530