3-[(6S,9R,15S,18R,21S,24S,27R,30S,31R)-9-[(1S)-2-aminooxy-1-hydroxyethyl]-15,21,24-tris(carboxymethyl)-18-(4-hydroxyphenyl)-30-[[(2S)-3-hydroxy-2-[(3-propyloxirane-2-carbonyl)amino]propanoyl]amino]-3,27-bis(1H-indol-3-ylmethyl)-31-methyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-6-yl]butanoic acid

Details

• Internal ID: b0cb6609-2873-443b-ad21-1933888d38f1
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: 3-[(6S,9R,15S,18R,21S,24S,27R,30S,31R)-9-[(1S)-2-aminooxy-1-hydroxyethyl]-15,21,24-tris(carboxymethyl)-18-(4-hydroxyphenyl)-30-[[(2S)-3-hydroxy-2-[(3-propyloxirane-2-carbonyl)amino]propanoyl]amino]-3,27-bis(1H-indol-3-ylmethyl)-31-methyl-2,5,8,11,14,17,20,23,26,29-decaoxo-1-oxa-4,7,10,13,16,19,22,25,28-nonazacyclohentriacont-6-yl]butanoic acid
• SMILES (Canonical): CCCC1C(O1)C(=O)NC(CO)C(=O)NC2C(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(NC2=O)CC3=CNC4=CC=CC=C43)CC(=O)O)CC(=O)O)C5=CC=C(C=C5)O)CC(=O)O)C(CON)O)C(C)CC(=O)O)CC6=CNC7=CC=CC=C76)C
• SMILES (Isomeric): CCCC1C(O1)C(=O)N[C@@H](CO)C(=O)N[C@H]2[C@H](OC(=O)C(NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC2=O)CC3=CNC4=CC=CC=C43)CC(=O)O)CC(=O)O)C5=CC=C(C=C5)O)CC(=O)O)[C@@H](CON)O)C(C)CC(=O)O)CC6=CNC7=CC=CC=C76)C
• InChI: InChI=1S/C67H82N14O26/c1-4-9-46-56(107-46)66(103)77-44(27-82)61(98)80-53-30(3)106-67(104)43(20-33-25-70-38-13-8-6-11-36(33)38)76-62(99)52(29(2)18-48(86)87)79-65(102)55(45(84)28-105-68)78-47(85)26-71-57(94)40(21-49(88)89)75-64(101)54(31-14-16-34(83)17-15-31)81-60(97)42(23-51(92)93)73-59(96)41(22-50(90)91)72-58(95)39(74-63(53)100)19-32-24-69-37-12-7-5-10-35(32)37/h5-8,10-17,24-25,29-30,39-46,52-56,69-70,82-84H,4,9,18-23,26-28,68H2,1-3H3,(H,71,94)(H,72,95)(H,73,96)(H,74,100)(H,75,101)(H,76,99)(H,77,103)(H,78,85)(H,79,102)(H,80,98)(H,81,97)(H,86,87)(H,88,89)(H,90,91)(H,92,93)/t29?,30-,39-,40+,41+,42+,43?,44+,45-,46?,52+,53+,54-,55-,56?/m1/s1
• InChI Key: WRNDADBOKWMNCW-CFQHSPFESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₇H₈₂N₁₄O₂₆
• Molecular Weight: 1499.40 g/mol
• Exact Mass: 1498.55246878 g/mol
• Topological Polar Surface Area (TPSA): 636.00 Ų
• XlogP: -4.60
• Atomic LogP (AlogP): -5.23
• H-Bond Acceptor: 23
• H-Bond Donor: 21
• Rotatable Bonds: 24

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8791	87.91%
Caco-2	-	0.8643	86.43%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.3402	34.02%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8166	81.66%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.7409	74.09%
OCT2 inhibitior	-	0.7599	75.99%
BSEP inhibitior	+	0.9685	96.85%
P-glycoprotein inhibitior	+	0.7420	74.20%
P-glycoprotein substrate	+	0.8607	86.07%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	0.6003	60.03%
CYP2D6 substrate	-	0.8392	83.92%
CYP3A4 inhibition	-	0.5809	58.09%
CYP2C9 inhibition	-	0.7138	71.38%
CYP2C19 inhibition	-	0.6983	69.83%
CYP2D6 inhibition	-	0.8223	82.23%
CYP1A2 inhibition	-	0.7725	77.25%
CYP2C8 inhibition	+	0.8030	80.30%
CYP inhibitory promiscuity	-	0.6293	62.93%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7700	77.00%
Carcinogenicity (trinary)	Non-required	0.5452	54.52%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.8959	89.59%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9233	92.33%
Ames mutagenesis	-	0.6654	66.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7222	72.22%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5659	56.59%
skin sensitisation	-	0.8489	84.89%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5529	55.29%
Acute Oral Toxicity (c)	III	0.5763	57.63%
Estrogen receptor binding	+	0.6111	61.11%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.7077	70.77%
Glucocorticoid receptor binding	+	0.7630	76.30%
Aromatase binding	+	0.7420	74.20%
PPAR gamma	+	0.7244	72.44%
Honey bee toxicity	-	0.6499	64.99%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.7629	76.29%

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	99.73%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.34%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	97.50%	97.09%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	97.48%	93.10%
CHEMBL255	P29275	Adenosine A2b receptor	97.06%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.40%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.89%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.74%	89.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.66%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	93.74%	97.64%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	93.02%	91.71%
CHEMBL3837	P07711	Cathepsin L	92.67%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	92.34%	95.93%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	92.20%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.76%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.50%	94.45%
CHEMBL3310	Q96DB2	Histone deacetylase 11	91.41%	88.56%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.00%	83.10%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	87.71%	94.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.31%	99.17%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.73%	90.93%
CHEMBL3401	O75469	Pregnane X receptor	86.48%	94.73%
CHEMBL4588	P22894	Matrix metalloproteinase 8	86.30%	94.66%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.32%	98.05%
CHEMBL4296	Q15858	Sodium channel protein type IX alpha subunit	85.17%	96.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.00%	95.83%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.81%	95.71%
CHEMBL4040	P28482	MAP kinase ERK2	84.57%	83.82%
CHEMBL2535	P11166	Glucose transporter	84.51%	98.75%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	84.51%	97.23%
CHEMBL1949	P62937	Cyclophilin A	83.58%	98.57%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.28%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.71%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.50%	99.15%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.27%	95.56%
CHEMBL4071	P08311	Cathepsin G	82.10%	94.64%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.99%	96.47%
CHEMBL2803	P43403	Tyrosine-protein kinase ZAP-70	81.94%	82.50%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.07%	95.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.50%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.19%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163018287
• LOTUS: LTS0134637
• wikiData: Q105311414