Nostoweipeptin W6

Details

• Internal ID: 04df2c8c-0acc-421a-973a-c1de30768f75
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-2-[acetyl(methyl)amino]-N-[(1S,5R,7S,11S,13S,23S,26R,29S,32S,39R)-29-[(2S)-butan-2-yl]-5,39-dihydroxy-35-(hydroxymethyl)-32-[(4-hydroxyphenyl)methyl]-11-methyl-26-(2-methylpropyl)-2,8,14,18,24,27,30,33,36-nonaoxo-15-oxa-3,9,19,25,28,31,34,37-octazapentacyclo[35.3.0.03,7.09,13.019,23]tetracontan-17-yl]-3-phenylpropanamide
• SMILES (Canonical): CCC(C)C1C(=O)NC(C(=O)NC(C(=O)N2CC(CC2C(=O)N3CC(CC3C(=O)N4CC(CC4C(=O)OCC(C(=O)N5CCCC5C(=O)NC(C(=O)N1)CC(C)C)NC(=O)C(CC6=CC=CC=C6)N(C)C(=O)C)C)O)O)CO)CC7=CC=C(C=C7)O
• SMILES (Isomeric): CC[C@H](C)[C@H]1C(=O)N[C@H](C(=O)NC(C(=O)N2C[C@@H](C[C@H]2C(=O)N3C[C@@H](C[C@H]3C(=O)N4C[C@H](C[C@H]4C(=O)OCC(C(=O)N5CCC[C@H]5C(=O)N[C@@H](C(=O)N1)CC(C)C)NC(=O)[C@H](CC6=CC=CC=C6)N(C)C(=O)C)C)O)O)CO)CC7=CC=C(C=C7)O
• InChI: InChI=1S/C60H84N10O16/c1-8-34(5)50-55(80)62-42(23-37-16-18-38(73)19-17-37)51(76)63-43(30-71)56(81)69-28-39(74)25-47(69)59(84)70-29-40(75)26-48(70)58(83)68-27-33(4)22-49(68)60(85)86-31-44(64-54(79)46(66(7)35(6)72)24-36-13-10-9-11-14-36)57(82)67-20-12-15-45(67)53(78)61-41(21-32(2)3)52(77)65-50/h9-11,13-14,16-19,32-34,39-50,71,73-75H,8,12,15,20-31H2,1-7H3,(H,61,78)(H,62,80)(H,63,76)(H,64,79)(H,65,77)/t33-,34-,39+,40+,41+,42-,43?,44?,45-,46-,47-,48-,49-,50-/m0/s1
• InChI Key: MGLFPTQIPUMCNR-JSKPIKICSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₈₄N₁₀O₁₆
• Molecular Weight: 1201.40 g/mol
• Exact Mass: 1200.60667663 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): -1.76
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

• (2S)-2-[acetyl(methyl)amino]-N-[(1S,5R,7S,11S,13S,23S,26R,29S,32S,39R)-29-[(2S)-butan-2-yl]-5,39-dihydroxy-35-(hydroxymethyl)-32-[(4-hydroxyphenyl)methyl]-11-methyl-26-(2-methylpropyl)-2,8,14,18,24,27,30,33,36-nonaoxo-15-oxa-3,9,19,25,28,31,34,37-octazapentacyclo[35.3.0.03,7.09,13.019,23]tetracontan-17-yl]-3-phenylpropanamide
• (2S)-2-(acetyl(methyl)amino)-N-((1S,5R,7S,11S,13S,23S,26R,29S,32S,39R)-29-((2S)-butan-2-yl)-5,39-dihydroxy-35-(hydroxymethyl)-32-((4-hydroxyphenyl)methyl)-11-methyl-26-(2-methylpropyl)-2,8,14,18,24,27,30,33,36-nonaoxo-15-oxa-3,9,19,25,28,31,34,37-octazapentacyclo(35.3.0.03,7.09,13.019,23)tetracontan-17-yl)-3-phenylpropanamide
• RefChem:166797
• (2S)-N-((2R,9S,12S,15R,17aS,26aS,28S,31aS,33R,36aS)-12-((S)-sec-butyl)-2,33-dihydroxy-9-(4-hydroxybenzyl)-6-(hydroxymethyl)-15-isobutyl-28-methyl-5,8,11,14,17,22,26,31,36-nonaoxotriacontahydro-1H,5H,22H,26H,31H-tetrapyrrolo(2,1-c:2',1'-f:2'',1''-i:2''',1'''-x)(1)oxa(4,7,10,13,16,19,22,25)octaazacyclooctacosin-23-yl)-2-(N-methylacetamido)-3-phenylpropanamide
• (2S)-N-((2R,9S,12S,15R,17aS,26aS,28S,31aS,33R,36aS)-12-((S)-sec-butyl)-2,33-dihydroxy-9-(4-hydroxybenzyl)-6-(hydroxymethyl)-15-isobutyl-28-methyl-5,8,11,14,17,22,26,31,36-nonaoxotriacontahydro-1H,5H,22H,26H,31H-tetrapyrrolo[2,1-c:2',1'-f:2'',1''-i:2''',1'''-x][1]oxa[4,7,10,13,16,19,22,25]octaazacyclooctacosin-23-yl)-2-(N-methylacetamido)-3-phenylpropanamide
• CHEBI:212903
• DTXSID901046656

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7689	76.89%
Caco-2	-	0.8644	86.44%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4307	43.07%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8161	81.61%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9448	94.48%
P-glycoprotein inhibitior	+	0.7439	74.39%
P-glycoprotein substrate	+	0.9006	90.06%
CYP3A4 substrate	+	0.7387	73.87%
CYP2C9 substrate	-	0.5898	58.98%
CYP2D6 substrate	-	0.8120	81.20%
CYP3A4 inhibition	-	0.6414	64.14%
CYP2C9 inhibition	-	0.9026	90.26%
CYP2C19 inhibition	-	0.9026	90.26%
CYP2D6 inhibition	-	0.8063	80.63%
CYP1A2 inhibition	-	0.9709	97.09%
CYP2C8 inhibition	+	0.7592	75.92%
CYP inhibitory promiscuity	-	0.9527	95.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8978	89.78%
Skin irritation	-	0.7943	79.43%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6620	66.20%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5729	57.29%
Acute Oral Toxicity (c)	III	0.6431	64.31%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.7525	75.25%
Thyroid receptor binding	+	0.6706	67.06%
Glucocorticoid receptor binding	+	0.7424	74.24%
Aromatase binding	+	0.6727	67.27%
PPAR gamma	+	0.7922	79.22%
Honey bee toxicity	-	0.6686	66.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9545	95.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.98%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.89%	96.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.68%	90.08%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.38%	97.64%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.32%	82.38%
CHEMBL3837	P07711	Cathepsin L	96.26%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.31%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	95.28%	90.93%
CHEMBL226	P30542	Adenosine A1 receptor	94.45%	95.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.44%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.00%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.62%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.52%	93.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.44%	91.71%
CHEMBL4072	P07858	Cathepsin B	90.80%	93.67%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.78%	93.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.67%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.17%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	87.73%	92.97%
CHEMBL340	P08684	Cytochrome P450 3A4	86.22%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.70%	89.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	85.40%	94.66%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.48%	96.37%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.07%	95.83%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.95%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.36%	90.71%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.90%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.47%	94.45%
CHEMBL261	P00915	Carbonic anhydrase I	81.43%	96.76%
CHEMBL6175	Q9H3R0	Lysine-specific demethylase 4C	81.23%	96.69%
CHEMBL1801	P00747	Plasminogen	81.15%	92.44%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.09%	88.56%
CHEMBL2514	O95665	Neurotensin receptor 2	80.99%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.80%	99.23%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.35%	85.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683680
• LOTUS: LTS0245583
• wikiData: Q105163389