Nostoweipeptin W2

Details

• Internal ID: 719572a1-33a5-401f-9ca2-f5c4b945b7c2
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (2S)-2-[acetyl(methyl)amino]-N-[(1S,7S,11S,13S,21S,23S,26R,29S,32S,39R)-29-[(2S)-butan-2-yl]-39-hydroxy-35-(hydroxymethyl)-32-[(4-hydroxyphenyl)methyl]-11,21-dimethyl-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)N3CCCC3C(=O)N4CC(CC4C(=O)OCC(C(=O)N5CC(CC5C(=O)NC(C(=O)N1)CC(C)C)C)NC(=O)C(CC6=CC=CC=C6)N(C)C(=O)C)C)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)N3CCC[C@H]3C(=O)N4C[C@H](C[C@H]4C(=O)OCC(C(=O)N5C[C@H](C[C@H]5C(=O)N[C@@H](C(=O)N1)CC(C)C)C)NC(=O)[C@H](CC6=CC=CC=C6)N(C)C(=O)C)C)O)CO)CC7=CC=C(C=C7)O
• InChI: InChI=1S/C61H86N10O15/c1-9-36(6)51-56(80)63-43(25-39-17-19-40(74)20-18-39)52(76)64-44(31-72)57(81)71-30-41(75)27-49(71)60(84)68-21-13-16-46(68)59(83)70-29-35(5)24-50(70)61(85)86-32-45(65-54(78)47(67(8)37(7)73)26-38-14-11-10-12-15-38)58(82)69-28-34(4)23-48(69)55(79)62-42(22-33(2)3)53(77)66-51/h10-12,14-15,17-20,33-36,41-51,72,74-75H,9,13,16,21-32H2,1-8H3,(H,62,79)(H,63,80)(H,64,76)(H,65,78)(H,66,77)/t34-,35-,36-,41+,42+,43-,44?,45?,46-,47-,48-,49-,50-,51-/m0/s1
• InChI Key: UXXDXIYOJRIUQT-YMDMZXMDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₈₆N₁₀O₁₅
• Molecular Weight: 1199.40 g/mol
• Exact Mass: 1198.62741207 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): -0.48
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 12

Synonyms

• DTXSID201047322

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7689	76.89%
Caco-2	-	0.8645	86.45%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.4307	43.07%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8112	81.12%
OATP1B3 inhibitior	+	0.9204	92.04%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9595	95.95%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	+	0.8999	89.99%
CYP3A4 substrate	+	0.7392	73.92%
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	+	0.7693	76.93%
CYP inhibitory promiscuity	-	0.9527	95.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6060	60.60%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.8981	89.81%
Skin irritation	-	0.7943	79.43%
Skin corrosion	-	0.9321	93.21%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6566	65.66%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.5427	54.27%
skin sensitisation	-	0.8918	89.18%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	+	0.5842	58.42%
Acute Oral Toxicity (c)	III	0.6431	64.31%
Estrogen receptor binding	+	0.7550	75.50%
Androgen receptor binding	+	0.7530	75.30%
Thyroid receptor binding	+	0.6631	66.31%
Glucocorticoid receptor binding	+	0.7470	74.70%
Aromatase binding	+	0.6497	64.97%
PPAR gamma	+	0.7988	79.88%
Honey bee toxicity	-	0.6723	67.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5248	52.48%
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	98.44%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	97.78%	97.64%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.68%	90.08%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.09%	82.38%
CHEMBL3837	P07711	Cathepsin L	95.99%	96.61%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	95.42%	97.14%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	94.91%	90.93%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	93.76%	95.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.40%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.16%	93.56%
CHEMBL226	P30542	Adenosine A1 receptor	92.99%	95.93%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.03%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	91.72%	91.71%
CHEMBL4072	P07858	Cathepsin B	90.67%	93.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.67%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.58%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.13%	93.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.34%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	86.22%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.20%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.65%	100.00%
CHEMBL261	P00915	Carbonic anhydrase I	84.73%	96.76%
CHEMBL4588	P22894	Matrix metalloproteinase 8	84.73%	94.66%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.71%	96.90%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	84.48%	96.37%
CHEMBL1801	P00747	Plasminogen	84.47%	92.44%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.07%	95.83%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.59%	90.71%
CHEMBL3524	P56524	Histone deacetylase 4	83.56%	92.97%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.34%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.92%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.47%	94.45%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.09%	88.56%
CHEMBL2514	O95665	Neurotensin receptor 2	80.99%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.31%	89.67%

Plants that contains it

• Arnebia euchroma

Cross-Links

• PubChem: 146683676
• LOTUS: LTS0044401
• wikiData: Q104913160