Nostopeptolide L1

Details

• Internal ID: d362ce74-af0b-4991-a86e-d853c0e3fc7e
• Taxonomy: Organic acids and derivatives > Peptidomimetics > Depsipeptides > Cyclic depsipeptides
• IUPAC Name: (Z)-N-[(3S,6S,9E,12S,14S,23S,26R,27S,30S,32R)-3-(3-amino-3-oxopropyl)-20-benzyl-6-[(2S)-butan-2-yl]-9-ethylidene-32-hydroxy-23-(methoxymethyl)-14,18,27-trimethyl-2,5,8,11,17,19,22,25,29-nonaoxo-28-oxa-1,4,7,10,16,21,24-heptazatricyclo[28.3.0.012,16]tritriacontan-26-yl]-2-methylhex-2-enamide
• SMILES (Canonical): CCCC=C(C)C(=O)NC1C(OC(=O)C2CC(CN2C(=O)C(NC(=O)C(NC(=O)C(=CC)NC(=O)C3CC(CN3C(=O)C(C(=O)C(NC(=O)C(NC1=O)COC)CC4=CC=CC=C4)C)C)C(C)CC)CCC(=O)N)O)C
• SMILES (Isomeric): CCC/C=C(/C)\C(=O)N[C@@H]1[C@@H](OC(=O)[C@@H]2C[C@H](CN2C(=O)[C@@H](NC(=O)[C@@H](NC(=O)/C(=C\C)/NC(=O)[C@@H]3C[C@@H](CN3C(=O)C(C(=O)C(NC(=O)[C@@H](NC1=O)COC)CC4=CC=CC=C4)C)C)[C@@H](C)CC)CCC(=O)N)O)C
• InChI: InChI=1S/C53H77N9O14/c1-10-13-17-30(6)45(66)60-43-32(8)76-53(74)40-24-34(63)26-62(40)52(73)36(20-21-41(54)64)56-49(70)42(29(5)11-2)59-46(67)35(12-3)55-48(69)39-22-28(4)25-61(39)51(72)31(7)44(65)37(23-33-18-15-14-16-19-33)57-47(68)38(27-75-9)58-50(43)71/h12,14-19,28-29,31-32,34,36-40,42-43,63H,10-11,13,20-27H2,1-9H3,(H2,54,64)(H,55,69)(H,56,70)(H,57,68)(H,58,71)(H,59,67)(H,60,66)/b30-17-,35-12+/t28-,29-,31?,32-,34+,36-,37?,38-,39-,40-,42-,43+/m0/s1
• InChI Key: YBUKCWICWKQCSF-UDXWXPJYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₇₇N₉O₁₄
• Molecular Weight: 1064.20 g/mol
• Exact Mass: 1063.55899816 g/mol
• Topological Polar Surface Area (TPSA): 331.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7859	78.59%
Caco-2	-	0.8655	86.55%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Lysosomes	0.4342	43.42%
OATP2B1 inhibitior	-	0.7168	71.68%
OATP1B1 inhibitior	+	0.7926	79.26%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.8500	85.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9446	94.46%
P-glycoprotein inhibitior	+	0.7504	75.04%
P-glycoprotein substrate	+	0.8664	86.64%
CYP3A4 substrate	+	0.7474	74.74%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8692	86.92%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.9160	91.60%
CYP2C19 inhibition	-	0.9281	92.81%
CYP2D6 inhibition	-	0.8719	87.19%
CYP1A2 inhibition	-	0.8481	84.81%
CYP2C8 inhibition	+	0.7965	79.65%
CYP inhibitory promiscuity	-	0.9839	98.39%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.4661	46.61%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.7677	76.77%
Skin corrosion	-	0.9245	92.45%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7050	70.50%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.8647	86.47%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5409	54.09%
Acute Oral Toxicity (c)	III	0.6027	60.27%
Estrogen receptor binding	+	0.8145	81.45%
Androgen receptor binding	+	0.7608	76.08%
Thyroid receptor binding	+	0.6014	60.14%
Glucocorticoid receptor binding	+	0.6467	64.67%
Aromatase binding	+	0.6377	63.77%
PPAR gamma	+	0.8181	81.81%
Honey bee toxicity	-	0.6371	63.71%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9056	90.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	99.21%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.21%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.07%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.07%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.26%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.74%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.19%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.54%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.17%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.94%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.85%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.70%	95.56%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	90.66%	97.64%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.44%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.83%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.12%	96.47%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.60%	82.38%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.41%	94.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.25%	97.25%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.89%	89.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.25%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.02%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146683671
• LOTUS: LTS0196823
• wikiData: Q105346060