Lyngbyacyclamide A

Details

• Internal ID: 23b43830-8ade-4446-bd6f-7cf4161a5b37
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Peptides > Cyclic peptides
• IUPAC Name: 3-[(3S,6S,9S,12S,15R,18S,21S,24S,28R,31S,34R,37S)-6-[(1S)-2-amino-1-hydroxy-2-oxoethyl]-34-benzyl-9-[(2S)-butan-2-yl]-28-heptyl-3,31-bis[(1R)-1-hydroxyethyl]-18-(2-hydroxyethyl)-21-[(1R)-1-hydroxy-2-methylpropyl]-10-methyl-15-(2-methylpropyl)-2,5,8,11,14,17,20,23,26,30,33,36-dodecaoxo-24-propan-2-yl-1,4,7,10,13,16,19,22,25,29,32,35-dodecazabicyclo[35.3.0]tetracontan-12-yl]propanamide
• SMILES (Canonical): CCCCCCCC1CC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)NC(C(=O)NC(C(=O)N1)C(C)O)CC3=CC=CC=C3)C(C)O)C(C(=O)N)O)C(C)CC)C)CCC(=O)N)CC(C)C)CCO)C(C(C)C)O)C(C)C
• SMILES (Isomeric): CCCCCCC[C@@H]1CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N([C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N2CCC[C@H]2C(=O)N[C@@H](C(=O)N[C@H](C(=O)N1)[C@@H](C)O)CC3=CC=CC=C3)[C@@H](C)O)[C@@H](C(=O)N)O)[C@@H](C)CC)C)CCC(=O)N)CC(C)C)CCO)[C@@H](C(C)C)O)C(C)C
• InChI: InChI=1S/C69H114N14O19/c1-13-15-16-17-21-25-42-34-49(88)77-50(36(5)6)63(96)80-53(56(89)37(7)8)65(98)73-43(29-31-84)59(92)75-45(32-35(3)4)60(93)74-44(27-28-48(70)87)68(101)82(12)55(38(9)14-2)67(100)81-54(57(90)58(71)91)66(99)79-52(40(11)86)69(102)83-30-22-26-47(83)62(95)76-46(33-41-23-19-18-20-24-41)61(94)78-51(39(10)85)64(97)72-42/h18-20,23-24,35-40,42-47,50-57,84-86,89-90H,13-17,21-22,25-34H2,1-12H3,(H2,70,87)(H2,71,91)(H,72,97)(H,73,98)(H,74,93)(H,75,92)(H,76,95)(H,77,88)(H,78,94)(H,79,99)(H,80,96)(H,81,100)/t38-,39+,40+,42+,43-,44-,45+,46+,47-,50-,51-,52-,53-,54-,55-,56+,57-/m0/s1
• InChI Key: RVGACIOJKOLVGX-FSZKFTPTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₉H₁₁₄N₁₄O₁₉
• Molecular Weight: 1443.70 g/mol
• Exact Mass: 1442.83846746 g/mol
• Topological Polar Surface Area (TPSA): 519.00 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): -3.32
• H-Bond Acceptor: 19
• H-Bond Donor: 17
• Rotatable Bonds: 24

Synonyms

• DTXSID301334027

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7909	79.09%
Caco-2	-	0.8626	86.26%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.4589	45.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8251	82.51%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9450	94.50%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8781	87.81%
CYP3A4 substrate	+	0.7368	73.68%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.8686	86.86%
CYP2C9 inhibition	-	0.8820	88.20%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9257	92.57%
CYP1A2 inhibition	-	0.9447	94.47%
CYP2C8 inhibition	+	0.7701	77.01%
CYP inhibitory promiscuity	-	0.9919	99.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6419	64.19%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8958	89.58%
Skin irritation	-	0.7735	77.35%
Skin corrosion	-	0.9111	91.11%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6965	69.65%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6230	62.30%
skin sensitisation	-	0.8790	87.90%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.8153	81.53%
Acute Oral Toxicity (c)	III	0.6191	61.91%
Estrogen receptor binding	+	0.5997	59.97%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	+	0.6115	61.15%
Glucocorticoid receptor binding	+	0.7822	78.22%
Aromatase binding	+	0.7416	74.16%
PPAR gamma	+	0.7988	79.88%
Honey bee toxicity	-	0.7336	73.36%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5080	50.80%
Fish aquatic toxicity	-	0.4619	46.19%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.97%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.52%	96.09%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	99.02%	97.64%
CHEMBL4462	Q8IXJ6	NAD-dependent deacetylase sirtuin 2	96.22%	90.24%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	95.82%	91.81%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	95.77%	82.38%
CHEMBL3524	P56524	Histone deacetylase 4	95.71%	92.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.37%	95.56%
CHEMBL5103	Q969S8	Histone deacetylase 10	94.93%	90.08%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	94.27%	97.29%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	94.05%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.78%	86.33%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.51%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.40%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.32%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.24%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.81%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.28%	93.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.95%	93.56%
CHEMBL4071	P08311	Cathepsin G	91.47%	94.64%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	91.42%	97.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.68%	96.47%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	90.18%	93.03%
CHEMBL2443	P49862	Kallikrein 7	88.87%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.48%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.75%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	87.47%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.74%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.51%	90.71%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.94%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.38%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	81.40%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	81.24%	97.79%
CHEMBL228	P31645	Serotonin transporter	81.13%	95.51%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	80.62%	98.46%
CHEMBL1902	P62942	FK506-binding protein 1A	80.21%	97.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.13%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.13%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139584203
• LOTUS: LTS0171194
• wikiData: Q77280860