Lipoamicoumacin C

Details

• Internal ID: 882b0410-b6ed-4edf-8190-48aa6c90d5d4
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamine and derivatives
• IUPAC Name: (2S)-N-[(2S,3S)-2-[(1S)-1-hydroxy-2-[[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydroisochromen-3-yl]-3-methylbutyl]amino]-2-oxoethyl]-5-oxooxolan-3-yl]-2-(10-methylundecanoylamino)pentanediamide
• SMILES (Canonical): CC(C)CCCCCCCCC(=O)NC(CCC(=O)N)C(=O)NC1CC(=O)OC1C(C(=O)NC(CC(C)C)C2CC3=C(C(=CC=C3)O)C(=O)O2)O
• SMILES (Isomeric): CC(C)CCCCCCCCC(=O)N[C@@H](CCC(=O)N)C(=O)N[C@H]1CC(=O)O[C@@H]1[C@@H](C(=O)N[C@@H](CC(C)C)[C@@H]2CC3=C(C(=CC=C3)O)C(=O)O2)O
• InChI: InChI=1S/C37H56N4O10/c1-21(2)12-9-7-5-6-8-10-15-30(44)39-24(16-17-29(38)43)35(47)41-26-20-31(45)51-34(26)33(46)36(48)40-25(18-22(3)4)28-19-23-13-11-14-27(42)32(23)37(49)50-28/h11,13-14,21-22,24-26,28,33-34,42,46H,5-10,12,15-20H2,1-4H3,(H2,38,43)(H,39,44)(H,40,48)(H,41,47)/t24-,25-,26-,28-,33-,34-/m0/s1
• InChI Key: ONFSIZSQFFUXFX-UFWSBYILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₆N₄O₁₀
• Molecular Weight: 716.90 g/mol
• Exact Mass: 716.39964400 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6062	60.62%
Caco-2	-	0.8731	87.31%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.4507	45.07%
OATP2B1 inhibitior	+	0.5674	56.74%
OATP1B1 inhibitior	+	0.8831	88.31%
OATP1B3 inhibitior	+	0.8980	89.80%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.7408	74.08%
P-glycoprotein inhibitior	+	0.7287	72.87%
P-glycoprotein substrate	+	0.8290	82.90%
CYP3A4 substrate	+	0.7039	70.39%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.7039	70.39%
CYP2C9 inhibition	-	0.9020	90.20%
CYP2C19 inhibition	-	0.8514	85.14%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.8948	89.48%
CYP2C8 inhibition	+	0.5412	54.12%
CYP inhibitory promiscuity	-	0.7973	79.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5683	56.83%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9107	91.07%
Skin irritation	-	0.7759	77.59%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5351	53.51%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8624	86.24%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5298	52.98%
Acute Oral Toxicity (c)	III	0.5924	59.24%
Estrogen receptor binding	+	0.8248	82.48%
Androgen receptor binding	+	0.7122	71.22%
Thyroid receptor binding	-	0.5133	51.33%
Glucocorticoid receptor binding	+	0.6261	62.61%
Aromatase binding	+	0.6092	60.92%
PPAR gamma	+	0.7070	70.70%
Honey bee toxicity	-	0.8289	82.89%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5371	53.71%
Fish aquatic toxicity	+	0.9418	94.18%

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	99.63%	91.11%
CHEMBL2581	P07339	Cathepsin D	99.53%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.56%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	97.03%	98.05%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.64%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	95.88%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.66%	96.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.19%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.49%	95.56%
CHEMBL236	P41143	Delta opioid receptor	91.80%	99.35%
CHEMBL220	P22303	Acetylcholinesterase	91.03%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.89%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.46%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	90.30%	90.17%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.23%	97.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.57%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	89.31%	94.73%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	89.10%	83.10%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.93%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.87%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.51%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.99%	97.21%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.93%	98.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.23%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.94%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	84.47%	95.38%
CHEMBL4101	P17612	cAMP-dependent protein kinase alpha-catalytic subunit	83.53%	82.86%
CHEMBL340	P08684	Cytochrome P450 3A4	83.13%	91.19%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.08%	99.15%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.04%	94.80%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.02%	100.00%
CHEMBL3891	P07384	Calpain 1	82.77%	93.04%
CHEMBL2996	Q05655	Protein kinase C delta	82.41%	97.79%
CHEMBL217	P14416	Dopamine D2 receptor	82.16%	95.62%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.89%	100.00%
CHEMBL5028	O14672	ADAM10	80.76%	97.50%
CHEMBL2535	P11166	Glucose transporter	80.73%	98.75%
CHEMBL2492	P36544	Neuronal acetylcholine receptor protein alpha-7 subunit	80.08%	88.42%
CHEMBL2514	O95665	Neurotensin receptor 2	80.05%	100.00%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	80.03%	95.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139585001
• LOTUS: LTS0107054
• wikiData: Q77380473