Lipoamicoumacin D

Details

• Internal ID: fa51be43-cc5f-449d-a536-9da78c07305f
• 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-methyldodecanoylamino)pentanediamide
• SMILES (Canonical): CCC(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): CCC(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/C38H58N4O10/c1-5-23(4)13-10-8-6-7-9-11-16-31(45)40-25(17-18-30(39)44)36(48)42-27-21-32(46)52-35(27)34(47)37(49)41-26(19-22(2)3)29-20-24-14-12-15-28(43)33(24)38(50)51-29/h12,14-15,22-23,25-27,29,34-35,43,47H,5-11,13,16-21H2,1-4H3,(H2,39,44)(H,40,45)(H,41,49)(H,42,48)/t23?,25-,26-,27-,29-,34-,35-/m0/s1
• InChI Key: ZVCHVUGBSCBZKK-YQUFNAMNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₈N₄O₁₀
• Molecular Weight: 730.90 g/mol
• Exact Mass: 730.41529406 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 22

Synonyms

• (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-methyldodecanoylamino)pentanediamide
• (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-methyldodecanoylamino)pentanediamide
• (2S)-N-((2S,3S)-2-((S)-Hydroxy((((1S)-1-((3S)-8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl)-3-methylbutyl)-C-hydroxycarbonimidoyl))methyl)-5-oxooxolan-3-yl)-2-((1-hydroxy-10-methyldodecylidene)amino)pentanediimidate
• (2S)-N-[(2S,3S)-2-[(S)-Hydroxy({[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl]-3-methylbutyl]-C-hydroxycarbonimidoyl})methyl]-5-oxooxolan-3-yl]-2-[(1-hydroxy-10-methyldodecylidene)amino]pentanediimidate
• RefChem:153603
• CHEBI:221907

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7384	73.84%
Caco-2	-	0.8687	86.87%
Blood Brain Barrier	-	0.9750	97.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.5050	50.50%
OATP2B1 inhibitior	-	0.5729	57.29%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.8866	88.66%
MATE1 inhibitior	-	0.8846	88.46%
OCT2 inhibitior	-	0.9072	90.72%
BSEP inhibitior	+	0.7928	79.28%
P-glycoprotein inhibitior	+	0.7304	73.04%
P-glycoprotein substrate	+	0.8383	83.83%
CYP3A4 substrate	+	0.7056	70.56%
CYP2C9 substrate	-	0.5904	59.04%
CYP2D6 substrate	-	0.8421	84.21%
CYP3A4 inhibition	-	0.5915	59.15%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8422	84.22%
CYP2D6 inhibition	-	0.8954	89.54%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	+	0.6266	62.66%
CYP inhibitory promiscuity	-	0.7872	78.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5810	58.10%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.7765	77.65%
Skin corrosion	-	0.9277	92.77%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4436	44.36%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8574	85.74%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5298	52.98%
Acute Oral Toxicity (c)	III	0.5940	59.40%
Estrogen receptor binding	+	0.8292	82.92%
Androgen receptor binding	+	0.7206	72.06%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6391	63.91%
Aromatase binding	+	0.6229	62.29%
PPAR gamma	+	0.7054	70.54%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5524	55.24%
Fish aquatic toxicity	+	0.9599	95.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.65%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.42%	94.45%
CHEMBL2094135	Q96BI3	Gamma-secretase	97.07%	98.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	96.82%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.81%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	95.97%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	94.56%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.48%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.05%	95.56%
CHEMBL236	P41143	Delta opioid receptor	92.40%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	91.65%	83.10%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	90.54%	97.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.28%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.54%	96.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.75%	97.14%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	87.58%	97.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.94%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.80%	99.23%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.43%	82.69%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	85.88%	98.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.42%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.78%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.31%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	84.10%	95.38%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	84.08%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.84%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.55%	89.50%
CHEMBL2535	P11166	Glucose transporter	81.54%	98.75%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.30%	95.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.17%	94.80%
CHEMBL242	Q92731	Estrogen receptor beta	80.99%	98.35%
CHEMBL2514	O95665	Neurotensin receptor 2	80.84%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139586421
• LOTUS: LTS0204696
• wikiData: Q77506162