(3S,4E,6E,8E,10E)-3-hydroxy-N-[(2E,4E,6S,7S,9R)-6-hydroxy-9-[(1R,4S,7R,8S)-8-hydroxy-1,5,7-trimethyl-3,6-dioxo-2-oxa-5-azaspiro[3.4]octan-8-yl]-9-methoxy-7-methylnona-2,4-dienyl]-2,2,4,10-tetramethyl-11-nitrododeca-4,6,8,10-tetraenamide

Details

• Internal ID: 07860573-915b-46a5-bdfe-03076f7a9af1
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives
• IUPAC Name: (3S,4E,6E,8E,10E)-3-hydroxy-N-[(2E,4E,6S,7S,9R)-6-hydroxy-9-[(1R,4S,7R,8S)-8-hydroxy-1,5,7-trimethyl-3,6-dioxo-2-oxa-5-azaspiro[3.4]octan-8-yl]-9-methoxy-7-methylnona-2,4-dienyl]-2,2,4,10-tetramethyl-11-nitrododeca-4,6,8,10-tetraenamide
• SMILES (Canonical): CC1C(=O)N(C2(C1(C(CC(C)C(C=CC=CCNC(=O)C(C)(C)C(C(=CC=CC=CC(=C(C)[N+](=O)[O-])C)C)O)O)OC)O)C(OC2=O)C)C
• SMILES (Isomeric): C[C@H]1C(=O)N([C@]2([C@@]1([C@@H](C[C@H](C)[C@@H](/C=C/C=C/CNC(=O)C(C)(C)[C@H](/C(=C/C=C/C=C/C(=C(\C)/[N+](=O)[O-])/C)/C)O)O)OC)O)[C@H](OC2=O)C)C
• InChI: InChI=1S/C36H53N3O10/c1-22(26(5)39(46)47)17-13-11-14-18-23(2)30(41)34(7,8)32(43)37-20-16-12-15-19-28(40)24(3)21-29(48-10)36(45)25(4)31(42)38(9)35(36)27(6)49-33(35)44/h11-19,24-25,27-30,40-41,45H,20-21H2,1-10H3,(H,37,43)/b14-11+,16-12+,17-13+,19-15+,23-18+,26-22+/t24-,25-,27+,28+,29+,30-,35+,36+/m0/s1
• InChI Key: NSTDWVVCICGULY-GNEVBHNVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₅₃N₃O₁₀
• Molecular Weight: 687.80 g/mol
• Exact Mass: 687.37309490 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.16
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6056	60.56%
Caco-2	-	0.8467	84.67%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4088	40.88%
OATP2B1 inhibitior	+	0.7174	71.74%
OATP1B1 inhibitior	+	0.8011	80.11%
OATP1B3 inhibitior	+	0.9322	93.22%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9602	96.02%
P-glycoprotein inhibitior	+	0.7613	76.13%
P-glycoprotein substrate	+	0.7889	78.89%
CYP3A4 substrate	+	0.7288	72.88%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8787	87.87%
CYP3A4 inhibition	-	0.8873	88.73%
CYP2C9 inhibition	-	0.7211	72.11%
CYP2C19 inhibition	-	0.6464	64.64%
CYP2D6 inhibition	-	0.8719	87.19%
CYP1A2 inhibition	-	0.7159	71.59%
CYP2C8 inhibition	+	0.6031	60.31%
CYP inhibitory promiscuity	-	0.9099	90.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.4296	42.96%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.9159	91.59%
Skin irritation	-	0.7507	75.07%
Skin corrosion	-	0.9117	91.17%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6740	67.40%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	+	0.7222	72.22%
skin sensitisation	-	0.8212	82.12%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.5606	56.06%
Acute Oral Toxicity (c)	III	0.5666	56.66%
Estrogen receptor binding	+	0.7823	78.23%
Androgen receptor binding	+	0.7155	71.55%
Thyroid receptor binding	+	0.6496	64.96%
Glucocorticoid receptor binding	+	0.7120	71.20%
Aromatase binding	+	0.5873	58.73%
PPAR gamma	+	0.6961	69.61%
Honey bee toxicity	-	0.6221	62.21%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.7477	74.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.79%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.45%	97.25%
CHEMBL332	P03956	Matrix metalloproteinase-1	94.97%	94.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	92.23%	91.07%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.11%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.71%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	88.98%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.47%	97.14%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	88.14%	80.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.77%	96.09%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	87.60%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.41%	96.90%
CHEMBL321	P14780	Matrix metalloproteinase 9	87.12%	92.12%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.61%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.54%	86.33%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.53%	94.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.21%	89.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.57%	89.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.16%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.73%	90.08%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.42%	97.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.24%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.59%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.46%	99.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.36%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.21%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.61%	91.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163186134
• LOTUS: LTS0083251
• wikiData: Q105185240