[(1S,2R,3S,5S,6S,15R,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,15,20-trimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl(2-methylprop-2-enoyl)amino]propanoate

Details

• Internal ID: f856204a-1577-4755-9d21-17023a259a09
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(1S,2R,3S,5S,6S,15R,16E,18E,20R,21S)-11-chloro-21-hydroxy-12,15,20-trimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[methyl(2-methylprop-2-enoyl)amino]propanoate
• SMILES (Canonical): CC1C2CC(C(C=CC=C(C(C3=CC(=C(C(=C3)OC)Cl)N(C(=O)CC(C4(C1O4)C)OC(=O)C(C)N(C)C(=O)C(=C)C)C)OC)C)OC)(NC(=O)O2)O
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@]([C@@H](/C=C/C=C(/[C@H](C3=CC(=C(C(=C3)OC)Cl)N(C(=O)C[C@@H]([C@]4([C@H]1O4)C)OC(=O)[C@H](C)N(C)C(=O)C(=C)C)C)OC)\C)OC)(NC(=O)O2)O
• InChI: InChI=1S/C37H50ClN3O11/c1-19(2)33(43)40(7)22(5)34(44)51-28-17-29(42)41(8)24-15-23(16-25(47-9)30(24)38)31(49-11)20(3)13-12-14-27(48-10)37(46)18-26(50-35(45)39-37)21(4)32-36(28,6)52-32/h12-16,21-22,26-28,31-32,46H,1,17-18H2,2-11H3,(H,39,45)/b14-12+,20-13+/t21-,22+,26+,27-,28+,31-,32+,36+,37+/m1/s1
• InChI Key: SYEBRFJSVSBINL-SOKGDBCSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₀ClN₃O₁₁
• Molecular Weight: 748.30 g/mol
• Exact Mass: 747.3133871 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 4.24
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8937	89.37%
Caco-2	-	0.8336	83.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Lysosomes	0.5141	51.41%
OATP2B1 inhibitior	+	0.7131	71.31%
OATP1B1 inhibitior	+	0.8289	82.89%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9913	99.13%
P-glycoprotein inhibitior	+	0.7971	79.71%
P-glycoprotein substrate	+	0.8117	81.17%
CYP3A4 substrate	+	0.7524	75.24%
CYP2C9 substrate	-	0.7964	79.64%
CYP2D6 substrate	-	0.8556	85.56%
CYP3A4 inhibition	-	0.8768	87.68%
CYP2C9 inhibition	-	0.8608	86.08%
CYP2C19 inhibition	-	0.8566	85.66%
CYP2D6 inhibition	-	0.9053	90.53%
CYP1A2 inhibition	-	0.8699	86.99%
CYP2C8 inhibition	+	0.7027	70.27%
CYP inhibitory promiscuity	-	0.8265	82.65%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7319	73.19%
Carcinogenicity (trinary)	Danger	0.4376	43.76%
Eye corrosion	-	0.9810	98.10%
Eye irritation	-	0.9185	91.85%
Skin irritation	-	0.7663	76.63%
Skin corrosion	-	0.9189	91.89%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6901	69.01%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8373	83.73%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6905	69.05%
Acute Oral Toxicity (c)	III	0.5747	57.47%
Estrogen receptor binding	+	0.8082	80.82%
Androgen receptor binding	+	0.7848	78.48%
Thyroid receptor binding	+	0.6345	63.45%
Glucocorticoid receptor binding	+	0.8121	81.21%
Aromatase binding	+	0.6786	67.86%
PPAR gamma	+	0.8037	80.37%
Honey bee toxicity	-	0.5695	56.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9811	98.11%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.51%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.28%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.90%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.92%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.09%	94.00%
CHEMBL2581	P07339	Cathepsin D	92.01%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	91.08%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.93%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.73%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.02%	97.14%
CHEMBL261	P00915	Carbonic anhydrase I	89.83%	96.76%
CHEMBL1914	P06276	Butyrylcholinesterase	89.27%	95.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.14%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.97%	96.47%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	86.61%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	86.37%	94.73%
CHEMBL4208	P20618	Proteasome component C5	85.18%	90.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	85.02%	97.88%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.32%	98.75%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	84.31%	96.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.90%	89.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.49%	96.90%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.39%	97.47%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.30%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.97%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.82%	97.25%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.79%	85.11%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.65%	92.62%
CHEMBL217	P14416	Dopamine D2 receptor	80.50%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.00%	97.09%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 163188274
• LOTUS: LTS0117088
• wikiData: Q105263514