[(1S,2R,3S,5S,6S,16E,18E,20S,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-methylpropanoyl)amino]propanoate

Details

• Internal ID: 927f36f9-52ff-44fd-bd33-96880890fcfb
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(1S,2R,3S,5S,6S,16E,18E,20S,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-methylpropanoyl)amino]propanoate
• InChI: InChI=1S/C37H52ClN3O11/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/h12-16,19,21-22,26-28,31-32,46H,17-18H2,1-11H3,(H,39,45)/b14-12+,20-13+/t21-,22+,26+,27+,28+,31?,32+,36+,37+/m1/s1
• InChI Key: GNTFDQQBHGBGMN-SVKFYDQHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂ClN₃O₁₁
• Molecular Weight: 750.30 g/mol
• Exact Mass: 749.3290372 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 4.32
• H-Bond Acceptor: 11
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• CHEMBL510998

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9241	92.41%
Caco-2	-	0.8340	83.40%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5201	52.01%
OATP2B1 inhibitior	+	0.7158	71.58%
OATP1B1 inhibitior	+	0.8336	83.36%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9884	98.84%
P-glycoprotein inhibitior	+	0.8052	80.52%
P-glycoprotein substrate	+	0.7987	79.87%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.9268	92.68%
CYP2C9 inhibition	-	0.8908	89.08%
CYP2C19 inhibition	-	0.8865	88.65%
CYP2D6 inhibition	-	0.9194	91.94%
CYP1A2 inhibition	-	0.8900	89.00%
CYP2C8 inhibition	+	0.6640	66.40%
CYP inhibitory promiscuity	-	0.7984	79.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7100	71.00%
Carcinogenicity (trinary)	Non-required	0.4331	43.31%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9211	92.11%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6638	66.38%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8384	83.84%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7898	78.98%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.8199	81.99%
Androgen receptor binding	+	0.7854	78.54%
Thyroid receptor binding	+	0.6446	64.46%
Glucocorticoid receptor binding	+	0.8158	81.58%
Aromatase binding	+	0.6683	66.83%
PPAR gamma	+	0.8038	80.38%
Honey bee toxicity	-	0.6103	61.03%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9777	97.77%

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	99.54%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.69%	85.14%
CHEMBL261	P00915	Carbonic anhydrase I	97.83%	96.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.15%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.21%	95.56%
CHEMBL1914	P06276	Butyrylcholinesterase	94.17%	95.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.90%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.57%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.44%	95.89%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	90.96%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	90.02%	96.47%
CHEMBL340	P08684	Cytochrome P450 3A4	88.48%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.36%	97.25%
CHEMBL4208	P20618	Proteasome component C5	88.31%	90.00%
CHEMBL204	P00734	Thrombin	88.13%	96.01%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.65%	97.14%
CHEMBL3401	O75469	Pregnane X receptor	86.98%	94.73%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.84%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.48%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.51%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.38%	95.89%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	84.73%	96.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.51%	99.00%
CHEMBL2535	P11166	Glucose transporter	84.37%	98.75%
CHEMBL4302	P08183	P-glycoprotein 1	83.47%	92.98%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	83.05%	99.09%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.56%	95.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.18%	91.03%
CHEMBL220	P22303	Acetylcholinesterase	81.67%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.56%	89.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.20%	89.05%

Plants that contains it

• Mallotus nudiflorus

Cross-Links

• PubChem: 44559316
• LOTUS: LTS0128405
• wikiData: Q105013280