[(1S,2R,3S,5S,16Z,18Z,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-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(3-methylbutanoyl)amino]propanoate

Details

• Internal ID: 3bf91b73-d688-41b9-8426-042731df56f6
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(1S,2R,3S,5S,16Z,18Z,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-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(3-methylbutanoyl)amino]propanoate
• InChI: InChI=1S/C37H52ClN3O10/c1-20(2)14-30(42)40(7)23(5)34(44)50-29-18-31(43)41(8)25-16-24(17-26(47-9)32(25)38)15-21(3)12-11-13-28(48-10)37(46)19-27(49-35(45)39-37)22(4)33-36(29,6)51-33/h11-13,16-17,20,22-23,27-29,33,46H,14-15,18-19H2,1-10H3,(H,39,45)/b13-11-,21-12-/t22-,23+,27+,28-,29?,33+,36+,37+/m1/s1
• InChI Key: GEWFLWGDLGSWHE-WGMGKHLASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂ClN₃O₁₀
• Molecular Weight: 734.30 g/mol
• Exact Mass: 733.3341226 g/mol
• Topological Polar Surface Area (TPSA): 156.00 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 10
• 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	+	0.9274	92.74%
Caco-2	-	0.8209	82.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Lysosomes	0.5213	52.13%
OATP2B1 inhibitior	+	0.7133	71.33%
OATP1B1 inhibitior	+	0.8220	82.20%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9895	98.95%
P-glycoprotein inhibitior	+	0.8125	81.25%
P-glycoprotein substrate	+	0.8000	80.00%
CYP3A4 substrate	+	0.7504	75.04%
CYP2C9 substrate	-	0.7923	79.23%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8924	89.24%
CYP2C9 inhibition	-	0.8866	88.66%
CYP2C19 inhibition	-	0.8752	87.52%
CYP2D6 inhibition	-	0.9124	91.24%
CYP1A2 inhibition	-	0.8872	88.72%
CYP2C8 inhibition	+	0.6452	64.52%
CYP inhibitory promiscuity	-	0.7180	71.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.4338	43.38%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9232	92.32%
Skin irritation	-	0.7674	76.74%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6546	65.46%
Micronuclear	+	0.8300	83.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8372	83.72%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6286	62.86%
Acute Oral Toxicity (c)	III	0.5842	58.42%
Estrogen receptor binding	+	0.8084	80.84%
Androgen receptor binding	+	0.7728	77.28%
Thyroid receptor binding	+	0.6368	63.68%
Glucocorticoid receptor binding	+	0.7967	79.67%
Aromatase binding	+	0.6897	68.97%
PPAR gamma	+	0.7915	79.15%
Honey bee toxicity	-	0.5909	59.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9865	98.65%

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	99.57%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.04%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	94.01%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.00%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.84%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	93.08%	96.76%
CHEMBL2581	P07339	Cathepsin D	92.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.13%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.72%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.09%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	88.51%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.27%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.77%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	87.63%	96.90%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.78%	91.11%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	86.61%	96.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.52%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.36%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.52%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.48%	94.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.31%	96.77%
CHEMBL4208	P20618	Proteasome component C5	83.98%	90.00%
CHEMBL1914	P06276	Butyrylcholinesterase	83.77%	95.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.44%	98.75%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.16%	89.50%
CHEMBL2535	P11166	Glucose transporter	82.65%	98.75%
CHEMBL221	P23219	Cyclooxygenase-1	82.60%	90.17%
CHEMBL217	P14416	Dopamine D2 receptor	81.86%	95.62%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.04%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Erythroxylum zeylanicum
• Mallotus nudiflorus

Cross-Links

• PubChem: 102239693
• LOTUS: LTS0187337
• wikiData: Q105312581