[(1S,2R,3S,5S,6S,15R,16E,18E,20R,21S)-15-acetyloxy-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] (2R)-2-[methyl(2-methylpropanoyl)amino]propanoate

Details

• Internal ID: 11080fb2-11c7-4e84-8f91-09c747f0ebc3
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: [(1S,2R,3S,5S,6S,15R,16E,18E,20R,21S)-15-acetyloxy-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] (2R)-2-[methyl(2-methylpropanoyl)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(=O)C)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(=O)C)\C)OC)(NC(=O)O2)O
• InChI: InChI=1S/C38H52ClN3O12/c1-19(2)34(45)41(8)22(5)35(46)53-29-17-30(44)42(9)25-15-24(16-26(49-10)31(25)39)32(51-23(6)43)20(3)13-12-14-28(50-11)38(48)18-27(52-36(47)40-38)21(4)33-37(29,7)54-33/h12-16,19,21-22,27-29,32-33,48H,17-18H2,1-11H3,(H,40,47)/b14-12+,20-13+/t21-,22-,27+,28-,29+,32-,33+,37+,38+/m1/s1
• InChI Key: YKGZBVAXZWNQKS-PTIRMQCDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₂ClN₃O₁₂
• Molecular Weight: 778.30 g/mol
• Exact Mass: 777.3239518 g/mol
• Topological Polar Surface Area (TPSA): 183.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 12
• 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	+	0.9241	92.41%
Caco-2	-	0.8398	83.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Lysosomes	0.5201	52.01%
OATP2B1 inhibitior	+	0.5730	57.30%
OATP1B1 inhibitior	+	0.8244	82.44%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9917	99.17%
P-glycoprotein inhibitior	+	0.8005	80.05%
P-glycoprotein substrate	+	0.8054	80.54%
CYP3A4 substrate	+	0.7463	74.63%
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	+	0.6683	66.83%
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	-	0.9172	91.72%
Skin irritation	-	0.7698	76.98%
Skin corrosion	-	0.9191	91.91%
Ames mutagenesis	-	0.5064	50.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.6419	64.19%
Micronuclear	+	0.8000	80.00%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	-	0.8384	83.84%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7408	74.08%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.8245	82.45%
Androgen receptor binding	+	0.7799	77.99%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.8162	81.62%
Aromatase binding	+	0.6823	68.23%
PPAR gamma	+	0.8029	80.29%
Honey bee toxicity	-	0.5970	59.70%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.62%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.52%	96.09%
CHEMBL261	P00915	Carbonic anhydrase I	97.74%	96.76%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.72%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.03%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	96.24%	95.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.79%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.85%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.42%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.99%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.93%	94.00%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	91.09%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	90.31%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.01%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.44%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.71%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	87.75%	94.73%
CHEMBL2413	P32246	C-C chemokine receptor type 1	87.05%	89.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.78%	92.62%
CHEMBL5314	Q06418	Tyrosine-protein kinase receptor TYRO3	85.39%	96.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.35%	96.77%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.19%	96.47%
CHEMBL4208	P20618	Proteasome component C5	85.05%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	84.63%	94.75%
CHEMBL204	P00734	Thrombin	84.19%	96.01%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.17%	97.09%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	83.99%	99.00%
CHEMBL2535	P11166	Glucose transporter	82.12%	98.75%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	81.72%	99.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.19%	91.03%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	80.08%	96.25%

Plants that contains it

• Colubrina texensis

Cross-Links

• PubChem: 163191365
• LOTUS: LTS0143449
• wikiData: Q105349680