[(2S,3R,4S,5R,6R)-2-[[(1R,18S,19R,20S)-19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-18-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

Details

• Internal ID: f12fba03-2c2d-424d-9ad6-4220cc7c79f5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: [(2S,3R,4S,5R,6R)-2-[[(1R,18S,19R,20S)-19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-18-yl]oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C=CC1C2CC3C4=C(CCN3C(=O)C2=COC1OC5C(C(C(C(O5)CO)O)OC(=O)C=CC6=CC(=C(C=C6)O)O)O)C7=CC=CC=C7N4
• SMILES (Isomeric): C=C[C@@H]1[C@@H]2C[C@@H]3C4=C(CCN3C(=O)C2=CO[C@H]1O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)OC(=O)/C=C/C6=CC(=C(C=C6)O)O)O)C7=CC=CC=C7N4
• InChI: InChI=1S/C35H36N2O11/c1-2-18-21-14-24-29-20(19-5-3-4-6-23(19)36-29)11-12-37(24)33(44)22(21)16-45-34(18)48-35-31(43)32(30(42)27(15-38)46-35)47-28(41)10-8-17-7-9-25(39)26(40)13-17/h2-10,13,16,18,21,24,27,30-32,34-36,38-40,42-43H,1,11-12,14-15H2/b10-8+/t18-,21+,24-,27-,30-,31-,32+,34+,35+/m1/s1
• InChI Key: QBRCFTQRAWIKKQ-UNTLUCNUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₃₆N₂O₁₁
• Molecular Weight: 660.70 g/mol
• Exact Mass: 660.23190997 g/mol
• Topological Polar Surface Area (TPSA): 191.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.15
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7718	77.18%
Caco-2	-	0.8737	87.37%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.5703	57.03%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8247	82.47%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9512	95.12%
P-glycoprotein inhibitior	+	0.7015	70.15%
P-glycoprotein substrate	+	0.6513	65.13%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.6773	67.73%
CYP2C9 inhibition	-	0.8045	80.45%
CYP2C19 inhibition	-	0.8485	84.85%
CYP2D6 inhibition	-	0.8687	86.87%
CYP1A2 inhibition	-	0.6464	64.64%
CYP2C8 inhibition	+	0.7912	79.12%
CYP inhibitory promiscuity	-	0.7190	71.90%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5444	54.44%
Eye corrosion	-	0.9858	98.58%
Eye irritation	-	0.9290	92.90%
Skin irritation	-	0.7615	76.15%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4008	40.08%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.6227	62.27%
skin sensitisation	-	0.8664	86.64%
Respiratory toxicity	+	0.9222	92.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9194	91.94%
Acute Oral Toxicity (c)	III	0.6008	60.08%
Estrogen receptor binding	+	0.8286	82.86%
Androgen receptor binding	+	0.7452	74.52%
Thyroid receptor binding	+	0.5305	53.05%
Glucocorticoid receptor binding	+	0.6054	60.54%
Aromatase binding	+	0.5281	52.81%
PPAR gamma	+	0.7055	70.55%
Honey bee toxicity	-	0.6853	68.53%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9352	93.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.94%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.94%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.48%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.32%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.00%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.39%	97.09%
CHEMBL2581	P07339	Cathepsin D	94.80%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.83%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	93.27%	92.98%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	93.17%	86.92%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.97%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.77%	85.14%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.10%	80.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	87.29%	95.83%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.41%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.23%	90.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.20%	93.40%
CHEMBL228	P31645	Serotonin transporter	80.84%	95.51%
CHEMBL340	P08684	Cytochrome P450 3A4	80.79%	91.19%

Plants that contains it

• Bhesa paniculata

Cross-Links

• PubChem: 101316841
• LOTUS: LTS0063977
• wikiData: Q104403234