3-[(2E)-3,7-dimethylocta-2,6-dienyl]-8-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-9-methoxy-3,5-dimethyl-11H-pyrano[3,2-a]carbazol-10-yl]-9-methoxy-3,5,11-trimethylpyrano[3,2-a]carbazole

Details

• Internal ID: 8695acc5-b31d-4f1b-9157-5c9d974a7501
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3-[(2E)-3,7-dimethylocta-2,6-dienyl]-8-[3-[(2E)-3,7-dimethylocta-2,6-dienyl]-9-methoxy-3,5-dimethyl-11H-pyrano[3,2-a]carbazol-10-yl]-9-methoxy-3,5,11-trimethylpyrano[3,2-a]carbazole
• SMILES (Canonical): CC1=CC2=C(C3=C1OC(C=C3)(C)CC=C(C)CCC=C(C)C)NC4=C2C=CC(=C4C5=C(C=C6C(=C5)C7=C(N6C)C8=C(C(=C7)C)OC(C=C8)(C)CC=C(C)CCC=C(C)C)OC)OC
• SMILES (Isomeric): CC1=CC2=C(C3=C1OC(C=C3)(C)C/C=C(\C)/CCC=C(C)C)NC4=C2C=CC(=C4C5=C(C=C6C(=C5)C7=C(N6C)C8=C(C(=C7)C)OC(C=C8)(C)C/C=C(\C)/CCC=C(C)C)OC)OC
• InChI: InChI=1S/C57H66N2O4/c1-34(2)16-14-18-36(5)22-26-56(9)28-24-41-51-44(30-38(7)54(41)62-56)40-20-21-48(60-12)50(52(40)58-51)46-32-43-45-31-39(8)55-42(53(45)59(11)47(43)33-49(46)61-13)25-29-57(10,63-55)27-23-37(6)19-15-17-35(3)4/h16-17,20-25,28-33,58H,14-15,18-19,26-27H2,1-13H3/b36-22+,37-23+
• InChI Key: MQUBRQMHOZTSFY-BVDGQYGUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₆₆N₂O₄
• Molecular Weight: 843.10 g/mol
• Exact Mass: 842.50225859 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 15.90
• Atomic LogP (AlogP): 15.76
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	-	0.8455	84.55%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6658	66.58%
OATP2B1 inhibitior	-	0.5628	56.28%
OATP1B1 inhibitior	+	0.8221	82.21%
OATP1B3 inhibitior	+	0.9280	92.80%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9931	99.31%
P-glycoprotein inhibitior	+	0.8181	81.81%
P-glycoprotein substrate	+	0.7239	72.39%
CYP3A4 substrate	+	0.7054	70.54%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.6948	69.48%
CYP3A4 inhibition	+	0.7212	72.12%
CYP2C9 inhibition	-	0.6364	63.64%
CYP2C19 inhibition	-	0.5921	59.21%
CYP2D6 inhibition	-	0.7139	71.39%
CYP1A2 inhibition	-	0.6155	61.55%
CYP2C8 inhibition	+	0.7841	78.41%
CYP inhibitory promiscuity	+	0.8369	83.69%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.8025	80.25%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8532	85.32%
Micronuclear	+	0.6400	64.00%
Hepatotoxicity	+	0.5503	55.03%
skin sensitisation	-	0.8570	85.70%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9313	93.13%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	+	0.8406	84.06%
Androgen receptor binding	+	0.7441	74.41%
Thyroid receptor binding	+	0.6589	65.89%
Glucocorticoid receptor binding	+	0.7836	78.36%
Aromatase binding	+	0.6516	65.16%
PPAR gamma	+	0.7639	76.39%
Honey bee toxicity	-	0.7622	76.22%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9879	98.79%

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	98.17%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.63%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	97.29%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.86%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.44%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.20%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	95.79%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.32%	89.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	94.90%	93.24%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	93.49%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.24%	99.17%
CHEMBL255	P29275	Adenosine A2b receptor	92.95%	98.59%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.31%	91.11%
CHEMBL4208	P20618	Proteasome component C5	92.15%	90.00%
CHEMBL5747	Q92793	CREB-binding protein	92.01%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.57%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	91.42%	86.92%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.18%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.74%	96.00%
CHEMBL1255126	O15151	Protein Mdm4	88.75%	90.20%
CHEMBL3401	O75469	Pregnane X receptor	88.25%	94.73%
CHEMBL2535	P11166	Glucose transporter	88.12%	98.75%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	87.37%	95.34%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	86.10%	91.71%
CHEMBL5979	P05186	Alkaline phosphatase, tissue-nonspecific isozyme	85.56%	85.40%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.88%	94.00%
CHEMBL1914	P06276	Butyrylcholinesterase	84.87%	95.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.46%	92.08%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.76%	91.07%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	83.24%	92.68%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	83.16%	97.31%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	82.22%	85.83%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.42%	97.28%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 71725437
• LOTUS: LTS0182455
• wikiData: Q105170279