(3R)-11-[(1-methoxy-9H-carbazol-3-yl)methyl]-3,5-dimethyl-3-(4-methylpent-3-enyl)pyrano[3,2-a]carbazole

Details

• Internal ID: 26df15cb-06f5-4ce9-8892-8ca633f871ad
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (3R)-11-[(1-methoxy-9H-carbazol-3-yl)methyl]-3,5-dimethyl-3-(4-methylpent-3-enyl)pyrano[3,2-a]carbazole
• SMILES (Canonical): CC1=CC2=C(C3=C1OC(C=C3)(C)CCC=C(C)C)N(C4=CC=CC=C42)CC5=CC6=C(C(=C5)OC)NC7=CC=CC=C76
• SMILES (Isomeric): CC1=CC2=C(C3=C1O[C@](C=C3)(C)CCC=C(C)C)N(C4=CC=CC=C42)CC5=CC6=C(C(=C5)OC)NC7=CC=CC=C76
• InChI: InChI=1S/C37H36N2O2/c1-23(2)11-10-17-37(4)18-16-28-35-30(19-24(3)36(28)41-37)27-13-7-9-15-32(27)39(35)22-25-20-29-26-12-6-8-14-31(26)38-34(29)33(21-25)40-5/h6-9,11-16,18-21,38H,10,17,22H2,1-5H3/t37-/m1/s1
• InChI Key: WZDZCOAWFXDCTD-DIPNUNPCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₃₆N₂O₂
• Molecular Weight: 540.70 g/mol
• Exact Mass: 540.277678395 g/mol
• Topological Polar Surface Area (TPSA): 39.20 Ų
• XlogP: 9.60
• Atomic LogP (AlogP): 9.71
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9572	95.72%
Caco-2	-	0.6923	69.23%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6742	67.42%
OATP2B1 inhibitior	-	0.7160	71.60%
OATP1B1 inhibitior	+	0.7711	77.11%
OATP1B3 inhibitior	+	0.9384	93.84%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9958	99.58%
P-glycoprotein inhibitior	+	0.9470	94.70%
P-glycoprotein substrate	+	0.7138	71.38%
CYP3A4 substrate	+	0.7294	72.94%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.6948	69.48%
CYP3A4 inhibition	-	0.5274	52.74%
CYP2C9 inhibition	-	0.6604	66.04%
CYP2C19 inhibition	-	0.5876	58.76%
CYP2D6 inhibition	+	0.5847	58.47%
CYP1A2 inhibition	+	0.6191	61.91%
CYP2C8 inhibition	+	0.8202	82.02%
CYP inhibitory promiscuity	+	0.7496	74.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5368	53.68%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.8727	87.27%
Skin irritation	-	0.7894	78.94%
Skin corrosion	-	0.9112	91.12%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9619	96.19%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8206	82.06%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9471	94.71%
Acute Oral Toxicity (c)	III	0.5948	59.48%
Estrogen receptor binding	+	0.8680	86.80%
Androgen receptor binding	+	0.7324	73.24%
Thyroid receptor binding	+	0.7779	77.79%
Glucocorticoid receptor binding	+	0.8437	84.37%
Aromatase binding	+	0.6302	63.02%
PPAR gamma	+	0.7621	76.21%
Honey bee toxicity	-	0.7204	72.04%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.7714	77.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	99.40%	94.45%
CHEMBL240	Q12809	HERG	98.97%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.73%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.85%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	97.01%	89.44%
CHEMBL2581	P07339	Cathepsin D	95.65%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.77%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.28%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	93.97%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	93.09%	93.99%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	93.06%	85.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.81%	99.17%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	92.51%	91.71%
CHEMBL2535	P11166	Glucose transporter	88.14%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	88.14%	94.73%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	87.90%	97.31%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.20%	92.62%
CHEMBL1255126	O15151	Protein Mdm4	84.73%	90.20%
CHEMBL4302	P08183	P-glycoprotein 1	83.92%	92.98%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.82%	89.67%
CHEMBL4208	P20618	Proteasome component C5	82.96%	90.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.79%	94.75%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.20%	96.39%

Plants that contains it

• Bergera euchrestifolia

Cross-Links

• PubChem: 102058942
• LOTUS: LTS0012848
• wikiData: Q105323055