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

Details

• Internal ID: 9b2365ae-397f-42bf-815a-242b49870822
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (1R)-1-(1-methoxy-3-methyl-9H-carbazol-4-yl)-3,3,5-trimethyl-2,11-dihydro-1H-pyrano[3,2-a]carbazole
• SMILES (Canonical): CC1=CC2=C(C3=C1OC(CC3C4=C5C6=CC=CC=C6NC5=C(C=C4C)OC)(C)C)NC7=CC=CC=C72
• SMILES (Isomeric): CC1=CC2=C(C3=C1OC(C[C@@H]3C4=C5C6=CC=CC=C6NC5=C(C=C4C)OC)(C)C)NC7=CC=CC=C72
• InChI: InChI=1S/C32H30N2O2/c1-17-15-25(35-5)30-27(20-11-7-9-13-24(20)34-30)26(17)22-16-32(3,4)36-31-18(2)14-21-19-10-6-8-12-23(19)33-29(21)28(22)31/h6-15,22,33-34H,16H2,1-5H3/t22-/m1/s1
• InChI Key: CKHKPKVINSAUNM-JOCHJYFZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₀N₂O₂
• Molecular Weight: 474.60 g/mol
• Exact Mass: 474.230728204 g/mol
• Topological Polar Surface Area (TPSA): 50.00 Ų
• XlogP: 8.00
• Atomic LogP (AlogP): 8.27
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9848	98.48%
Caco-2	+	0.5749	57.49%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7798	77.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9001	90.01%
OATP1B3 inhibitior	+	0.9505	95.05%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9866	98.66%
P-glycoprotein inhibitior	+	0.9157	91.57%
P-glycoprotein substrate	-	0.5911	59.11%
CYP3A4 substrate	+	0.6736	67.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4619	46.19%
CYP3A4 inhibition	+	0.5102	51.02%
CYP2C9 inhibition	-	0.5075	50.75%
CYP2C19 inhibition	+	0.7415	74.15%
CYP2D6 inhibition	-	0.7620	76.20%
CYP1A2 inhibition	+	0.6299	62.99%
CYP2C8 inhibition	+	0.8424	84.24%
CYP inhibitory promiscuity	+	0.9260	92.60%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4146	41.46%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7219	72.19%
Skin irritation	-	0.8383	83.83%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	+	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8645	86.45%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8497	84.97%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7396	73.96%
Acute Oral Toxicity (c)	III	0.5699	56.99%
Estrogen receptor binding	+	0.8998	89.98%
Androgen receptor binding	+	0.8352	83.52%
Thyroid receptor binding	+	0.8185	81.85%
Glucocorticoid receptor binding	+	0.8043	80.43%
Aromatase binding	+	0.6099	60.99%
PPAR gamma	+	0.7373	73.73%
Honey bee toxicity	-	0.6995	69.95%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	-	0.3615	36.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.69%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.90%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	95.58%	92.98%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.56%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	95.53%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.55%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.41%	97.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.06%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.89%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.26%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.89%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.73%	89.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	87.17%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.80%	86.33%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	86.47%	89.44%
CHEMBL2581	P07339	Cathepsin D	85.45%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.55%	96.21%
CHEMBL2535	P11166	Glucose transporter	84.48%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.20%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.96%	94.75%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.82%	96.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	81.42%	95.56%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	81.17%	96.39%
CHEMBL255	P29275	Adenosine A2b receptor	81.06%	98.59%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	81.02%	92.67%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.59%	95.89%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.54%	88.56%

Plants that contains it

• Bergera euchrestifolia

Cross-Links

• PubChem: 163187471
• LOTUS: LTS0126319
• wikiData: Q104962327