3,5-Dimethyl-3,4a,11,11b-tetrahydropyrano[3,2-a]carbazole

Details

• Internal ID: b7352f69-9a39-4863-a3bb-e3c88aac7bd5
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 3,5-dimethyl-3,4a,11,11b-tetrahydropyrano[3,2-a]carbazole
• SMILES (Canonical): CC1C=CC2C(O1)C(=CC3=C2NC4=CC=CC=C43)C
• SMILES (Isomeric): CC1C=CC2C(O1)C(=CC3=C2NC4=CC=CC=C43)C
• InChI: InChI=1S/C17H17NO/c1-10-9-14-12-5-3-4-6-15(12)18-16(14)13-8-7-11(2)19-17(10)13/h3-9,11,13,17-18H,1-2H3
• InChI Key: KZHPTHJMLQEMSH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₇NO
• Molecular Weight: 251.32 g/mol
• Exact Mass: 251.131014166 g/mol
• Topological Polar Surface Area (TPSA): 25.00 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.01
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7287	72.87%
Blood Brain Barrier	+	0.7379	73.79%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5606	56.06%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.8616	86.16%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5808	58.08%
P-glycoprotein inhibitior	-	0.5151	51.51%
P-glycoprotein substrate	-	0.7936	79.36%
CYP3A4 substrate	+	0.5499	54.99%
CYP2C9 substrate	+	0.6021	60.21%
CYP2D6 substrate	-	0.7777	77.77%
CYP3A4 inhibition	+	0.7079	70.79%
CYP2C9 inhibition	+	0.7570	75.70%
CYP2C19 inhibition	+	0.8619	86.19%
CYP2D6 inhibition	+	0.7964	79.64%
CYP1A2 inhibition	+	0.9480	94.80%
CYP2C8 inhibition	-	0.6136	61.36%
CYP inhibitory promiscuity	+	0.8697	86.97%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9234	92.34%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.9662	96.62%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6847	68.47%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.6710	67.10%
skin sensitisation	-	0.7342	73.42%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	-	0.7124	71.24%
Acute Oral Toxicity (c)	III	0.7521	75.21%
Estrogen receptor binding	+	0.9058	90.58%
Androgen receptor binding	+	0.6069	60.69%
Thyroid receptor binding	+	0.7811	78.11%
Glucocorticoid receptor binding	+	0.7117	71.17%
Aromatase binding	+	0.8895	88.95%
PPAR gamma	+	0.6885	68.85%
Honey bee toxicity	-	0.8724	87.24%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.6953	69.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.89%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	93.67%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.13%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.83%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.42%	89.00%
CHEMBL255	P29275	Adenosine A2b receptor	87.15%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.77%	99.23%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	83.86%	85.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.27%	94.80%

Plants that contains it

• Murraya koenigii

Cross-Links

• PubChem: 163035443
• LOTUS: LTS0075151
• wikiData: Q105148155