7-(9-hydroxy-3,3,10-trimethyl-7H-pyrano[3,2-g]carbazol-8-yl)-3,3,9-trimethyl-11H-pyrano[3,2-a]carbazol-8-ol

Details

• Internal ID: e6827f23-5eb1-4dc9-ada3-e6499865b53f
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 7-(9-hydroxy-3,3,10-trimethyl-7H-pyrano[3,2-g]carbazol-8-yl)-3,3,9-trimethyl-11H-pyrano[3,2-a]carbazol-8-ol
• SMILES (Canonical): CC1=CC2=C(C(=C1O)C3=C(C(=CC4=C3C5=C(N4)C6=C(C=C5)OC(C=C6)(C)C)C)O)NC7=C2C8=C(C=C7)OC(C=C8)(C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1O)C3=C(C(=CC4=C3C5=C(N4)C6=C(C=C5)OC(C=C6)(C)C)C)O)NC7=C2C8=C(C=C7)OC(C=C8)(C)C
• InChI: InChI=1S/C36H32N2O4/c1-17-15-22-27-19-11-13-35(3,4)41-25(19)10-8-23(27)37-32(22)30(34(17)40)29-28-21-7-9-26-20(12-14-36(5,6)42-26)31(21)38-24(28)16-18(2)33(29)39/h7-16,37-40H,1-6H3
• InChI Key: OVICAAMRDFNGHT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₂N₂O₄
• Molecular Weight: 556.60 g/mol
• Exact Mass: 556.23620751 g/mol
• Topological Polar Surface Area (TPSA): 90.50 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 9.02
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	-	0.7712	77.12%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7294	72.94%
OATP2B1 inhibitior	-	0.8592	85.92%
OATP1B1 inhibitior	+	0.8204	82.04%
OATP1B3 inhibitior	+	0.9328	93.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9847	98.47%
P-glycoprotein inhibitior	+	0.8188	81.88%
P-glycoprotein substrate	-	0.5301	53.01%
CYP3A4 substrate	+	0.6153	61.53%
CYP2C9 substrate	+	0.6048	60.48%
CYP2D6 substrate	-	0.7630	76.30%
CYP3A4 inhibition	+	0.6814	68.14%
CYP2C9 inhibition	+	0.8315	83.15%
CYP2C19 inhibition	+	0.8301	83.01%
CYP2D6 inhibition	-	0.6648	66.48%
CYP1A2 inhibition	+	0.8293	82.93%
CYP2C8 inhibition	+	0.7731	77.31%
CYP inhibitory promiscuity	+	0.9385	93.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4454	44.54%
Eye corrosion	-	0.9924	99.24%
Eye irritation	-	0.6514	65.14%
Skin irritation	-	0.8340	83.40%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4404	44.04%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	+	0.5189	51.89%
skin sensitisation	-	0.8431	84.31%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7968	79.68%
Acute Oral Toxicity (c)	III	0.5935	59.35%
Estrogen receptor binding	+	0.8652	86.52%
Androgen receptor binding	+	0.7828	78.28%
Thyroid receptor binding	+	0.7875	78.75%
Glucocorticoid receptor binding	+	0.8119	81.19%
Aromatase binding	+	0.7508	75.08%
PPAR gamma	+	0.7852	78.52%
Honey bee toxicity	-	0.8928	89.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.8991	89.91%

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	99.68%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.10%	91.11%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	98.06%	93.24%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.83%	89.00%
CHEMBL2581	P07339	Cathepsin D	93.19%	98.95%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	92.42%	80.96%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	91.75%	96.21%
CHEMBL1937	Q92769	Histone deacetylase 2	89.05%	94.75%
CHEMBL1951	P21397	Monoamine oxidase A	88.90%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.61%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.19%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	86.77%	94.73%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.73%	94.80%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.18%	95.34%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.43%	85.14%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.66%	91.71%
CHEMBL4208	P20618	Proteasome component C5	84.65%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.94%	99.15%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.05%	95.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.02%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.60%	95.89%
CHEMBL1781	P11387	DNA topoisomerase I	81.53%	97.00%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	81.42%	89.44%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	81.15%	85.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.80%	86.33%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.60%	83.10%

Plants that contains it

• Clausena wallichii

Cross-Links

• PubChem: 162960163
• LOTUS: LTS0173473
• wikiData: Q105200744