6-methyl-1-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-9H-carbazole-2,7-diol

Details

• Internal ID: 9d2a5a23-b5cc-4b3c-8f8d-638df730bd1a
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 6-methyl-1-[[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methyl]-9H-carbazole-2,7-diol
• SMILES (Canonical): CC1=CC2=C(C=C1O)NC3=C2C=CC(=C3CC4C(O4)(C)CCC=C(C)C)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)NC3=C2C=CC(=C3CC4C(O4)(C)CCC=C(C)C)O
• InChI: InChI=1S/C23H27NO3/c1-13(2)6-5-9-23(4)21(27-23)11-17-19(25)8-7-15-16-10-14(3)20(26)12-18(16)24-22(15)17/h6-8,10,12,21,24-26H,5,9,11H2,1-4H3
• InChI Key: UYTBVHGZBBQOOF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₇NO₃
• Molecular Weight: 365.50 g/mol
• Exact Mass: 365.19909372 g/mol
• Topological Polar Surface Area (TPSA): 68.80 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 5.49
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	-	0.6075	60.75%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6107	61.07%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8566	85.66%
OATP1B3 inhibitior	+	0.9325	93.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9701	97.01%
P-glycoprotein inhibitior	-	0.5219	52.19%
P-glycoprotein substrate	-	0.5763	57.63%
CYP3A4 substrate	+	0.6128	61.28%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7435	74.35%
CYP3A4 inhibition	+	0.6367	63.67%
CYP2C9 inhibition	-	0.6383	63.83%
CYP2C19 inhibition	-	0.5050	50.50%
CYP2D6 inhibition	-	0.8233	82.33%
CYP1A2 inhibition	+	0.6745	67.45%
CYP2C8 inhibition	+	0.5982	59.82%
CYP inhibitory promiscuity	+	0.8789	87.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5433	54.33%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.6620	66.20%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3941	39.41%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.7722	77.22%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7728	77.28%
Acute Oral Toxicity (c)	III	0.5588	55.88%
Estrogen receptor binding	+	0.8899	88.99%
Androgen receptor binding	+	0.6876	68.76%
Thyroid receptor binding	+	0.7756	77.56%
Glucocorticoid receptor binding	+	0.9141	91.41%
Aromatase binding	+	0.7824	78.24%
PPAR gamma	+	0.8150	81.50%
Honey bee toxicity	-	0.8736	87.36%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9903	99.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.81%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.65%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.95%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	96.81%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.33%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	91.12%	93.40%
CHEMBL255	P29275	Adenosine A2b receptor	90.93%	98.59%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.55%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.53%	92.94%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.83%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.82%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.38%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.02%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.64%	91.79%
CHEMBL3401	O75469	Pregnane X receptor	86.05%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.44%	99.15%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.66%	93.99%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.37%	95.52%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.61%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.04%	95.89%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.72%	91.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.59%	85.14%
CHEMBL3310	Q96DB2	Histone deacetylase 11	80.05%	88.56%

Plants that contains it

• Bergera euchrestifolia

Cross-Links

• PubChem: 15715329
• LOTUS: LTS0126446
• wikiData: Q105281927