6-Methoxy-8,16-dimethyl-19-prop-1-en-2-yl-15-oxa-4-azapentacyclo[14.3.1.02,14.03,11.05,10]icosa-2(14),3(11),5(10),6,8,12-hexaene

Details

• Internal ID: 8265a2a4-7156-4c23-bc59-56a211e8d694
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 6-methoxy-8,16-dimethyl-19-prop-1-en-2-yl-15-oxa-4-azapentacyclo[14.3.1.02,14.03,11.05,10]icosa-2(14),3(11),5(10),6,8,12-hexaene
• InChI: InChI=1S/C24H27NO2/c1-13(2)15-8-9-24(4)12-18(15)21-19(27-24)7-6-16-17-10-14(3)11-20(26-5)22(17)25-23(16)21/h6-7,10-11,15,18,25H,1,8-9,12H2,2-5H3
• InChI Key: LPHYHFLDNXJCGX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₇NO₂
• Molecular Weight: 361.50 g/mol
• Exact Mass: 361.204179104 g/mol
• Topological Polar Surface Area (TPSA): 34.30 Ų
• XlogP: 6.10
• Atomic LogP (AlogP): 6.25
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.7114	71.14%
Blood Brain Barrier	+	0.7129	71.29%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5044	50.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8995	89.95%
OATP1B3 inhibitior	+	0.9316	93.16%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9772	97.72%
P-glycoprotein inhibitior	+	0.6760	67.60%
P-glycoprotein substrate	-	0.6152	61.52%
CYP3A4 substrate	+	0.6616	66.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3896	38.96%
CYP3A4 inhibition	-	0.6869	68.69%
CYP2C9 inhibition	-	0.7179	71.79%
CYP2C19 inhibition	+	0.5473	54.73%
CYP2D6 inhibition	-	0.8044	80.44%
CYP1A2 inhibition	+	0.6576	65.76%
CYP2C8 inhibition	+	0.8131	81.31%
CYP inhibitory promiscuity	+	0.7346	73.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5855	58.55%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.7338	73.38%
Skin irritation	-	0.7750	77.50%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7695	76.95%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.5695	56.95%
skin sensitisation	-	0.8008	80.08%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7869	78.69%
Acute Oral Toxicity (c)	III	0.5491	54.91%
Estrogen receptor binding	+	0.8027	80.27%
Androgen receptor binding	+	0.7920	79.20%
Thyroid receptor binding	+	0.8098	80.98%
Glucocorticoid receptor binding	+	0.7747	77.47%
Aromatase binding	+	0.6962	69.62%
PPAR gamma	+	0.7250	72.50%
Honey bee toxicity	-	0.7787	77.87%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9541	95.41%

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	98.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.59%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	94.69%	92.94%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	92.81%	94.80%
CHEMBL240	Q12809	HERG	92.11%	89.76%
CHEMBL213	P08588	Beta-1 adrenergic receptor	90.98%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	89.01%	91.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	88.90%	93.24%
CHEMBL2581	P07339	Cathepsin D	88.39%	98.95%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.89%	93.40%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.53%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.11%	94.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	86.84%	97.28%
CHEMBL1937	Q92769	Histone deacetylase 2	86.59%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.07%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.42%	96.21%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.17%	89.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.02%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.78%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.77%	91.19%
CHEMBL1871	P10275	Androgen Receptor	82.68%	96.43%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	82.11%	85.49%
CHEMBL259	P32245	Melanocortin receptor 4	80.59%	95.38%
CHEMBL4208	P20618	Proteasome component C5	80.41%	90.00%
CHEMBL2535	P11166	Glucose transporter	80.29%	98.75%

Plants that contains it

• Bergera euchrestifolia

Cross-Links

• PubChem: 102247100
• LOTUS: LTS0119029
• wikiData: Q105155191