8-Acetyl-20-methoxy-13,16-dimethyl-12-oxa-8,16-diazapentacyclo[8.8.3.01,9.02,7.014,21]henicosa-2,4,6-trien-15-one

Details

• Internal ID: 564a3f85-c5be-4c38-a279-2e5efda7f733
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: 8-acetyl-20-methoxy-13,16-dimethyl-12-oxa-8,16-diazapentacyclo[8.8.3.01,9.02,7.014,21]henicosa-2,4,6-trien-15-one
• SMILES (Canonical): CC1C2C3C(CC4(CCN(C2=O)C)C(C3CO1)N(C5=CC=CC=C45)C(=O)C)OC
• SMILES (Isomeric): CC1C2C3C(CC4(CCN(C2=O)C)C(C3CO1)N(C5=CC=CC=C45)C(=O)C)OC
• InChI: InChI=1S/C23H30N2O4/c1-13-19-20-15(12-29-13)21-23(11-18(20)28-4,9-10-24(3)22(19)27)16-7-5-6-8-17(16)25(21)14(2)26/h5-8,13,15,18-21H,9-12H2,1-4H3
• InChI Key: XLGWGETYTXOOFP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₀N₂O₄
• Molecular Weight: 398.50 g/mol
• Exact Mass: 398.22055744 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.21
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9702	97.02%
Caco-2	+	0.7823	78.23%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5370	53.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8782	87.82%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7233	72.33%
P-glycoprotein inhibitior	+	0.6481	64.81%
P-glycoprotein substrate	+	0.6399	63.99%
CYP3A4 substrate	+	0.6920	69.20%
CYP2C9 substrate	-	0.7453	74.53%
CYP2D6 substrate	-	0.8109	81.09%
CYP3A4 inhibition	-	0.6428	64.28%
CYP2C9 inhibition	-	0.8795	87.95%
CYP2C19 inhibition	-	0.8376	83.76%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	-	0.8055	80.55%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5849	58.49%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9749	97.49%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7589	75.89%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.6381	63.81%
skin sensitisation	-	0.8914	89.14%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7448	74.48%
Acute Oral Toxicity (c)	III	0.6871	68.71%
Estrogen receptor binding	+	0.7347	73.47%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	-	0.4920	49.20%
Glucocorticoid receptor binding	-	0.4932	49.32%
Aromatase binding	-	0.5955	59.55%
PPAR gamma	-	0.5206	52.06%
Honey bee toxicity	-	0.7769	77.69%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8489	84.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.42%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.96%	95.56%
CHEMBL204	P00734	Thrombin	93.22%	96.01%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	91.33%	93.65%
CHEMBL4208	P20618	Proteasome component C5	88.79%	90.00%
CHEMBL2581	P07339	Cathepsin D	88.28%	98.95%
CHEMBL5028	O14672	ADAM10	83.78%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.75%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.41%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.12%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.17%	94.00%

Plants that contains it

• Strychnos diplotricha

Cross-Links

• PubChem: 85102636
• LOTUS: LTS0253576
• wikiData: Q105329965