(23S)-4,5-dimethoxy-18-oxido-12-oxa-8-aza-18-azoniaheptacyclo[16.5.2.01,19.02,7.08,23.011,22.015,21]pentacosa-2,4,6,14-tetraen-9-one

Details

• Internal ID: 58d456a9-d8f0-4aeb-9cdd-a979481fa677
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: (23S)-4,5-dimethoxy-18-oxido-12-oxa-8-aza-18-azoniaheptacyclo[16.5.2.01,19.02,7.08,23.011,22.015,21]pentacosa-2,4,6,14-tetraen-9-one
• SMILES (Canonical): COC1=C(C=C2C(=C1)C34CC[N+]5(C3CC6C7C4N2C(=O)CC7OCC=C6CC5)[O-])OC
• SMILES (Isomeric): COC1=C(C=C2C(=C1)C34CC[N+]5(C3CC6C7[C@@H]4N2C(=O)CC7OCC=C6CC5)[O-])OC
• InChI: InChI=1S/C24H28N2O5/c1-29-17-10-15-16(11-18(17)30-2)25-21(27)12-19-22-14-9-20-24(15,23(22)25)5-7-26(20,28)6-3-13(14)4-8-31-19/h4,10-11,14,19-20,22-23H,3,5-9,12H2,1-2H3/t14?,19?,20?,22?,23-,24?,26?/m0/s1
• InChI Key: ANNDYRPHXPGEAP-ZBIDZGGASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₈N₂O₅
• Molecular Weight: 424.50 g/mol
• Exact Mass: 424.19982200 g/mol
• Topological Polar Surface Area (TPSA): 66.10 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8245	82.45%
Caco-2	+	0.7671	76.71%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5348	53.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8970	89.70%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8338	83.38%
P-glycoprotein inhibitior	+	0.5856	58.56%
P-glycoprotein substrate	+	0.5287	52.87%
CYP3A4 substrate	+	0.6743	67.43%
CYP2C9 substrate	+	0.5984	59.84%
CYP2D6 substrate	-	0.8135	81.35%
CYP3A4 inhibition	-	0.7854	78.54%
CYP2C9 inhibition	-	0.8112	81.12%
CYP2C19 inhibition	-	0.7416	74.16%
CYP2D6 inhibition	-	0.8805	88.05%
CYP1A2 inhibition	-	0.7714	77.14%
CYP2C8 inhibition	+	0.5572	55.72%
CYP inhibitory promiscuity	-	0.8370	83.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.4461	44.61%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9214	92.14%
Skin irritation	-	0.7665	76.65%
Skin corrosion	-	0.9227	92.27%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8219	82.19%
Micronuclear	+	0.7600	76.00%
Hepatotoxicity	-	0.5959	59.59%
skin sensitisation	-	0.8291	82.91%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5861	58.61%
Estrogen receptor binding	+	0.8252	82.52%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	-	0.6166	61.66%
Glucocorticoid receptor binding	+	0.8566	85.66%
Aromatase binding	+	0.6351	63.51%
PPAR gamma	+	0.6529	65.29%
Honey bee toxicity	-	0.7495	74.95%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9288	92.88%

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	96.66%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.55%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.48%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.45%	97.14%
CHEMBL217	P14416	Dopamine D2 receptor	92.83%	95.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.93%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.62%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.93%	90.71%
CHEMBL1914	P06276	Butyrylcholinesterase	87.03%	95.00%
CHEMBL2535	P11166	Glucose transporter	86.73%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.54%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.67%	95.89%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	85.62%	88.84%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.51%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	84.05%	93.40%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	82.31%	95.53%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.83%	93.99%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.04%	100.00%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.28%	90.24%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	80.01%	97.33%

Plants that contains it

• Strychnos wallichiana

Cross-Links

• PubChem: 5315520
• LOTUS: LTS0047552
• wikiData: Q105096432