methyl (1R,9S,12S,13R,20S)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate

Details

• Internal ID: 43cc515a-9013-4e92-9322-124a985b2e11
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl (1R,9S,12S,13R,20S)-9-methoxy-12-methyl-11-oxa-8,17-diazahexacyclo[11.6.1.110,13.01,9.02,7.017,20]henicosa-2,4,6,14-tetraene-10-carboxylate
• InChI: InChI=1S/C22H26N2O4/c1-14-19-9-6-11-24-12-10-20(17(19)24)15-7-4-5-8-16(15)23-22(20,27-3)21(13-19,28-14)18(25)26-2/h4-9,14,17,23H,10-13H2,1-3H3/t14-,17-,19+,20+,21?,22-/m0/s1
• InChI Key: PWOOYNOBJFJZLT-AOBKPTAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆N₂O₄
• Molecular Weight: 382.50 g/mol
• Exact Mass: 382.18925731 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.06
• H-Bond Acceptor: 6
• 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	+	0.8747	87.47%
Caco-2	+	0.6833	68.33%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4635	46.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8927	89.27%
OATP1B3 inhibitior	+	0.9233	92.33%
MATE1 inhibitior	-	0.9009	90.09%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6948	69.48%
P-glycoprotein inhibitior	-	0.6154	61.54%
P-glycoprotein substrate	+	0.6610	66.10%
CYP3A4 substrate	+	0.6842	68.42%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3531	35.31%
CYP3A4 inhibition	-	0.7716	77.16%
CYP2C9 inhibition	-	0.8546	85.46%
CYP2C19 inhibition	-	0.8460	84.60%
CYP2D6 inhibition	-	0.8598	85.98%
CYP1A2 inhibition	-	0.8427	84.27%
CYP2C8 inhibition	-	0.6351	63.51%
CYP inhibitory promiscuity	-	0.8504	85.04%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5850	58.50%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9951	99.51%
Skin irritation	-	0.7888	78.88%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	+	0.7096	70.96%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.8665	86.65%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7075	70.75%
Acute Oral Toxicity (c)	III	0.5820	58.20%
Estrogen receptor binding	+	0.7357	73.57%
Androgen receptor binding	+	0.7918	79.18%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.6760	67.60%
Aromatase binding	+	0.6619	66.19%
PPAR gamma	+	0.5214	52.14%
Honey bee toxicity	-	0.8773	87.73%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9083	90.83%

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	98.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.43%	98.95%
CHEMBL4208	P20618	Proteasome component C5	94.36%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.58%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.02%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.33%	99.23%
CHEMBL5028	O14672	ADAM10	89.74%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.57%	97.14%
CHEMBL340	P08684	Cytochrome P450 3A4	85.04%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.33%	100.00%
CHEMBL4072	P07858	Cathepsin B	80.44%	93.67%

Plants that contains it

• Catharanthus ovalis

Cross-Links

• PubChem: 163193472
• LOTUS: LTS0055670
• wikiData: Q105215930