methyl (1R,4S,12S,13R,20R)-5,16-diazahexacyclo[11.6.1.11,4.04,12.06,11.016,20]henicosa-2,6,8,10-tetraene-3-carboxylate

Details

• Internal ID: bcfd5782-4943-487e-ae32-adc5de15fcf7
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Carbazoles
• IUPAC Name: methyl (1R,4S,12S,13R,20R)-5,16-diazahexacyclo[11.6.1.11,4.04,12.06,11.016,20]henicosa-2,6,8,10-tetraene-3-carboxylate
• InChI: InChI=1S/C21H24N2O2/c1-25-19(24)15-11-20-8-4-9-23-10-7-14(18(20)23)17-13-5-2-3-6-16(13)22-21(15,17)12-20/h2-3,5-6,11,14,17-18,22H,4,7-10,12H2,1H3/t14-,17-,18-,20+,21-/m1/s1
• InChI Key: WXVRWRIEWGWIHU-QEWHTSGOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₄N₂O₂
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.183778013 g/mol
• Topological Polar Surface Area (TPSA): 41.60 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	+	0.7026	70.26%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6655	66.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9092	90.92%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.7009	70.09%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7726	77.26%
P-glycoprotein inhibitior	-	0.5461	54.61%
P-glycoprotein substrate	+	0.6030	60.30%
CYP3A4 substrate	+	0.6936	69.36%
CYP2C9 substrate	-	0.5886	58.86%
CYP2D6 substrate	-	0.6558	65.58%
CYP3A4 inhibition	-	0.5291	52.91%
CYP2C9 inhibition	-	0.6812	68.12%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	+	0.5188	51.88%
CYP1A2 inhibition	+	0.5773	57.73%
CYP2C8 inhibition	+	0.6464	64.64%
CYP inhibitory promiscuity	-	0.5649	56.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6704	67.04%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9981	99.81%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.9185	91.85%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8310	83.10%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6552	65.52%
skin sensitisation	-	0.8227	82.27%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.6471	64.71%
Acute Oral Toxicity (c)	III	0.4677	46.77%
Estrogen receptor binding	-	0.6015	60.15%
Androgen receptor binding	+	0.7346	73.46%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.6106	61.06%
Aromatase binding	+	0.5905	59.05%
PPAR gamma	-	0.6323	63.23%
Honey bee toxicity	-	0.8156	81.56%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9012	90.12%

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	98.96%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL240	Q12809	HERG	95.53%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.87%	91.11%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	92.51%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.36%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.04%	97.09%
CHEMBL5028	O14672	ADAM10	90.50%	97.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.77%	95.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.37%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.13%	97.25%
CHEMBL4208	P20618	Proteasome component C5	82.44%	90.00%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	82.20%	91.65%

Plants that contains it

• Kopsia teoi

Cross-Links

• PubChem: 162996196
• LOTUS: LTS0005675
• wikiData: Q105314998