methyl (1R,19S)-8,16-diazahexacyclo[10.6.1.110,12.01,9.02,7.016,19]icosa-2,4,6,8,13-pentaene-10-carboxylate

Details

• Internal ID: d5120d8e-a27f-4bc5-bc53-562f2715cb65
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indoles > 3-alkylindoles
• IUPAC Name: methyl (1R,19S)-8,16-diazahexacyclo[10.6.1.110,12.01,9.02,7.016,19]icosa-2,4,6,8,13-pentaene-10-carboxylate
• SMILES (Canonical): COC(=O)C12CC3(C1)C=CCN4C3C5(C2=NC6=CC=CC=C65)CC4
• SMILES (Isomeric): COC(=O)C12CC3(C1)C=CCN4[C@@H]3[C@@]5(C2=NC6=CC=CC=C65)CC4
• InChI: InChI=1S/C20H20N2O2/c1-24-17(23)19-11-18(12-19)7-4-9-22-10-8-20(16(18)22)13-5-2-3-6-14(13)21-15(19)20/h2-7,16H,8-12H2,1H3/t16-,18?,19?,20-/m0/s1
• InChI Key: FHPMIUVZUHCUPX-ACAXCVFMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀N₂O₂
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.152477885 g/mol
• Topological Polar Surface Area (TPSA): 41.90 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.61
• 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	+	0.9545	95.45%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6507	65.07%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.9325	93.25%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.8009	80.09%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.8272	82.72%
P-glycoprotein inhibitior	-	0.7878	78.78%
P-glycoprotein substrate	+	0.5261	52.61%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	+	0.5799	57.99%
CYP2D6 substrate	+	0.4034	40.34%
CYP3A4 inhibition	+	0.8305	83.05%
CYP2C9 inhibition	-	0.7812	78.12%
CYP2C19 inhibition	-	0.7746	77.46%
CYP2D6 inhibition	+	0.5381	53.81%
CYP1A2 inhibition	-	0.5343	53.43%
CYP2C8 inhibition	-	0.6638	66.38%
CYP inhibitory promiscuity	-	0.7468	74.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9819	98.19%
Eye irritation	-	0.9958	99.58%
Skin irritation	-	0.7483	74.83%
Skin corrosion	-	0.9017	90.17%
Ames mutagenesis	+	0.5030	50.30%
Human Ether-a-go-go-Related Gene inhibition	-	0.5332	53.32%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	+	0.6616	66.16%
skin sensitisation	-	0.8069	80.69%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	+	0.5190	51.90%
Acute Oral Toxicity (c)	III	0.5249	52.49%
Estrogen receptor binding	+	0.5323	53.23%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	-	0.4892	48.92%
Glucocorticoid receptor binding	+	0.6940	69.40%
Aromatase binding	+	0.5865	58.65%
PPAR gamma	+	0.6146	61.46%
Honey bee toxicity	-	0.8852	88.52%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9002	90.02%

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	98.47%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	95.58%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.05%	91.11%
CHEMBL4208	P20618	Proteasome component C5	90.57%	90.00%
CHEMBL5028	O14672	ADAM10	85.88%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.69%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.57%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.98%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.50%	99.23%
CHEMBL4072	P07858	Cathepsin B	83.16%	93.67%
CHEMBL2535	P11166	Glucose transporter	82.39%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.92%	98.95%

Plants that contains it

• Kopsia fruticosa

Cross-Links

• PubChem: 101733512
• LOTUS: LTS0014060
• wikiData: Q104995378