methyl (13R,15R,19R)-13-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate

Details

• Internal ID: 7d992b25-86a5-4e63-a997-1a5dd46382b2
• Taxonomy: Alkaloids and derivatives > Tacaman alkaloids
• IUPAC Name: methyl (13R,15R,19R)-13-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
• SMILES (Canonical): CCC1CC2C=C(N3C4=CC=CC=C4C5=C3C2N(C1)CC5)C(=O)OC
• SMILES (Isomeric): CC[C@@H]1C[C@@H]2C=C(N3C4=CC=CC=C4C5=C3[C@@H]2N(C1)CC5)C(=O)OC
• InChI: InChI=1S/C21H24N2O2/c1-3-13-10-14-11-18(21(24)25-2)23-17-7-5-4-6-15(17)16-8-9-22(12-13)19(14)20(16)23/h4-7,11,13-14,19H,3,8-10,12H2,1-2H3/t13-,14-,19-/m1/s1
• InChI Key: HUJHMNHVYIYOMD-PJIJBLCYSA-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): 34.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 4
• 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	+	0.9914	99.14%
Caco-2	+	0.8549	85.49%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6712	67.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9133	91.33%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8390	83.90%
P-glycoprotein inhibitior	+	0.7486	74.86%
P-glycoprotein substrate	+	0.7078	70.78%
CYP3A4 substrate	+	0.6868	68.68%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7317	73.17%
CYP3A4 inhibition	-	0.5080	50.80%
CYP2C9 inhibition	-	0.7462	74.62%
CYP2C19 inhibition	-	0.8577	85.77%
CYP2D6 inhibition	+	0.6121	61.21%
CYP1A2 inhibition	-	0.7033	70.33%
CYP2C8 inhibition	+	0.6428	64.28%
CYP inhibitory promiscuity	+	0.8599	85.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7195	71.95%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9934	99.34%
Skin irritation	-	0.7609	76.09%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8991	89.91%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.8581	85.81%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.8573	85.73%
Acute Oral Toxicity (c)	III	0.7004	70.04%
Estrogen receptor binding	-	0.7524	75.24%
Androgen receptor binding	-	0.4860	48.60%
Thyroid receptor binding	-	0.4890	48.90%
Glucocorticoid receptor binding	+	0.7384	73.84%
Aromatase binding	-	0.5213	52.13%
PPAR gamma	-	0.6669	66.69%
Honey bee toxicity	-	0.8729	87.29%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9262	92.62%

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	98.87%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	96.22%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.53%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.53%	98.95%
CHEMBL255	P29275	Adenosine A2b receptor	88.09%	98.59%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.32%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.23%	97.25%
CHEMBL5028	O14672	ADAM10	83.68%	97.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.60%	92.62%
CHEMBL2535	P11166	Glucose transporter	82.44%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.83%	99.23%

Plants that contains it

• Tabernaemontana eglandulosa

Cross-Links

• PubChem: 11142284
• LOTUS: LTS0219306
• wikiData: Q105033810