methyl (1R,12R,19S)-12-ethyl-15-oxo-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate

Details

• Internal ID: 26374bb9-6b98-468f-bf94-87d73667cc08
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: methyl (1R,12R,19S)-12-ethyl-15-oxo-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,9,13-pentaene-10-carboxylate
• SMILES (Canonical): CCC12CC(=C3C4(C1N(CC4)C(=O)C=C2)C5=CC=CC=C5N3)C(=O)OC
• SMILES (Isomeric): CC[C@]12CC(=C3[C@@]4([C@H]1N(CC4)C(=O)C=C2)C5=CC=CC=C5N3)C(=O)OC
• InChI: InChI=1S/C21H22N2O3/c1-3-20-9-8-16(24)23-11-10-21(19(20)23)14-6-4-5-7-15(14)22-17(21)13(12-20)18(25)26-2/h4-9,19,22H,3,10-12H2,1-2H3/t19-,20-,21-/m0/s1
• InChI Key: GQTPVPFEACGBJK-ACRUOGEOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂N₂O₃
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.16304257 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 4
• 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	+	0.9797	97.97%
Caco-2	+	0.7151	71.51%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8513	85.13%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.8715	87.15%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5822	58.22%
BSEP inhibitior	+	0.8863	88.63%
P-glycoprotein inhibitior	-	0.6963	69.63%
P-glycoprotein substrate	+	0.6471	64.71%
CYP3A4 substrate	+	0.6814	68.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8640	86.40%
CYP3A4 inhibition	+	0.5883	58.83%
CYP2C9 inhibition	-	0.5367	53.67%
CYP2C19 inhibition	-	0.5720	57.20%
CYP2D6 inhibition	-	0.7215	72.15%
CYP1A2 inhibition	-	0.5411	54.11%
CYP2C8 inhibition	-	0.5736	57.36%
CYP inhibitory promiscuity	+	0.6783	67.83%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9962	99.62%
Skin irritation	-	0.7854	78.54%
Skin corrosion	-	0.9285	92.85%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3759	37.59%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5020	50.20%
skin sensitisation	-	0.8486	84.86%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5186	51.86%
Acute Oral Toxicity (c)	III	0.5652	56.52%
Estrogen receptor binding	+	0.5918	59.18%
Androgen receptor binding	+	0.6636	66.36%
Thyroid receptor binding	-	0.4873	48.73%
Glucocorticoid receptor binding	+	0.7211	72.11%
Aromatase binding	-	0.5841	58.41%
PPAR gamma	+	0.6629	66.29%
Honey bee toxicity	-	0.9376	93.76%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	98.34%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.92%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.77%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	94.46%	90.17%
CHEMBL4208	P20618	Proteasome component C5	94.33%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.37%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.88%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	89.49%	89.63%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.31%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.82%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.59%	94.45%
CHEMBL3524	P56524	Histone deacetylase 4	87.30%	92.97%
CHEMBL255	P29275	Adenosine A2b receptor	87.13%	98.59%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.27%	97.25%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.04%	93.03%
CHEMBL240	Q12809	HERG	85.37%	89.76%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.82%	99.23%
CHEMBL5028	O14672	ADAM10	83.41%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.20%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.95%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.41%	94.00%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	80.68%	92.67%

Plants that contains it

• Amsonia elliptica
• Tabernaemontana coffeoides
• Tabernaemontana cymosa
• Tabernaemontana grandiflora

Cross-Links

• PubChem: 10915101
• LOTUS: LTS0165875
• wikiData: Q105015571