1-[(1R,9R,12S,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6-trien-8-yl]propan-1-one

Details

• Internal ID: ab435be7-7319-4cc6-aa1c-0c6c97a0183c
• Taxonomy: Alkaloids and derivatives > Aspidospermatan-type alkaloids
• IUPAC Name: 1-[(1R,9R,12S,19S)-12-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6-trien-8-yl]propan-1-one
• InChI: InChI=1S/C22H30N2O/c1-3-19(25)24-17-9-6-5-8-16(17)22-13-15-23-14-7-11-21(4-2,20(22)23)12-10-18(22)24/h5-6,8-9,18,20H,3-4,7,10-15H2,1-2H3/t18-,20+,21+,22-/m1/s1
• InChI Key: ZVJUOTFDVKNXIK-RYFAJOAYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀N₂O
• Molecular Weight: 338.50 g/mol
• Exact Mass: 338.235813585 g/mol
• Topological Polar Surface Area (TPSA): 23.60 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.11
• H-Bond Acceptor: 2
• 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	+	0.9896	98.96%
Caco-2	+	0.8696	86.96%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5107	51.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7758	77.58%
P-glycoprotein inhibitior	-	0.6350	63.50%
P-glycoprotein substrate	+	0.6139	61.39%
CYP3A4 substrate	+	0.5594	55.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3994	39.94%
CYP3A4 inhibition	+	0.6156	61.56%
CYP2C9 inhibition	-	0.9164	91.64%
CYP2C19 inhibition	-	0.7169	71.69%
CYP2D6 inhibition	+	0.5910	59.10%
CYP1A2 inhibition	-	0.8731	87.31%
CYP2C8 inhibition	-	0.6853	68.53%
CYP inhibitory promiscuity	-	0.5745	57.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7299	72.99%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9927	99.27%
Skin irritation	-	0.8152	81.52%
Skin corrosion	-	0.8983	89.83%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7805	78.05%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8398	83.98%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8280	82.80%
Acute Oral Toxicity (c)	II	0.4898	48.98%
Estrogen receptor binding	+	0.7527	75.27%
Androgen receptor binding	+	0.6887	68.87%
Thyroid receptor binding	+	0.5688	56.88%
Glucocorticoid receptor binding	+	0.6132	61.32%
Aromatase binding	-	0.5149	51.49%
PPAR gamma	+	0.5841	58.41%
Honey bee toxicity	-	0.9597	95.97%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7814	78.14%

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	97.55%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.83%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.78%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.24%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.98%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.21%	98.95%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.44%	90.24%
CHEMBL5028	O14672	ADAM10	84.26%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.21%	93.03%
CHEMBL4208	P20618	Proteasome component C5	83.56%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.80%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.77%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.35%	94.45%

Plants that contains it

• Aspidosperma discolor

Cross-Links

• PubChem: 162911876
• LOTUS: LTS0062113
• wikiData: Q105384344