1-[(15S,17R,19R)-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-15-yl]ethanone

Details

• Internal ID: f5818d41-7d14-4426-af7d-046289ccd2a9
• Taxonomy: Alkaloids and derivatives > Eburnan-type alkaloids
• IUPAC Name: 1-[(15S,17R,19R)-17-hydroxy-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18)-tetraen-15-yl]ethanone
• SMILES (Canonical): CC(=O)C12CCCN3C1C4=C(CC3)C5=CC=CC=C5N4C(C2)O
• SMILES (Isomeric): CC(=O)[C@]12CCCN3[C@H]1C4=C(CC3)C5=CC=CC=C5N4[C@@H](C2)O
• InChI: InChI=1S/C19H22N2O2/c1-12(22)19-8-4-9-20-10-7-14-13-5-2-3-6-15(13)21(16(23)11-19)17(14)18(19)20/h2-3,5-6,16,18,23H,4,7-11H2,1H3/t16-,18+,19-/m1/s1
• InChI Key: LOCVFDBBZXICKW-NZSAHSFTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₂
• Molecular Weight: 310.40 g/mol
• Exact Mass: 310.168127949 g/mol
• Topological Polar Surface Area (TPSA): 45.50 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.80
• 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	+	0.9919	99.19%
Caco-2	+	0.8590	85.90%
Blood Brain Barrier	+	0.8129	81.29%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5687	56.87%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9270	92.70%
OATP1B3 inhibitior	+	0.9467	94.67%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	-	0.5362	53.62%
P-glycoprotein inhibitior	-	0.8512	85.12%
P-glycoprotein substrate	-	0.5437	54.37%
CYP3A4 substrate	+	0.6648	66.48%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	+	0.5000	50.00%
CYP3A4 inhibition	+	0.5178	51.78%
CYP2C9 inhibition	-	0.9125	91.25%
CYP2C19 inhibition	-	0.8733	87.33%
CYP2D6 inhibition	+	0.7596	75.96%
CYP1A2 inhibition	-	0.8456	84.56%
CYP2C8 inhibition	-	0.7279	72.79%
CYP inhibitory promiscuity	-	0.7813	78.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6256	62.56%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9945	99.45%
Skin irritation	-	0.7965	79.65%
Skin corrosion	-	0.9344	93.44%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7561	75.61%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5439	54.39%
skin sensitisation	-	0.8718	87.18%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9875	98.75%
Nephrotoxicity	-	0.7900	79.00%
Acute Oral Toxicity (c)	III	0.5304	53.04%
Estrogen receptor binding	-	0.4886	48.86%
Androgen receptor binding	-	0.4919	49.19%
Thyroid receptor binding	+	0.5909	59.09%
Glucocorticoid receptor binding	+	0.6019	60.19%
Aromatase binding	+	0.5810	58.10%
PPAR gamma	-	0.5968	59.68%
Honey bee toxicity	-	0.8882	88.82%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.6696	66.96%

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	97.09%	96.09%
CHEMBL240	Q12809	HERG	96.95%	89.76%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.08%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	93.69%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.68%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.44%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.80%	99.23%
CHEMBL5028	O14672	ADAM10	85.39%	97.50%
CHEMBL2581	P07339	Cathepsin D	84.48%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.87%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.12%	93.03%

Plants that contains it

• Kopsia pauciflora

Cross-Links

• PubChem: 102445440
• LOTUS: LTS0002672
• wikiData: Q105154645