(8R,15R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.02,7.08,19.015,19]nonadeca-2,4,6-trien-18-one

Details

• Internal ID: 6f2b6c41-0102-4a9b-b1b3-09fe54e195e6
• Taxonomy: Alkaloids and derivatives > Rhazinilam alkaloids
• IUPAC Name: (8R,15R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.02,7.08,19.015,19]nonadeca-2,4,6-trien-18-one
• SMILES (Canonical): CCC12CCCN3C14C(CC3)(C5=CC=CC=C5N4C(=O)CC2)O
• SMILES (Isomeric): CC[C@]12CCCN3C14[C@@](CC3)(C5=CC=CC=C5N4C(=O)CC2)O
• InChI: InChI=1S/C19H24N2O2/c1-2-17-9-5-12-20-13-11-18(23)14-6-3-4-7-15(14)21(19(17,18)20)16(22)8-10-17/h3-4,6-7,23H,2,5,8-13H2,1H3/t17-,18-,19?/m1/s1
• InChI Key: DUUKAPWRHRHNBO-PWCSWUJKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂O₂
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.183778013 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 3
• 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	+	0.9962	99.62%
Caco-2	+	0.8972	89.72%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5607	56.07%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9464	94.64%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.4850	48.50%
P-glycoprotein inhibitior	-	0.9501	95.01%
P-glycoprotein substrate	-	0.7575	75.75%
CYP3A4 substrate	+	0.5539	55.39%
CYP2C9 substrate	-	0.8133	81.33%
CYP2D6 substrate	-	0.8185	81.85%
CYP3A4 inhibition	-	0.7582	75.82%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.7299	72.99%
CYP2D6 inhibition	+	0.5777	57.77%
CYP1A2 inhibition	-	0.8569	85.69%
CYP2C8 inhibition	-	0.8888	88.88%
CYP inhibitory promiscuity	-	0.7735	77.35%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6323	63.23%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.7952	79.52%
Skin irritation	-	0.7924	79.24%
Skin corrosion	-	0.9069	90.69%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4074	40.74%
Micronuclear	+	0.6800	68.00%
Hepatotoxicity	-	0.5092	50.92%
skin sensitisation	-	0.8500	85.00%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	1.0000	100.00%
Nephrotoxicity	-	0.7563	75.63%
Acute Oral Toxicity (c)	III	0.5193	51.93%
Estrogen receptor binding	+	0.6882	68.82%
Androgen receptor binding	+	0.6998	69.98%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	-	0.6183	61.83%
Aromatase binding	+	0.6193	61.93%
PPAR gamma	+	0.7278	72.78%
Honey bee toxicity	-	0.9550	95.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.6492	64.92%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.75%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.08%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.37%	86.33%
CHEMBL4208	P20618	Proteasome component C5	91.89%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.65%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.22%	91.11%
CHEMBL230	P35354	Cyclooxygenase-2	84.06%	89.63%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.56%	93.99%

Plants that contains it

• Leuconotis griffithii

Cross-Links

• PubChem: 71712372
• LOTUS: LTS0165721
• wikiData: Q104989440