(8R,15R)-15-ethyl-8-hydroxy-1,11-diazapentacyclo[9.7.1.02,7.08,19.015,19]nonadeca-2,4,6-triene-10,18-dione

Details

• Internal ID: 92077505-09fd-4fc2-bfa6-b7656a98a9fc
• 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-triene-10,18-dione
• SMILES (Canonical): CCC12CCCN3C14C(CC3=O)(C5=CC=CC=C5N4C(=O)CC2)O
• SMILES (Isomeric): CC[C@]12CCCN3C14[C@@](CC3=O)(C5=CC=CC=C5N4C(=O)CC2)O
• InChI: InChI=1S/C19H22N2O3/c1-2-17-9-5-11-20-16(23)12-18(24)13-6-3-4-7-14(13)21(19(17,18)20)15(22)8-10-17/h3-4,6-7,24H,2,5,8-12H2,1H3/t17-,18-,19?/m1/s1
• InChI Key: LZUIMMLDZPLMRH-PWCSWUJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O₃
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.16304257 g/mol
• Topological Polar Surface Area (TPSA): 60.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 2.13
• 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	+	0.9919	99.19%
Caco-2	+	0.8801	88.01%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7757	77.57%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6322	63.22%
BSEP inhibitior	-	0.5312	53.12%
P-glycoprotein inhibitior	-	0.9336	93.36%
P-glycoprotein substrate	-	0.7119	71.19%
CYP3A4 substrate	+	0.5647	56.47%
CYP2C9 substrate	-	0.8173	81.73%
CYP2D6 substrate	-	0.8025	80.25%
CYP3A4 inhibition	-	0.8488	84.88%
CYP2C9 inhibition	-	0.7790	77.90%
CYP2C19 inhibition	-	0.6798	67.98%
CYP2D6 inhibition	-	0.7888	78.88%
CYP1A2 inhibition	-	0.7611	76.11%
CYP2C8 inhibition	-	0.8867	88.67%
CYP inhibitory promiscuity	-	0.7576	75.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6155	61.55%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.8728	87.28%
Skin irritation	-	0.8228	82.28%
Skin corrosion	-	0.9273	92.73%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4466	44.66%
Micronuclear	+	0.7300	73.00%
Hepatotoxicity	-	0.5518	55.18%
skin sensitisation	-	0.8714	87.14%
Respiratory toxicity	+	0.9000	90.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7220	72.20%
Acute Oral Toxicity (c)	III	0.5916	59.16%
Estrogen receptor binding	+	0.5450	54.50%
Androgen receptor binding	+	0.7174	71.74%
Thyroid receptor binding	-	0.5420	54.20%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.6896	68.96%
PPAR gamma	+	0.7507	75.07%
Honey bee toxicity	-	0.9541	95.41%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	-	0.4191	41.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.18%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.21%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.59%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.91%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	90.40%	89.63%
CHEMBL4208	P20618	Proteasome component C5	90.07%	90.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.76%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	81.57%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.54%	82.69%

Plants that contains it

• Leuconotis griffithii

Cross-Links

• PubChem: 71714599
• LOTUS: LTS0147509
• wikiData: Q105160135