(1S,12S,14S,19R)-14-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,8-tetraen-14-ol

Details

• Internal ID: b52a37eb-8d80-4f33-af15-5e05b5505536
• Taxonomy: Alkaloids and derivatives > Plumeran-type alkaloids
• IUPAC Name: (1S,12S,14S,19R)-14-ethyl-8,16-diazapentacyclo[10.6.1.01,9.02,7.016,19]nonadeca-2,4,6,8-tetraen-14-ol
• SMILES (Canonical): CCC1(CC2CCC3=NC4=CC=CC=C4C35C2N(C1)CC5)O
• SMILES (Isomeric): CC[C@@]1(C[C@@H]2CCC3=NC4=CC=CC=C4[C@@]35[C@@H]2N(C1)CC5)O
• InChI: InChI=1S/C19H24N2O/c1-2-18(22)11-13-7-8-16-19(9-10-21(12-18)17(13)19)14-5-3-4-6-15(14)20-16/h3-6,13,17,22H,2,7-12H2,1H3/t13-,17+,18-,19+/m0/s1
• InChI Key: ZHGOHUWWESNYKG-NUDXDXSLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.40 g/mol
• Exact Mass: 296.188863393 g/mol
• Topological Polar Surface Area (TPSA): 35.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 3.04
• 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	+	0.9869	98.69%
Caco-2	+	0.8874	88.74%
Blood Brain Barrier	+	0.8879	88.79%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4987	49.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9262	92.62%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	+	0.6530	65.30%
P-glycoprotein inhibitior	-	0.8710	87.10%
P-glycoprotein substrate	+	0.6330	63.30%
CYP3A4 substrate	+	0.6032	60.32%
CYP2C9 substrate	-	0.8070	80.70%
CYP2D6 substrate	+	0.4253	42.53%
CYP3A4 inhibition	-	0.7505	75.05%
CYP2C9 inhibition	-	0.8958	89.58%
CYP2C19 inhibition	-	0.8923	89.23%
CYP2D6 inhibition	+	0.7051	70.51%
CYP1A2 inhibition	-	0.7990	79.90%
CYP2C8 inhibition	+	0.4832	48.32%
CYP inhibitory promiscuity	-	0.7958	79.58%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6830	68.30%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9907	99.07%
Skin irritation	-	0.7482	74.82%
Skin corrosion	-	0.8213	82.13%
Ames mutagenesis	-	0.6607	66.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.8323	83.23%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6105	61.05%
skin sensitisation	-	0.8127	81.27%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.7747	77.47%
Acute Oral Toxicity (c)	III	0.5965	59.65%
Estrogen receptor binding	+	0.7355	73.55%
Androgen receptor binding	+	0.5947	59.47%
Thyroid receptor binding	+	0.5970	59.70%
Glucocorticoid receptor binding	-	0.5431	54.31%
Aromatase binding	+	0.5424	54.24%
PPAR gamma	+	0.5399	53.99%
Honey bee toxicity	-	0.9168	91.68%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	-	0.5745	57.45%

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	97.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.15%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.30%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.89%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.81%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.73%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.12%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.85%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.92%	95.56%
CHEMBL5028	O14672	ADAM10	80.14%	97.50%

Plants that contains it

• Tabernaemontana bovina
• Tabernaemontana eglandulosa

Cross-Links

• PubChem: 163090373
• LOTUS: LTS0069412
• wikiData: Q105375720