(12-Ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-yl)methanol

Details

• Internal ID: fbe938fc-befb-4a46-bc2c-ac9266134988
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (12-ethylidene-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6,8-tetraen-10-yl)methanol
• SMILES (Canonical): CC=C1CN2CCC34C2CC1C(C3=NC5=CC=CC=C45)CO
• SMILES (Isomeric): CC=C1CN2CCC34C2CC1C(C3=NC5=CC=CC=C45)CO
• InChI: InChI=1S/C19H22N2O/c1-2-12-10-21-8-7-19-15-5-3-4-6-16(15)20-18(19)14(11-22)13(12)9-17(19)21/h2-6,13-14,17,22H,7-11H2,1H3
• InChI Key: PKSXQJQSOYBVHM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂N₂O
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.173213330 g/mol
• Topological Polar Surface Area (TPSA): 35.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 2.67
• 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	+	0.9133	91.33%
Caco-2	+	0.8523	85.23%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4725	47.25%
OATP2B1 inhibitior	-	0.8598	85.98%
OATP1B1 inhibitior	+	0.8994	89.94%
OATP1B3 inhibitior	+	0.9414	94.14%
MATE1 inhibitior	-	0.9467	94.67%
OCT2 inhibitior	+	0.8000	80.00%
BSEP inhibitior	-	0.5244	52.44%
P-glycoprotein inhibitior	-	0.8198	81.98%
P-glycoprotein substrate	-	0.5569	55.69%
CYP3A4 substrate	+	0.5783	57.83%
CYP2C9 substrate	-	0.8067	80.67%
CYP2D6 substrate	+	0.3581	35.81%
CYP3A4 inhibition	-	0.7573	75.73%
CYP2C9 inhibition	-	0.8488	84.88%
CYP2C19 inhibition	-	0.8338	83.38%
CYP2D6 inhibition	-	0.5106	51.06%
CYP1A2 inhibition	-	0.6783	67.83%
CYP2C8 inhibition	+	0.4543	45.43%
CYP inhibitory promiscuity	-	0.8355	83.55%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6883	68.83%
Eye corrosion	-	0.9806	98.06%
Eye irritation	-	0.9919	99.19%
Skin irritation	-	0.7344	73.44%
Skin corrosion	-	0.8422	84.22%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8055	80.55%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.7868	78.68%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5937	59.37%
Acute Oral Toxicity (c)	III	0.6524	65.24%
Estrogen receptor binding	-	0.5970	59.70%
Androgen receptor binding	+	0.7155	71.55%
Thyroid receptor binding	+	0.5293	52.93%
Glucocorticoid receptor binding	-	0.5787	57.87%
Aromatase binding	-	0.6237	62.37%
PPAR gamma	-	0.5455	54.55%
Honey bee toxicity	-	0.9128	91.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8915	89.15%

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	97.61%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.94%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.60%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.50%	98.95%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.96%	95.83%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.34%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.21%	86.33%
CHEMBL5805	Q9NR97	Toll-like receptor 8	80.09%	96.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.03%	82.69%

Plants that contains it

• Portulaca pilosa
• Strychnos ngouniensis

Cross-Links

• PubChem: 163023599
• LOTUS: LTS0037878
• wikiData: Q105150298