1-[(9S,10S,11R,12Z,17S)-12-ethylidene-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-8-yl]ethanone

Details

• Internal ID: 84791f90-3908-4b30-a4f5-43881ea4115a
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: 1-[(9S,10S,11R,12Z,17S)-12-ethylidene-10-(hydroxymethyl)-8,14-diazapentacyclo[9.5.2.01,9.02,7.014,17]octadeca-2,4,6-trien-8-yl]ethanone
• SMILES (Canonical): CC=C1CN2CCC34C2CC1C(C3N(C5=CC=CC=C45)C(=O)C)CO
• SMILES (Isomeric): C/C=C/1\CN2CCC34[C@@H]2C[C@@H]1[C@@H]([C@@H]3N(C5=CC=CC=C45)C(=O)C)CO
• InChI: InChI=1S/C21H26N2O2/c1-3-14-11-22-9-8-21-17-6-4-5-7-18(17)23(13(2)25)20(21)16(12-24)15(14)10-19(21)22/h3-7,15-16,19-20,24H,8-12H2,1-2H3/b14-3+/t15-,16-,19-,20-,21?/m0/s1
• InChI Key: IJTKEUDLEABZCZ-GGDXWIFGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆N₂O₂
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.199428076 g/mol
• Topological Polar Surface Area (TPSA): 43.80 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.32
• 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	+	0.9543	95.43%
Caco-2	+	0.8861	88.61%
Blood Brain Barrier	+	0.9750	97.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6199	61.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9041	90.41%
OATP1B3 inhibitior	+	0.9433	94.33%
MATE1 inhibitior	-	0.7703	77.03%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.5845	58.45%
P-glycoprotein inhibitior	-	0.7445	74.45%
P-glycoprotein substrate	+	0.5687	56.87%
CYP3A4 substrate	+	0.5847	58.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7029	70.29%
CYP3A4 inhibition	-	0.7930	79.30%
CYP2C9 inhibition	-	0.7989	79.89%
CYP2C19 inhibition	-	0.7950	79.50%
CYP2D6 inhibition	-	0.6622	66.22%
CYP1A2 inhibition	-	0.7781	77.81%
CYP2C8 inhibition	-	0.6498	64.98%
CYP inhibitory promiscuity	-	0.7646	76.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6819	68.19%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9858	98.58%
Skin irritation	-	0.7803	78.03%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7716	77.16%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5053	50.53%
skin sensitisation	-	0.8284	82.84%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.6112	61.12%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.5905	59.05%
Androgen receptor binding	+	0.6661	66.61%
Thyroid receptor binding	-	0.5208	52.08%
Glucocorticoid receptor binding	-	0.4811	48.11%
Aromatase binding	-	0.6212	62.12%
PPAR gamma	-	0.5499	54.99%
Honey bee toxicity	-	0.8728	87.28%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9163	91.63%

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	99.02%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.11%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.99%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.27%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.68%	91.11%
CHEMBL5028	O14672	ADAM10	83.66%	97.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.63%	97.25%
CHEMBL4208	P20618	Proteasome component C5	83.07%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.30%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.47%	92.86%

Plants that contains it

• Strychnos henningsii
• Strychnos kasengaensis
• Strychnos variabilis

Cross-Links

• PubChem: 101297638
• LOTUS: LTS0006352
• wikiData: Q105193165