CID 163190000

Details

• Internal ID: 4304e266-4ddf-49b8-aa39-cf3e1f2a594f
• Taxonomy: Alkaloids and derivatives > Strychnos alkaloids
• IUPAC Name: (4aR,5aS,8aR,13aS,15aS,15bR)-4a,5,5a,7,8,13a,15,15a,15b,16-decahydro-2H-4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinolin-14-one
• SMILES (Canonical): C1CN2CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=CC=CC=C75.C1CN2CC3=CCOC4CC(=O)N5C6C4C3CC2C61C7=CC=CC=C75
• SMILES (Isomeric): C1CN2CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75.C1CN2CC3=CCO[C@H]4CC(=O)N5[C@H]6[C@H]4[C@H]3C[C@H]2[C@@]61C7=CC=CC=C75
• InChI: InChI=1S/2C21H22N2O2/c2*24-18-10-16-19-13-9-17-21(6-7-22(17)11-12(13)5-8-25-16)14-3-1-2-4-15(14)23(18)20(19)21/h2*1-5,13,16-17,19-20H,6-11H2/t2*13-,16-,17-,19-,20-,21+/m00/s1
• InChI Key: GTRCTFIFSLYKHF-JELCRSPPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₄₄N₄O₄
• Molecular Weight: 668.80 g/mol
• Exact Mass: 668.33625590 g/mol
• Topological Polar Surface Area (TPSA): 65.60 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9867	98.67%
Caco-2	+	0.7074	70.74%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7870	78.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9416	94.16%
OATP1B3 inhibitior	+	0.9442	94.42%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.9244	92.44%
P-glycoprotein inhibitior	+	0.8327	83.27%
P-glycoprotein substrate	-	0.5430	54.30%
CYP3A4 substrate	+	0.6247	62.47%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	+	0.3831	38.31%
CYP3A4 inhibition	-	0.7853	78.53%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.9145	91.45%
CYP2D6 inhibition	-	0.9517	95.17%
CYP1A2 inhibition	-	0.8739	87.39%
CYP2C8 inhibition	+	0.4444	44.44%
CYP inhibitory promiscuity	-	0.8611	86.11%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5319	53.19%
Eye corrosion	-	0.9831	98.31%
Eye irritation	-	0.9446	94.46%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8497	84.97%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8490	84.90%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.8058	80.58%
Acute Oral Toxicity (c)	I	0.5978	59.78%
Estrogen receptor binding	+	0.7358	73.58%
Androgen receptor binding	+	0.7656	76.56%
Thyroid receptor binding	-	0.5696	56.96%
Glucocorticoid receptor binding	-	0.5942	59.42%
Aromatase binding	-	0.5853	58.53%
PPAR gamma	+	0.6195	61.95%
Honey bee toxicity	-	0.7996	79.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9383	93.83%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2363052	P23415	Glycine receptor (alpha-1/beta)	58 nM	IC50	via Super-PRED
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	23 nM	Ki	via Super-PRED
CHEMBL4523253	P59540	Taste receptor type 2 member 46	690 nM	EC50	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.41%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.89%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.61%	94.62%
CHEMBL1914	P06276	Butyrylcholinesterase	89.14%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.73%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	87.95%	95.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.68%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.66%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.50%	97.14%
CHEMBL238	Q01959	Dopamine transporter	83.65%	95.88%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.03%	94.08%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.73%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.62%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	81.58%	93.40%
CHEMBL3384	Q16512	Protein kinase N1	81.37%	80.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.06%	94.00%

Plants that contains it

• Strychnos axillaris
• Strychnos icaja
• Strychnos ignatii
• Strychnos lucida
• Strychnos nux-vomica
• Strychnos wallichiana

Cross-Links

• PubChem: 163190000
• LOTUS: LTS0142851
• wikiData: Q104250210