(4aR,5aS,8aR,13aS,15aR,15bR)-15-[(2S,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-2,4a,5,5a,7,8,13a,15a,15b,16-decahydro4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline

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Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	07183db0-c427-421c-a0a9-e154aac63ac1
Taxonomy	Alkaloids and derivatives > Strychnos alkaloids
IUPAC Name	(4aR,5aS,8aR,13aS,15aR,15bR)-15-[(2S,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-2,4a,5,5a,7,8,13a,15a,15b,16-decahydro4,6-methanoindolo[3,2,1-ij]oxepino[2,3,4-de]pyrrolo[2,3-h]quinoline
SMILES (Canonical)	CC=C1CN2CCC3=C(C2CC1C4=CN5C6C7C4OCC=C8C7CC9C6(CCN9C8)C1=CC=CC=C15)NC1=CC=CC=C31
SMILES (Isomeric)	C/C=C/1\CN2CCC3=C([C@@H]2C[C@@H]1C4=CN5[C@H]6[C@@H]7[C@H]4OCC=C8[C@@H]7C[C@H]9[C@@]6(CCN9C8)C1=CC=CC=C15)NC1=CC=CC=C31
InChI	InChI=1S/C38H40N4O/c1-2-22-19-40-14-11-25-24-7-3-5-9-30(24)39-35(25)32(40)17-26(22)28-21-42-31-10-6-4-8-29(31)38-13-15-41-20-23-12-16-43-36(28)34(37(38)42)27(23)18-33(38)41/h2-10,12,21,26-27,32-34,36-37,39H,11,13-20H2,1H3/b22-2+/t26-,27-,32-,33-,34-,36-,37-,38+/m0/s1
InChI Key	PTRWWFKHWVYDOM-WWRUORRXSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₈H₄₀N₄O
Molecular Weight	568.70 g/mol
Exact Mass	568.32021191 g/mol
Topological Polar Surface Area (TPSA)	34.70 Å²
XlogP	4.00
Atomic LogP (AlogP)	6.11
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	1

Synonyms

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There are no found synonyms.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	-	0.6867	68.67%
Blood Brain Barrier	+	0.9379	93.79%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5074	50.74%
OATP2B1 inhibitior	-	0.5683	56.83%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9393	93.93%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	1.0000	100.00%
P-glycoprotein inhibitior	+	0.9516	95.16%
P-glycoprotein substrate	+	0.7191	71.91%
CYP3A4 substrate	+	0.7259	72.59%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.4276	42.76%
CYP3A4 inhibition	+	0.6147	61.47%
CYP2C9 inhibition	-	0.7066	70.66%
CYP2C19 inhibition	-	0.7005	70.05%
CYP2D6 inhibition	-	0.6749	67.49%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.7951	79.51%
CYP inhibitory promiscuity	+	0.7449	74.49%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6446	64.46%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9557	95.57%
Skin irritation	-	0.7475	74.75%
Skin corrosion	-	0.9148	91.48%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9669	96.69%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8311	83.11%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.4505	45.05%
Acute Oral Toxicity (c)	III	0.5378	53.78%
Estrogen receptor binding	+	0.8649	86.49%
Androgen receptor binding	+	0.7440	74.40%
Thyroid receptor binding	+	0.5953	59.53%
Glucocorticoid receptor binding	+	0.7475	74.75%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7402	74.02%
Honey bee toxicity	-	0.7069	70.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9781	97.81%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	99.83%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.95%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.29%	94.45%
CHEMBL1914	P06276	Butyrylcholinesterase	97.08%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.81%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.23%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.11%	93.40%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	93.26%	95.17%
CHEMBL4302	P08183	P-glycoprotein 1	92.00%	92.98%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	89.89%	94.62%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.69%	94.08%
CHEMBL3227	P41594	Metabotropic glutamate receptor 5	89.12%	96.42%
CHEMBL3155	P34969	Serotonin 7 (5-HT7) receptor	88.97%	90.71%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	86.97%	85.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.64%	91.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.15%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL5028	O14672	ADAM10	84.51%	97.50%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	83.56%	96.39%
CHEMBL3310	Q96DB2	Histone deacetylase 11	83.44%	88.56%
CHEMBL2581	P07339	Cathepsin D	82.42%	98.95%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.94%	95.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.87%	86.33%
CHEMBL4599	Q07912	Tyrosine kinase non-receptor protein 2	81.65%	94.29%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.41%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.34%	97.25%
CHEMBL217	P14416	Dopamine D2 receptor	81.04%	95.62%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	80.89%	91.65%
CHEMBL238	Q01959	Dopamine transporter	80.65%	95.88%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	80.57%	90.24%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	80.18%	82.38%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Strychnos chrysophylla

Strychnos longicaudata