methyl (2R)-2-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-2-[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]acetate

Details

• Internal ID: 4e837bd6-6099-4d03-9aac-2756fb002ac5
• Taxonomy: Alkaloids and derivatives > Corynanthean-type alkaloids
• IUPAC Name: methyl (2R)-2-[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]-2-[(1R)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl]acetate
• InChI: InChI=1S/C31H34N4O2/c1-3-18-17-35-15-13-22-20-9-5-6-10-24(20)33-28(22)26(35)16-23(18)27(31(36)37-2)30-29-21(12-14-32-30)19-8-4-7-11-25(19)34-29/h3-11,23,26-27,30,32-34H,12-17H2,1-2H3/b18-3-/t23-,26-,27+,30+/m0/s1
• InChI Key: YONBPFKCTNNLOT-KJXZVAKHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₄N₄O₂
• Molecular Weight: 494.60 g/mol
• Exact Mass: 494.26817634 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 5.19
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9831	98.31%
Caco-2	-	0.6313	63.13%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5266	52.66%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8835	88.35%
OATP1B3 inhibitior	+	0.9347	93.47%
MATE1 inhibitior	-	0.6637	66.37%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9922	99.22%
P-glycoprotein inhibitior	+	0.9626	96.26%
P-glycoprotein substrate	+	0.6635	66.35%
CYP3A4 substrate	+	0.7170	71.70%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3780	37.80%
CYP3A4 inhibition	+	0.5276	52.76%
CYP2C9 inhibition	-	0.6542	65.42%
CYP2C19 inhibition	-	0.8403	84.03%
CYP2D6 inhibition	+	0.6446	64.46%
CYP1A2 inhibition	+	0.6726	67.26%
CYP2C8 inhibition	+	0.5605	56.05%
CYP inhibitory promiscuity	-	0.8456	84.56%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6929	69.29%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9835	98.35%
Skin irritation	-	0.7456	74.56%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9675	96.75%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8571	85.71%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	+	0.5787	57.87%
Acute Oral Toxicity (c)	III	0.5480	54.80%
Estrogen receptor binding	+	0.7940	79.40%
Androgen receptor binding	+	0.7927	79.27%
Thyroid receptor binding	+	0.6602	66.02%
Glucocorticoid receptor binding	+	0.6825	68.25%
Aromatase binding	-	0.6369	63.69%
PPAR gamma	+	0.6816	68.16%
Honey bee toxicity	-	0.7887	78.87%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9426	94.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.89%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.88%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.21%	95.56%
CHEMBL2535	P11166	Glucose transporter	92.74%	98.75%
CHEMBL5028	O14672	ADAM10	90.37%	97.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.23%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.04%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.65%	99.23%
CHEMBL240	Q12809	HERG	83.23%	89.76%
CHEMBL1914	P06276	Butyrylcholinesterase	83.08%	95.00%

Plants that contains it

• Kopsia griffithii

Cross-Links

• PubChem: 9983217
• LOTUS: LTS0006107
• wikiData: Q105351403