Leptocarpinine

Details

• Internal ID: 7f705146-b69c-4f06-a7e9-ef6a19443f0c
• Taxonomy: Organoheterocyclic compounds > Benzazepines
• IUPAC Name: methyl 6-(6-methyl-8-methylidene-5,9-dihydro-[1,3]dioxolo[4,5-h][2]benzazepin-6-ium-7-yl)-1,3-benzodioxole-5-carboxylate
• InChI: InChI=1S/C22H20NO6/c1-12-4-13-5-17-18(27-10-26-17)6-14(13)9-23(2)21(12)15-7-19-20(29-11-28-19)8-16(15)22(24)25-3/h5-8H,1,4,9-11H2,2-3H3/q+1
• InChI Key: QRIMLFRSYJBUBM-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₀NO₆+
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.12906236 g/mol
• Topological Polar Surface Area (TPSA): 66.20 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 2.67
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• 221347-12-2
• methyl 6-(6-methyl-8-methylidene-5,9-dihydro-[1,3]dioxolo[4,5-h][2]benzazepin-6-ium-7-yl)-1,3-benzodioxole-5-carboxylate
• AKOS040735306

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7954	79.54%
Caco-2	+	0.6651	66.51%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.5950	59.50%
OATP2B1 inhibitior	-	0.8721	87.21%
OATP1B1 inhibitior	+	0.9068	90.68%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7378	73.78%
P-glycoprotein inhibitior	+	0.7779	77.79%
P-glycoprotein substrate	-	0.8215	82.15%
CYP3A4 substrate	+	0.5491	54.91%
CYP2C9 substrate	-	0.8002	80.02%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	+	0.9549	95.49%
CYP2C9 inhibition	-	0.6602	66.02%
CYP2C19 inhibition	+	0.5598	55.98%
CYP2D6 inhibition	-	0.6151	61.51%
CYP1A2 inhibition	-	0.5246	52.46%
CYP2C8 inhibition	-	0.6558	65.58%
CYP inhibitory promiscuity	+	0.8195	81.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.5508	55.08%
Eye corrosion	-	0.9814	98.14%
Eye irritation	-	0.7362	73.62%
Skin irritation	-	0.7718	77.18%
Skin corrosion	-	0.9175	91.75%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6933	69.33%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5763	57.63%
skin sensitisation	-	0.7968	79.68%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5542	55.42%
Acute Oral Toxicity (c)	III	0.5768	57.68%
Estrogen receptor binding	+	0.8734	87.34%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.5728	57.28%
Glucocorticoid receptor binding	+	0.8029	80.29%
Aromatase binding	+	0.5229	52.29%
PPAR gamma	+	0.7594	75.94%
Honey bee toxicity	-	0.8238	82.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.23%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.25%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.79%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.17%	99.17%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.83%	96.21%
CHEMBL4208	P20618	Proteasome component C5	88.71%	90.00%
CHEMBL3401	O75469	Pregnane X receptor	88.38%	94.73%
CHEMBL230	P35354	Cyclooxygenase-2	86.47%	89.63%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	84.95%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.60%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.37%	94.80%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.59%	90.71%

Plants that contains it

• Hypecoum leptocarpum

Cross-Links

• PubChem: 102004608
• LOTUS: LTS0252998
• wikiData: Q105226376