Limazepine A

Details

• Internal ID: 9095e188-b3e2-4019-b777-e3aca18af81c
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: (6aS)-8-ethyl-4-hydroxy-3-methoxy-6a,7-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-6,11-dione
• InChI: InChI=1S/C15H16N2O4/c1-3-8-6-10-14(19)16-12-9(15(20)17(10)7-8)4-5-11(21-2)13(12)18/h4-5,7,10,18H,3,6H2,1-2H3,(H,16,19)/t10-/m0/s1
• InChI Key: WFFPORSPDSBCLL-JTQLQIEISA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆N₂O₄
• Molecular Weight: 288.30 g/mol
• Exact Mass: 288.11100700 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL559354

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9614	96.14%
Caco-2	+	0.7204	72.04%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6242	62.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9818	98.18%
BSEP inhibitior	-	0.7303	73.03%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.5142	51.42%
CYP3A4 substrate	+	0.6364	63.64%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.8460	84.60%
CYP3A4 inhibition	-	0.5426	54.26%
CYP2C9 inhibition	-	0.7503	75.03%
CYP2C19 inhibition	-	0.7907	79.07%
CYP2D6 inhibition	-	0.8465	84.65%
CYP1A2 inhibition	-	0.7365	73.65%
CYP2C8 inhibition	+	0.4497	44.97%
CYP inhibitory promiscuity	-	0.7888	78.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8140	81.40%
Carcinogenicity (trinary)	Non-required	0.6195	61.95%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.8637	86.37%
Skin irritation	-	0.7736	77.36%
Skin corrosion	-	0.9347	93.47%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6385	63.85%
Micronuclear	+	0.9159	91.59%
Hepatotoxicity	+	0.5149	51.49%
skin sensitisation	-	0.8598	85.98%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6622	66.22%
Acute Oral Toxicity (c)	III	0.6461	64.61%
Estrogen receptor binding	-	0.6034	60.34%
Androgen receptor binding	+	0.5886	58.86%
Thyroid receptor binding	+	0.5497	54.97%
Glucocorticoid receptor binding	+	0.7631	76.31%
Aromatase binding	-	0.6044	60.44%
PPAR gamma	+	0.7037	70.37%
Honey bee toxicity	-	0.9039	90.39%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9349	93.49%

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	99.09%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.57%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.91%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.63%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.21%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.06%	85.14%
CHEMBL4208	P20618	Proteasome component C5	83.58%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.44%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42639334
• LOTUS: LTS0257991
• wikiData: Q77385187