Limazepine H

Details

• Internal ID: 86c80e3c-faec-4fca-bfb3-4d881e355722
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: (E)-3-[(6aS)-4-hydroxy-3-methyl-6,11-dioxo-6a,7-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-8-yl]prop-2-enamide
• InChI: InChI=1S/C16H15N3O4/c1-8-2-4-10-13(14(8)21)18-15(22)11-6-9(3-5-12(17)20)7-19(11)16(10)23/h2-5,7,11,21H,6H2,1H3,(H2,17,20)(H,18,22)/b5-3+/t11-/m0/s1
• InChI Key: LSRUDYJGIJLCSO-TZNOJPMFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₅N₃O₄
• Molecular Weight: 313.31 g/mol
• Exact Mass: 313.10625597 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.79
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9800	98.00%
Caco-2	+	0.5226	52.26%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7081	70.81%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9635	96.35%
BSEP inhibitior	-	0.8453	84.53%
P-glycoprotein inhibitior	-	0.9110	91.10%
P-glycoprotein substrate	+	0.5152	51.52%
CYP3A4 substrate	+	0.6266	62.66%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	-	0.8762	87.62%
CYP3A4 inhibition	-	0.8941	89.41%
CYP2C9 inhibition	-	0.6620	66.20%
CYP2C19 inhibition	-	0.7584	75.84%
CYP2D6 inhibition	-	0.8134	81.34%
CYP1A2 inhibition	-	0.6597	65.97%
CYP2C8 inhibition	-	0.5991	59.91%
CYP inhibitory promiscuity	-	0.8230	82.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.6148	61.48%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.9901	99.01%
Skin irritation	-	0.7950	79.50%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8270	82.70%
Micronuclear	+	0.9100	91.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.8658	86.58%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.8378	83.78%
Acute Oral Toxicity (c)	III	0.6123	61.23%
Estrogen receptor binding	+	0.6444	64.44%
Androgen receptor binding	+	0.7369	73.69%
Thyroid receptor binding	-	0.5677	56.77%
Glucocorticoid receptor binding	+	0.8554	85.54%
Aromatase binding	+	0.6001	60.01%
PPAR gamma	+	0.5381	53.81%
Honey bee toxicity	-	0.9369	93.69%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8658	86.58%

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	97.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.90%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.53%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.10%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.81%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	86.39%	90.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.38%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.00%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.30%	93.03%
CHEMBL4208	P20618	Proteasome component C5	81.84%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.60%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102449830
• LOTUS: LTS0028427
• wikiData: Q105156739