Limazepine F

Details

• Internal ID: f1a9abe0-b691-4a9f-998a-10f807225400
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: (6R,6aS,8E)-8-ethylidene-6-hydroxy-6,6a,7,9-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-one
• SMILES (Canonical): CC=C1CC2C(NC3=CC=CC=C3C(=O)N2C1)O
• SMILES (Isomeric): C/C=C/1\C[C@H]2[C@H](NC3=CC=CC=C3C(=O)N2C1)O
• InChI: InChI=1S/C14H16N2O2/c1-2-9-7-12-13(17)15-11-6-4-3-5-10(11)14(18)16(12)8-9/h2-6,12-13,15,17H,7-8H2,1H3/b9-2+/t12-,13+/m0/s1
• InChI Key: ULQQQQMOGBDJEB-PHVGEZJSSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₆N₂O₂
• Molecular Weight: 244.29 g/mol
• Exact Mass: 244.121177757 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL551652

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	+	0.9263	92.63%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6311	63.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8606	86.06%
OATP1B3 inhibitior	+	0.9418	94.18%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8567	85.67%
BSEP inhibitior	-	0.7651	76.51%
P-glycoprotein inhibitior	-	0.9641	96.41%
P-glycoprotein substrate	-	0.7824	78.24%
CYP3A4 substrate	+	0.5181	51.81%
CYP2C9 substrate	-	0.5860	58.60%
CYP2D6 substrate	-	0.8568	85.68%
CYP3A4 inhibition	-	0.8594	85.94%
CYP2C9 inhibition	-	0.7682	76.82%
CYP2C19 inhibition	-	0.7689	76.89%
CYP2D6 inhibition	-	0.8336	83.36%
CYP1A2 inhibition	-	0.6272	62.72%
CYP2C8 inhibition	-	0.9267	92.67%
CYP inhibitory promiscuity	-	0.7152	71.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6998	69.98%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9439	94.39%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	+	0.5146	51.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.4102	41.02%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	+	0.6803	68.03%
skin sensitisation	-	0.8563	85.63%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.8254	82.54%
Acute Oral Toxicity (c)	III	0.5892	58.92%
Estrogen receptor binding	-	0.7407	74.07%
Androgen receptor binding	-	0.6707	67.07%
Thyroid receptor binding	+	0.5977	59.77%
Glucocorticoid receptor binding	-	0.6084	60.84%
Aromatase binding	-	0.5215	52.15%
PPAR gamma	-	0.5098	50.98%
Honey bee toxicity	-	0.9118	91.18%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9207	92.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.69%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.53%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.39%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.91%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.86%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.43%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL4208	P20618	Proteasome component C5	83.38%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.19%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.55%	97.25%
CHEMBL2535	P11166	Glucose transporter	81.40%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.00%	93.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.56%	95.89%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	80.19%	95.48%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42639503
• LOTUS: LTS0243626
• wikiData: Q75063764