Limazepine D

Details

• Internal ID: cf432d5a-5842-4b0c-a613-d83eb02552ec
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: 8-ethyl-4-hydroxy-3-methoxypyrrolo[2,1-c][1,4]benzodiazepin-11-one
• SMILES (Canonical): CCC1=CN2C(=C1)C=NC3=C(C2=O)C=CC(=C3O)OC
• SMILES (Isomeric): CCC1=CN2C(=C1)C=NC3=C(C2=O)C=CC(=C3O)OC
• InChI: InChI=1S/C15H14N2O3/c1-3-9-6-10-7-16-13-11(15(19)17(10)8-9)4-5-12(20-2)14(13)18/h4-8,18H,3H2,1-2H3
• InChI Key: SKMAAAVNEKWJHB-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄N₂O₃
• Molecular Weight: 270.28 g/mol
• Exact Mass: 270.10044231 g/mol
• Topological Polar Surface Area (TPSA): 63.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.12
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEMBL555053

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	+	0.7578	75.78%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7239	72.39%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.9267	92.67%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7840	78.40%
P-glycoprotein inhibitior	-	0.8394	83.94%
P-glycoprotein substrate	-	0.5714	57.14%
CYP3A4 substrate	+	0.5663	56.63%
CYP2C9 substrate	-	0.6150	61.50%
CYP2D6 substrate	-	0.8224	82.24%
CYP3A4 inhibition	-	0.5187	51.87%
CYP2C9 inhibition	-	0.7240	72.40%
CYP2C19 inhibition	-	0.6461	64.61%
CYP2D6 inhibition	-	0.8683	86.83%
CYP1A2 inhibition	+	0.8129	81.29%
CYP2C8 inhibition	+	0.7523	75.23%
CYP inhibitory promiscuity	+	0.5146	51.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9140	91.40%
Carcinogenicity (trinary)	Non-required	0.5856	58.56%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.7533	75.33%
Skin irritation	-	0.8204	82.04%
Skin corrosion	-	0.9537	95.37%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4838	48.38%
Micronuclear	+	0.8718	87.18%
Hepatotoxicity	+	0.7211	72.11%
skin sensitisation	-	0.8943	89.43%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7177	71.77%
Nephrotoxicity	-	0.7677	76.77%
Acute Oral Toxicity (c)	III	0.6036	60.36%
Estrogen receptor binding	+	0.9181	91.81%
Androgen receptor binding	-	0.5543	55.43%
Thyroid receptor binding	+	0.6382	63.82%
Glucocorticoid receptor binding	+	0.9356	93.56%
Aromatase binding	+	0.8226	82.26%
PPAR gamma	+	0.7012	70.12%
Honey bee toxicity	-	0.9084	90.84%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	-	0.4724	47.24%

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	98.37%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.56%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	97.21%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.82%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.64%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.14%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.08%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.14%	89.00%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	88.43%	94.42%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.31%	99.17%
CHEMBL2535	P11166	Glucose transporter	86.36%	98.75%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.22%	93.65%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.20%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.78%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.51%	93.40%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 42639335
• LOTUS: LTS0037654
• wikiData: Q104197382