Lormetazepam

Details

• Internal ID: db3aeb82-18bd-4b82-b71c-947dc6a70149
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-3H-1,4-benzodiazepin-2-one
• SMILES (Canonical): CN1C2=C(C=C(C=C2)Cl)C(=NC(C1=O)O)C3=CC=CC=C3Cl
• SMILES (Isomeric): CN1C2=C(C=C(C=C2)Cl)C(=NC(C1=O)O)C3=CC=CC=C3Cl
• InChI: InChI=1S/C16H12Cl2N2O2/c1-20-13-7-6-9(17)8-11(13)14(19-15(21)16(20)22)10-4-2-3-5-12(10)18/h2-8,15,21H,1H3
• InChI Key: FJIKWRGCXUCUIG-UHFFFAOYSA-N
• Popularity: 1,183 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂Cl₂N₂O₂
• Molecular Weight: 335.20 g/mol
• Exact Mass: 334.0275830 g/mol
• Topological Polar Surface Area (TPSA): 52.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Methyllorazepam
• N-Methyllorazepam
• Noctamid
• Loramet
• 848-75-9
• Lormetazepamum
• Chlorotemazepam
• Ergocalm
• Noctamide
• WY-4082
• Loramet (TN)
• 7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-1-methyl-2H-1,4-benzodiazepin-2-one
• Ro 5-5516
• WY 4082
• 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-1-methyl-2H-1,4-benzodiazepin-2-one
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-1-methyl-
• CHEMBL22097
• GU56C842ZA
• CHEBI:52993
• 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-3H-1,4-benzodiazepin-2-one
• 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-(o-chlorophenyl)-3-hydroxy-1-methyl-
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• Lormetazepamum [INN-Latin]
• (RS)-Lormetazepam
• (+/-)-Lormetazepam
• Lormetazepam [USAN:INN:BAN:JAN]
• EINECS 212-700-5
• BRN 0759821
• UNII-GU56C842ZA
• Dormagen
• Loretam
• DEA No. 2774
• ()-Lorazepam
• (+-)-Lorazepam
• LORMETAZEPAM [MI]
• LORMETAZEPAM [INN]
• LORMETAZEPAM [JAN]
• LORMETAZEPAM [USAN]
• SCHEMBL43267
• LORMETAZEPAM [MART.]
• LORMETAZEPAM [WHO-DD]
• GTPL7553
• Lormetazepam (JAN/USAN/INN)
• DTXSID40862442
• Lormetazepam 0.1 mg/ml in Methanol
• Lormetazepam 1.0 mg/ml in Methanol
• Lormetazepam, 1mg/ml in Acetonitrile
• DB13872
• ZK-65997
• D01657
• Q186257
• 7-Chloro-1,3-dihydro-5-(o-chlorophenyl)-3-hydroxy-1-methyl-2H-1,4-benzodiazepin-2-one
• 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one #

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9796	97.96%
Caco-2	+	0.9572	95.72%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.9429	94.29%
Subcellular localzation	Mitochondria	0.6217	62.17%
OATP2B1 inhibitior	-	0.8058	80.58%
OATP1B1 inhibitior	+	0.8742	87.42%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9114	91.14%
P-glycoprotein inhibitior	-	0.8593	85.93%
P-glycoprotein substrate	-	0.9250	92.50%
CYP3A4 substrate	+	0.7023	70.23%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8636	86.36%
CYP3A4 inhibition	-	0.6014	60.14%
CYP2C9 inhibition	-	0.5454	54.54%
CYP2C19 inhibition	-	0.5615	56.15%
CYP2D6 inhibition	-	0.8910	89.10%
CYP1A2 inhibition	+	0.5916	59.16%
CYP2C8 inhibition	-	0.9903	99.03%
CYP inhibitory promiscuity	-	0.6494	64.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6596	65.96%
Carcinogenicity (trinary)	Non-required	0.6480	64.80%
Eye corrosion	-	0.9886	98.86%
Eye irritation	-	0.9856	98.56%
Skin irritation	-	0.6635	66.35%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7277	72.77%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8640	86.40%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7499	74.99%
Acute Oral Toxicity (c)	III	0.8144	81.44%
Estrogen receptor binding	+	0.9148	91.48%
Androgen receptor binding	+	0.7845	78.45%
Thyroid receptor binding	+	0.6964	69.64%
Glucocorticoid receptor binding	+	0.9328	93.28%
Aromatase binding	+	0.7994	79.94%
PPAR gamma	+	0.9152	91.52%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.8200	82.00%
Fish aquatic toxicity	+	0.8674	86.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.14%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.58%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.33%	98.95%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	91.65%	85.94%
CHEMBL3401	O75469	Pregnane X receptor	89.26%	94.73%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	88.35%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.74%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	84.90%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.68%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.29%	94.00%
CHEMBL4208	P20618	Proteasome component C5	82.38%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.29%	96.00%
CHEMBL2443	P49862	Kallikrein 7	81.04%	94.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.28%	93.65%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.02%	96.67%

Plants that contains it

• Solanum tuberosum
• Triticum aestivum

Cross-Links

• PubChem: 13314
• LOTUS: LTS0113904
• wikiData: Q186257