Delorazepam

Details

• Internal ID: 7d8b6698-4a2a-4d53-a3e3-8b6a25aea753
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one
• SMILES (Canonical): C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3Cl
• SMILES (Isomeric): C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3Cl
• InChI: InChI=1S/C15H10Cl2N2O/c16-9-5-6-13-11(7-9)15(18-8-14(20)19-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,19,20)
• InChI Key: CHIFCDOIPRCHCF-UHFFFAOYSA-N
• Popularity: 222 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₀Cl₂N₂O
• Molecular Weight: 305.20 g/mol
• Exact Mass: 304.0170183 g/mol
• Topological Polar Surface Area (TPSA): 41.50 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.78
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2894-67-9
• Chlordemethyldiazepam
• B1, Benzodiazepine
• Delorazepam [INN]
• Cl-DMDZ
• Clordesmetildiazepam
• EN [Anticonvulsant]
• Dadumir
• Ro 5-3027
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-
• 7-chloro-5-(2-chloro-phenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• NSC 169895
• RV-12165
• NSC-169895
• 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-1,4-benzodiazepin-2-one
• CHEMBL268254
• 1,3-Dihydro-7-chloro-5-(o-chlorophenyl)-2H-1,4-benzodiazepin-2-one
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-
• 7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• Delorazepam (INN)
• O91W32476G
• 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• 2H-1,4-BENZODIAZEPIN-2-ONE, 1,3-DIHYDRO-7-CHLORO-5-(2-CHLOROPHENYL)-
• 2-Chloronordiazepam
• 2'-chloronordiazepam
• Delorazepamum
• Delorazepamum [INN-Latin]
• Clordesmetildiazepam [Spanish]
• EINECS 220-771-9
• BRN 0754062
• DEA No. 2754
• UNII-O91W32476G
• Dadumir (TN)
• Cambridge id 6782587
• DELORAZEPAM [MART.]
• Oprea1_689003
• DELORAZEPAM [WHO-DD]
• 5-24-04-00331 (Beilstein Handbook Reference)
• SCHEMBL157332
• O-CHLORODESMETHYLDIAZEPAM
• delorazepam--dea schedule iv item
• DTXSID70183137
• CHEBI:135295
• Delorazepam 0.1 mg/ml in Methanol
• Delorazepam, 1mg/ml in Acetonitrile
• BDBM50026858
• NSC169895
• AKOS002312613
• AKOS005749640
• DB01511
• WLN: T67 GMV JN IHJ CG KR BG
• AC-15739
• D07784
• AB00119043-01
• SR-01000243030
• 2H-1, 1,3-dihydro-7-chloro-5-(2-chlorophenyl)-
• 2H-1, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-
• 2H-1, 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-
• Q3705147
• SR-01000243030-1
• W-107017
• 7-chloro-5-(2-chlorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one
• (E)-7-chloro-5-(2-chlorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one
• 1,3-dihydro-7-chloro-5-(2-chlorophenyl)-2H-1,4-benzodiazepin-2-one
• 7-chloro-5-(2'-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• 7-Chloro-5-(2-chloro-phenyl)-1,3-dihydro-benzo[e][1,4]diazepin-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.9154	91.54%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.8857	88.57%
Subcellular localzation	Mitochondria	0.5807	58.07%
OATP2B1 inhibitior	-	0.8239	82.39%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9426	94.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.9163	91.63%
P-glycoprotein inhibitior	-	0.9389	93.89%
P-glycoprotein substrate	-	0.9479	94.79%
CYP3A4 substrate	+	0.7684	76.84%
CYP2C9 substrate	-	0.6481	64.81%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.7519	75.19%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.7114	71.14%
CYP2D6 inhibition	-	0.7822	78.22%
CYP1A2 inhibition	+	0.9347	93.47%
CYP2C8 inhibition	-	0.9906	99.06%
CYP inhibitory promiscuity	+	0.6921	69.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6210	62.10%
Carcinogenicity (trinary)	Non-required	0.7598	75.98%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9280	92.80%
Skin irritation	-	0.6830	68.30%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7817	78.17%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8487	84.87%
Respiratory toxicity	+	0.9333	93.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7690	76.90%
Acute Oral Toxicity (c)	III	0.7857	78.57%
Estrogen receptor binding	+	0.8994	89.94%
Androgen receptor binding	+	0.8510	85.10%
Thyroid receptor binding	+	0.8156	81.56%
Glucocorticoid receptor binding	+	0.9345	93.45%
Aromatase binding	+	0.9276	92.76%
PPAR gamma	+	0.9575	95.75%
Honey bee toxicity	-	0.9173	91.73%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.7600	76.00%
Fish aquatic toxicity	+	0.7503	75.03%

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	94.49%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	93.87%	94.75%
CHEMBL3524	P56524	Histone deacetylase 4	93.50%	92.97%
CHEMBL240	Q12809	HERG	92.42%	89.76%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.04%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.17%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.69%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.39%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	88.37%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.48%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.23%	94.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	86.54%	85.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	86.04%	96.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	85.67%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	85.38%	89.63%
CHEMBL6007	O75762	Transient receptor potential cation channel subfamily A member 1	84.91%	92.17%
CHEMBL4208	P20618	Proteasome component C5	84.65%	90.00%
CHEMBL5957	P21589	5'-nucleotidase	84.61%	97.78%
CHEMBL2954	P25774	Cathepsin S	83.57%	95.60%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	82.62%	92.67%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.57%	95.48%
CHEMBL2820	P03951	Coagulation factor XI	80.51%	95.29%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.16%	93.03%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.07%	96.00%
CHEMBL1907599	P05556	Integrin alpha-4/beta-1	80.02%	92.86%

Plants that contains it

• Artemisia dracunculus
• Solanum tuberosum

Cross-Links

• PubChem: 17925
• LOTUS: LTS0244452
• wikiData: Q3705147