Nordazepam

Details

• Internal ID: 1f1e68fb-edb1-4bab-876e-76538ae14f56
• Taxonomy: Organoheterocyclic compounds > Benzodiazepines > 1,4-benzodiazepines
• IUPAC Name: 7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
• SMILES (Canonical): C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3
• SMILES (Isomeric): C1C(=O)NC2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3
• InChI: InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
• InChI Key: AKPLHCDWDRPJGD-UHFFFAOYSA-N
• Popularity: 1,470 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₁ClN₂O
• Molecular Weight: 270.71 g/mol
• Exact Mass: 270.0559907 g/mol
• Topological Polar Surface Area (TPSA): 41.50 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.13
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Nordiazepam
• desmethyldiazepam
• Norprazepam
• 1088-11-5
• N-Desmethyldiazepam
• N-Demethyldiazepam
• N-Deoxydemoxepam
• Madar
• 1-Demethyldiazepam
• N1-Desmethyldiazepam
• Demethyldiazepam
• Stilny
• Praxadium
• Demadar
• Nordazepamum
• Nordazepam CIV
• 7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one
• N-Descyclopropylmethylprazepam
• 7-chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
• DTXSID2049000
• 7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
• NSC-46078
• NSC-631619
• Ro 52180
• 67220MCM01
• DTXCID3028926
• CHEBI:111762
• Deoxydemoxepam
• 7-Chloro-1,3-dihydro-5-phenyl-(2H)-1,4-benzodiazepin-2-one
• N-Destrifluoroethylhalazepam
• N-Descyclopropylmethyl-Prazepam
• N Destrifluoroethylhalazepam
• N Descyclopropylmethylprazepam
• N Descyclopropylmethyl Prazepam
• Ro 5 2180
• 7-chloro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• RefChem:854713
• N05BA16
• 214-123-4
• Calmday
• DMDZ
• Ro 5-2180
• N-Deoxydemoxapam
• Nordazepam [INN]
• A 101
• A101
• 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl-
• NSC 46078
• CHEMBL523
• NDZ
• Vegesan
• 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-phenyl-
• Nordazepam (INN)
• NSC631619
• NDD
• NCGC00168263-01
• Nordaz
• 7-Chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one
• Lomax
• Sopax
• 7-Chloro-5-phenyl-3H-1,4-benzodiazepin-2-one
• Desmethyldiazepam (Nordazepam)
• 7-chloro-5-phenyl-1H-benzo[e][1,4]diazepin-2(3H)-one
• Nordazepam (1.0 mg/mL in Methanol)
• Nordazepamum [INN-Latin]
• Desmethyl Diazepam
• CCRIS 9181
• EINECS 214-123-4
• BRN 0751823
• Desoxydemoxepam
• DEA No. 2838
• Demethyldiazepam;
• 7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (Nordazepam)
• UNII-67220MCM01
• Calmday (TN)
• 7-Chlor-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-on
• Diazepam-M N-desmethyl
• NORDAZEPAM [MI]
• ChemDiv1_028362
• NORDAZEPAM [MART.]
• MixCom6_000554
• NORDAZEPAM [WHO-DD]
• Oprea1_578139
• SCHEMBL78453
• 5-24-04-00291 (Beilstein Handbook Reference)
• MLS001173623
• DivK1c_000979
• SCHEMBL4820771
• NORDAZEPAM CIV [USP-RS]
• SCHEMBL26104098
• SCHEMBL29354494
• HMS503C19
• HMS667J04
• KBio1_000979
• NINDS_000979
• HMS2272B05
• NSC46078
• Tox21_113493
• BDBM50027835
• STK560158
• Desmethyldiazepam, analytical standard
• WLN: T67 GMV JN IHJ CG KR
• AKOS000636746
• AKOS005486646
• DB14028
• IDI1_000979
• DIAZEPAM IMPURITY A [EP IMPURITY]
• SMR000238153
• CAS-1088-11-5
• 2H-1, 1,3-dihydro-7-chloro-5-phenyl-
• 2H-1, 7-chloro-1,3-dihydro-5-phenyl-
• DB-040846
• 5-phenyl-7-chloro-1,4-benzodiazepin-2-one
• NS00007814
• 7-chloro-5-phenyl-3H-1,4-benzodiazepin-2-ol
• C07486
• D08283
• Nordazepam (Nordiazepam) 0.1 mg/ml in Methanol
• Nordazepam (Nordiazepam) 1.0 mg/ml in Methanol
• Desmethyldiazepam (Nordazepam), 1mg/ml in Methanol
• Q3180288
• DIPOTASSIUM CLORAZEPATE IMPURITY B [EP IMPURITY]
• 7-chloro-5-phenyl-1,3-dihydro-[1,4]benzodiazepin-2-one
• 7-chloro-1,3 -dihydro-5-phenyl-2H-1,4-benzodiazepine-2-one
• 7-chloro-2,3-dihydro-5-phenyl-1H-1,4-benzodiazepin-2-one
• 7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one #
• 7-Chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one( am)
• 7-Chloro-5-phenyl-2-oxo-2,3-dihydro-1H-benzo[f]-1,4-diazepine
• 7-Chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one(nordiazepam)
• 7-Chloro-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one(desmethyldiazepam)

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	+	0.9312	93.12%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	+	0.9286	92.86%
Subcellular localzation	Mitochondria	0.5452	54.52%
OATP2B1 inhibitior	-	0.8014	80.14%
OATP1B1 inhibitior	+	0.9498	94.98%
OATP1B3 inhibitior	+	0.9435	94.35%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9307	93.07%
P-glycoprotein inhibitior	-	0.9218	92.18%
P-glycoprotein substrate	-	0.9436	94.36%
CYP3A4 substrate	+	0.7592	75.92%
CYP2C9 substrate	-	0.6481	64.81%
CYP2D6 substrate	-	0.8871	88.71%
CYP3A4 inhibition	-	0.7515	75.15%
CYP2C9 inhibition	-	0.5688	56.88%
CYP2C19 inhibition	+	0.6436	64.36%
CYP2D6 inhibition	-	0.7513	75.13%
CYP1A2 inhibition	+	0.9355	93.55%
CYP2C8 inhibition	-	0.9670	96.70%
CYP inhibitory promiscuity	+	0.6580	65.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6010	60.10%
Carcinogenicity (trinary)	Non-required	0.7582	75.82%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9434	94.34%
Skin irritation	-	0.6916	69.16%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.9700	97.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7603	76.03%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8496	84.96%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7709	77.09%
Acute Oral Toxicity (c)	III	0.8085	80.85%
Estrogen receptor binding	+	0.9089	90.89%
Androgen receptor binding	+	0.9272	92.72%
Thyroid receptor binding	+	0.7800	78.00%
Glucocorticoid receptor binding	+	0.9060	90.60%
Aromatase binding	+	0.9600	96.00%
PPAR gamma	+	0.9604	96.04%
Honey bee toxicity	-	0.8723	87.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7200	72.00%
Fish aquatic toxicity	+	0.6538	65.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	96.88%	89.76%
CHEMBL2581	P07339	Cathepsin D	94.60%	98.95%
CHEMBL3524	P56524	Histone deacetylase 4	94.47%	92.97%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.33%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	93.79%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.02%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.75%	94.62%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	88.00%	92.67%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.92%	94.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.90%	91.11%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.49%	96.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.78%	100.00%
CHEMBL2820	P03951	Coagulation factor XI	81.99%	95.29%
CHEMBL3401	O75469	Pregnane X receptor	80.45%	94.73%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.38%	92.29%

Plants that contains it

• Glycine max
• Triticum aestivum
• Zea mays

Cross-Links

• PubChem: 2997
• LOTUS: LTS0185942
• wikiData: Q3180288