NPASS drugs

Drug Information

Drug ID:	NPD1525
Drug Name:	Nitrazepam
Molecular Formula:	C15H11N3O3
Canonical SMILES:	OC1=Nc2ccc(cc2C(=NC1)c1ccccc1)N(=O)=O
Standard InCHI:	InChI=1S/C15H11N3O3/c19-14-9-16-15(10-4-2-1-3-5-10)12-8-11(18(20)21)6-7-13(12)17-14/h1-8H,9H2,(H,17,19)
Standard InCHIKey:	KJONHKAYOJNZEC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1525

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	188
0.1-0.2	2911
0.2-0.3	11687
0.3-0.4	11190
0.4-0.5	3692
0.5-0.6	1114
0.6-0.7	104
0.7-0.8	4
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.792	NPC317564
Intermediate Similarity	0.7586	NPC323726
Intermediate Similarity	0.7345	NPC78154
Intermediate Similarity	0.7239	NPC476950
Remote Similarity	0.6953	NPC187036
Remote Similarity	0.6923	NPC147957
Remote Similarity	0.6899	NPC205652
Remote Similarity	0.6864	NPC476483
Remote Similarity	0.6829	NPC178681
Remote Similarity	0.6825	NPC302790
Remote Similarity	0.6769	NPC470550
Remote Similarity	0.6742	NPC192209
Remote Similarity	0.6692	NPC296163
Remote Similarity	0.6639	NPC108800
Remote Similarity	0.6617	NPC313449
Remote Similarity	0.6597	NPC159589
Remote Similarity	0.6597	NPC325599
Remote Similarity	0.6579	NPC15839
Remote Similarity	0.6567	NPC264580
Remote Similarity	0.6549	NPC307456
Remote Similarity	0.65	NPC478079
Remote Similarity	0.6496	NPC471638
Remote Similarity	0.6484	NPC37584
Remote Similarity	0.6471	NPC191444
Remote Similarity	0.6449	NPC283130
Remote Similarity	0.6449	NPC328683
Remote Similarity	0.6439	NPC314141
Remote Similarity	0.6434	NPC164802
Remote Similarity	0.6423	NPC311242
Remote Similarity	0.6417	NPC226438
Remote Similarity	0.641	NPC203076
Remote Similarity	0.6397	NPC162689
Remote Similarity	0.6397	NPC54102
Remote Similarity	0.6387	NPC176858
Remote Similarity	0.637	NPC148140
Remote Similarity	0.6356	NPC473031
Remote Similarity	0.6345	NPC313352
Remote Similarity	0.6345	NPC184437
Remote Similarity	0.6343	NPC288232
Remote Similarity	0.6338	NPC197680
Remote Similarity	0.6338	NPC259098
Remote Similarity	0.6324	NPC81561
Remote Similarity	0.6303	NPC262393
Remote Similarity	0.626	NPC303045
Remote Similarity	0.626	NPC161972
Remote Similarity	0.625	NPC470877
Remote Similarity	0.6242	NPC243162
Remote Similarity	0.6216	NPC122553
Remote Similarity	0.6198	NPC471307
Remote Similarity	0.6198	NPC172128
Remote Similarity	0.6198	NPC78041
Remote Similarity	0.6198	NPC141139
Remote Similarity	0.6198	NPC159178
Remote Similarity	0.6198	NPC121872
Remote Similarity	0.6198	NPC209764
Remote Similarity	0.6198	NPC74936
Remote Similarity	0.6194	NPC37548
Remote Similarity	0.6187	NPC215519
Remote Similarity	0.6181	NPC9856
Remote Similarity	0.617	NPC317758
Remote Similarity	0.6169	NPC254798
Remote Similarity	0.6167	NPC111233
Remote Similarity	0.6164	NPC256893
Remote Similarity	0.6149	NPC475707
Remote Similarity	0.6144	NPC242556
Remote Similarity	0.6127	NPC122718
Remote Similarity	0.6127	NPC325013
Remote Similarity	0.6127	NPC474926
Remote Similarity	0.6118	NPC277157
Remote Similarity	0.6111	NPC101372
Remote Similarity	0.6107	NPC79618
Remote Similarity	0.6101	NPC51054
Remote Similarity	0.6096	NPC476689
Remote Similarity	0.6096	NPC476687
Remote Similarity	0.6096	NPC476685
Remote Similarity	0.6096	NPC22079
Remote Similarity	0.6094	NPC291610
Remote Similarity	0.6093	NPC471574
Remote Similarity	0.609	NPC187951
Remote Similarity	0.6083	NPC262295
Remote Similarity	0.608	NPC25565
Remote Similarity	0.6078	NPC190296
Remote Similarity	0.6077	NPC211551
Remote Similarity	0.6069	NPC314431
Remote Similarity	0.6069	NPC280807
Remote Similarity	0.6069	NPC226662
Remote Similarity	0.6066	NPC316108
Remote Similarity	0.6056	NPC46358
Remote Similarity	0.6048	NPC471309
Remote Similarity	0.6042	NPC250361
Remote Similarity	0.6038	NPC470507
Remote Similarity	0.6038	NPC38736
Remote Similarity	0.6033	NPC30445
Remote Similarity	0.6032	NPC473501
Remote Similarity	0.6032	NPC33168
Remote Similarity	0.6032	NPC475439
Remote Similarity	0.6026	NPC169433
Remote Similarity	0.6026	NPC321617
Remote Similarity	0.6026	NPC470111
Remote Similarity	0.6025	NPC6436
Remote Similarity	0.6016	NPC245259
Remote Similarity	0.6	NPC159722
Remote Similarity	0.6	NPC159856
Remote Similarity	0.6	NPC285469
Remote Similarity	0.6	NPC285731
Remote Similarity	0.6	NPC184476
Remote Similarity	0.6	NPC150863
Remote Similarity	0.6	NPC314372
Remote Similarity	0.5987	NPC104483
Remote Similarity	0.5987	NPC124005
Remote Similarity	0.5986	NPC40364
Remote Similarity	0.5984	NPC173991
Remote Similarity	0.5974	NPC477890
Remote Similarity	0.5974	NPC136002
Remote Similarity	0.596	NPC314102
Remote Similarity	0.596	NPC251722
Remote Similarity	0.5959	NPC473762
Remote Similarity	0.5959	NPC187231
Remote Similarity	0.5954	NPC313362
Remote Similarity	0.5951	NPC476231
Remote Similarity	0.5948	NPC477155
Remote Similarity	0.5948	NPC238499
Remote Similarity	0.5944	NPC290094
Remote Similarity	0.5935	NPC92689
Remote Similarity	0.5933	NPC198988
Remote Similarity	0.5918	NPC316746
Remote Similarity	0.5918	NPC473587
Remote Similarity	0.5917	NPC3210
Remote Similarity	0.5915	NPC472587
Remote Similarity	0.5915	NPC39818
Remote Similarity	0.5904	NPC44161
Remote Similarity	0.5902	NPC12429
Remote Similarity	0.5901	NPC141353
Remote Similarity	0.5901	NPC63370
Remote Similarity	0.5901	NPC36836
Remote Similarity	0.5897	NPC470440
Remote Similarity	0.5894	NPC325252
Remote Similarity	0.589	NPC279918
Remote Similarity	0.589	NPC278451
Remote Similarity	0.589	NPC477158
Remote Similarity	0.5886	NPC288445
Remote Similarity	0.5882	NPC119677
Remote Similarity	0.5882	NPC316202
Remote Similarity	0.5878	NPC475428
Remote Similarity	0.5878	NPC53044
Remote Similarity	0.5878	NPC275467
Remote Similarity	0.5878	NPC282398
Remote Similarity	0.5875	NPC471132
Remote Similarity	0.5874	NPC41174
Remote Similarity	0.5873	NPC108339
Remote Similarity	0.587	NPC317031
Remote Similarity	0.5868	NPC280548
Remote Similarity	0.5868	NPC32534
Remote Similarity	0.5867	NPC300299
Remote Similarity	0.5865	NPC434
Remote Similarity	0.5864	NPC236711
Remote Similarity	0.586	NPC129042
Remote Similarity	0.5854	NPC88970
Remote Similarity	0.5854	NPC16667
Remote Similarity	0.5854	NPC282231
Remote Similarity	0.5852	NPC319579
Remote Similarity	0.585	NPC472245
Remote Similarity	0.5849	NPC105818
Remote Similarity	0.5849	NPC24678
Remote Similarity	0.5839	NPC179365
Remote Similarity	0.5839	NPC471458
Remote Similarity	0.5839	NPC207726
Remote Similarity	0.5839	NPC475450
Remote Similarity	0.5833	NPC116519
Remote Similarity	0.5828	NPC135141
Remote Similarity	0.5828	NPC92796
Remote Similarity	0.5823	NPC471957
Remote Similarity	0.5822	NPC169625
Remote Similarity	0.5822	NPC476140
Remote Similarity	0.5822	NPC202957
Remote Similarity	0.5816	NPC226143
Remote Similarity	0.5816	NPC91958
Remote Similarity	0.5808	NPC63751
Remote Similarity	0.5806	NPC473868
Remote Similarity	0.5806	NPC63157
Remote Similarity	0.5806	NPC314287
Remote Similarity	0.5802	NPC474430
Remote Similarity	0.5802	NPC477156
Remote Similarity	0.5802	NPC471317
Remote Similarity	0.5802	NPC477157
Remote Similarity	0.5802	NPC202613
Remote Similarity	0.5802	NPC477889
Remote Similarity	0.58	NPC473930
Remote Similarity	0.5798	NPC14326
Remote Similarity	0.5796	NPC469525
Remote Similarity	0.5789	NPC218268
Remote Similarity	0.5789	NPC68354
Remote Similarity	0.5789	NPC166667
Remote Similarity	0.5789	NPC96102
Remote Similarity	0.5783	NPC471130
Remote Similarity	0.5779	NPC314113
Remote Similarity	0.5779	NPC312092
Remote Similarity	0.5779	NPC88097
Remote Similarity	0.5776	NPC73952
Remote Similarity	0.5776	NPC259644

Drug Structure

NPD1525 OpenBabel08211701082D 22 24 0 0 0 0 0 0 0 0999 V2000 2.5233 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5233 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 2.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6573 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 2.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3671 2.9209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5896 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6784 2.5355 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 -0.6802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7913 1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4115 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8565 1.2658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7219 -0.5311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0747 0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2219 0.3349 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1890 4.1906 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2852 -1.3574 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2334 4.4853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9220 4.8707 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2824 -1.2826 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 10 2 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 11 1 0 0 0 0 7 13 1 0 0 0 0 8 11 2 0 0 0 0 8 12 1 0 0 0 0 9 14 1 0 0 0 0 9 16 1 0 0 0 0 10 15 1 0 0 0 0 11 18 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 17 2 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 18 20 2 0 0 0 0 18 21 2 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000691
DrugBank	DB01595
ChEMBL	CHEMBL13209
IUPHAR/BPS
PharmaGKB	PA10242
KEGG Drug	D00531
PubChem CID	4506
ChEBI	7581
CAS Number	146-22-5

Drug Properties

Molecular Weight	281.08
ALogP	0.2711
MLogP	2.45
XLogP	4.088
HDA	3
HBD	1
Rotatable Bonds	4
TPSA	88.09
RO5 Violation	0