NPASS drugs

Drug Information

Drug ID:	NPD1886
Drug Name:	Temazepam
Molecular Formula:	C16H13ClN2O2
Canonical SMILES:	Clc1ccc2c(c1)C(=NC(C(=O)N2C)O)c1ccccc1
Standard InCHI:	InChI=1S/C16H13ClN2O2/c1-19-13-8-7-11(17)9-12(13)14(18-15(20)16(19)21)10-5-3-2-4-6-10/h2-9,15,20H,1H3
Standard InCHIKey:	SEQDDYPDSLOBDC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1886

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	129
0.1-0.2	2262
0.2-0.3	11491
0.3-0.4	12163
0.4-0.5	3074
0.5-0.6	1658
0.6-0.7	109
0.7-0.8	2
0.8-0.85	1
0.85-0.9	0
0.9-0.95	1
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
High Similarity	0.927	NPC325599
Intermediate Similarity	0.8043	NPC317564
Intermediate Similarity	0.7297	NPC476950
Intermediate Similarity	0.7013	NPC313352
Remote Similarity	0.6939	NPC316582
Remote Similarity	0.6849	NPC192209
Remote Similarity	0.6806	NPC296163
Remote Similarity	0.6806	NPC187036
Remote Similarity	0.6803	NPC228515
Remote Similarity	0.6763	NPC116961
Remote Similarity	0.6707	NPC254798
Remote Similarity	0.6686	NPC104345
Remote Similarity	0.6646	NPC470301
Remote Similarity	0.6607	NPC471132
Remote Similarity	0.655	NPC477591
Remote Similarity	0.6545	NPC470440
Remote Similarity	0.651	NPC313449
Remote Similarity	0.6491	NPC477887
Remote Similarity	0.6478	NPC184437
Remote Similarity	0.6467	NPC220698
Remote Similarity	0.6442	NPC186284
Remote Similarity	0.6442	NPC22082
Remote Similarity	0.6416	NPC68650
Remote Similarity	0.6412	NPC281094
Remote Similarity	0.641	NPC478079
Remote Similarity	0.6402	NPC238499
Remote Similarity	0.6395	NPC299594
Remote Similarity	0.6393	NPC470003
Remote Similarity	0.6384	NPC65080
Remote Similarity	0.6376	NPC288232
Remote Similarity	0.6358	NPC122553
Remote Similarity	0.6352	NPC53044
Remote Similarity	0.6348	NPC355
Remote Similarity	0.6345	NPC302790
Remote Similarity	0.6341	NPC315348
Remote Similarity	0.6341	NPC32002
Remote Similarity	0.6329	NPC9856
Remote Similarity	0.6319	NPC91179
Remote Similarity	0.6307	NPC471130
Remote Similarity	0.6286	NPC289776
Remote Similarity	0.6286	NPC191863
Remote Similarity	0.6286	NPC88970
Remote Similarity	0.6286	NPC133470
Remote Similarity	0.6272	NPC321617
Remote Similarity	0.6264	NPC11126
Remote Similarity	0.6258	NPC283130
Remote Similarity	0.6258	NPC328683
Remote Similarity	0.625	NPC271734
Remote Similarity	0.6242	NPC471574
Remote Similarity	0.6237	NPC94752
Remote Similarity	0.6235	NPC300299
Remote Similarity	0.6225	NPC470544
Remote Similarity	0.6216	NPC228835
Remote Similarity	0.6213	NPC212799
Remote Similarity	0.6203	NPC469949
Remote Similarity	0.6193	NPC476231
Remote Similarity	0.619	NPC243716
Remote Similarity	0.6184	NPC470545
Remote Similarity	0.6182	NPC315051
Remote Similarity	0.6178	NPC294693
Remote Similarity	0.6175	NPC12649
Remote Similarity	0.6168	NPC277157
Remote Similarity	0.6163	NPC117032
Remote Similarity	0.6154	NPC291610
Remote Similarity	0.6154	NPC324445
Remote Similarity	0.6144	NPC470546
Remote Similarity	0.6133	NPC161861
Remote Similarity	0.6131	NPC136002
Remote Similarity	0.612	NPC28848
Remote Similarity	0.612	NPC14325
Remote Similarity	0.6118	NPC478186
Remote Similarity	0.6111	NPC256893
Remote Similarity	0.6105	NPC66936
Remote Similarity	0.6105	NPC129909
Remote Similarity	0.6105	NPC473763
Remote Similarity	0.6105	NPC117244
Remote Similarity	0.6102	NPC194881
Remote Similarity	0.6099	NPC469938
Remote Similarity	0.6092	NPC470507
Remote Similarity	0.6075	NPC471785
Remote Similarity	0.6067	NPC478182
Remote Similarity	0.6067	NPC189116
Remote Similarity	0.6065	NPC476990
Remote Similarity	0.6064	NPC311858
Remote Similarity	0.6062	NPC150863
Remote Similarity	0.6057	NPC172937
Remote Similarity	0.6057	NPC84317
Remote Similarity	0.6057	NPC476464
Remote Similarity	0.6057	NPC94167
Remote Similarity	0.6054	NPC314919
Remote Similarity	0.6054	NPC24864
Remote Similarity	0.6048	NPC104483
Remote Similarity	0.6039	NPC264580
Remote Similarity	0.6038	NPC250476
Remote Similarity	0.6036	NPC314186
Remote Similarity	0.6032	NPC17059
Remote Similarity	0.6026	NPC71684
Remote Similarity	0.6026	NPC202521
Remote Similarity	0.6026	NPC35850
Remote Similarity	0.6026	NPC257490
Remote Similarity	0.6026	NPC276949
Remote Similarity	0.6025	NPC187231
Remote Similarity	0.6024	NPC469560
Remote Similarity	0.6024	NPC471312
Remote Similarity	0.6022	NPC113626
Remote Similarity	0.6014	NPC78154
Remote Similarity	0.6011	NPC307396
Remote Similarity	0.6	NPC213629
Remote Similarity	0.6	NPC198988
Remote Similarity	0.6	NPC133261
Remote Similarity	0.6	NPC470509
Remote Similarity	0.6	NPC473640
Remote Similarity	0.6	NPC226143
Remote Similarity	0.5989	NPC158129
Remote Similarity	0.5989	NPC293487
Remote Similarity	0.5988	NPC243162
Remote Similarity	0.5988	NPC207554
Remote Similarity	0.5987	NPC252878
Remote Similarity	0.5979	NPC478077
Remote Similarity	0.5978	NPC328270
Remote Similarity	0.5976	NPC162417
Remote Similarity	0.5976	NPC316104
Remote Similarity	0.5974	NPC148140
Remote Similarity	0.5969	NPC100321
Remote Similarity	0.5968	NPC15840
Remote Similarity	0.5968	NPC11149
Remote Similarity	0.5964	NPC287358
Remote Similarity	0.5957	NPC165495
Remote Similarity	0.5954	NPC37548
Remote Similarity	0.5953	NPC323198
Remote Similarity	0.5952	NPC2823
Remote Similarity	0.5951	NPC476685
Remote Similarity	0.5951	NPC476689
Remote Similarity	0.5951	NPC476687
Remote Similarity	0.5951	NPC325479
Remote Similarity	0.5949	NPC46427
Remote Similarity	0.5949	NPC6975
Remote Similarity	0.5946	NPC293472
Remote Similarity	0.5936	NPC192270
Remote Similarity	0.5935	NPC81561
Remote Similarity	0.5931	NPC329375
Remote Similarity	0.5928	NPC314102
Remote Similarity	0.5928	NPC251722
Remote Similarity	0.5928	NPC83214
Remote Similarity	0.5926	NPC314431
Remote Similarity	0.5926	NPC133003
Remote Similarity	0.5926	NPC472245
Remote Similarity	0.5926	NPC280807
Remote Similarity	0.5924	NPC475915
Remote Similarity	0.5921	NPC314141
Remote Similarity	0.592	NPC54420
Remote Similarity	0.592	NPC40070
Remote Similarity	0.5914	NPC248462
Remote Similarity	0.5912	NPC478183
Remote Similarity	0.5912	NPC114637
Remote Similarity	0.5909	NPC475506
Remote Similarity	0.5909	NPC147957
Remote Similarity	0.5907	NPC316018
Remote Similarity	0.5907	NPC316359
Remote Similarity	0.5907	NPC315617
Remote Similarity	0.5907	NPC314058
Remote Similarity	0.5906	NPC242556
Remote Similarity	0.5904	NPC267508
Remote Similarity	0.5904	NPC471123
Remote Similarity	0.5899	NPC154478
Remote Similarity	0.5899	NPC276085
Remote Similarity	0.5897	NPC291962
Remote Similarity	0.5897	NPC162689
Remote Similarity	0.5897	NPC54102
Remote Similarity	0.5897	NPC177684
Remote Similarity	0.5896	NPC109787
Remote Similarity	0.5893	NPC130251
Remote Similarity	0.5892	NPC24594
Remote Similarity	0.5892	NPC121903
Remote Similarity	0.5892	NPC472122
Remote Similarity	0.5889	NPC478184
Remote Similarity	0.5888	NPC192674
Remote Similarity	0.5879	NPC317430
Remote Similarity	0.5879	NPC155143
Remote Similarity	0.5878	NPC45033
Remote Similarity	0.5875	NPC122718
Remote Similarity	0.587	NPC472123
Remote Similarity	0.5868	NPC325252
Remote Similarity	0.5866	NPC143457
Remote Similarity	0.5866	NPC255229
Remote Similarity	0.5866	NPC81229
Remote Similarity	0.5866	NPC315368
Remote Similarity	0.5866	NPC309531
Remote Similarity	0.5866	NPC472102
Remote Similarity	0.5862	NPC162860
Remote Similarity	0.5862	NPC187951
Remote Similarity	0.586	NPC112373
Remote Similarity	0.586	NPC68354
Remote Similarity	0.586	NPC326575
Remote Similarity	0.586	NPC258531
Remote Similarity	0.586	NPC234987
Remote Similarity	0.586	NPC64436
Remote Similarity	0.586	NPC161956
Remote Similarity	0.5858	NPC471164
Remote Similarity	0.5858	NPC301760

Drug Structure

NPD1886 OpenBabel08211701392D 22 24 0 0 1 0 0 0 0 0999 V2000 -0.9972 0.0747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1452 -2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3677 -1.6110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5434 -2.2006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8104 -2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 -1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 -0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 1.0151 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0329 -3.8557 0.0000 Cl 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7836 1.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0633 1.6923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1034 2.7037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 10 2 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 13 1 0 0 0 0 9 11 2 0 0 0 0 9 12 1 0 0 0 0 10 14 1 0 0 0 0 11 17 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 19 1 0 0 0 0 14 18 2 0 0 0 0 15 16 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 16 21 2 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000238
DrugBank	DB00231
ChEMBL	CHEMBL967
IUPHAR/BPS	7300
PharmaGKB	PA451608
KEGG Drug	D00370
PubChem CID	5391
ChEBI	9435
CAS Number	846-50-4

Drug Properties

Molecular Weight	300.07
ALogP	-0.2165
MLogP	2.67
XLogP	3.92
HDA	4
HBD	1
Rotatable Bonds	4
TPSA	52.9
RO5 Violation	0