NPASS drugs

Drug Information

Drug ID:	NPD5109
Drug Name:	Tofisopam
Molecular Formula:	C22H26N2O4
Canonical SMILES:	CCC1C(=NN=C(c2c1cc(OC)c(c2)OC)c1ccc(c(c1)OC)OC)C
Standard InCHI:	InChI=1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3
Standard InCHIKey:	RUJBDQSFYCKFAA-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5109

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	191
0.1-0.2	1302
0.2-0.3	3211
0.3-0.4	9719
0.4-0.5	3180
0.5-0.6	7957
0.6-0.7	4402
0.7-0.8	908
0.8-0.85	19
0.85-0.9	1
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
High Similarity	0.8537	NPC165106
Intermediate Similarity	0.84	NPC473264
Intermediate Similarity	0.84	NPC475815
Intermediate Similarity	0.84	NPC47194
Intermediate Similarity	0.8333	NPC9341
Intermediate Similarity	0.8333	NPC81067
Intermediate Similarity	0.8203	NPC474040
Intermediate Similarity	0.8077	NPC242885
Intermediate Similarity	0.8077	NPC56214
Intermediate Similarity	0.8077	NPC117780
Intermediate Similarity	0.8077	NPC165133
Intermediate Similarity	0.8077	NPC95614
Intermediate Similarity	0.8077	NPC232316
Intermediate Similarity	0.8077	NPC227217
Intermediate Similarity	0.8077	NPC344161
Intermediate Similarity	0.806	NPC301713
Intermediate Similarity	0.803	NPC30462
Intermediate Similarity	0.8	NPC310338
Intermediate Similarity	0.8	NPC281298
Intermediate Similarity	0.8	NPC186898
Intermediate Similarity	0.7985	NPC17348
Intermediate Similarity	0.7985	NPC228771
Intermediate Similarity	0.7985	NPC29008
Intermediate Similarity	0.7985	NPC9067
Intermediate Similarity	0.7985	NPC266705
Intermediate Similarity	0.7956	NPC114102
Intermediate Similarity	0.7955	NPC216929
Intermediate Similarity	0.7955	NPC172676
Intermediate Similarity	0.7955	NPC38996
Intermediate Similarity	0.7955	NPC65933
Intermediate Similarity	0.7955	NPC57268
Intermediate Similarity	0.7955	NPC160380
Intermediate Similarity	0.7955	NPC301641
Intermediate Similarity	0.7955	NPC126935
Intermediate Similarity	0.7955	NPC477886
Intermediate Similarity	0.7955	NPC80241
Intermediate Similarity	0.7955	NPC312713
Intermediate Similarity	0.7923	NPC470626
Intermediate Similarity	0.7923	NPC474214
Intermediate Similarity	0.7899	NPC214869
Intermediate Similarity	0.7895	NPC85488
Intermediate Similarity	0.7883	NPC52029
Intermediate Similarity	0.7883	NPC195749
Intermediate Similarity	0.7883	NPC35961
Intermediate Similarity	0.7868	NPC177167
Intermediate Similarity	0.7868	NPC106511
Intermediate Similarity	0.7863	NPC474320
Intermediate Similarity	0.7863	NPC475961
Intermediate Similarity	0.7863	NPC254625
Intermediate Similarity	0.7862	NPC5462
Intermediate Similarity	0.7846	NPC293619
Intermediate Similarity	0.7836	NPC470887
Intermediate Similarity	0.7836	NPC317769
Intermediate Similarity	0.7836	NPC31344
Intermediate Similarity	0.7836	NPC280704
Intermediate Similarity	0.781	NPC155838
Intermediate Similarity	0.781	NPC147247
Intermediate Similarity	0.781	NPC246974
Intermediate Similarity	0.781	NPC307050
Intermediate Similarity	0.781	NPC277458
Intermediate Similarity	0.7805	NPC292792
Intermediate Similarity	0.7778	NPC34902
Intermediate Similarity	0.7778	NPC18449
Intermediate Similarity	0.7778	NPC121783
Intermediate Similarity	0.7744	NPC183262
Intermediate Similarity	0.7744	NPC207613
Intermediate Similarity	0.7737	NPC157740
Intermediate Similarity	0.7737	NPC191302
Intermediate Similarity	0.7737	NPC251571
Intermediate Similarity	0.7737	NPC99798
Intermediate Similarity	0.7733	NPC58661
Intermediate Similarity	0.7727	NPC15805
Intermediate Similarity	0.7721	NPC148627
Intermediate Similarity	0.7712	NPC216816
Intermediate Similarity	0.7704	NPC249788
Intermediate Similarity	0.7698	NPC476570
Intermediate Similarity	0.7687	NPC324571
Intermediate Similarity	0.7687	NPC343720
Intermediate Similarity	0.7687	NPC54872
Intermediate Similarity	0.7687	NPC473853
Intermediate Similarity	0.7687	NPC262156
Intermediate Similarity	0.7687	NPC184651
Intermediate Similarity	0.7687	NPC312675
Intermediate Similarity	0.7687	NPC113865
Intermediate Similarity	0.7687	NPC470212
Intermediate Similarity	0.7681	NPC283114
Intermediate Similarity	0.7681	NPC149008
Intermediate Similarity	0.7681	NPC207702
Intermediate Similarity	0.7676	NPC167944
Intermediate Similarity	0.7676	NPC42793
Intermediate Similarity	0.7676	NPC231884
Intermediate Similarity	0.7664	NPC206882
Intermediate Similarity	0.7664	NPC112571
Intermediate Similarity	0.7664	NPC156944
Intermediate Similarity	0.7664	NPC274356
Intermediate Similarity	0.7664	NPC50683
Intermediate Similarity	0.7664	NPC285725
Intermediate Similarity	0.7661	NPC241224
Intermediate Similarity	0.7642	NPC310905
Intermediate Similarity	0.7642	NPC12714
Intermediate Similarity	0.7634	NPC123948
Intermediate Similarity	0.7622	NPC204848
Intermediate Similarity	0.7622	NPC14600
Intermediate Similarity	0.7622	NPC41473
Intermediate Similarity	0.7622	NPC160607
Intermediate Similarity	0.7622	NPC312770
Intermediate Similarity	0.7612	NPC472596
Intermediate Similarity	0.7609	NPC471986
Intermediate Similarity	0.7609	NPC118533
Intermediate Similarity	0.7609	NPC165045
Intermediate Similarity	0.7609	NPC153990
Intermediate Similarity	0.7609	NPC223807
Intermediate Similarity	0.7609	NPC5428
Intermediate Similarity	0.7609	NPC98745
Intermediate Similarity	0.7609	NPC291449
Intermediate Similarity	0.7609	NPC41331
Intermediate Similarity	0.7609	NPC158737
Intermediate Similarity	0.7609	NPC100129
Intermediate Similarity	0.7609	NPC127587
Intermediate Similarity	0.7591	NPC170583
Intermediate Similarity	0.7591	NPC71105
Intermediate Similarity	0.7591	NPC152186
Intermediate Similarity	0.7591	NPC182147
Intermediate Similarity	0.7591	NPC246133
Intermediate Similarity	0.7591	NPC207541
Intermediate Similarity	0.7589	NPC97316
Intermediate Similarity	0.7589	NPC227002
Intermediate Similarity	0.7589	NPC475856
Intermediate Similarity	0.7586	NPC188163
Intermediate Similarity	0.7586	NPC474915
Intermediate Similarity	0.7586	NPC328750
Intermediate Similarity	0.7586	NPC213206
Intermediate Similarity	0.7578	NPC137685
Intermediate Similarity	0.7576	NPC185738
Intermediate Similarity	0.7576	NPC280001
Intermediate Similarity	0.7574	NPC233526
Intermediate Similarity	0.7574	NPC471693
Intermediate Similarity	0.7574	NPC282496
Intermediate Similarity	0.7571	NPC126836
Intermediate Similarity	0.7569	NPC299583
Intermediate Similarity	0.7554	NPC226862
Intermediate Similarity	0.7554	NPC82862
Intermediate Similarity	0.7554	NPC129570
Intermediate Similarity	0.7554	NPC57119
Intermediate Similarity	0.7554	NPC158471
Intermediate Similarity	0.7554	NPC11258
Intermediate Similarity	0.7554	NPC222127
Intermediate Similarity	0.7554	NPC21867
Intermediate Similarity	0.7554	NPC45774
Intermediate Similarity	0.7554	NPC282703
Intermediate Similarity	0.7554	NPC128208
Intermediate Similarity	0.7554	NPC165128
Intermediate Similarity	0.7554	NPC184733
Intermediate Similarity	0.7554	NPC470084
Intermediate Similarity	0.755	NPC127402
Intermediate Similarity	0.755	NPC476568
Intermediate Similarity	0.7536	NPC76451
Intermediate Similarity	0.7536	NPC213711
Intermediate Similarity	0.7536	NPC251466
Intermediate Similarity	0.7536	NPC9891
Intermediate Similarity	0.7536	NPC186845
Intermediate Similarity	0.7536	NPC88297
Intermediate Similarity	0.7536	NPC40352
Intermediate Similarity	0.7535	NPC32778
Intermediate Similarity	0.7535	NPC218530
Intermediate Similarity	0.7533	NPC77359
Intermediate Similarity	0.7519	NPC277460
Intermediate Similarity	0.7518	NPC184928
Intermediate Similarity	0.7518	NPC471983
Intermediate Similarity	0.7518	NPC118419
Intermediate Similarity	0.7518	NPC300955
Intermediate Similarity	0.7518	NPC149337
Intermediate Similarity	0.7518	NPC141493
Intermediate Similarity	0.7517	NPC314682
Intermediate Similarity	0.7517	NPC477837
Intermediate Similarity	0.7517	NPC477838
Intermediate Similarity	0.75	NPC261661
Intermediate Similarity	0.75	NPC470706
Intermediate Similarity	0.75	NPC476748
Intermediate Similarity	0.75	NPC71090
Intermediate Similarity	0.75	NPC18614
Intermediate Similarity	0.75	NPC300166
Intermediate Similarity	0.75	NPC475875
Intermediate Similarity	0.7483	NPC311256
Intermediate Similarity	0.7483	NPC471942
Intermediate Similarity	0.7483	NPC11147
Intermediate Similarity	0.7482	NPC21563
Intermediate Similarity	0.7482	NPC202904
Intermediate Similarity	0.7482	NPC8050
Intermediate Similarity	0.7482	NPC473093
Intermediate Similarity	0.7482	NPC189248
Intermediate Similarity	0.7482	NPC473092
Intermediate Similarity	0.748	NPC258171
Intermediate Similarity	0.7466	NPC275150
Intermediate Similarity	0.7466	NPC323204
Intermediate Similarity	0.7465	NPC102256
Intermediate Similarity	0.7465	NPC14224
Intermediate Similarity	0.7465	NPC161958
Intermediate Similarity	0.7465	NPC189482
Intermediate Similarity	0.7464	NPC116907

Drug Structure

NPD5109 OpenBabel08211706322D 28 30 0 0 1 0 0 0 0 0999 V2000 3.7824 -1.0864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2852 1.3574 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3894 -3.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2554 -1.4972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8776 -4.5760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2334 -4.4853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2191 -0.2602 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 -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 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 1.7219 0.5311 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 2.2219 -0.3349 0.0000 C 0 0 3 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 0.9010 -1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -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 2.3671 -2.9209 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 0.0747 -0.9972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 0.6802 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 -3.3894 -2.9972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3894 -0.9972 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1001 -3.6010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1890 -4.1906 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 7 1 0 0 0 0 2 13 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 28 1 0 0 0 0 7 15 1 0 0 0 0 8 9 2 0 0 0 0 8 14 1 0 0 0 0 9 18 1 0 0 0 0 10 14 2 0 0 0 0 10 19 1 0 0 0 0 11 16 2 0 0 0 0 11 20 1 0 0 0 0 12 17 2 0 0 0 0 12 21 1 0 0 0 0 13 15 1 0 0 0 0 13 23 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 22 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 21 2 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 24 2 0 0 0 0 23 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08811
ChEMBL	CHEMBL404216
IUPHAR/BPS
PharmaGKB	PA165958428
KEGG Drug	D01254
PubChem CID
ChEBI	32241
CAS Number	22345-47-7

Drug Properties

Molecular Weight	382.19
ALogP	-0.7899
MLogP	3.22
XLogP	4.291
HDA	2
HBD	0
Rotatable Bonds	12
TPSA	61.64
RO5 Violation	0