NPASS drugs

Drug Information

Drug ID:	NPD5978
Drug Name:	Donepezil
Molecular Formula:	C24H29NO3
Canonical SMILES:	COc1cc2c(cc1OC)CC(C2=O)CC1CCN(CC1)Cc1ccccc1
Standard InCHI:	InChI=1S/C24H29NO3/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18/h3-7,14-15,17,20H,8-13,16H2,1-2H3
Standard InCHIKey:	ADEBPBSSDYVVLD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5978

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	205
0.1-0.2	1163
0.2-0.3	2644
0.3-0.4	7850
0.4-0.5	4560
0.5-0.6	6279
0.6-0.7	7495
0.7-0.8	663
0.8-0.85	26
0.85-0.9	5
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	0.8797	NPC153631
High Similarity	0.8645	NPC119669
High Similarity	0.8537	NPC67978
High Similarity	0.8537	NPC303581
High Similarity	0.8528	NPC86469
Intermediate Similarity	0.8434	NPC308267
Intermediate Similarity	0.8377	NPC469978
Intermediate Similarity	0.828	NPC470088
Intermediate Similarity	0.8272	NPC135006
Intermediate Similarity	0.8239	NPC58661
Intermediate Similarity	0.8225	NPC121400
Intermediate Similarity	0.8212	NPC89504
Intermediate Similarity	0.8212	NPC95485
Intermediate Similarity	0.8212	NPC88065
Intermediate Similarity	0.821	NPC118804
Intermediate Similarity	0.8182	NPC908
Intermediate Similarity	0.8182	NPC138438
Intermediate Similarity	0.8176	NPC27887
Intermediate Similarity	0.817	NPC314682
Intermediate Similarity	0.8166	NPC222524
Intermediate Similarity	0.8146	NPC207239
Intermediate Similarity	0.8117	NPC474915
Intermediate Similarity	0.8117	NPC328750
Intermediate Similarity	0.8117	NPC188163
Intermediate Similarity	0.8117	NPC213206
Intermediate Similarity	0.8063	NPC476579
Intermediate Similarity	0.8061	NPC476569
Intermediate Similarity	0.805	NPC469539
Intermediate Similarity	0.805	NPC469540
Intermediate Similarity	0.8013	NPC266425
Intermediate Similarity	0.8	NPC478189
Intermediate Similarity	0.7989	NPC71124
Intermediate Similarity	0.7988	NPC227683
Intermediate Similarity	0.7962	NPC125134
Intermediate Similarity	0.7962	NPC137920
Intermediate Similarity	0.7962	NPC86455
Intermediate Similarity	0.7959	NPC30216
Intermediate Similarity	0.7953	NPC35680
Intermediate Similarity	0.7943	NPC477259
Intermediate Similarity	0.7943	NPC169387
Intermediate Similarity	0.7933	NPC160193
Intermediate Similarity	0.7931	NPC116007
Intermediate Similarity	0.7925	NPC90844
Intermediate Similarity	0.7925	NPC253883
Intermediate Similarity	0.7925	NPC95075
Intermediate Similarity	0.7911	NPC185838
Intermediate Similarity	0.7904	NPC39103
Intermediate Similarity	0.7904	NPC2770
Intermediate Similarity	0.7898	NPC128019
Intermediate Similarity	0.7898	NPC476567
Intermediate Similarity	0.7898	NPC136860
Intermediate Similarity	0.7891	NPC474691
Intermediate Similarity	0.7875	NPC475959
Intermediate Similarity	0.7875	NPC7467
Intermediate Similarity	0.787	NPC470324
Intermediate Similarity	0.7866	NPC57512
Intermediate Similarity	0.7853	NPC470708
Intermediate Similarity	0.7848	NPC192597
Intermediate Similarity	0.7848	NPC169214
Intermediate Similarity	0.7848	NPC229218
Intermediate Similarity	0.7848	NPC141817
Intermediate Similarity	0.7848	NPC176030
Intermediate Similarity	0.7826	NPC219162
Intermediate Similarity	0.7821	NPC470962
Intermediate Similarity	0.7812	NPC16107
Intermediate Similarity	0.7812	NPC179825
Intermediate Similarity	0.7812	NPC191376
Intermediate Similarity	0.7812	NPC210437
Intermediate Similarity	0.7812	NPC476144
Intermediate Similarity	0.7812	NPC321505
Intermediate Similarity	0.7812	NPC476151
Intermediate Similarity	0.7812	NPC51957
Intermediate Similarity	0.7812	NPC106295
Intermediate Similarity	0.7812	NPC144863
Intermediate Similarity	0.7811	NPC284842
Intermediate Similarity	0.7809	NPC226708
Intermediate Similarity	0.78	NPC172403
Intermediate Similarity	0.7799	NPC130926
Intermediate Similarity	0.7797	NPC208890
Intermediate Similarity	0.7791	NPC476580
Intermediate Similarity	0.7791	NPC207721
Intermediate Similarity	0.7778	NPC223125
Intermediate Similarity	0.7771	NPC223336
Intermediate Similarity	0.7771	NPC106786
Intermediate Similarity	0.7765	NPC254957
Intermediate Similarity	0.7764	NPC147390
Intermediate Similarity	0.7764	NPC135538
Intermediate Similarity	0.7764	NPC428
Intermediate Similarity	0.7764	NPC153644
Intermediate Similarity	0.7764	NPC476571
Intermediate Similarity	0.7764	NPC246587
Intermediate Similarity	0.7764	NPC24233
Intermediate Similarity	0.775	NPC290404
Intermediate Similarity	0.7747	NPC5374
Intermediate Similarity	0.7746	NPC85613
Intermediate Similarity	0.7738	NPC59567
Intermediate Similarity	0.773	NPC85747
Intermediate Similarity	0.773	NPC8337
Intermediate Similarity	0.7727	NPC83511
Intermediate Similarity	0.7716	NPC477565
Intermediate Similarity	0.7716	NPC103379
Intermediate Similarity	0.7716	NPC92541
Intermediate Similarity	0.7712	NPC118419
Intermediate Similarity	0.7692	NPC471316
Intermediate Similarity	0.7687	NPC225245
Intermediate Similarity	0.7683	NPC223124
Intermediate Similarity	0.7683	NPC26601
Intermediate Similarity	0.768	NPC477258
Intermediate Similarity	0.7676	NPC207971
Intermediate Similarity	0.7654	NPC130941
Intermediate Similarity	0.7651	NPC146288
Intermediate Similarity	0.764	NPC162694
Intermediate Similarity	0.7637	NPC24228
Intermediate Similarity	0.7634	NPC268077
Intermediate Similarity	0.763	NPC329992
Intermediate Similarity	0.7628	NPC7018
Intermediate Similarity	0.7624	NPC469815
Intermediate Similarity	0.7624	NPC469816
Intermediate Similarity	0.7622	NPC326316
Intermediate Similarity	0.7622	NPC81733
Intermediate Similarity	0.7619	NPC26353
Intermediate Similarity	0.7619	NPC475780
Intermediate Similarity	0.7616	NPC177925
Intermediate Similarity	0.7614	NPC298339
Intermediate Similarity	0.761	NPC28398
Intermediate Similarity	0.7607	NPC60538
Intermediate Similarity	0.7607	NPC207824
Intermediate Similarity	0.7596	NPC14622
Intermediate Similarity	0.7596	NPC73020
Intermediate Similarity	0.7596	NPC215098
Intermediate Similarity	0.7596	NPC46744
Intermediate Similarity	0.7596	NPC124302
Intermediate Similarity	0.7596	NPC70290
Intermediate Similarity	0.759	NPC216459
Intermediate Similarity	0.759	NPC138487
Intermediate Similarity	0.759	NPC76079
Intermediate Similarity	0.759	NPC41178
Intermediate Similarity	0.7588	NPC306669
Intermediate Similarity	0.7588	NPC35345
Intermediate Similarity	0.7584	NPC18306
Intermediate Similarity	0.7584	NPC214629
Intermediate Similarity	0.758	NPC225745
Intermediate Similarity	0.758	NPC252107
Intermediate Similarity	0.758	NPC470707
Intermediate Similarity	0.7578	NPC46880
Intermediate Similarity	0.7576	NPC233029
Intermediate Similarity	0.7576	NPC210148
Intermediate Similarity	0.7564	NPC11147
Intermediate Similarity	0.7561	NPC274026
Intermediate Similarity	0.7561	NPC151895
Intermediate Similarity	0.7561	NPC97221
Intermediate Similarity	0.7561	NPC220858
Intermediate Similarity	0.7561	NPC88249
Intermediate Similarity	0.7561	NPC192768
Intermediate Similarity	0.756	NPC213401
Intermediate Similarity	0.7548	NPC153453
Intermediate Similarity	0.7548	NPC183103
Intermediate Similarity	0.7548	NPC160692
Intermediate Similarity	0.7546	NPC470019
Intermediate Similarity	0.7532	NPC231572
Intermediate Similarity	0.7531	NPC472836
Intermediate Similarity	0.7531	NPC308006
Intermediate Similarity	0.7516	NPC99078
Intermediate Similarity	0.7516	NPC80928
Intermediate Similarity	0.7516	NPC131204
Intermediate Similarity	0.7516	NPC301050
Intermediate Similarity	0.7515	NPC76213
Intermediate Similarity	0.7515	NPC277669
Intermediate Similarity	0.7515	NPC476568
Intermediate Similarity	0.7514	NPC72788
Intermediate Similarity	0.7514	NPC63152
Intermediate Similarity	0.7514	NPC226652
Intermediate Similarity	0.7514	NPC120671
Intermediate Similarity	0.7514	NPC314100
Intermediate Similarity	0.75	NPC21885
Intermediate Similarity	0.75	NPC141440
Intermediate Similarity	0.7486	NPC125924
Intermediate Similarity	0.7485	NPC187022
Intermediate Similarity	0.7485	NPC193949
Intermediate Similarity	0.7485	NPC276588
Intermediate Similarity	0.7485	NPC54379
Intermediate Similarity	0.7485	NPC30890
Intermediate Similarity	0.7485	NPC207757
Intermediate Similarity	0.7485	NPC184026
Intermediate Similarity	0.7485	NPC39701
Intermediate Similarity	0.7485	NPC189266
Intermediate Similarity	0.7485	NPC231198
Intermediate Similarity	0.7485	NPC469817
Intermediate Similarity	0.7485	NPC249797
Intermediate Similarity	0.7485	NPC244112
Intermediate Similarity	0.7485	NPC110416
Intermediate Similarity	0.7485	NPC93593
Intermediate Similarity	0.7485	NPC295691
Intermediate Similarity	0.7485	NPC80129
Intermediate Similarity	0.7485	NPC172765
Intermediate Similarity	0.7485	NPC5238
Intermediate Similarity	0.7485	NPC204828
Intermediate Similarity	0.7485	NPC127674
Intermediate Similarity	0.7485	NPC2413
Intermediate Similarity	0.7485	NPC278799

Drug Structure

NPD5978 OpenBabel08211708292D 28 31 0 0 1 0 0 0 0 0999 V2000 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -3.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 -1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2788 -1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9781 0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 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 7.4128 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4128 -1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0827 1.2024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5468 0.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9612 2.5873 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 18 2 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 17 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 25 1 0 0 0 0 11 25 1 0 0 0 0 12 17 1 0 0 0 0 12 20 1 0 0 0 0 13 19 1 0 0 0 0 13 20 1 0 0 0 0 14 19 2 0 0 0 0 14 22 1 0 0 0 0 15 21 2 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 25 1 0 0 0 0 19 21 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 22 23 2 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 24 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013501; DAP000560
DrugBank	DB00843
ChEMBL	CHEMBL502
IUPHAR/BPS	6599
PharmaGKB	PA449394
KEGG Drug	D00670
PubChem CID	3152
ChEBI	53289
CAS Number	120014-06-4

Drug Properties

Molecular Weight	379.21
ALogP	-0.9626
MLogP	3.66
XLogP	4.804
HDA	2
HBD	0
Rotatable Bonds	8
TPSA	38.77
RO5 Violation	0