NPASS drugs

Drug Information

Drug ID:	NPD6364
Drug Name:	Pimavanserin
Molecular Formula:	C25H34FN3O2
Canonical SMILES:	CC(COc1ccc(cc1)CN=C(N(C1CCN(CC1)C)Cc1ccc(cc1)F)O)C
Standard InCHI:	InChI=1S/C25H34FN3O2/c1-19(2)18-31-24-10-6-20(7-11-24)16-27-25(30)29(23-12-14-28(3)15-13-23)17-21-4-8-22(26)9-5-21/h4-11,19,23H,12-18H2,1-3H3,(H,27,30)
Standard InCHIKey:	RKEWSXXUOLRFBX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD6364

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	138
0.1-0.2	1146
0.2-0.3	6329
0.3-0.4	6561
0.4-0.5	6199
0.5-0.6	9028
0.6-0.7	1359
0.7-0.8	130
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	0.7762	NPC471321
Intermediate Similarity	0.7762	NPC471306
Intermediate Similarity	0.7754	NPC263835
Intermediate Similarity	0.7718	NPC189724
Intermediate Similarity	0.7718	NPC212850
Intermediate Similarity	0.7718	NPC83289
Intermediate Similarity	0.7632	NPC247298
Intermediate Similarity	0.7532	NPC245974
Intermediate Similarity	0.7483	NPC471953
Intermediate Similarity	0.7483	NPC314682
Intermediate Similarity	0.7483	NPC274732
Intermediate Similarity	0.7468	NPC185838
Intermediate Similarity	0.7448	NPC172403
Intermediate Similarity	0.7434	NPC213206
Intermediate Similarity	0.7434	NPC328750
Intermediate Similarity	0.7434	NPC474915
Intermediate Similarity	0.7434	NPC188163
Intermediate Similarity	0.7429	NPC256369
Intermediate Similarity	0.7421	NPC315257
Intermediate Similarity	0.7376	NPC321133
Intermediate Similarity	0.7372	NPC321505
Intermediate Similarity	0.7372	NPC191376
Intermediate Similarity	0.7372	NPC476151
Intermediate Similarity	0.7372	NPC179825
Intermediate Similarity	0.7333	NPC237227
Intermediate Similarity	0.7329	NPC25084
Intermediate Similarity	0.7329	NPC247639
Intermediate Similarity	0.7325	NPC24233
Intermediate Similarity	0.7325	NPC476571
Intermediate Similarity	0.7325	NPC428
Intermediate Similarity	0.7325	NPC135538
Intermediate Similarity	0.7325	NPC147390
Intermediate Similarity	0.7325	NPC246587
Intermediate Similarity	0.732	NPC470925
Intermediate Similarity	0.7305	NPC43275
Intermediate Similarity	0.7292	NPC328267
Intermediate Similarity	0.7286	NPC323948
Intermediate Similarity	0.7278	NPC477565
Intermediate Similarity	0.7278	NPC103379
Intermediate Similarity	0.726	NPC218323
Intermediate Similarity	0.7229	NPC317272
Intermediate Similarity	0.7229	NPC268503
Intermediate Similarity	0.7229	NPC256012
Intermediate Similarity	0.7229	NPC42549
Intermediate Similarity	0.7229	NPC250846
Intermediate Similarity	0.7229	NPC240841
Intermediate Similarity	0.7226	NPC136860
Intermediate Similarity	0.7226	NPC128019
Intermediate Similarity	0.7226	NPC476567
Intermediate Similarity	0.7222	NPC471314
Intermediate Similarity	0.7222	NPC471315
Intermediate Similarity	0.7215	NPC7467
Intermediate Similarity	0.7172	NPC211218
Intermediate Similarity	0.7172	NPC307020
Intermediate Similarity	0.717	NPC207824
Intermediate Similarity	0.717	NPC60538
Intermediate Similarity	0.7152	NPC476144
Intermediate Similarity	0.7152	NPC51957
Intermediate Similarity	0.7152	NPC210437
Intermediate Similarity	0.7152	NPC16107
Intermediate Similarity	0.7152	NPC106295
Intermediate Similarity	0.7143	NPC303370
Intermediate Similarity	0.7134	NPC216816
Intermediate Similarity	0.7133	NPC17388
Intermediate Similarity	0.7133	NPC118419
Intermediate Similarity	0.7133	NPC160120
Intermediate Similarity	0.7133	NPC289330
Intermediate Similarity	0.7133	NPC41801
Intermediate Similarity	0.7133	NPC471308
Intermediate Similarity	0.7133	NPC53596
Intermediate Similarity	0.7125	NPC97221
Intermediate Similarity	0.7125	NPC13397
Intermediate Similarity	0.7125	NPC88249
Intermediate Similarity	0.7125	NPC151895
Intermediate Similarity	0.7125	NPC220858
Intermediate Similarity	0.7125	NPC192768
Intermediate Similarity	0.7124	NPC193528
Intermediate Similarity	0.7123	NPC62101
Intermediate Similarity	0.7123	NPC95733
Intermediate Similarity	0.7122	NPC26524
Intermediate Similarity	0.7115	NPC135349
Intermediate Similarity	0.7114	NPC160193
Intermediate Similarity	0.7108	NPC475393
Intermediate Similarity	0.7107	NPC475959
Intermediate Similarity	0.7105	NPC11147
Intermediate Similarity	0.7101	NPC166837
Intermediate Similarity	0.7086	NPC325568
Intermediate Similarity	0.7086	NPC266425
Intermediate Similarity	0.7081	NPC476568
Intermediate Similarity	0.7081	NPC277669
Intermediate Similarity	0.7081	NPC76213
Intermediate Similarity	0.7078	NPC36434
Intermediate Similarity	0.7075	NPC29477
Intermediate Similarity	0.7063	NPC219162
Intermediate Similarity	0.7063	NPC92541
Intermediate Similarity	0.7055	NPC193949
Intermediate Similarity	0.7055	NPC39701
Intermediate Similarity	0.7055	NPC54379
Intermediate Similarity	0.7055	NPC187022
Intermediate Similarity	0.7055	NPC255253
Intermediate Similarity	0.7055	NPC80129
Intermediate Similarity	0.7055	NPC295691
Intermediate Similarity	0.7055	NPC2413
Intermediate Similarity	0.7055	NPC189266
Intermediate Similarity	0.7055	NPC469817
Intermediate Similarity	0.7055	NPC249797
Intermediate Similarity	0.7055	NPC278799
Intermediate Similarity	0.7055	NPC5238
Intermediate Similarity	0.7055	NPC110416
Intermediate Similarity	0.7055	NPC204828
Intermediate Similarity	0.7055	NPC217277
Intermediate Similarity	0.7055	NPC172765
Intermediate Similarity	0.7055	NPC207757
Intermediate Similarity	0.7055	NPC276588
Intermediate Similarity	0.7055	NPC184026
Intermediate Similarity	0.7055	NPC127674
Intermediate Similarity	0.7048	NPC254700
Intermediate Similarity	0.7044	NPC144863
Intermediate Similarity	0.7044	NPC95075
Intermediate Similarity	0.7044	NPC253883
Intermediate Similarity	0.7044	NPC90844
Intermediate Similarity	0.7041	NPC66573
Intermediate Similarity	0.7037	NPC26601
Intermediate Similarity	0.7032	NPC298821
Intermediate Similarity	0.7027	NPC301713
Intermediate Similarity	0.7025	NPC130926
Intermediate Similarity	0.7025	NPC9373
Intermediate Similarity	0.702	NPC470392
Intermediate Similarity	0.7019	NPC274026
Intermediate Similarity	0.7019	NPC47672
Remote Similarity	0.6994	NPC2295
Remote Similarity	0.6994	NPC477564
Remote Similarity	0.6994	NPC233926
Remote Similarity	0.6987	NPC123761
Remote Similarity	0.6975	NPC81733
Remote Similarity	0.6975	NPC326316
Remote Similarity	0.6972	NPC258992
Remote Similarity	0.6964	NPC284183
Remote Similarity	0.6964	NPC121275
Remote Similarity	0.6964	NPC4138
Remote Similarity	0.6962	NPC136951
Remote Similarity	0.6962	NPC161155
Remote Similarity	0.6962	NPC97004
Remote Similarity	0.6959	NPC320242
Remote Similarity	0.6959	NPC475215
Remote Similarity	0.6959	NPC108434
Remote Similarity	0.6957	NPC258222
Remote Similarity	0.6954	NPC308885
Remote Similarity	0.6954	NPC255550
Remote Similarity	0.6951	NPC123323
Remote Similarity	0.6948	NPC301050
Remote Similarity	0.6948	NPC42793
Remote Similarity	0.6948	NPC231884
Remote Similarity	0.6948	NPC131204
Remote Similarity	0.6948	NPC167944
Remote Similarity	0.6941	NPC204908
Remote Similarity	0.6941	NPC83198
Remote Similarity	0.6937	NPC277857
Remote Similarity	0.6937	NPC115144
Remote Similarity	0.6933	NPC133011
Remote Similarity	0.6933	NPC82285
Remote Similarity	0.6933	NPC283079
Remote Similarity	0.6928	NPC221864
Remote Similarity	0.6918	NPC97282
Remote Similarity	0.6909	NPC147091
Remote Similarity	0.6909	NPC146288
Remote Similarity	0.6908	NPC247018
Remote Similarity	0.6908	NPC97870
Remote Similarity	0.6908	NPC307123
Remote Similarity	0.6905	NPC233650
Remote Similarity	0.6903	NPC253429
Remote Similarity	0.6894	NPC130941
Remote Similarity	0.6894	NPC76412
Remote Similarity	0.6889	NPC192596
Remote Similarity	0.6886	NPC166014
Remote Similarity	0.6886	NPC230956
Remote Similarity	0.6886	NPC27410
Remote Similarity	0.6886	NPC235143
Remote Similarity	0.6886	NPC119649
Remote Similarity	0.6886	NPC205255
Remote Similarity	0.6886	NPC271388
Remote Similarity	0.6884	NPC146530
Remote Similarity	0.6875	NPC296085
Remote Similarity	0.6875	NPC132771
Remote Similarity	0.6867	NPC251571
Remote Similarity	0.6867	NPC79328
Remote Similarity	0.6864	NPC134858
Remote Similarity	0.6863	NPC285078
Remote Similarity	0.6863	NPC313737
Remote Similarity	0.6863	NPC6854
Remote Similarity	0.686	NPC198498
Remote Similarity	0.686	NPC10908
Remote Similarity	0.686	NPC115284
Remote Similarity	0.686	NPC63646
Remote Similarity	0.686	NPC76682
Remote Similarity	0.686	NPC317439
Remote Similarity	0.686	NPC227060
Remote Similarity	0.686	NPC276890
Remote Similarity	0.686	NPC317145
Remote Similarity	0.6849	NPC83279

Drug Structure

NPD6364 OpenBabel08211709092D 32 34 0 0 0 0 0 0 0 0999 V2000 9.5263 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 28 1 0 0 0 0 4 8 1 0 0 0 0 4 21 2 0 0 0 0 5 9 2 0 0 0 0 5 21 1 0 0 0 0 6 10 1 0 0 0 0 6 20 2 0 0 0 0 7 11 2 0 0 0 0 7 20 1 0 0 0 0 8 22 2 0 0 0 0 9 22 1 0 0 0 0 10 24 2 0 0 0 0 11 24 1 0 0 0 0 12 14 1 0 0 0 0 12 23 1 0 0 0 0 13 15 1 0 0 0 0 13 23 1 0 0 0 0 14 28 1 0 0 0 0 15 28 1 0 0 0 0 16 20 1 0 0 0 0 16 27 1 0 0 0 0 17 21 1 0 0 0 0 17 29 1 0 0 0 0 18 19 1 0 0 0 0 18 31 1 0 0 0 0 22 26 1 0 0 0 0 23 29 1 0 0 0 0 24 31 1 0 0 0 0 25 27 2 3 0 0 0 25 29 1 0 0 0 0 25 30 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000930
DrugBank	DB05316
ChEMBL	CHEMBL2111101
IUPHAR/BPS	8423
PharmaGKB
KEGG Drug
PubChem CID	10071196
ChEBI	133017
CAS Number	706779-91-1

Drug Properties

Molecular Weight	427.26
ALogP	0.1469
MLogP	3.55
XLogP	6.132
HDA	4
HBD	1
Rotatable Bonds	14
TPSA	48.3
RO5 Violation	1