NPASS drugs

Drug Information

Drug ID:	NPD5594
Drug Name:	Paliperidone
Molecular Formula:	C23H27FN4O3
Canonical SMILES:	Fc1ccc2c(c1)onc2C1CCN(CC1)CCc1c(C)nc2n(c1=O)CCCC2O
Standard InCHI:	InChI=1S/C23H27FN4O3/c1-14-17(23(30)28-9-2-3-19(29)22(28)25-14)8-12-27-10-6-15(7-11-27)21-18-5-4-16(24)13-20(18)31-26-21/h4-5,13,15,19,29H,2-3,6-12H2,1H3
Standard InCHIKey:	PMXMIIMHBWHSKN-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5594

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	255
0.1-0.2	1299
0.2-0.3	7885
0.3-0.4	5872
0.4-0.5	12177
0.5-0.6	3109
0.6-0.7	293
0.7-0.8	0
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
Remote Similarity	0.6978	NPC220851
Remote Similarity	0.6897	NPC474081
Remote Similarity	0.689	NPC471195
Remote Similarity	0.689	NPC471196
Remote Similarity	0.6847	NPC475607
Remote Similarity	0.6827	NPC150308
Remote Similarity	0.6826	NPC471762
Remote Similarity	0.6798	NPC475594
Remote Similarity	0.6795	NPC477549
Remote Similarity	0.6783	NPC157931
Remote Similarity	0.6783	NPC257851
Remote Similarity	0.678	NPC474041
Remote Similarity	0.678	NPC475761
Remote Similarity	0.6753	NPC66777
Remote Similarity	0.6753	NPC264400
Remote Similarity	0.6719	NPC324445
Remote Similarity	0.6698	NPC92803
Remote Similarity	0.6682	NPC18890
Remote Similarity	0.662	NPC472541
Remote Similarity	0.662	NPC472542
Remote Similarity	0.659	NPC472284
Remote Similarity	0.6574	NPC472539
Remote Similarity	0.6574	NPC472540
Remote Similarity	0.6574	NPC470787
Remote Similarity	0.6557	NPC473815
Remote Similarity	0.6555	NPC477589
Remote Similarity	0.6555	NPC477587
Remote Similarity	0.6528	NPC198401
Remote Similarity	0.6502	NPC471130
Remote Similarity	0.65	NPC477590
Remote Similarity	0.65	NPC477585
Remote Similarity	0.65	NPC477588
Remote Similarity	0.65	NPC477586
Remote Similarity	0.6496	NPC186351
Remote Similarity	0.6491	NPC322064
Remote Similarity	0.6491	NPC471192
Remote Similarity	0.6485	NPC88970
Remote Similarity	0.6481	NPC471615
Remote Similarity	0.6478	NPC315804
Remote Similarity	0.6478	NPC313804
Remote Similarity	0.6468	NPC154478
Remote Similarity	0.6463	NPC244425
Remote Similarity	0.6463	NPC15384
Remote Similarity	0.6457	NPC472287
Remote Similarity	0.6457	NPC472286
Remote Similarity	0.645	NPC84317
Remote Similarity	0.6441	NPC295548
Remote Similarity	0.6429	NPC475685
Remote Similarity	0.6429	NPC470786
Remote Similarity	0.6429	NPC472538
Remote Similarity	0.6429	NPC471155
Remote Similarity	0.6429	NPC329631
Remote Similarity	0.6404	NPC74562
Remote Similarity	0.6404	NPC151781
Remote Similarity	0.6404	NPC316181
Remote Similarity	0.64	NPC270241
Remote Similarity	0.6385	NPC241025
Remote Similarity	0.6384	NPC471191
Remote Similarity	0.6384	NPC225400
Remote Similarity	0.6379	NPC128115
Remote Similarity	0.6373	NPC113056
Remote Similarity	0.6373	NPC138293
Remote Similarity	0.6368	NPC317572
Remote Similarity	0.636	NPC6865
Remote Similarity	0.636	NPC153980
Remote Similarity	0.6356	NPC243850
Remote Similarity	0.6356	NPC16249
Remote Similarity	0.6345	NPC244543
Remote Similarity	0.6344	NPC476651
Remote Similarity	0.6329	NPC194740
Remote Similarity	0.6324	NPC289776
Remote Similarity	0.6324	NPC133470
Remote Similarity	0.6324	NPC191863
Remote Similarity	0.6321	NPC270301
Remote Similarity	0.632	NPC303374
Remote Similarity	0.6316	NPC72956
Remote Similarity	0.6295	NPC200836
Remote Similarity	0.6293	NPC189116
Remote Similarity	0.6288	NPC264176
Remote Similarity	0.6286	NPC75179
Remote Similarity	0.6284	NPC56170
Remote Similarity	0.6284	NPC471448
Remote Similarity	0.6283	NPC53344
Remote Similarity	0.6283	NPC478075
Remote Similarity	0.6278	NPC471944
Remote Similarity	0.6277	NPC148183
Remote Similarity	0.6277	NPC152768
Remote Similarity	0.6274	NPC39822
Remote Similarity	0.6272	NPC85273
Remote Similarity	0.6265	NPC67401
Remote Similarity	0.6262	NPC21429
Remote Similarity	0.6255	NPC478141
Remote Similarity	0.625	NPC477516
Remote Similarity	0.6244	NPC473814
Remote Similarity	0.6244	NPC78767
Remote Similarity	0.6239	NPC323969
Remote Similarity	0.6239	NPC28510
Remote Similarity	0.6233	NPC295158
Remote Similarity	0.6227	NPC93390
Remote Similarity	0.6224	NPC141053
Remote Similarity	0.6223	NPC248601
Remote Similarity	0.6221	NPC221873
Remote Similarity	0.6218	NPC478078
Remote Similarity	0.6217	NPC471194
Remote Similarity	0.6217	NPC471193
Remote Similarity	0.6214	NPC204867
Remote Similarity	0.6211	NPC270918
Remote Similarity	0.6207	NPC470001
Remote Similarity	0.6207	NPC470002
Remote Similarity	0.6204	NPC478077
Remote Similarity	0.6204	NPC90415
Remote Similarity	0.6202	NPC280022
Remote Similarity	0.6199	NPC472116
Remote Similarity	0.6198	NPC170751
Remote Similarity	0.6197	NPC269270
Remote Similarity	0.6195	NPC472259
Remote Similarity	0.619	NPC207866
Remote Similarity	0.6189	NPC470784
Remote Similarity	0.6189	NPC474183
Remote Similarity	0.6186	NPC207851
Remote Similarity	0.6184	NPC287208
Remote Similarity	0.618	NPC471197
Remote Similarity	0.6178	NPC328318
Remote Similarity	0.6178	NPC328596
Remote Similarity	0.6176	NPC214142
Remote Similarity	0.6171	NPC90229
Remote Similarity	0.617	NPC14686
Remote Similarity	0.6165	NPC476231
Remote Similarity	0.6164	NPC473763
Remote Similarity	0.6164	NPC117244
Remote Similarity	0.6161	NPC470548
Remote Similarity	0.6161	NPC249040
Remote Similarity	0.6157	NPC284888
Remote Similarity	0.6157	NPC282103
Remote Similarity	0.6154	NPC303658
Remote Similarity	0.6154	NPC471198
Remote Similarity	0.6154	NPC314270
Remote Similarity	0.6151	NPC261251
Remote Similarity	0.615	NPC119652
Remote Similarity	0.615	NPC97526
Remote Similarity	0.6148	NPC184680
Remote Similarity	0.6147	NPC12344
Remote Similarity	0.6147	NPC183805
Remote Similarity	0.6147	NPC219087
Remote Similarity	0.6143	NPC102008
Remote Similarity	0.6141	NPC477112
Remote Similarity	0.6139	NPC478010
Remote Similarity	0.6139	NPC284348
Remote Similarity	0.6137	NPC62995
Remote Similarity	0.6132	NPC471743
Remote Similarity	0.613	NPC14390
Remote Similarity	0.6129	NPC194040
Remote Similarity	0.6128	NPC48317
Remote Similarity	0.6125	NPC100547
Remote Similarity	0.6124	NPC66490
Remote Similarity	0.6124	NPC44161
Remote Similarity	0.6122	NPC470785
Remote Similarity	0.6121	NPC15840
Remote Similarity	0.6121	NPC271792
Remote Similarity	0.6119	NPC473008
Remote Similarity	0.6119	NPC144691
Remote Similarity	0.6117	NPC27904
Remote Similarity	0.6116	NPC196718
Remote Similarity	0.6116	NPC102593
Remote Similarity	0.6114	NPC137627
Remote Similarity	0.6111	NPC285923
Remote Similarity	0.6111	NPC27041
Remote Similarity	0.6111	NPC469727
Remote Similarity	0.6111	NPC258480
Remote Similarity	0.6111	NPC470003
Remote Similarity	0.6109	NPC24370
Remote Similarity	0.6109	NPC319232
Remote Similarity	0.6108	NPC123011
Remote Similarity	0.6108	NPC256689
Remote Similarity	0.6106	NPC295898
Remote Similarity	0.6102	NPC472099
Remote Similarity	0.6101	NPC206186
Remote Similarity	0.61	NPC95240
Remote Similarity	0.61	NPC322135
Remote Similarity	0.61	NPC315467
Remote Similarity	0.61	NPC223409
Remote Similarity	0.6099	NPC74153
Remote Similarity	0.6099	NPC470021
Remote Similarity	0.6099	NPC316282
Remote Similarity	0.6096	NPC472111
Remote Similarity	0.6094	NPC237740
Remote Similarity	0.6087	NPC469589
Remote Similarity	0.6087	NPC174672
Remote Similarity	0.6087	NPC314882
Remote Similarity	0.6085	NPC165285
Remote Similarity	0.6085	NPC279871
Remote Similarity	0.6085	NPC303225
Remote Similarity	0.6083	NPC118559
Remote Similarity	0.6083	NPC124920
Remote Similarity	0.6083	NPC304307
Remote Similarity	0.6083	NPC34580
Remote Similarity	0.6082	NPC184225
Remote Similarity	0.6081	NPC276517
Remote Similarity	0.608	NPC16188
Remote Similarity	0.6079	NPC53144

Drug Structure

NPD5594 OpenBabel08211708292D 32 36 0 0 1 0 0 0 0 0999 V2000 -4.5468 6.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1180 2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1399 2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.7024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7872 2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 6.2024 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 -1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 5.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7653 2.2329 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 6.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 4.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.0109 7.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8769 7.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 3 1 0 0 0 0 2 9 1 0 0 0 0 3 19 1 0 0 0 0 4 5 2 0 0 0 0 4 16 1 0 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 15 1 0 0 0 0 7 11 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 17 1 0 0 0 0 9 28 1 0 0 0 0 10 27 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 16 2 0 0 0 0 13 20 1 0 0 0 0 14 17 2 0 0 0 0 14 25 1 0 0 0 0 15 21 1 0 0 0 0 16 24 1 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 21 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 31 1 0 0 0 0 21 26 2 0 0 0 0 22 25 2 0 0 0 0 22 28 1 0 0 0 0 23 28 1 0 0 0 0 23 30 2 0 0 0 0 26 31 1 0 0 0 0 29 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004838; DAP000847
DrugBank	DB01267
ChEMBL	CHEMBL1621
IUPHAR/BPS	7258
PharmaGKB	PA163518919
KEGG Drug	D05339
PubChem CID	115237
ChEBI	83804
CAS Number	144598-75-4

Drug Properties

Molecular Weight	426.21
ALogP	-1.7699
MLogP	3.11
XLogP	1.945
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	82.17
RO5 Violation	0