NPASS drugs

Drug Information

Drug ID:	NPD5591
Drug Name:	Risperidone
Molecular Formula:	C23H27FN4O2
Canonical SMILES:	Fc1ccc2c(c1)onc2C1CCN(CC1)CCc1c(C)nc2n(c1=O)CCCC2
Standard InCHI:	InChI=1S/C23H27FN4O2/c1-15-18(23(29)28-10-3-2-4-21(28)25-15)9-13-27-11-7-16(8-12-27)22-19-6-5-17(24)14-20(19)30-26-22/h5-6,14,16H,2-4,7-13H2,1H3
Standard InCHIKey:	RAPZEAPATHNIPO-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5591

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	358
0.1-0.2	2073
0.2-0.3	9445
0.3-0.4	4623
0.4-0.5	11437
0.5-0.6	2727
0.6-0.7	224
0.7-0.8	3
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	0.7097	NPC220851
Intermediate Similarity	0.7091	NPC471762
Intermediate Similarity	0.7014	NPC66777
Remote Similarity	0.6968	NPC157931
Remote Similarity	0.6892	NPC257851
Remote Similarity	0.6882	NPC264400
Remote Similarity	0.6866	NPC150308
Remote Similarity	0.6768	NPC474081
Remote Similarity	0.6717	NPC475607
Remote Similarity	0.6715	NPC198401
Remote Similarity	0.6683	NPC471196
Remote Similarity	0.6683	NPC471195
Remote Similarity	0.6667	NPC475594
Remote Similarity	0.6652	NPC471615
Remote Similarity	0.665	NPC92803
Remote Similarity	0.665	NPC474041
Remote Similarity	0.665	NPC475761
Remote Similarity	0.6634	NPC18890
Remote Similarity	0.6615	NPC471130
Remote Similarity	0.6601	NPC21429
Remote Similarity	0.6598	NPC88970
Remote Similarity	0.6591	NPC322064
Remote Similarity	0.6537	NPC477549
Remote Similarity	0.6528	NPC243850
Remote Similarity	0.6493	NPC472542
Remote Similarity	0.6493	NPC472541
Remote Similarity	0.6473	NPC303374
Remote Similarity	0.6473	NPC323969
Remote Similarity	0.6455	NPC264176
Remote Similarity	0.6445	NPC470787
Remote Similarity	0.6445	NPC472540
Remote Similarity	0.6445	NPC472539
Remote Similarity	0.6409	NPC207428
Remote Similarity	0.6389	NPC295548
Remote Similarity	0.6381	NPC56170
Remote Similarity	0.6379	NPC329631
Remote Similarity	0.6376	NPC16249
Remote Similarity	0.6376	NPC471155
Remote Similarity	0.6376	NPC478078
Remote Similarity	0.6376	NPC472538
Remote Similarity	0.6372	NPC471944
Remote Similarity	0.6368	NPC148183
Remote Similarity	0.6368	NPC152768
Remote Similarity	0.6364	NPC85273
Remote Similarity	0.6347	NPC270241
Remote Similarity	0.6343	NPC295898
Remote Similarity	0.6338	NPC473814
Remote Similarity	0.6338	NPC78767
Remote Similarity	0.633	NPC225400
Remote Similarity	0.633	NPC471191
Remote Similarity	0.6329	NPC282103
Remote Similarity	0.6327	NPC128115
Remote Similarity	0.6321	NPC93390
Remote Similarity	0.6313	NPC204867
Remote Similarity	0.6313	NPC200836
Remote Similarity	0.6308	NPC84317
Remote Similarity	0.6306	NPC153980
Remote Similarity	0.6306	NPC6865
Remote Similarity	0.6301	NPC470786
Remote Similarity	0.6298	NPC17273
Remote Similarity	0.6298	NPC141612
Remote Similarity	0.6298	NPC135601
Remote Similarity	0.6296	NPC244543
Remote Similarity	0.6295	NPC274982
Remote Similarity	0.6291	NPC472116
Remote Similarity	0.629	NPC476651
Remote Similarity	0.628	NPC258480
Remote Similarity	0.628	NPC46895
Remote Similarity	0.6278	NPC151781
Remote Similarity	0.6278	NPC207866
Remote Similarity	0.6278	NPC74562
Remote Similarity	0.6278	NPC316181
Remote Similarity	0.6268	NPC473815
Remote Similarity	0.6267	NPC244425
Remote Similarity	0.6267	NPC305984
Remote Similarity	0.6267	NPC15384
Remote Similarity	0.6267	NPC143977
Remote Similarity	0.6263	NPC191863
Remote Similarity	0.6263	NPC289776
Remote Similarity	0.6263	NPC133470
Remote Similarity	0.6262	NPC470021
Remote Similarity	0.6261	NPC72956
Remote Similarity	0.6257	NPC207554
Remote Similarity	0.625	NPC121327
Remote Similarity	0.6245	NPC322482
Remote Similarity	0.6244	NPC154478
Remote Similarity	0.6244	NPC174672
Remote Similarity	0.6231	NPC189116
Remote Similarity	0.623	NPC324445
Remote Similarity	0.6229	NPC477587
Remote Similarity	0.6229	NPC477589
Remote Similarity	0.6227	NPC270918
Remote Similarity	0.6222	NPC470001
Remote Similarity	0.6222	NPC470002
Remote Similarity	0.6222	NPC62995
Remote Similarity	0.6218	NPC144691
Remote Similarity	0.6216	NPC300299
Remote Similarity	0.6214	NPC73994
Remote Similarity	0.6214	NPC271792
Remote Similarity	0.6214	NPC61011
Remote Similarity	0.6214	NPC475685
Remote Similarity	0.6211	NPC269270
Remote Similarity	0.6207	NPC194740
Remote Similarity	0.6202	NPC285923
Remote Similarity	0.6195	NPC28848
Remote Similarity	0.6195	NPC27041
Remote Similarity	0.6195	NPC14325
Remote Similarity	0.619	NPC206186
Remote Similarity	0.6186	NPC90229
Remote Similarity	0.6186	NPC74153
Remote Similarity	0.6184	NPC472099
Remote Similarity	0.6184	NPC14686
Remote Similarity	0.6179	NPC478083
Remote Similarity	0.6178	NPC237740
Remote Similarity	0.6176	NPC477586
Remote Similarity	0.6176	NPC477588
Remote Similarity	0.6176	NPC477590
Remote Similarity	0.6176	NPC477585
Remote Similarity	0.617	NPC141053
Remote Similarity	0.6164	NPC53144
Remote Similarity	0.6161	NPC183805
Remote Similarity	0.6161	NPC471194
Remote Similarity	0.6161	NPC471193
Remote Similarity	0.6161	NPC472098
Remote Similarity	0.616	NPC470022
Remote Similarity	0.6157	NPC474916
Remote Similarity	0.6154	NPC117032
Remote Similarity	0.6154	NPC53344
Remote Similarity	0.615	NPC471192
Remote Similarity	0.6147	NPC21638
Remote Similarity	0.6146	NPC471743
Remote Similarity	0.6143	NPC66210
Remote Similarity	0.614	NPC48317
Remote Similarity	0.6137	NPC311906
Remote Similarity	0.6135	NPC39822
Remote Similarity	0.6135	NPC88110
Remote Similarity	0.6132	NPC472112
Remote Similarity	0.6132	NPC473569
Remote Similarity	0.6132	NPC473008
Remote Similarity	0.6131	NPC27904
Remote Similarity	0.6129	NPC81535
Remote Similarity	0.6128	NPC102593
Remote Similarity	0.6128	NPC196718
Remote Similarity	0.6126	NPC287208
Remote Similarity	0.6123	NPC469727
Remote Similarity	0.6122	NPC295021
Remote Similarity	0.6121	NPC473821
Remote Similarity	0.6119	NPC471178
Remote Similarity	0.6117	NPC83774
Remote Similarity	0.6106	NPC270301
Remote Similarity	0.6106	NPC28368
Remote Similarity	0.6103	NPC28510
Remote Similarity	0.61	NPC471177
Remote Similarity	0.61	NPC59779
Remote Similarity	0.61	NPC476231
Remote Similarity	0.61	NPC124542
Remote Similarity	0.61	NPC177404
Remote Similarity	0.6099	NPC61038
Remote Similarity	0.6099	NPC174758
Remote Similarity	0.6098	NPC469529
Remote Similarity	0.6098	NPC470548
Remote Similarity	0.6098	NPC303225
Remote Similarity	0.6096	NPC248601
Remote Similarity	0.6095	NPC133003
Remote Similarity	0.6095	NPC295158
Remote Similarity	0.6094	NPC186351
Remote Similarity	0.6091	NPC134848
Remote Similarity	0.6089	NPC110182
Remote Similarity	0.6087	NPC67659
Remote Similarity	0.6085	NPC221873
Remote Similarity	0.6083	NPC472284
Remote Similarity	0.6079	NPC330009
Remote Similarity	0.6078	NPC473449
Remote Similarity	0.6077	NPC243058
Remote Similarity	0.6075	NPC473004
Remote Similarity	0.6071	NPC269367
Remote Similarity	0.6071	NPC470020
Remote Similarity	0.6071	NPC471304
Remote Similarity	0.6067	NPC101350
Remote Similarity	0.6066	NPC478077
Remote Similarity	0.6065	NPC470023
Remote Similarity	0.6063	NPC472259
Remote Similarity	0.6059	NPC477516
Remote Similarity	0.6056	NPC324091
Remote Similarity	0.6053	NPC471574
Remote Similarity	0.6053	NPC471197
Remote Similarity	0.605	NPC93653
Remote Similarity	0.6049	NPC191310
Remote Similarity	0.6048	NPC203635
Remote Similarity	0.6045	NPC211813
Remote Similarity	0.6042	NPC297322
Remote Similarity	0.6042	NPC473804
Remote Similarity	0.604	NPC299582
Remote Similarity	0.6036	NPC175602
Remote Similarity	0.6034	NPC122436
Remote Similarity	0.6032	NPC83214
Remote Similarity	0.6031	NPC476444
Remote Similarity	0.6029	NPC471943
Remote Similarity	0.6028	NPC473763
Remote Similarity	0.6028	NPC117244

Drug Structure

NPD5591 OpenBabel08211708292D 30 34 0 0 0 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 5.7024 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 -8.0109 6.2024 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 0 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 0.5000 0.8660 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 -1.0827 1.2024 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 -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 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 4 1 0 0 0 0 3 10 1 0 0 0 0 4 21 1 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 19 1 0 0 0 0 7 11 1 0 0 0 0 7 16 1 0 0 0 0 8 12 1 0 0 0 0 8 16 1 0 0 0 0 9 13 1 0 0 0 0 9 18 1 0 0 0 0 10 28 1 0 0 0 0 11 27 1 0 0 0 0 12 27 1 0 0 0 0 13 27 1 0 0 0 0 14 17 2 0 0 0 0 14 20 1 0 0 0 0 15 18 2 0 0 0 0 15 25 1 0 0 0 0 16 22 1 0 0 0 0 17 24 1 0 0 0 0 18 23 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 30 1 0 0 0 0 21 25 2 0 0 0 0 21 28 1 0 0 0 0 22 26 2 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 26 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000003
DrugBank	DB00734
ChEMBL	CHEMBL85
IUPHAR/BPS	96
PharmaGKB	PA451257
KEGG Drug	D00426
PubChem CID	5073
ChEBI	8871
CAS Number	106266-06-2

Drug Properties

Molecular Weight	410.21
ALogP	-1.1177
MLogP	3.22
XLogP	2.709
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	61.94
RO5 Violation	0