NPASS drugs

Drug Information

Drug ID:	NPD7200
Drug Name:	Fluspirilene
Molecular Formula:	C29H31F2N3O
Canonical SMILES:	Fc1ccc(cc1)C(c1ccc(cc1)F)CCCN1CCC2(CC1)C(=NCN2c1ccccc1)O
Standard InCHI:	InChI=1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35)
Standard InCHIKey:	QOYHHIBFXOOADH-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7200

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	224
0.1-0.2	1569
0.2-0.3	10450
0.3-0.4	12688
0.4-0.5	3904
0.5-0.6	1832
0.6-0.7	217
0.7-0.8	6
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	0.7244	NPC291610
Intermediate Similarity	0.7244	NPC315257
Intermediate Similarity	0.7206	NPC192209
Intermediate Similarity	0.7164	NPC187036
Intermediate Similarity	0.7059	NPC288232
Intermediate Similarity	0.7029	NPC264580
Remote Similarity	0.6944	NPC478079
Remote Similarity	0.6912	NPC296163
Remote Similarity	0.6887	NPC243162
Remote Similarity	0.6879	NPC475915
Remote Similarity	0.6875	NPC252794
Remote Similarity	0.6849	NPC9856
Remote Similarity	0.6828	NPC476950
Remote Similarity	0.6779	NPC184437
Remote Similarity	0.6757	NPC476687
Remote Similarity	0.6757	NPC476689
Remote Similarity	0.6757	NPC476685
Remote Similarity	0.6731	NPC469735
Remote Similarity	0.673	NPC117032
Remote Similarity	0.6714	NPC313449
Remote Similarity	0.6689	NPC471123
Remote Similarity	0.6688	NPC469740
Remote Similarity	0.6667	NPC104345
Remote Similarity	0.6667	NPC328683
Remote Similarity	0.6667	NPC283130
Remote Similarity	0.6667	NPC313352
Remote Similarity	0.6667	NPC302790
Remote Similarity	0.6644	NPC53044
Remote Similarity	0.6643	NPC147957
Remote Similarity	0.6624	NPC472100
Remote Similarity	0.6623	NPC186284
Remote Similarity	0.6623	NPC22082
Remote Similarity	0.6619	NPC470550
Remote Similarity	0.6601	NPC469560
Remote Similarity	0.6585	NPC68650
Remote Similarity	0.6562	NPC206592
Remote Similarity	0.6561	NPC116519
Remote Similarity	0.6545	NPC476231
Remote Similarity	0.6541	NPC178681
Remote Similarity	0.6519	NPC264589
Remote Similarity	0.6509	NPC355
Remote Similarity	0.6503	NPC477156
Remote Similarity	0.6503	NPC477157
Remote Similarity	0.6497	NPC472103
Remote Similarity	0.649	NPC324611
Remote Similarity	0.6486	NPC145754
Remote Similarity	0.646	NPC66936
Remote Similarity	0.6438	NPC109787
Remote Similarity	0.6424	NPC471122
Remote Similarity	0.6423	NPC164802
Remote Similarity	0.64	NPC473417
Remote Similarity	0.64	NPC314431
Remote Similarity	0.6398	NPC318086
Remote Similarity	0.6387	NPC251722
Remote Similarity	0.6387	NPC314102
Remote Similarity	0.6383	NPC205652
Remote Similarity	0.6375	NPC254798
Remote Similarity	0.6364	NPC472294
Remote Similarity	0.635	NPC434
Remote Similarity	0.635	NPC79618
Remote Similarity	0.6346	NPC130251
Remote Similarity	0.6341	NPC476219
Remote Similarity	0.6333	NPC278451
Remote Similarity	0.6328	NPC307396
Remote Similarity	0.6319	NPC470233
Remote Similarity	0.631	NPC476118
Remote Similarity	0.6306	NPC471574
Remote Similarity	0.6306	NPC104483
Remote Similarity	0.6301	NPC150048
Remote Similarity	0.6301	NPC203754
Remote Similarity	0.6299	NPC300299
Remote Similarity	0.6294	NPC317430
Remote Similarity	0.6291	NPC226662
Remote Similarity	0.6279	NPC470926
Remote Similarity	0.6276	NPC226143
Remote Similarity	0.6276	NPC162689
Remote Similarity	0.6276	NPC54102
Remote Similarity	0.6272	NPC195507
Remote Similarity	0.6272	NPC2165
Remote Similarity	0.6272	NPC471124
Remote Similarity	0.6266	NPC59084
Remote Similarity	0.6265	NPC222029
Remote Similarity	0.6265	NPC129721
Remote Similarity	0.6258	NPC154602
Remote Similarity	0.6243	NPC276430
Remote Similarity	0.6243	NPC329688
Remote Similarity	0.6243	NPC189812
Remote Similarity	0.6243	NPC470548
Remote Similarity	0.6242	NPC476297
Remote Similarity	0.6235	NPC477974
Remote Similarity	0.6235	NPC98187
Remote Similarity	0.6229	NPC133261
Remote Similarity	0.6226	NPC63157
Remote Similarity	0.6226	NPC473868
Remote Similarity	0.6225	NPC471313
Remote Similarity	0.6225	NPC471311
Remote Similarity	0.6225	NPC150863
Remote Similarity	0.6205	NPC172937
Remote Similarity	0.6205	NPC94167
Remote Similarity	0.6202	NPC78154
Remote Similarity	0.6197	NPC314141
Remote Similarity	0.619	NPC81229
Remote Similarity	0.619	NPC255229
Remote Similarity	0.619	NPC314192
Remote Similarity	0.6188	NPC136002
Remote Similarity	0.6188	NPC311330
Remote Similarity	0.6188	NPC20144
Remote Similarity	0.6185	NPC472123
Remote Similarity	0.6185	NPC477976
Remote Similarity	0.6183	NPC471309
Remote Similarity	0.6176	NPC474430
Remote Similarity	0.6173	NPC212799
Remote Similarity	0.6169	NPC256893
Remote Similarity	0.6168	NPC153694
Remote Similarity	0.6168	NPC211525
Remote Similarity	0.6165	NPC311242
Remote Similarity	0.6162	NPC472541
Remote Similarity	0.6162	NPC472542
Remote Similarity	0.6159	NPC475763
Remote Similarity	0.6154	NPC85651
Remote Similarity	0.6154	NPC325599
Remote Similarity	0.6154	NPC267508
Remote Similarity	0.6145	NPC473297
Remote Similarity	0.614	NPC278887
Remote Similarity	0.6136	NPC474041
Remote Similarity	0.6135	NPC21605
Remote Similarity	0.6135	NPC321617
Remote Similarity	0.6133	NPC122718
Remote Similarity	0.6131	NPC310403
Remote Similarity	0.6131	NPC263709
Remote Similarity	0.6131	NPC243673
Remote Similarity	0.6131	NPC148468
Remote Similarity	0.6131	NPC97380
Remote Similarity	0.6131	NPC63210
Remote Similarity	0.6127	NPC158129
Remote Similarity	0.6122	NPC317564
Remote Similarity	0.6114	NPC472122
Remote Similarity	0.6114	NPC24594
Remote Similarity	0.6111	NPC478077
Remote Similarity	0.6111	NPC478039
Remote Similarity	0.6111	NPC469525
Remote Similarity	0.6108	NPC470787
Remote Similarity	0.6108	NPC472540
Remote Similarity	0.6108	NPC472539
Remote Similarity	0.6105	NPC469462
Remote Similarity	0.6105	NPC63751
Remote Similarity	0.6103	NPC239854
Remote Similarity	0.6103	NPC329375
Remote Similarity	0.6101	NPC301760
Remote Similarity	0.6101	NPC88097
Remote Similarity	0.6098	NPC37548
Remote Similarity	0.6096	NPC81561
Remote Similarity	0.6095	NPC225319
Remote Similarity	0.6095	NPC477158
Remote Similarity	0.6092	NPC471294
Remote Similarity	0.6082	NPC477975
Remote Similarity	0.6081	NPC257490
Remote Similarity	0.608	NPC326575
Remote Similarity	0.6078	NPC472245
Remote Similarity	0.6078	NPC280807
Remote Similarity	0.6077	NPC316108
Remote Similarity	0.6069	NPC313673
Remote Similarity	0.6067	NPC317758
Remote Similarity	0.6067	NPC477891
Remote Similarity	0.6062	NPC2949
Remote Similarity	0.6062	NPC477155
Remote Similarity	0.6061	NPC476483
Remote Similarity	0.6061	NPC33421
Remote Similarity	0.6061	NPC40070
Remote Similarity	0.6059	NPC282339
Remote Similarity	0.6059	NPC99632
Remote Similarity	0.6059	NPC472121
Remote Similarity	0.6057	NPC475097
Remote Similarity	0.6054	NPC91958
Remote Similarity	0.6051	NPC198988
Remote Similarity	0.6047	NPC472114
Remote Similarity	0.6047	NPC49217
Remote Similarity	0.6047	NPC472115
Remote Similarity	0.6037	NPC300596
Remote Similarity	0.6037	NPC470111
Remote Similarity	0.6037	NPC237649
Remote Similarity	0.6036	NPC6436
Remote Similarity	0.6036	NPC475990
Remote Similarity	0.6036	NPC221786
Remote Similarity	0.6036	NPC276085
Remote Similarity	0.6036	NPC474880
Remote Similarity	0.6036	NPC36495
Remote Similarity	0.6034	NPC318183
Remote Similarity	0.6027	NPC148140
Remote Similarity	0.6027	NPC476566
Remote Similarity	0.6025	NPC469537
Remote Similarity	0.6024	NPC285381
Remote Similarity	0.6023	NPC469541
Remote Similarity	0.6023	NPC471743
Remote Similarity	0.6023	NPC134586
Remote Similarity	0.6022	NPC17273
Remote Similarity	0.6022	NPC135601
Remote Similarity	0.6022	NPC141612
Remote Similarity	0.6015	NPC329430
Remote Similarity	0.6014	NPC326232

Drug Structure

NPD7200 OpenBabel08211711362D 36 40 0 0 0 0 0 0 0 0999 V2000 0.6237 2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3669 2.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3273 2.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 2.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -0.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -0.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8417 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 -1.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 -0.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9757 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7078 2.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -2.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 0.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5738 2.5933 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 -3.4067 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 0.5933 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 -1.5522 -2.0704 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 -1.7614 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 7 1 0 0 0 0 4 18 1 0 0 0 0 5 26 2 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 12 1 0 0 0 0 8 22 2 0 0 0 0 9 13 2 0 0 0 0 9 22 1 0 0 0 0 10 14 1 0 0 0 0 10 23 2 0 0 0 0 11 15 2 0 0 0 0 11 23 1 0 0 0 0 12 24 2 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 15 25 1 0 0 0 0 16 19 1 0 0 0 0 16 29 1 0 0 0 0 17 20 1 0 0 0 0 17 29 1 0 0 0 0 18 33 1 0 0 0 0 19 33 1 0 0 0 0 20 33 1 0 0 0 0 21 32 1 0 0 0 0 21 34 1 0 0 0 0 22 27 1 0 0 0 0 23 27 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 34 1 0 0 0 0 28 29 1 0 0 0 0 28 32 2 0 0 0 0 28 35 1 0 0 0 0 29 34 1 0 0 0 0 35 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000980
DrugBank	DB04842
ChEMBL	CHEMBL46516
IUPHAR/BPS	85
PharmaGKB	PA162565878
KEGG Drug	D02629
PubChem CID	3396
ChEBI	93369
CAS Number	1841-19-6

Drug Properties

Molecular Weight	475.24
ALogP	-1.1899
MLogP	3.99
XLogP	8.321
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	39.07
RO5 Violation	1