NPASS drugs

Drug Information

Drug ID:	NPD7006
Drug Name:	Pimozide
Molecular Formula:	C28H29F2N3O
Canonical SMILES:	Fc1ccc(cc1)C(c1ccc(cc1)F)CCCN1CCC(CC1)n1c(O)nc2c1cccc2
Standard InCHI:	InChI=1S/C28H29F2N3O/c29-22-11-7-20(8-12-22)25(21-9-13-23(30)14-10-21)4-3-17-32-18-15-24(16-19-32)33-27-6-2-1-5-26(27)31-28(33)34/h1-2,5-14,24-25H,3-4,15-19H2,(H,31,34)
Standard InCHIKey:	YVUQSNJEYSNKRX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD7006

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	641
0.1-0.2	5882
0.2-0.3	15754
0.3-0.4	4806
0.4-0.5	1894
0.5-0.6	1398
0.6-0.7	491
0.7-0.8	24
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	0.7829	NPC317054
Intermediate Similarity	0.7711	NPC114209
Intermediate Similarity	0.7692	NPC476219
Intermediate Similarity	0.7588	NPC476297
Intermediate Similarity	0.7386	NPC2165
Intermediate Similarity	0.7386	NPC195507
Intermediate Similarity	0.7306	NPC469308
Intermediate Similarity	0.7297	NPC476341
Intermediate Similarity	0.7262	NPC20144
Intermediate Similarity	0.7257	NPC300238
Intermediate Similarity	0.7193	NPC470111
Intermediate Similarity	0.7189	NPC471609
Intermediate Similarity	0.7176	NPC204141
Intermediate Similarity	0.7175	NPC470203
Intermediate Similarity	0.7119	NPC470204
Intermediate Similarity	0.7114	NPC471603
Intermediate Similarity	0.711	NPC40070
Intermediate Similarity	0.7083	NPC104483
Intermediate Similarity	0.7079	NPC478185
Intermediate Similarity	0.7079	NPC225018
Intermediate Similarity	0.7059	NPC42483
Intermediate Similarity	0.7039	NPC478182
Intermediate Similarity	0.7029	NPC325903
Intermediate Similarity	0.7006	NPC216159
Remote Similarity	0.6982	NPC88097
Remote Similarity	0.6971	NPC470233
Remote Similarity	0.6966	NPC293487
Remote Similarity	0.6944	NPC478184
Remote Similarity	0.6941	NPC284635
Remote Similarity	0.6941	NPC115611
Remote Similarity	0.6936	NPC478186
Remote Similarity	0.6927	NPC122141
Remote Similarity	0.6927	NPC255229
Remote Similarity	0.6927	NPC229173
Remote Similarity	0.6927	NPC81229
Remote Similarity	0.6919	NPC280852
Remote Similarity	0.6911	NPC472289
Remote Similarity	0.6902	NPC208060
Remote Similarity	0.6901	NPC473868
Remote Similarity	0.6901	NPC63157
Remote Similarity	0.6875	NPC469975
Remote Similarity	0.6872	NPC475990
Remote Similarity	0.6872	NPC474880
Remote Similarity	0.6872	NPC221786
Remote Similarity	0.6868	NPC478183
Remote Similarity	0.6864	NPC314102
Remote Similarity	0.6864	NPC251722
Remote Similarity	0.6862	NPC477891
Remote Similarity	0.6857	NPC282531
Remote Similarity	0.6851	NPC317105
Remote Similarity	0.6845	NPC198988
Remote Similarity	0.6842	NPC59084
Remote Similarity	0.6839	NPC63545
Remote Similarity	0.6828	NPC472122
Remote Similarity	0.6828	NPC24594
Remote Similarity	0.6805	NPC325252
Remote Similarity	0.68	NPC201380
Remote Similarity	0.68	NPC469811
Remote Similarity	0.68	NPC179787
Remote Similarity	0.68	NPC21605
Remote Similarity	0.6798	NPC120070
Remote Similarity	0.6796	NPC194881
Remote Similarity	0.6791	NPC326575
Remote Similarity	0.6789	NPC108011
Remote Similarity	0.6776	NPC56233
Remote Similarity	0.6761	NPC321911
Remote Similarity	0.6757	NPC476686
Remote Similarity	0.6757	NPC476688
Remote Similarity	0.6757	NPC105758
Remote Similarity	0.6752	NPC143156
Remote Similarity	0.6749	NPC116555
Remote Similarity	0.6739	NPC317430
Remote Similarity	0.6723	NPC33421
Remote Similarity	0.672	NPC472105
Remote Similarity	0.672	NPC472123
Remote Similarity	0.672	NPC187827
Remote Similarity	0.6719	NPC17273
Remote Similarity	0.6719	NPC141612
Remote Similarity	0.6719	NPC135601
Remote Similarity	0.6703	NPC91895
Remote Similarity	0.6703	NPC474897
Remote Similarity	0.6703	NPC164664
Remote Similarity	0.6703	NPC32534
Remote Similarity	0.6702	NPC21429
Remote Similarity	0.6687	NPC162689
Remote Similarity	0.6687	NPC54102
Remote Similarity	0.6686	NPC469525
Remote Similarity	0.6686	NPC470440
Remote Similarity	0.6685	NPC6436
Remote Similarity	0.6685	NPC477591
Remote Similarity	0.6684	NPC144114
Remote Similarity	0.6684	NPC307191
Remote Similarity	0.6684	NPC297034
Remote Similarity	0.6667	NPC476566
Remote Similarity	0.6667	NPC133261
Remote Similarity	0.6667	NPC247987
Remote Similarity	0.6667	NPC271797
Remote Similarity	0.6667	NPC51054
Remote Similarity	0.6667	NPC21174
Remote Similarity	0.6667	NPC150259
Remote Similarity	0.6649	NPC472109
Remote Similarity	0.6649	NPC472110
Remote Similarity	0.6649	NPC278874
Remote Similarity	0.6647	NPC2949
Remote Similarity	0.6632	NPC24864
Remote Similarity	0.6632	NPC15840
Remote Similarity	0.663	NPC129721
Remote Similarity	0.663	NPC236711
Remote Similarity	0.6627	NPC473930
Remote Similarity	0.6615	NPC472294
Remote Similarity	0.6612	NPC224632
Remote Similarity	0.6608	NPC218268
Remote Similarity	0.6598	NPC254762
Remote Similarity	0.6596	NPC189812
Remote Similarity	0.6596	NPC329688
Remote Similarity	0.6595	NPC49217
Remote Similarity	0.6593	NPC135141
Remote Similarity	0.6593	NPC92796
Remote Similarity	0.6593	NPC56765
Remote Similarity	0.6585	NPC71238
Remote Similarity	0.6573	NPC288445
Remote Similarity	0.6561	NPC474958
Remote Similarity	0.6561	NPC121903
Remote Similarity	0.655	NPC265576
Remote Similarity	0.6545	NPC122718
Remote Similarity	0.6545	NPC16659
Remote Similarity	0.6538	NPC216643
Remote Similarity	0.6536	NPC53947
Remote Similarity	0.6524	NPC194411
Remote Similarity	0.6522	NPC81561
Remote Similarity	0.651	NPC113626
Remote Similarity	0.6508	NPC471579
Remote Similarity	0.6508	NPC469938
Remote Similarity	0.6497	NPC86288
Remote Similarity	0.6497	NPC314372
Remote Similarity	0.6493	NPC267811
Remote Similarity	0.6492	NPC12649
Remote Similarity	0.6492	NPC265710
Remote Similarity	0.649	NPC54981
Remote Similarity	0.6489	NPC82331
Remote Similarity	0.6481	NPC2497
Remote Similarity	0.648	NPC37548
Remote Similarity	0.6477	NPC472108
Remote Similarity	0.6477	NPC143533
Remote Similarity	0.6477	NPC139291
Remote Similarity	0.6477	NPC472104
Remote Similarity	0.6477	NPC190296
Remote Similarity	0.6474	NPC125746
Remote Similarity	0.6471	NPC471322
Remote Similarity	0.6471	NPC63751
Remote Similarity	0.6471	NPC256893
Remote Similarity	0.6471	NPC475450
Remote Similarity	0.6467	NPC250361
Remote Similarity	0.6464	NPC281094
Remote Similarity	0.6463	NPC48564
Remote Similarity	0.6463	NPC182570
Remote Similarity	0.6463	NPC265605
Remote Similarity	0.6462	NPC478077
Remote Similarity	0.6461	NPC288838
Remote Similarity	0.6461	NPC143872
Remote Similarity	0.646	NPC148140
Remote Similarity	0.6447	NPC231536
Remote Similarity	0.6444	NPC105818
Remote Similarity	0.6444	NPC24678
Remote Similarity	0.6443	NPC258480
Remote Similarity	0.644	NPC234987
Remote Similarity	0.6437	NPC169433
Remote Similarity	0.6429	NPC282247
Remote Similarity	0.6429	NPC472323
Remote Similarity	0.6425	NPC158055
Remote Similarity	0.6421	NPC275305
Remote Similarity	0.6421	NPC37423
Remote Similarity	0.642	NPC88121
Remote Similarity	0.6413	NPC318065
Remote Similarity	0.6413	NPC206819
Remote Similarity	0.6413	NPC41257
Remote Similarity	0.6412	NPC22079
Remote Similarity	0.6412	NPC475428
Remote Similarity	0.641	NPC472107
Remote Similarity	0.641	NPC15102
Remote Similarity	0.641	NPC79062
Remote Similarity	0.6404	NPC159856
Remote Similarity	0.64	NPC110126
Remote Similarity	0.64	NPC316811
Remote Similarity	0.64	NPC32002
Remote Similarity	0.64	NPC315348
Remote Similarity	0.64	NPC312092
Remote Similarity	0.64	NPC73767
Remote Similarity	0.6393	NPC69843
Remote Similarity	0.6391	NPC473762
Remote Similarity	0.6389	NPC187951
Remote Similarity	0.6386	NPC474916
Remote Similarity	0.6386	NPC46358
Remote Similarity	0.6382	NPC324149
Remote Similarity	0.6382	NPC471386
Remote Similarity	0.6379	NPC105127
Remote Similarity	0.6378	NPC66210
Remote Similarity	0.6378	NPC44773
Remote Similarity	0.6378	NPC215584
Remote Similarity	0.6374	NPC469763

Drug Structure

NPD7006 OpenBabel08211711352D 35 39 0 0 0 0 0 0 0 0999 V2000 -2.8698 0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2007 1.5657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5608 -0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2226 1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 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 6.0622 -2.5000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 -0.3364 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 -0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.0827 -1.2024 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6386 -1.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4307 -2.6418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 4 1 0 0 0 0 3 17 1 0 0 0 0 4 25 1 0 0 0 0 5 26 2 0 0 0 0 6 27 2 0 0 0 0 7 11 1 0 0 0 0 7 20 2 0 0 0 0 8 12 2 0 0 0 0 8 20 1 0 0 0 0 9 13 1 0 0 0 0 9 21 2 0 0 0 0 10 14 2 0 0 0 0 10 21 1 0 0 0 0 11 22 2 0 0 0 0 12 22 1 0 0 0 0 13 23 2 0 0 0 0 14 23 1 0 0 0 0 15 18 1 0 0 0 0 15 24 1 0 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 32 1 0 0 0 0 18 32 1 0 0 0 0 19 32 1 0 0 0 0 20 25 1 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 33 1 0 0 0 0 26 27 1 0 0 0 0 26 31 1 0 0 0 0 27 33 1 0 0 0 0 28 31 2 0 0 0 0 28 33 1 0 0 0 0 28 34 1 0 0 0 0 34 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000316
DrugBank	DB01100
ChEMBL	CHEMBL1423
IUPHAR/BPS	90
PharmaGKB	PA450965
KEGG Drug	D00560
PubChem CID	16362
ChEBI	8212
CAS Number	2062-78-4

Drug Properties

Molecular Weight	461.23
ALogP	-0.2294
MLogP	3.88
XLogP	7.909
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	41.29
RO5 Violation	1