NPASS drugs

Drug Information

Drug ID:	NPD4940
Drug Name:	Droperidol
Molecular Formula:	C22H22FN3O2
Canonical SMILES:	Fc1ccc(cc1)C(=O)CCCN1CCC(=CC1)n1c(O)nc2c1cccc2
Standard InCHI:	InChI=1S/C22H22FN3O2/c23-17-9-7-16(8-10-17)21(27)6-3-13-25-14-11-18(12-15-25)26-20-5-2-1-4-19(20)24-22(26)28/h1-2,4-5,7-11H,3,6,12-15H2,(H,24,28)
Standard InCHIKey:	RMEDXOLNCUSCGS-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4940

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	366
0.1-0.2	3116
0.2-0.3	11453
0.3-0.4	11743
0.4-0.5	1879
0.5-0.6	1820
0.6-0.7	499
0.7-0.8	13
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8908	NPC476341
Intermediate Similarity	0.7354	NPC21429
Intermediate Similarity	0.7314	NPC114209
Intermediate Similarity	0.7287	NPC88110
Intermediate Similarity	0.7277	NPC116555
Intermediate Similarity	0.7246	NPC267811
Intermediate Similarity	0.7196	NPC73994
Intermediate Similarity	0.7188	NPC135601
Intermediate Similarity	0.7188	NPC141612
Intermediate Similarity	0.7188	NPC17273
Intermediate Similarity	0.7083	NPC285923
Intermediate Similarity	0.7011	NPC478185
Intermediate Similarity	0.7005	NPC471943
Intermediate Similarity	0.7	NPC83774
Remote Similarity	0.699	NPC324091
Remote Similarity	0.6984	NPC317054
Remote Similarity	0.6984	NPC469529
Remote Similarity	0.6973	NPC478182
Remote Similarity	0.6966	NPC478186
Remote Similarity	0.6961	NPC281094
Remote Similarity	0.6943	NPC243058
Remote Similarity	0.6943	NPC470205
Remote Similarity	0.6931	NPC252572
Remote Similarity	0.6927	NPC471191
Remote Similarity	0.6927	NPC61011
Remote Similarity	0.6907	NPC203635
Remote Similarity	0.6902	NPC293487
Remote Similarity	0.6875	NPC238499
Remote Similarity	0.6872	NPC133003
Remote Similarity	0.6842	NPC72956
Remote Similarity	0.6837	NPC90415
Remote Similarity	0.6832	NPC474916
Remote Similarity	0.6831	NPC476219
Remote Similarity	0.6823	NPC219848
Remote Similarity	0.6821	NPC46895
Remote Similarity	0.6818	NPC471574
Remote Similarity	0.6818	NPC267078
Remote Similarity	0.6818	NPC935
Remote Similarity	0.6812	NPC243850
Remote Similarity	0.681	NPC6865
Remote Similarity	0.681	NPC153980
Remote Similarity	0.6809	NPC478183
Remote Similarity	0.6809	NPC56233
Remote Similarity	0.68	NPC326422
Remote Similarity	0.6798	NPC42483
Remote Similarity	0.6798	NPC81535
Remote Similarity	0.6792	NPC62995
Remote Similarity	0.6791	NPC478184
Remote Similarity	0.6791	NPC21174
Remote Similarity	0.6791	NPC271797
Remote Similarity	0.6788	NPC256268
Remote Similarity	0.6787	NPC474357
Remote Similarity	0.6771	NPC151635
Remote Similarity	0.6761	NPC207554
Remote Similarity	0.6753	NPC24864
Remote Similarity	0.675	NPC272458
Remote Similarity	0.6739	NPC476297
Remote Similarity	0.6738	NPC194881
Remote Similarity	0.6737	NPC32534
Remote Similarity	0.6736	NPC157583
Remote Similarity	0.673	NPC471194
Remote Similarity	0.673	NPC471193
Remote Similarity	0.6724	NPC300299
Remote Similarity	0.672	NPC300238
Remote Similarity	0.6718	NPC191415
Remote Similarity	0.6714	NPC147983
Remote Similarity	0.6714	NPC471192
Remote Similarity	0.6714	NPC177996
Remote Similarity	0.6704	NPC136002
Remote Similarity	0.67	NPC167710
Remote Similarity	0.6699	NPC71238
Remote Similarity	0.6698	NPC282247
Remote Similarity	0.6697	NPC470323
Remote Similarity	0.6684	NPC471609
Remote Similarity	0.6667	NPC15840
Remote Similarity	0.6667	NPC216550
Remote Similarity	0.665	NPC128244
Remote Similarity	0.665	NPC258480
Remote Similarity	0.6649	NPC284775
Remote Similarity	0.6649	NPC65080
Remote Similarity	0.6648	NPC216159
Remote Similarity	0.6648	NPC277157
Remote Similarity	0.6636	NPC187145
Remote Similarity	0.6633	NPC113626
Remote Similarity	0.6632	NPC114637
Remote Similarity	0.663	NPC469975
Remote Similarity	0.663	NPC117032
Remote Similarity	0.6615	NPC12649
Remote Similarity	0.6615	NPC6982
Remote Similarity	0.6604	NPC54981
Remote Similarity	0.6599	NPC159125
Remote Similarity	0.6595	NPC200743
Remote Similarity	0.6595	NPC295021
Remote Similarity	0.6587	NPC317701
Remote Similarity	0.6573	NPC471603
Remote Similarity	0.657	NPC469308
Remote Similarity	0.657	NPC471944
Remote Similarity	0.6569	NPC79356
Remote Similarity	0.6569	NPC472116
Remote Similarity	0.6569	NPC102592
Remote Similarity	0.6566	NPC470003
Remote Similarity	0.6566	NPC477003
Remote Similarity	0.6564	NPC237188
Remote Similarity	0.6564	NPC234987
Remote Similarity	0.6562	NPC91895
Remote Similarity	0.6561	NPC242116
Remote Similarity	0.6557	NPC100726
Remote Similarity	0.6555	NPC472259
Remote Similarity	0.6552	NPC304203
Remote Similarity	0.6548	NPC477891
Remote Similarity	0.6546	NPC469938
Remote Similarity	0.6535	NPC476460
Remote Similarity	0.6533	NPC308931
Remote Similarity	0.6533	NPC99939
Remote Similarity	0.653	NPC220851
Remote Similarity	0.6526	NPC265100
Remote Similarity	0.6522	NPC282531
Remote Similarity	0.6522	NPC121327
Remote Similarity	0.6517	NPC255909
Remote Similarity	0.6515	NPC102755
Remote Similarity	0.6515	NPC117027
Remote Similarity	0.65	NPC478077
Remote Similarity	0.65	NPC66210
Remote Similarity	0.6497	NPC16659
Remote Similarity	0.6497	NPC91179
Remote Similarity	0.6495	NPC208060
Remote Similarity	0.6492	NPC115232
Remote Similarity	0.6489	NPC76982
Remote Similarity	0.6482	NPC467063
Remote Similarity	0.648	NPC28848
Remote Similarity	0.648	NPC14325
Remote Similarity	0.6474	NPC88970
Remote Similarity	0.6474	NPC225018
Remote Similarity	0.6471	NPC120070
Remote Similarity	0.6468	NPC472323
Remote Similarity	0.6465	NPC144114
Remote Similarity	0.6459	NPC57398
Remote Similarity	0.6459	NPC143977
Remote Similarity	0.6457	NPC207428
Remote Similarity	0.6456	NPC63109
Remote Similarity	0.6452	NPC217021
Remote Similarity	0.6452	NPC470679
Remote Similarity	0.6447	NPC265710
Remote Similarity	0.6447	NPC11126
Remote Similarity	0.6439	NPC202812
Remote Similarity	0.6436	NPC472289
Remote Similarity	0.6436	NPC473666
Remote Similarity	0.6429	NPC20144
Remote Similarity	0.6429	NPC116622
Remote Similarity	0.6422	NPC472292
Remote Similarity	0.6419	NPC473218
Remote Similarity	0.6419	NPC470702
Remote Similarity	0.641	NPC161861
Remote Similarity	0.6408	NPC472293
Remote Similarity	0.6406	NPC322064
Remote Similarity	0.6406	NPC195507
Remote Similarity	0.6406	NPC471130
Remote Similarity	0.6406	NPC2165
Remote Similarity	0.6404	NPC472112
Remote Similarity	0.64	NPC228835
Remote Similarity	0.6398	NPC473878
Remote Similarity	0.6398	NPC314648
Remote Similarity	0.6393	NPC48317
Remote Similarity	0.6389	NPC470703
Remote Similarity	0.6387	NPC214106
Remote Similarity	0.6387	NPC470203
Remote Similarity	0.6377	NPC227582
Remote Similarity	0.6377	NPC473814
Remote Similarity	0.6377	NPC78767
Remote Similarity	0.6373	NPC129909
Remote Similarity	0.6368	NPC315638
Remote Similarity	0.6368	NPC314855
Remote Similarity	0.6368	NPC313796
Remote Similarity	0.6368	NPC313345
Remote Similarity	0.6368	NPC80681
Remote Similarity	0.6364	NPC53044
Remote Similarity	0.6359	NPC93390
Remote Similarity	0.6359	NPC324445
Remote Similarity	0.6359	NPC204141
Remote Similarity	0.6355	NPC61435
Remote Similarity	0.6354	NPC2823
Remote Similarity	0.6346	NPC102008
Remote Similarity	0.6341	NPC47190
Remote Similarity	0.634	NPC70949
Remote Similarity	0.6338	NPC314297
Remote Similarity	0.6338	NPC315545
Remote Similarity	0.6337	NPC62749
Remote Similarity	0.6337	NPC311858
Remote Similarity	0.6335	NPC122141
Remote Similarity	0.6335	NPC27904
Remote Similarity	0.6335	NPC470204
Remote Similarity	0.6333	NPC83214
Remote Similarity	0.6333	NPC125746
Remote Similarity	0.6332	NPC314281
Remote Similarity	0.6332	NPC40530
Remote Similarity	0.6321	NPC42372
Remote Similarity	0.6318	NPC472119
Remote Similarity	0.6316	NPC472297
Remote Similarity	0.6316	NPC477887
Remote Similarity	0.6316	NPC472296

Drug Structure

NPD4940 OpenBabel08211706322D 29 32 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 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 -4.3301 -0.5000 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 -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 -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 -7.7942 -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 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 -5.1962 -0.0000 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 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 -5.1962 1.0000 0.0000 O 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 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 13 1 0 0 0 0 4 19 2 0 0 0 0 5 20 2 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 14 1 0 0 0 0 11 18 2 0 0 0 0 12 15 1 0 0 0 0 12 18 1 0 0 0 0 13 25 1 0 0 0 0 14 25 1 0 0 0 0 15 25 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 20 1 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 27 2 0 0 0 0 22 24 2 0 0 0 0 22 26 1 0 0 0 0 22 28 1 0 0 0 0 28 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000412
DrugBank	DB00450
ChEMBL	CHEMBL1108
IUPHAR/BPS	7172
PharmaGKB	PA449422
KEGG Drug	D00308
PubChem CID	3168
ChEBI	4717
CAS Number	548-73-2

Drug Properties

Molecular Weight	379.17
ALogP	-0.7034
MLogP	3.22
XLogP	4.568
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	58.36
RO5 Violation	0