NPASS drugs

Drug Information

Drug ID:	NPD5013
Drug Name:	Domperidone
Molecular Formula:	C22H24ClN5O2
Canonical SMILES:	Clc1ccc2c(c1)nc(n2C1CCN(CC1)CCCn1c(O)nc2c1cccc2)O
Standard InCHI:	InChI=1S/C22H24ClN5O2/c23-15-6-7-20-18(14-15)25-22(30)28(20)16-8-12-26(13-9-16)10-3-11-27-19-5-2-1-4-17(19)24-21(27)29/h1-2,4-7,14,16H,3,8-13H2,(H,24,29)(H,25,30)
Standard InCHIKey:	FGXWKSZFVQUSTL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5013

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	903
0.1-0.2	11453
0.2-0.3	13355
0.3-0.4	2284
0.4-0.5	1850
0.5-0.6	967
0.6-0.7	76
0.7-0.8	2
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	0.768	NPC471609
Intermediate Similarity	0.7076	NPC42483
Remote Similarity	0.6973	NPC317054
Remote Similarity	0.6923	NPC216159
Remote Similarity	0.6818	NPC114209
Remote Similarity	0.6816	NPC120070
Remote Similarity	0.6796	NPC477591
Remote Similarity	0.6722	NPC476219
Remote Similarity	0.6667	NPC143156
Remote Similarity	0.663	NPC476297
Remote Similarity	0.6598	NPC476341
Remote Similarity	0.64	NPC316018
Remote Similarity	0.64	NPC314058
Remote Similarity	0.6364	NPC470203
Remote Similarity	0.6359	NPC47596
Remote Similarity	0.6344	NPC300238
Remote Similarity	0.6318	NPC315617
Remote Similarity	0.6318	NPC316359
Remote Similarity	0.6311	NPC469308
Remote Similarity	0.631	NPC470204
Remote Similarity	0.6308	NPC314919
Remote Similarity	0.6302	NPC314557
Remote Similarity	0.6296	NPC2165
Remote Similarity	0.6296	NPC195507
Remote Similarity	0.6294	NPC75999
Remote Similarity	0.6286	NPC116555
Remote Similarity	0.6277	NPC225018
Remote Similarity	0.6277	NPC253687
Remote Similarity	0.625	NPC472289
Remote Similarity	0.625	NPC469975
Remote Similarity	0.6243	NPC204141
Remote Similarity	0.6243	NPC317105
Remote Similarity	0.6237	NPC280852
Remote Similarity	0.6237	NPC315715
Remote Similarity	0.6237	NPC476464
Remote Similarity	0.6223	NPC229173
Remote Similarity	0.6199	NPC469949
Remote Similarity	0.6196	NPC40070
Remote Similarity	0.6193	NPC477891
Remote Similarity	0.6175	NPC470111
Remote Similarity	0.6168	NPC471603
Remote Similarity	0.6158	NPC478182
Remote Similarity	0.6145	NPC315348
Remote Similarity	0.6145	NPC32002
Remote Similarity	0.6141	NPC282531
Remote Similarity	0.6138	NPC122141
Remote Similarity	0.6134	NPC208060
Remote Similarity	0.6133	NPC20144
Remote Similarity	0.6132	NPC71238
Remote Similarity	0.6129	NPC325903
Remote Similarity	0.6111	NPC284635
Remote Similarity	0.6085	NPC221786
Remote Similarity	0.6085	NPC475990
Remote Similarity	0.6085	NPC474880
Remote Similarity	0.6085	NPC293487
Remote Similarity	0.6073	NPC478184
Remote Similarity	0.6065	NPC282247
Remote Similarity	0.6056	NPC104483
Remote Similarity	0.6055	NPC267811
Remote Similarity	0.605	NPC108011
Remote Similarity	0.6047	NPC54981
Remote Similarity	0.6033	NPC478186
Remote Similarity	0.6031	NPC474897
Remote Similarity	0.6031	NPC164664
Remote Similarity	0.603	NPC144114
Remote Similarity	0.6027	NPC107160
Remote Similarity	0.6024	NPC125416
Remote Similarity	0.6022	NPC115611
Remote Similarity	0.6021	NPC224632
Remote Similarity	0.6018	NPC21461
Remote Similarity	0.601	NPC478183
Remote Similarity	0.6009	NPC158055
Remote Similarity	0.6	NPC476686
Remote Similarity	0.6	NPC476688
Remote Similarity	0.6	NPC135141
Remote Similarity	0.6	NPC92796
Remote Similarity	0.6	NPC105758
Remote Similarity	0.6	NPC83381
Remote Similarity	0.5989	NPC197068
Remote Similarity	0.598	NPC40530
Remote Similarity	0.598	NPC314281
Remote Similarity	0.598	NPC16659
Remote Similarity	0.5979	NPC278874
Remote Similarity	0.5973	NPC69843
Remote Similarity	0.5967	NPC88097
Remote Similarity	0.5964	NPC130570
Remote Similarity	0.596	NPC59269
Remote Similarity	0.595	NPC307191
Remote Similarity	0.5949	NPC32534
Remote Similarity	0.5946	NPC63545
Remote Similarity	0.5944	NPC471312
Remote Similarity	0.5941	NPC15102
Remote Similarity	0.5938	NPC478185
Remote Similarity	0.593	NPC265710
Remote Similarity	0.5928	NPC56233
Remote Similarity	0.5928	NPC250178
Remote Similarity	0.5923	NPC39092
Remote Similarity	0.5914	NPC469811
Remote Similarity	0.5914	NPC179787
Remote Similarity	0.5914	NPC201380
Remote Similarity	0.5902	NPC476454
Remote Similarity	0.5902	NPC231536
Remote Similarity	0.59	NPC24864
Remote Similarity	0.5891	NPC472294
Remote Similarity	0.5885	NPC81229
Remote Similarity	0.5885	NPC255229
Remote Similarity	0.5882	NPC288445
Remote Similarity	0.5882	NPC321911
Remote Similarity	0.5867	NPC91895
Remote Similarity	0.586	NPC288838
Remote Similarity	0.5859	NPC469938
Remote Similarity	0.5856	NPC314102
Remote Similarity	0.5856	NPC251722
Remote Similarity	0.5855	NPC171393
Remote Similarity	0.5855	NPC295452
Remote Similarity	0.5851	NPC53947
Remote Similarity	0.5846	NPC49217
Remote Similarity	0.5837	NPC471614
Remote Similarity	0.5833	NPC198988
Remote Similarity	0.5829	NPC24594
Remote Similarity	0.5829	NPC136441
Remote Similarity	0.5829	NPC472122
Remote Similarity	0.5826	NPC242923
Remote Similarity	0.5825	NPC247987
Remote Similarity	0.5815	NPC473868
Remote Similarity	0.5815	NPC63157
Remote Similarity	0.5811	NPC197141
Remote Similarity	0.5808	NPC161861
Remote Similarity	0.5801	NPC325252
Remote Similarity	0.58	NPC326575
Remote Similarity	0.58	NPC473380
Remote Similarity	0.58	NPC240088
Remote Similarity	0.5789	NPC36168
Remote Similarity	0.5787	NPC116961
Remote Similarity	0.5784	NPC99939
Remote Similarity	0.5784	NPC308931
Remote Similarity	0.5781	NPC236711
Remote Similarity	0.5781	NPC216643
Remote Similarity	0.5779	NPC297034
Remote Similarity	0.5779	NPC471579
Remote Similarity	0.5773	NPC194881
Remote Similarity	0.5771	NPC12649
Remote Similarity	0.5771	NPC2497
Remote Similarity	0.5771	NPC133261
Remote Similarity	0.5769	NPC125746
Remote Similarity	0.5764	NPC470205
Remote Similarity	0.5761	NPC59084
Remote Similarity	0.5756	NPC141612
Remote Similarity	0.5756	NPC17273
Remote Similarity	0.5756	NPC135601
Remote Similarity	0.5755	NPC313421
Remote Similarity	0.5754	NPC471322
Remote Similarity	0.5745	NPC21605
Remote Similarity	0.5743	NPC472105
Remote Similarity	0.5743	NPC187827
Remote Similarity	0.5743	NPC15840
Remote Similarity	0.5739	NPC160666
Remote Similarity	0.5737	NPC470233
Remote Similarity	0.5736	NPC317430
Remote Similarity	0.5735	NPC21429
Remote Similarity	0.5731	NPC54102
Remote Similarity	0.5731	NPC162689
Remote Similarity	0.573	NPC88121
Remote Similarity	0.5728	NPC254762
Remote Similarity	0.5722	NPC470440
Remote Similarity	0.5721	NPC156003
Remote Similarity	0.5714	NPC166492
Remote Similarity	0.5714	NPC473362
Remote Similarity	0.5714	NPC935
Remote Similarity	0.5714	NPC267078
Remote Similarity	0.5708	NPC474916
Remote Similarity	0.5708	NPC265576
Remote Similarity	0.5699	NPC129721
Remote Similarity	0.5692	NPC79911
Remote Similarity	0.569	NPC474357
Remote Similarity	0.5686	NPC270834
Remote Similarity	0.5686	NPC472109
Remote Similarity	0.5686	NPC472110
Remote Similarity	0.5684	NPC33421
Remote Similarity	0.5683	NPC150259
Remote Similarity	0.5678	NPC82331
Remote Similarity	0.5677	NPC187145
Remote Similarity	0.5676	NPC2949
Remote Similarity	0.5676	NPC238499
Remote Similarity	0.5674	NPC182507
Remote Similarity	0.5672	NPC121903
Remote Similarity	0.5672	NPC474958
Remote Similarity	0.5671	NPC470323
Remote Similarity	0.567	NPC6436
Remote Similarity	0.5667	NPC326422
Remote Similarity	0.5663	NPC21174
Remote Similarity	0.5663	NPC271797
Remote Similarity	0.566	NPC134657
Remote Similarity	0.5659	NPC472119
Remote Similarity	0.5658	NPC313884
Remote Similarity	0.5658	NPC98371
Remote Similarity	0.5657	NPC63751
Remote Similarity	0.5654	NPC472260
Remote Similarity	0.565	NPC472123
Remote Similarity	0.5648	NPC317701

Drug Structure

NPD5013 OpenBabel08211706322D 32 36 0 0 0 0 0 0 0 0999 V2000 8.8525 -1.1429 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4457 -2.0565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2216 -1.7827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2647 -0.3339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4512 -2.1610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9126 -0.8316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1998 -1.9906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2653 -1.3669 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6254 0.3273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2701 -0.4385 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8634 -1.3520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6610 -0.2693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -2.1691 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.5270 0.2307 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 -0.6237 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8689 -1.2475 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 4.7474 0.1374 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 1.7796 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6429 1.1319 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 2.6456 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 10 1 0 0 0 0 3 11 1 0 0 0 0 4 17 2 0 0 0 0 5 19 2 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 20 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 16 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 23 1 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 24 2 0 0 0 0 21 27 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 22 28 1 0 0 0 0 22 30 1 0 0 0 0 29 31 1 0 0 0 0 30 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001368; DAP000317
DrugBank	DB01184
ChEMBL	CHEMBL219916
IUPHAR/BPS	965
PharmaGKB	PA134711056
KEGG Drug	D01745
PubChem CID	3151
ChEBI	31515
CAS Number	57808-66-9

Drug Properties

Molecular Weight	425.16
ALogP	-1.0047
MLogP	3
XLogP	3.568
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	79.34
RO5 Violation	0