NPASS drugs

Drug Information

Drug ID:	NPD4595
Drug Name:	Lorpiprazole
Molecular Formula:	C21H26F3N5
Canonical SMILES:	FC(c1cccc(c1)N1CCN(CC1)CCc1nnc2n1C[C@H]1[C@@H]2CCC1)(F)F
Standard InCHI:	InChI=1S/C21H26F3N5/c22-21(23,24)16-4-2-5-17(13-16)28-11-9-27(10-12-28)8-7-19-25-26-20-18-6-1-3-15(18)14-29(19)20/h2,4-5,13,15,18H,1,3,6-12,14H2/t15-,18-/m0/s1
Standard InCHIKey:	BNRMWKUVWLKDQJ-YJBOKZPZSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4595

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	887
0.1-0.2	9913
0.2-0.3	13862
0.3-0.4	3133
0.4-0.5	2252
0.5-0.6	789
0.6-0.7	54
0.7-0.8	0
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
Remote Similarity	0.676	NPC317054
Remote Similarity	0.6568	NPC204141
Remote Similarity	0.6491	NPC114209
Remote Similarity	0.6486	NPC164802
Remote Similarity	0.64	NPC476219
Remote Similarity	0.64	NPC476297
Remote Similarity	0.6353	NPC20144
Remote Similarity	0.6335	NPC75999
Remote Similarity	0.6313	NPC470203
Remote Similarity	0.6307	NPC120070
Remote Similarity	0.6292	NPC300238
Remote Similarity	0.6277	NPC471609
Remote Similarity	0.6272	NPC104483
Remote Similarity	0.6257	NPC470204
Remote Similarity	0.6235	NPC59084
Remote Similarity	0.6229	NPC40070
Remote Similarity	0.6228	NPC198988
Remote Similarity	0.6218	NPC476566
Remote Similarity	0.6211	NPC52764
Remote Similarity	0.6201	NPC475990
Remote Similarity	0.6201	NPC474880
Remote Similarity	0.6201	NPC221786
Remote Similarity	0.6199	NPC473868
Remote Similarity	0.6199	NPC63157
Remote Similarity	0.6194	NPC288232
Remote Similarity	0.6193	NPC469975
Remote Similarity	0.6176	NPC88097
Remote Similarity	0.6167	NPC229173
Remote Similarity	0.6154	NPC195507
Remote Similarity	0.6154	NPC2165
Remote Similarity	0.6141	NPC474897
Remote Similarity	0.6125	NPC48564
Remote Similarity	0.6125	NPC265605
Remote Similarity	0.6125	NPC182570
Remote Similarity	0.6102	NPC470233
Remote Similarity	0.6099	NPC247987
Remote Similarity	0.6095	NPC325252
Remote Similarity	0.6095	NPC216159
Remote Similarity	0.6085	NPC16659
Remote Similarity	0.6084	NPC282398
Remote Similarity	0.6081	NPC291610
Remote Similarity	0.6059	NPC150259
Remote Similarity	0.6059	NPC125746
Remote Similarity	0.6048	NPC101165
Remote Similarity	0.6047	NPC2949
Remote Similarity	0.6045	NPC33421
Remote Similarity	0.6037	NPC145754
Remote Similarity	0.6032	NPC265710
Remote Similarity	0.6023	NPC21605
Remote Similarity	0.6023	NPC470111
Remote Similarity	0.602	NPC469308
Remote Similarity	0.6013	NPC192209
Remote Similarity	0.6012	NPC476322
Remote Similarity	0.6	NPC469735
Remote Similarity	0.5989	NPC122141
Remote Similarity	0.5975	NPC240136
Remote Similarity	0.5975	NPC471402
Remote Similarity	0.5975	NPC264580
Remote Similarity	0.5975	NPC297486
Remote Similarity	0.5966	NPC469740
Remote Similarity	0.5966	NPC143872
Remote Similarity	0.5965	NPC314102
Remote Similarity	0.5965	NPC251722
Remote Similarity	0.5963	NPC475915
Remote Similarity	0.5962	NPC296163
Remote Similarity	0.5959	NPC476341
Remote Similarity	0.5957	NPC471579
Remote Similarity	0.5956	NPC225018
Remote Similarity	0.5955	NPC53947
Remote Similarity	0.5955	NPC206592
Remote Similarity	0.5954	NPC115611
Remote Similarity	0.5938	NPC91958
Remote Similarity	0.5936	NPC476686
Remote Similarity	0.5936	NPC105758
Remote Similarity	0.5936	NPC476688
Remote Similarity	0.5934	NPC56765
Remote Similarity	0.5926	NPC280852
Remote Similarity	0.5924	NPC317105
Remote Similarity	0.5922	NPC71238
Remote Similarity	0.5915	NPC27740
Remote Similarity	0.5909	NPC470440
Remote Similarity	0.5906	NPC218268
Remote Similarity	0.5902	NPC255229
Remote Similarity	0.5902	NPC81229
Remote Similarity	0.5899	NPC282531
Remote Similarity	0.5896	NPC316811
Remote Similarity	0.5896	NPC32002
Remote Similarity	0.5896	NPC315348
Remote Similarity	0.5895	NPC473380
Remote Similarity	0.5895	NPC240088
Remote Similarity	0.589	NPC283130
Remote Similarity	0.589	NPC328683
Remote Similarity	0.589	NPC329825
Remote Similarity	0.5885	NPC307191
Remote Similarity	0.5879	NPC216643
Remote Similarity	0.5876	NPC288838
Remote Similarity	0.5876	NPC63545
Remote Similarity	0.5875	NPC81561
Remote Similarity	0.5868	NPC473417
Remote Similarity	0.5867	NPC472289
Remote Similarity	0.586	NPC49217
Remote Similarity	0.5858	NPC471322
Remote Similarity	0.5854	NPC46358
Remote Similarity	0.5847	NPC6436
Remote Similarity	0.5845	NPC116555
Remote Similarity	0.5843	NPC476950
Remote Similarity	0.5843	NPC201380
Remote Similarity	0.5843	NPC469811
Remote Similarity	0.5843	NPC179787
Remote Similarity	0.5839	NPC143603
Remote Similarity	0.5838	NPC90723
Remote Similarity	0.5838	NPC478182
Remote Similarity	0.5837	NPC54981
Remote Similarity	0.5833	NPC476131
Remote Similarity	0.5829	NPC278874
Remote Similarity	0.5829	NPC476454
Remote Similarity	0.5825	NPC108011
Remote Similarity	0.5824	NPC51054
Remote Similarity	0.5819	NPC86288
Remote Similarity	0.5813	NPC148140
Remote Similarity	0.581	NPC321911
Remote Similarity	0.5805	NPC110126
Remote Similarity	0.5805	NPC73767
Remote Similarity	0.5801	NPC325903
Remote Similarity	0.5799	NPC69914
Remote Similarity	0.5799	NPC22079
Remote Similarity	0.5792	NPC316910
Remote Similarity	0.5792	NPC129721
Remote Similarity	0.5784	NPC478185
Remote Similarity	0.5784	NPC194881
Remote Similarity	0.578	NPC105127
Remote Similarity	0.5775	NPC267811
Remote Similarity	0.5771	NPC469784
Remote Similarity	0.5771	NPC469768
Remote Similarity	0.5771	NPC469767
Remote Similarity	0.5771	NPC469780
Remote Similarity	0.5771	NPC469783
Remote Similarity	0.5771	NPC469761
Remote Similarity	0.5771	NPC469779
Remote Similarity	0.5761	NPC293487
Remote Similarity	0.5761	NPC318065
Remote Similarity	0.5761	NPC206819
Remote Similarity	0.5761	NPC477591
Remote Similarity	0.5756	NPC471123
Remote Similarity	0.5753	NPC271797
Remote Similarity	0.5753	NPC21174
Remote Similarity	0.5753	NPC476118
Remote Similarity	0.5753	NPC478184
Remote Similarity	0.575	NPC313673
Remote Similarity	0.5747	NPC169433
Remote Similarity	0.5744	NPC472294
Remote Similarity	0.5744	NPC21429
Remote Similarity	0.5741	NPC54102
Remote Similarity	0.5741	NPC162689
Remote Similarity	0.5739	NPC469766
Remote Similarity	0.5737	NPC208060
Remote Similarity	0.5737	NPC161861
Remote Similarity	0.573	NPC469525
Remote Similarity	0.5723	NPC96102
Remote Similarity	0.5722	NPC477891
Remote Similarity	0.5714	NPC313449
Remote Similarity	0.5714	NPC200743
Remote Similarity	0.5714	NPC164664
Remote Similarity	0.5707	NPC286427
Remote Similarity	0.57	NPC471386
Remote Similarity	0.5698	NPC478186
Remote Similarity	0.5691	NPC478183
Remote Similarity	0.569	NPC84911
Remote Similarity	0.5689	NPC146373
Remote Similarity	0.5689	NPC245244
Remote Similarity	0.5689	NPC166424
Remote Similarity	0.5682	NPC284635
Remote Similarity	0.568	NPC9856
Remote Similarity	0.568	NPC226662
Remote Similarity	0.5677	NPC472122
Remote Similarity	0.5677	NPC24594
Remote Similarity	0.5676	NPC135141
Remote Similarity	0.5676	NPC92796
Remote Similarity	0.5676	NPC41257
Remote Similarity	0.5673	NPC475450
Remote Similarity	0.5671	NPC215519
Remote Similarity	0.5667	NPC109787
Remote Similarity	0.5663	NPC290094
Remote Similarity	0.5663	NPC472119
Remote Similarity	0.5661	NPC317430
Remote Similarity	0.566	NPC314141
Remote Similarity	0.566	NPC471603
Remote Similarity	0.566	NPC187036
Remote Similarity	0.5655	NPC478079
Remote Similarity	0.5655	NPC250361
Remote Similarity	0.5654	NPC477611
Remote Similarity	0.5648	NPC234987
Remote Similarity	0.5648	NPC326575
Remote Similarity	0.5645	NPC44773
Remote Similarity	0.5645	NPC215584
Remote Similarity	0.5633	NPC27802
Remote Similarity	0.5632	NPC261195
Remote Similarity	0.5632	NPC29886
Remote Similarity	0.5629	NPC122718
Remote Similarity	0.5628	NPC138842

Drug Structure

NPD4595 OpenBabel08211705262D 29 33 0 0 1 0 0 0 0 0999 V2000 -2.5858 -2.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0012 -3.1318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9677 -2.7610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0012 -4.1423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1261 -2.6266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2930 -1.1758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8753 -1.6161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7504 -1.1108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5007 -1.1108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6256 -2.6266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3758 -1.6161 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5007 -3.1318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2509 -4.1423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1366 -2.3852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0523 -2.5731 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.1261 -4.6476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2509 -3.1318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3776 -0.9879 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.0002 -1.1108 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4619 -0.8000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1261 -5.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6313 -6.5332 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.1366 -5.6581 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.2509 -6.1634 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.9036 -0.1921 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 3.6256 -1.6161 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.3758 -2.6266 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1562 -1.4866 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 6 1 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 4 16 1 0 0 0 0 5 17 2 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 27 1 0 0 0 0 9 11 1 0 0 0 0 9 27 1 0 0 0 0 10 12 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 28 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 29 1 0 0 0 0 15 3 1 6 0 0 0 15 18 1 0 0 0 0 16 21 1 0 0 0 0 17 28 1 0 0 0 0 18 6 1 6 0 0 0 18 20 1 0 0 0 0 19 25 2 0 0 0 0 19 29 1 0 0 0 0 20 26 2 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 23 1 0 0 0 0 21 24 1 0 0 0 0 25 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB09195
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	108785-69-9

Drug Properties

Molecular Weight	405.21
ALogP	0.5303
MLogP	2.89
XLogP	4.976
HDA	5
HBD	0
Rotatable Bonds	8
TPSA	37.19
RO5 Violation	0