NPASS drugs

Drug Information

Drug ID:	NPD3563
Drug Name:	Levomepromazine Hydrochloride
Molecular Formula:	C19H24N2OS.ClH
Canonical SMILES:	COc1ccc2c(c1)N(C[C@@H](CN(C)C)C)c1c(S2)cccc1.Cl
Standard InCHI:	InChI=1S/C19H24N2OS.ClH/c1-14(12-20(2)3)13-21-16-7-5-6-8-18(16)23-19-10-9-15(22-4)11-17(19)21;/h5-11,14H,12-13H2,1-4H3;1H/t14-;/m1./s1
Standard InCHIKey:	ODLGFPIWRAEFAN-PFEQFJNWSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3563

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	310
0.1-0.2	3971
0.2-0.3	9035
0.3-0.4	7899
0.4-0.5	7912
0.5-0.6	1653
0.6-0.7	110
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	0.6875	NPC226914
Remote Similarity	0.6864	NPC315257
Remote Similarity	0.6816	NPC222592
Remote Similarity	0.6816	NPC168486
Remote Similarity	0.6744	NPC285635
Remote Similarity	0.6742	NPC473432
Remote Similarity	0.6724	NPC299582
Remote Similarity	0.663	NPC70092
Remote Similarity	0.6554	NPC1527
Remote Similarity	0.6534	NPC24954
Remote Similarity	0.6505	NPC74382
Remote Similarity	0.6505	NPC206251
Remote Similarity	0.6503	NPC118776
Remote Similarity	0.648	NPC258773
Remote Similarity	0.6477	NPC329747
Remote Similarity	0.6471	NPC224327
Remote Similarity	0.6437	NPC26850
Remote Similarity	0.6436	NPC473569
Remote Similarity	0.6429	NPC285941
Remote Similarity	0.6383	NPC477186
Remote Similarity	0.6375	NPC473417
Remote Similarity	0.6368	NPC473004
Remote Similarity	0.6358	NPC26872
Remote Similarity	0.6345	NPC328877
Remote Similarity	0.6328	NPC177404
Remote Similarity	0.6308	NPC67904
Remote Similarity	0.6296	NPC110741
Remote Similarity	0.6291	NPC264782
Remote Similarity	0.6289	NPC100863
Remote Similarity	0.6287	NPC314682
Remote Similarity	0.6264	NPC73280
Remote Similarity	0.625	NPC474915
Remote Similarity	0.625	NPC213206
Remote Similarity	0.625	NPC188163
Remote Similarity	0.625	NPC328750
Remote Similarity	0.625	NPC470925
Remote Similarity	0.6243	NPC21425
Remote Similarity	0.6237	NPC190461
Remote Similarity	0.623	NPC22476
Remote Similarity	0.623	NPC1820
Remote Similarity	0.6224	NPC127178
Remote Similarity	0.6223	NPC473007
Remote Similarity	0.6218	NPC230313
Remote Similarity	0.6211	NPC172403
Remote Similarity	0.6205	NPC234933
Remote Similarity	0.6198	NPC206109
Remote Similarity	0.6198	NPC114039
Remote Similarity	0.619	NPC276674
Remote Similarity	0.619	NPC33902
Remote Similarity	0.6185	NPC7467
Remote Similarity	0.6183	NPC287588
Remote Similarity	0.618	NPC93653
Remote Similarity	0.6178	NPC474059
Remote Similarity	0.617	NPC179704
Remote Similarity	0.6169	NPC475910
Remote Similarity	0.6167	NPC70172
Remote Similarity	0.6154	NPC476462
Remote Similarity	0.6154	NPC472191
Remote Similarity	0.6138	NPC249405
Remote Similarity	0.6127	NPC51957
Remote Similarity	0.6127	NPC210437
Remote Similarity	0.6127	NPC476144
Remote Similarity	0.6127	NPC106295
Remote Similarity	0.6127	NPC16107
Remote Similarity	0.612	NPC471604
Remote Similarity	0.612	NPC471648
Remote Similarity	0.6111	NPC204867
Remote Similarity	0.6105	NPC185838
Remote Similarity	0.61	NPC285558
Remote Similarity	0.6094	NPC473008
Remote Similarity	0.6094	NPC134079
Remote Similarity	0.6093	NPC9336
Remote Similarity	0.6087	NPC250476
Remote Similarity	0.6085	NPC84478
Remote Similarity	0.6082	NPC128019
Remote Similarity	0.6082	NPC260601
Remote Similarity	0.6082	NPC476567
Remote Similarity	0.6082	NPC136860
Remote Similarity	0.608	NPC52801
Remote Similarity	0.6071	NPC161804
Remote Similarity	0.6067	NPC93593
Remote Similarity	0.6066	NPC476518
Remote Similarity	0.6062	NPC28510
Remote Similarity	0.6061	NPC138830
Remote Similarity	0.6061	NPC329793
Remote Similarity	0.6056	NPC315498
Remote Similarity	0.6056	NPC230942
Remote Similarity	0.6051	NPC243626
Remote Similarity	0.6042	NPC320088
Remote Similarity	0.6034	NPC179825
Remote Similarity	0.6034	NPC321505
Remote Similarity	0.6034	NPC301163
Remote Similarity	0.6034	NPC191376
Remote Similarity	0.6034	NPC476151
Remote Similarity	0.6033	NPC121658
Remote Similarity	0.6033	NPC14651
Remote Similarity	0.602	NPC194967
Remote Similarity	0.6012	NPC130926
Remote Similarity	0.601	NPC312531
Remote Similarity	0.6009	NPC153467
Remote Similarity	0.6	NPC476571
Remote Similarity	0.6	NPC111624
Remote Similarity	0.6	NPC24233
Remote Similarity	0.6	NPC246587
Remote Similarity	0.6	NPC428
Remote Similarity	0.6	NPC147390
Remote Similarity	0.6	NPC135538
Remote Similarity	0.6	NPC62069
Remote Similarity	0.6	NPC15987
Remote Similarity	0.6	NPC475959
Remote Similarity	0.5989	NPC283152
Remote Similarity	0.5989	NPC127082
Remote Similarity	0.5989	NPC36168
Remote Similarity	0.5987	NPC95977
Remote Similarity	0.5981	NPC473041
Remote Similarity	0.598	NPC469589
Remote Similarity	0.598	NPC315957
Remote Similarity	0.5978	NPC469428
Remote Similarity	0.5976	NPC476475
Remote Similarity	0.5971	NPC264176
Remote Similarity	0.597	NPC41216
Remote Similarity	0.5968	NPC312872
Remote Similarity	0.5966	NPC103379
Remote Similarity	0.5966	NPC477565
Remote Similarity	0.5961	NPC198160
Remote Similarity	0.596	NPC71124
Remote Similarity	0.5949	NPC133140
Remote Similarity	0.5949	NPC195268
Remote Similarity	0.5946	NPC85482
Remote Similarity	0.5944	NPC146288
Remote Similarity	0.5942	NPC473006
Remote Similarity	0.5941	NPC36229
Remote Similarity	0.5941	NPC16452
Remote Similarity	0.5941	NPC204156
Remote Similarity	0.5941	NPC476581
Remote Similarity	0.5939	NPC231382
Remote Similarity	0.5939	NPC160193
Remote Similarity	0.593	NPC308197
Remote Similarity	0.593	NPC241263
Remote Similarity	0.593	NPC168750
Remote Similarity	0.5928	NPC474904
Remote Similarity	0.5926	NPC5167
Remote Similarity	0.592	NPC295898
Remote Similarity	0.592	NPC473005
Remote Similarity	0.5918	NPC302001
Remote Similarity	0.5917	NPC416184
Remote Similarity	0.5914	NPC477185
Remote Similarity	0.5912	NPC321133
Remote Similarity	0.5911	NPC472111
Remote Similarity	0.5906	NPC256838
Remote Similarity	0.5904	NPC477187
Remote Similarity	0.59	NPC11017
Remote Similarity	0.59	NPC121772
Remote Similarity	0.5899	NPC81733
Remote Similarity	0.5899	NPC326316
Remote Similarity	0.5895	NPC470474
Remote Similarity	0.5895	NPC288305
Remote Similarity	0.5894	NPC159815
Remote Similarity	0.5889	NPC54379
Remote Similarity	0.5889	NPC110416
Remote Similarity	0.5889	NPC187022
Remote Similarity	0.5889	NPC41178
Remote Similarity	0.5889	NPC2413
Remote Similarity	0.5889	NPC207757
Remote Similarity	0.5889	NPC39701
Remote Similarity	0.5889	NPC249797
Remote Similarity	0.5889	NPC127674
Remote Similarity	0.5889	NPC80129
Remote Similarity	0.5889	NPC216459
Remote Similarity	0.5889	NPC189266
Remote Similarity	0.5889	NPC138487
Remote Similarity	0.5889	NPC172765
Remote Similarity	0.5889	NPC193949
Remote Similarity	0.5889	NPC123323
Remote Similarity	0.5889	NPC204828
Remote Similarity	0.5889	NPC184026
Remote Similarity	0.5889	NPC5238
Remote Similarity	0.5889	NPC278799
Remote Similarity	0.5889	NPC469817
Remote Similarity	0.5889	NPC295691
Remote Similarity	0.5889	NPC276588
Remote Similarity	0.5885	NPC148183
Remote Similarity	0.5885	NPC152768
Remote Similarity	0.5878	NPC291610
Remote Similarity	0.5876	NPC92541
Remote Similarity	0.5876	NPC207824
Remote Similarity	0.5876	NPC219162
Remote Similarity	0.5876	NPC60538
Remote Similarity	0.5874	NPC471304
Remote Similarity	0.5874	NPC167860
Remote Similarity	0.5874	NPC123976
Remote Similarity	0.5871	NPC232727
Remote Similarity	0.5871	NPC470586
Remote Similarity	0.5871	NPC31930
Remote Similarity	0.5867	NPC204970
Remote Similarity	0.5867	NPC141915
Remote Similarity	0.5867	NPC280964
Remote Similarity	0.5867	NPC114335
Remote Similarity	0.5865	NPC471080
Remote Similarity	0.5865	NPC469592

Drug Structure

NPD3563 OpenBabel08211703112D 24 25 0 0 1 0 0 0 0 0999 V2000 6.5622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -6.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.5701 -0.2160 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 22 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 10 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 15 2 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 20 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 1 1 1 0 0 0 15 22 1 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	328.16
ALogP	0.9264
MLogP	3.11
XLogP	4.214
HDA	2
HBD	0
Rotatable Bonds	9
TPSA	41.01
RO5 Violation	0