NPASS drugs

Drug Information

Drug ID:	NPD2825
Drug Name:	Loxapine Succinate
Molecular Formula:	C18H18ClN3O.C4H6O4
Canonical SMILES:	CN1CCN(CC1)C1=Nc2ccccc2Oc2c1cc(Cl)cc2.OC(=O)CCC(=O)O
Standard InCHI:	InChI=1S/C18H18ClN3O.C4H6O4/c1-21-8-10-22(11-9-21)18-14-12-13(19)6-7-16(14)23-17-5-3-2-4-15(17)20-18;5-3(6)1-2-4(7)8/h2-7,12H,8-11H2,1H3;1-2H2,(H,5,6)(H,7,8)
Standard InCHIKey:	YQZBAXDVDZTKEQ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2825

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	424
0.1-0.2	2923
0.2-0.3	9777
0.3-0.4	4225
0.4-0.5	11258
0.5-0.6	2198
0.6-0.7	84
0.7-0.8	1
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	0.7196	NPC232872
Remote Similarity	0.674	NPC315257
Remote Similarity	0.6721	NPC306366
Remote Similarity	0.6703	NPC204179
Remote Similarity	0.6545	NPC473432
Remote Similarity	0.6543	NPC208280
Remote Similarity	0.6432	NPC26850
Remote Similarity	0.6425	NPC473874
Remote Similarity	0.641	NPC118776
Remote Similarity	0.64	NPC92803
Remote Similarity	0.6383	NPC118511
Remote Similarity	0.6382	NPC18890
Remote Similarity	0.6369	NPC255253
Remote Similarity	0.6359	NPC26872
Remote Similarity	0.633	NPC177404
Remote Similarity	0.6305	NPC198401
Remote Similarity	0.6294	NPC98197
Remote Similarity	0.6292	NPC212850
Remote Similarity	0.6292	NPC314113
Remote Similarity	0.6292	NPC83289
Remote Similarity	0.6292	NPC189724
Remote Similarity	0.628	NPC470586
Remote Similarity	0.627	NPC471132
Remote Similarity	0.625	NPC325599
Remote Similarity	0.6243	NPC247298
Remote Similarity	0.623	NPC314861
Remote Similarity	0.6229	NPC184437
Remote Similarity	0.6229	NPC297584
Remote Similarity	0.6228	NPC471614
Remote Similarity	0.6219	NPC110741
Remote Similarity	0.6193	NPC29650
Remote Similarity	0.619	NPC473422
Remote Similarity	0.619	NPC231862
Remote Similarity	0.6175	NPC245974
Remote Similarity	0.6172	NPC311357
Remote Similarity	0.6171	NPC208022
Remote Similarity	0.6166	NPC477888
Remote Similarity	0.6158	NPC191863
Remote Similarity	0.6158	NPC138365
Remote Similarity	0.6158	NPC289776
Remote Similarity	0.6158	NPC133470
Remote Similarity	0.6139	NPC217294
Remote Similarity	0.6134	NPC85482
Remote Similarity	0.6128	NPC56271
Remote Similarity	0.612	NPC9373
Remote Similarity	0.6114	NPC1527
Remote Similarity	0.6108	NPC471593
Remote Similarity	0.61	NPC469829
Remote Similarity	0.6095	NPC52801
Remote Similarity	0.6092	NPC471321
Remote Similarity	0.6092	NPC471306
Remote Similarity	0.6091	NPC283152
Remote Similarity	0.6082	NPC315632
Remote Similarity	0.608	NPC471953
Remote Similarity	0.6078	NPC475411
Remote Similarity	0.6073	NPC57105
Remote Similarity	0.6071	NPC187145
Remote Similarity	0.6071	NPC43275
Remote Similarity	0.6071	NPC312872
Remote Similarity	0.6061	NPC316161
Remote Similarity	0.6059	NPC295287
Remote Similarity	0.6054	NPC321617
Remote Similarity	0.6053	NPC301163
Remote Similarity	0.6052	NPC228206
Remote Similarity	0.6043	NPC13397
Remote Similarity	0.6041	NPC288943
Remote Similarity	0.6036	NPC263835
Remote Similarity	0.6036	NPC317564
Remote Similarity	0.6023	NPC471314
Remote Similarity	0.6023	NPC151237
Remote Similarity	0.6023	NPC471315
Remote Similarity	0.6019	NPC471532
Remote Similarity	0.6011	NPC476568
Remote Similarity	0.601	NPC254700
Remote Similarity	0.601	NPC285941
Remote Similarity	0.601	NPC471130
Remote Similarity	0.601	NPC267928
Remote Similarity	0.601	NPC314948
Remote Similarity	0.6	NPC269383
Remote Similarity	0.6	NPC329747
Remote Similarity	0.6	NPC270301
Remote Similarity	0.6	NPC93593
Remote Similarity	0.6	NPC151030
Remote Similarity	0.6	NPC226662
Remote Similarity	0.6	NPC257851
Remote Similarity	0.599	NPC42591
Remote Similarity	0.599	NPC59779
Remote Similarity	0.599	NPC124542
Remote Similarity	0.599	NPC313886
Remote Similarity	0.599	NPC88970
Remote Similarity	0.599	NPC471177
Remote Similarity	0.5989	NPC274732
Remote Similarity	0.5979	NPC127362
Remote Similarity	0.5979	NPC238430
Remote Similarity	0.5976	NPC256369
Remote Similarity	0.5969	NPC471648
Remote Similarity	0.5968	NPC16107
Remote Similarity	0.5968	NPC476144
Remote Similarity	0.5968	NPC476151
Remote Similarity	0.5968	NPC210437
Remote Similarity	0.5968	NPC106295
Remote Similarity	0.5968	NPC51957
Remote Similarity	0.5952	NPC323948
Remote Similarity	0.595	NPC222592
Remote Similarity	0.595	NPC168486
Remote Similarity	0.5939	NPC474881
Remote Similarity	0.5936	NPC7467
Remote Similarity	0.5935	NPC472111
Remote Similarity	0.5934	NPC314682
Remote Similarity	0.5933	NPC272706
Remote Similarity	0.5933	NPC478049
Remote Similarity	0.5932	NPC313466
Remote Similarity	0.5931	NPC249996
Remote Similarity	0.5928	NPC471178
Remote Similarity	0.5928	NPC24954
Remote Similarity	0.5928	NPC197141
Remote Similarity	0.5924	NPC19872
Remote Similarity	0.5924	NPC11017
Remote Similarity	0.5922	NPC28510
Remote Similarity	0.592	NPC29477
Remote Similarity	0.5915	NPC245816
Remote Similarity	0.5915	NPC476138
Remote Similarity	0.5915	NPC473460
Remote Similarity	0.5915	NPC475774
Remote Similarity	0.5911	NPC476202
Remote Similarity	0.5907	NPC230942
Remote Similarity	0.5907	NPC216816
Remote Similarity	0.5907	NPC315498
Remote Similarity	0.5904	NPC477565
Remote Similarity	0.5904	NPC103379
Remote Similarity	0.5902	NPC476462
Remote Similarity	0.5902	NPC474915
Remote Similarity	0.5902	NPC213206
Remote Similarity	0.5902	NPC470925
Remote Similarity	0.5902	NPC328750
Remote Similarity	0.5902	NPC188163
Remote Similarity	0.59	NPC472168
Remote Similarity	0.5896	NPC111492
Remote Similarity	0.5896	NPC214368
Remote Similarity	0.5896	NPC211218
Remote Similarity	0.5891	NPC469831
Remote Similarity	0.589	NPC476287
Remote Similarity	0.5889	NPC237227
Remote Similarity	0.5888	NPC16452
Remote Similarity	0.5888	NPC476581
Remote Similarity	0.5888	NPC470930
Remote Similarity	0.5888	NPC36229
Remote Similarity	0.5886	NPC476950
Remote Similarity	0.5885	NPC70259
Remote Similarity	0.5882	NPC204385
Remote Similarity	0.588	NPC287208
Remote Similarity	0.5876	NPC473987
Remote Similarity	0.5874	NPC174629
Remote Similarity	0.5871	NPC70092
Remote Similarity	0.5866	NPC66643
Remote Similarity	0.5864	NPC314817
Remote Similarity	0.5864	NPC316297
Remote Similarity	0.5864	NPC10875
Remote Similarity	0.5864	NPC66191
Remote Similarity	0.5864	NPC10730
Remote Similarity	0.5862	NPC195538
Remote Similarity	0.5859	NPC49315
Remote Similarity	0.5855	NPC93653
Remote Similarity	0.5855	NPC285635
Remote Similarity	0.5854	NPC469830
Remote Similarity	0.5854	NPC66083
Remote Similarity	0.5853	NPC469589
Remote Similarity	0.5852	NPC172403
Remote Similarity	0.585	NPC315631
Remote Similarity	0.5849	NPC329793
Remote Similarity	0.5848	NPC53596
Remote Similarity	0.5848	NPC289330
Remote Similarity	0.5848	NPC471308
Remote Similarity	0.5848	NPC17388
Remote Similarity	0.5848	NPC160120
Remote Similarity	0.5848	NPC41801
Remote Similarity	0.5846	NPC70172
Remote Similarity	0.5842	NPC190461
Remote Similarity	0.5838	NPC260601
Remote Similarity	0.5838	NPC476518
Remote Similarity	0.5837	NPC471531
Remote Similarity	0.5837	NPC205934
Remote Similarity	0.5837	NPC43787
Remote Similarity	0.5833	NPC474498
Remote Similarity	0.5833	NPC303370
Remote Similarity	0.5833	NPC16249
Remote Similarity	0.5833	NPC219350
Remote Similarity	0.5833	NPC194699
Remote Similarity	0.5829	NPC72211
Remote Similarity	0.5829	NPC254798
Remote Similarity	0.5824	NPC476475
Remote Similarity	0.5822	NPC31930
Remote Similarity	0.5819	NPC283079
Remote Similarity	0.5817	NPC195268
Remote Similarity	0.5817	NPC79213
Remote Similarity	0.5817	NPC204970
Remote Similarity	0.5817	NPC133140
Remote Similarity	0.581	NPC194967
Remote Similarity	0.5808	NPC264782
Remote Similarity	0.5808	NPC121658

Drug Structure

NPD2825 OpenBabel08211702552D 33 35 0 0 0 0 0 0 0 0999 V2000 7.9941 -0.9550 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0633 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -1.3262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0605 -0.5747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9339 -2.2272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0227 -5.1229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1567 -4.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8160 -2.2247 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3055 -0.5696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8604 -2.5194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3499 -0.8643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8888 -3.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8888 -4.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0227 -3.1229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4944 -1.4757 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1567 -3.6229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9311 -2.3019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1718 -2.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7548 -5.1229 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 3.4916 -1.4010 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0385 -1.2498 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1274 -1.8393 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2258 -3.2575 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.5922 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.7261 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4582 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.8601 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.4582 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 13.3242 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.9941 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.8601 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 14.1902 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.7261 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 15 2 0 0 0 0 5 17 2 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 21 1 0 0 0 0 9 11 1 0 0 0 0 9 21 1 0 0 0 0 10 22 1 0 0 0 0 11 22 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 19 1 0 0 0 0 14 16 2 0 0 0 0 14 18 1 0 0 0 0 15 17 1 0 0 0 0 15 20 1 0 0 0 0 16 23 1 0 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 22 1 0 0 0 0 24 25 1 0 0 0 0 24 26 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 26 29 1 0 0 0 0 27 30 2 0 0 0 0 27 31 1 0 0 0 0 29 32 1 0 0 0 0 31 33 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	327.11
ALogP	0.2755
MLogP	2.89
XLogP	4.308
HDA	3
HBD	0
Rotatable Bonds	3
TPSA	28.07
RO5 Violation	0