Drug Information

Drug ID:  NPD2827
Drug Name:  Loxapine
Molecular Formula:  C18H18ClN3O
Canonical SMILES:  CN1CCN(CC1)C1=Nc2ccccc2Oc2c1cc(Cl)cc2
Standard InCHI:  InChI=1S/C18H18ClN3O/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/h2-7,12H,8-11H2,1H3
Standard InCHIKey:  XJGVXQDUIWGIRW-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2827

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.


  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

External Identifiers

TTD   DAP000311
DrugBank   DB00408
ChEMBL   CHEMBL831
IUPHAR/BPS   205
PharmaGKB   PA450273
KEGG Drug   D02340
PubChem CID   3964
ChEBI   50841
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