NPASS drugs

Drug Information

Drug ID:	NPD2788
Drug Name:	Polmacoxib
Molecular Formula:	C18H16FNO4S
Canonical SMILES:	Fc1cccc(c1)C1=C(OC(C1=O)(C)C)c1ccc(cc1)S(=O)(=O)N
Standard InCHI:	InChI=1S/C18H16FNO4S/c1-18(2)17(21)15(12-4-3-5-13(19)10-12)16(24-18)11-6-8-14(9-7-11)25(20,22)23/h3-10H,1-2H3,(H2,20,22,23)
Standard InCHIKey:	IJWPAFMIFNSIGD-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2788

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	182
0.1-0.2	1266
0.2-0.3	2745
0.3-0.4	8674
0.4-0.5	7815
0.5-0.6	9585
0.6-0.7	619
0.7-0.8	4
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	0.7308	NPC474408
Intermediate Similarity	0.7131	NPC103048
Intermediate Similarity	0.7063	NPC269644
Intermediate Similarity	0.7029	NPC473942
Remote Similarity	0.6985	NPC232958
Remote Similarity	0.6977	NPC281604
Remote Similarity	0.6911	NPC12695
Remote Similarity	0.6906	NPC14141
Remote Similarity	0.6899	NPC156648
Remote Similarity	0.6894	NPC161611
Remote Similarity	0.688	NPC325497
Remote Similarity	0.6861	NPC289432
Remote Similarity	0.6861	NPC473243
Remote Similarity	0.6861	NPC988
Remote Similarity	0.6855	NPC270654
Remote Similarity	0.685	NPC474365
Remote Similarity	0.685	NPC301943
Remote Similarity	0.6846	NPC474364
Remote Similarity	0.6842	NPC477411
Remote Similarity	0.6818	NPC212415
Remote Similarity	0.6812	NPC144547
Remote Similarity	0.68	NPC145052
Remote Similarity	0.6786	NPC471466
Remote Similarity	0.6769	NPC470391
Remote Similarity	0.6765	NPC469954
Remote Similarity	0.6744	NPC269457
Remote Similarity	0.6744	NPC209632
Remote Similarity	0.6742	NPC291799
Remote Similarity	0.6741	NPC471616
Remote Similarity	0.6741	NPC226093
Remote Similarity	0.6739	NPC238861
Remote Similarity	0.6739	NPC77000
Remote Similarity	0.6738	NPC295664
Remote Similarity	0.6718	NPC469636
Remote Similarity	0.6715	NPC152159
Remote Similarity	0.6712	NPC173034
Remote Similarity	0.6694	NPC5472
Remote Similarity	0.6693	NPC42211
Remote Similarity	0.6692	NPC37622
Remote Similarity	0.6692	NPC30594
Remote Similarity	0.669	NPC476599
Remote Similarity	0.6689	NPC309056
Remote Similarity	0.6667	NPC228936
Remote Similarity	0.6667	NPC217431
Remote Similarity	0.6667	NPC470764
Remote Similarity	0.6667	NPC210092
Remote Similarity	0.6667	NPC114594
Remote Similarity	0.6667	NPC51079
Remote Similarity	0.6667	NPC202743
Remote Similarity	0.6642	NPC128368
Remote Similarity	0.6621	NPC471832
Remote Similarity	0.6619	NPC280827
Remote Similarity	0.6619	NPC243059
Remote Similarity	0.6618	NPC216387
Remote Similarity	0.6617	NPC474157
Remote Similarity	0.6614	NPC118343
Remote Similarity	0.6613	NPC34243
Remote Similarity	0.6594	NPC293424
Remote Similarity	0.6594	NPC471033
Remote Similarity	0.6594	NPC311091
Remote Similarity	0.6593	NPC307651
Remote Similarity	0.6593	NPC196075
Remote Similarity	0.6591	NPC269023
Remote Similarity	0.6591	NPC99846
Remote Similarity	0.6585	NPC476484
Remote Similarity	0.6569	NPC128249
Remote Similarity	0.6569	NPC190298
Remote Similarity	0.6569	NPC19290
Remote Similarity	0.6549	NPC472888
Remote Similarity	0.6544	NPC474095
Remote Similarity	0.6541	NPC273837
Remote Similarity	0.6538	NPC249067
Remote Similarity	0.6535	NPC35448
Remote Similarity	0.6535	NPC78701
Remote Similarity	0.6519	NPC13784
Remote Similarity	0.6515	NPC203732
Remote Similarity	0.651	NPC212207
Remote Similarity	0.6503	NPC56332
Remote Similarity	0.65	NPC168050
Remote Similarity	0.6496	NPC135730
Remote Similarity	0.6493	NPC21162
Remote Similarity	0.6493	NPC210089
Remote Similarity	0.6493	NPC477247
Remote Similarity	0.6484	NPC476042
Remote Similarity	0.6484	NPC146351
Remote Similarity	0.6467	NPC477358
Remote Similarity	0.6466	NPC192577
Remote Similarity	0.6466	NPC17417
Remote Similarity	0.6466	NPC10251
Remote Similarity	0.6466	NPC265407
Remote Similarity	0.6466	NPC83628
Remote Similarity	0.6457	NPC92754
Remote Similarity	0.6457	NPC249912
Remote Similarity	0.6457	NPC276775
Remote Similarity	0.6454	NPC50872
Remote Similarity	0.6449	NPC325646
Remote Similarity	0.6449	NPC28951
Remote Similarity	0.6444	NPC474314
Remote Similarity	0.6444	NPC270699
Remote Similarity	0.6444	NPC474689
Remote Similarity	0.6444	NPC82899
Remote Similarity	0.6439	NPC70843
Remote Similarity	0.6434	NPC112552
Remote Similarity	0.6429	NPC35744
Remote Similarity	0.6429	NPC264976
Remote Similarity	0.6429	NPC204784
Remote Similarity	0.6429	NPC130398
Remote Similarity	0.6429	NPC54243
Remote Similarity	0.6419	NPC475569
Remote Similarity	0.6418	NPC93084
Remote Similarity	0.6418	NPC214067
Remote Similarity	0.6418	NPC251854
Remote Similarity	0.6418	NPC196246
Remote Similarity	0.6418	NPC88141
Remote Similarity	0.6414	NPC51292
Remote Similarity	0.6412	NPC38209
Remote Similarity	0.6406	NPC225060
Remote Similarity	0.6397	NPC474176
Remote Similarity	0.6397	NPC17693
Remote Similarity	0.6397	NPC272524
Remote Similarity	0.6395	NPC473247
Remote Similarity	0.6395	NPC42234
Remote Similarity	0.6391	NPC56493
Remote Similarity	0.6389	NPC89630
Remote Similarity	0.6383	NPC246214
Remote Similarity	0.6383	NPC476225
Remote Similarity	0.6382	NPC276652
Remote Similarity	0.6377	NPC149691
Remote Similarity	0.6377	NPC23402
Remote Similarity	0.6377	NPC51345
Remote Similarity	0.6371	NPC110420
Remote Similarity	0.6371	NPC303967
Remote Similarity	0.6371	NPC67585
Remote Similarity	0.637	NPC305912
Remote Similarity	0.637	NPC1082
Remote Similarity	0.6358	NPC23559
Remote Similarity	0.6357	NPC32298
Remote Similarity	0.6357	NPC203925
Remote Similarity	0.6351	NPC469519
Remote Similarity	0.635	NPC67377
Remote Similarity	0.635	NPC241851
Remote Similarity	0.635	NPC87069
Remote Similarity	0.635	NPC326664
Remote Similarity	0.635	NPC308744
Remote Similarity	0.6349	NPC261181
Remote Similarity	0.6345	NPC88403
Remote Similarity	0.6345	NPC236405
Remote Similarity	0.6345	NPC121272
Remote Similarity	0.6343	NPC40178
Remote Similarity	0.634	NPC475660
Remote Similarity	0.6336	NPC298224
Remote Similarity	0.6336	NPC60679
Remote Similarity	0.6331	NPC108532
Remote Similarity	0.6328	NPC289201
Remote Similarity	0.6327	NPC201419
Remote Similarity	0.6327	NPC475017
Remote Similarity	0.6324	NPC79496
Remote Similarity	0.6324	NPC477250
Remote Similarity	0.6324	NPC23332
Remote Similarity	0.6324	NPC158282
Remote Similarity	0.632	NPC119631
Remote Similarity	0.6319	NPC472704
Remote Similarity	0.6319	NPC93730
Remote Similarity	0.6316	NPC29989
Remote Similarity	0.6316	NPC119271
Remote Similarity	0.6316	NPC69332
Remote Similarity	0.6316	NPC475549
Remote Similarity	0.6316	NPC188677
Remote Similarity	0.6316	NPC232996
Remote Similarity	0.6316	NPC95178
Remote Similarity	0.6312	NPC201284
Remote Similarity	0.6309	NPC477360
Remote Similarity	0.6308	NPC70624
Remote Similarity	0.6304	NPC474685
Remote Similarity	0.6304	NPC93181
Remote Similarity	0.6304	NPC114144
Remote Similarity	0.6299	NPC473654
Remote Similarity	0.6296	NPC79543
Remote Similarity	0.6296	NPC174099
Remote Similarity	0.6294	NPC314329
Remote Similarity	0.629	NPC9822
Remote Similarity	0.629	NPC231591
Remote Similarity	0.6289	NPC471285
Remote Similarity	0.6288	NPC31786
Remote Similarity	0.6288	NPC8931
Remote Similarity	0.6288	NPC261573
Remote Similarity	0.6288	NPC120693
Remote Similarity	0.6286	NPC476440
Remote Similarity	0.6286	NPC45104
Remote Similarity	0.6286	NPC469574
Remote Similarity	0.6284	NPC272946
Remote Similarity	0.6281	NPC95429
Remote Similarity	0.6276	NPC474803
Remote Similarity	0.6276	NPC474766
Remote Similarity	0.6276	NPC246166
Remote Similarity	0.6275	NPC477534
Remote Similarity	0.6275	NPC72452
Remote Similarity	0.6275	NPC61546
Remote Similarity	0.6275	NPC301341
Remote Similarity	0.6269	NPC47536

Drug Structure

NPD2788 OpenBabel08211702552D 27 29 0 0 0 0 0 0 0 0999 V2000 6.5334 0.6045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9456 1.4135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9916 -2.9190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3006 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6607 -3.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9479 -2.5032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2788 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6389 -3.4543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3080 -4.1974 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3479 -1.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5878 0.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 18 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 8 1 0 0 0 0 6 11 2 0 0 0 0 7 9 2 0 0 0 0 7 11 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 25 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 21 2 0 0 0 0 18 24 1 0 0 0 0 20 25 1 0 0 0 0 20 26 1 0 0 0 0 20 27 1 0 0 0 0 22 25 2 0 0 0 0 23 25 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001593
DrugBank
ChEMBL
IUPHAR/BPS	8316
PharmaGKB
KEGG Drug
PubChem CID	9841854
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.08
ALogP	-0.4552
MLogP	2.67
XLogP	3.453
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	94.84
RO5 Violation	0