NPASS drugs

Drug Information

Drug ID:	NPD1882
Drug Name:	Cimicoxib
Molecular Formula:	C16H13ClFN3O3S
Canonical SMILES:	COc1ccc(cc1F)c1c(Cl)ncn1c1ccc(cc1)S(=O)(=O)N
Standard InCHI:	InChI=1S/C16H13ClFN3O3S/c1-24-14-7-2-10(8-13(14)18)15-16(17)20-9-21(15)11-3-5-12(6-4-11)25(19,22)23/h2-9H,1H3,(H2,19,22,23)
Standard InCHIKey:	KYXDNECMRLFQMZ-UHFFFAOYSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD1882

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	661
0.1-0.2	8940
0.2-0.3	4563
0.3-0.4	11979
0.4-0.5	3042
0.5-0.6	1431
0.6-0.7	269
0.7-0.8	5
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	0.7321	NPC242923
Intermediate Similarity	0.7212	NPC471603
Intermediate Similarity	0.7174	NPC308906
Intermediate Similarity	0.7114	NPC56271
Intermediate Similarity	0.7054	NPC30540
Remote Similarity	0.692	NPC232727
Remote Similarity	0.6878	NPC280638
Remote Similarity	0.6856	NPC174758
Remote Similarity	0.6849	NPC471593
Remote Similarity	0.6826	NPC167860
Remote Similarity	0.6826	NPC123976
Remote Similarity	0.682	NPC187145
Remote Similarity	0.6805	NPC160666
Remote Similarity	0.6802	NPC316756
Remote Similarity	0.68	NPC176538
Remote Similarity	0.6748	NPC471614
Remote Similarity	0.6739	NPC82548
Remote Similarity	0.6734	NPC477796
Remote Similarity	0.6734	NPC477795
Remote Similarity	0.6734	NPC477805
Remote Similarity	0.6734	NPC477806
Remote Similarity	0.6726	NPC121772
Remote Similarity	0.6722	NPC315822
Remote Similarity	0.671	NPC174672
Remote Similarity	0.6697	NPC134079
Remote Similarity	0.6694	NPC39092
Remote Similarity	0.6681	NPC274982
Remote Similarity	0.6667	NPC267928
Remote Similarity	0.6667	NPC193267
Remote Similarity	0.6667	NPC213530
Remote Similarity	0.6653	NPC12100
Remote Similarity	0.6652	NPC472289
Remote Similarity	0.6638	NPC476138
Remote Similarity	0.6638	NPC223427
Remote Similarity	0.6638	NPC245816
Remote Similarity	0.6611	NPC17305
Remote Similarity	0.6609	NPC285558
Remote Similarity	0.6601	NPC472067
Remote Similarity	0.6601	NPC472066
Remote Similarity	0.6601	NPC472031
Remote Similarity	0.6587	NPC472068
Remote Similarity	0.6579	NPC477019
Remote Similarity	0.6579	NPC19872
Remote Similarity	0.6565	NPC475774
Remote Similarity	0.6555	NPC467439
Remote Similarity	0.655	NPC469308
Remote Similarity	0.6545	NPC84478
Remote Similarity	0.6535	NPC4071
Remote Similarity	0.6535	NPC476578
Remote Similarity	0.6535	NPC476582
Remote Similarity	0.6524	NPC476465
Remote Similarity	0.6524	NPC287208
Remote Similarity	0.6522	NPC295898
Remote Similarity	0.6518	NPC92111
Remote Similarity	0.6502	NPC296527
Remote Similarity	0.649	NPC115595
Remote Similarity	0.6489	NPC195268
Remote Similarity	0.6489	NPC133140
Remote Similarity	0.6484	NPC168486
Remote Similarity	0.6484	NPC222592
Remote Similarity	0.6481	NPC313189
Remote Similarity	0.6476	NPC26850
Remote Similarity	0.6473	NPC60621
Remote Similarity	0.6473	NPC76748
Remote Similarity	0.6466	NPC476581
Remote Similarity	0.6466	NPC16452
Remote Similarity	0.6466	NPC36229
Remote Similarity	0.6462	NPC177404
Remote Similarity	0.646	NPC307963
Remote Similarity	0.6458	NPC136924
Remote Similarity	0.6458	NPC250178
Remote Similarity	0.6455	NPC144114
Remote Similarity	0.6449	NPC314954
Remote Similarity	0.6435	NPC329747
Remote Similarity	0.6435	NPC234197
Remote Similarity	0.6435	NPC315957
Remote Similarity	0.6426	NPC185782
Remote Similarity	0.6426	NPC469589
Remote Similarity	0.6425	NPC176127
Remote Similarity	0.642	NPC122436
Remote Similarity	0.6414	NPC202768
Remote Similarity	0.6414	NPC53069
Remote Similarity	0.6414	NPC296482
Remote Similarity	0.6414	NPC26679
Remote Similarity	0.641	NPC135549
Remote Similarity	0.6405	NPC310118
Remote Similarity	0.6404	NPC251090
Remote Similarity	0.6404	NPC13880
Remote Similarity	0.6402	NPC170114
Remote Similarity	0.6398	NPC113369
Remote Similarity	0.6393	NPC35761
Remote Similarity	0.6391	NPC287437
Remote Similarity	0.6389	NPC476518
Remote Similarity	0.6387	NPC476287
Remote Similarity	0.6387	NPC266931
Remote Similarity	0.6384	NPC206251
Remote Similarity	0.6384	NPC74382
Remote Similarity	0.6382	NPC471762
Remote Similarity	0.6382	NPC66777
Remote Similarity	0.6379	NPC46970
Remote Similarity	0.6376	NPC243834
Remote Similarity	0.6376	NPC312872
Remote Similarity	0.6376	NPC70956
Remote Similarity	0.6368	NPC472111
Remote Similarity	0.636	NPC470549
Remote Similarity	0.636	NPC131017
Remote Similarity	0.636	NPC295228
Remote Similarity	0.6359	NPC14651
Remote Similarity	0.6359	NPC121658
Remote Similarity	0.6348	NPC72211
Remote Similarity	0.6345	NPC96405
Remote Similarity	0.6345	NPC171409
Remote Similarity	0.6345	NPC264176
Remote Similarity	0.6344	NPC324149
Remote Similarity	0.6338	NPC285635
Remote Similarity	0.6336	NPC31930
Remote Similarity	0.6333	NPC26872
Remote Similarity	0.6329	NPC11464
Remote Similarity	0.632	NPC18487
Remote Similarity	0.6316	NPC237978
Remote Similarity	0.6313	NPC164664
Remote Similarity	0.6306	NPC206201
Remote Similarity	0.6303	NPC208284
Remote Similarity	0.6301	NPC153467
Remote Similarity	0.6301	NPC317054
Remote Similarity	0.6298	NPC323345
Remote Similarity	0.6298	NPC470164
Remote Similarity	0.6286	NPC130570
Remote Similarity	0.6283	NPC224327
Remote Similarity	0.6282	NPC53144
Remote Similarity	0.6276	NPC94157
Remote Similarity	0.6276	NPC112206
Remote Similarity	0.6276	NPC202605
Remote Similarity	0.6275	NPC157931
Remote Similarity	0.6275	NPC110151
Remote Similarity	0.627	NPC235685
Remote Similarity	0.6267	NPC204385
Remote Similarity	0.6266	NPC62995
Remote Similarity	0.6266	NPC470799
Remote Similarity	0.6266	NPC8022
Remote Similarity	0.6266	NPC470586
Remote Similarity	0.6265	NPC260434
Remote Similarity	0.6261	NPC290689
Remote Similarity	0.6261	NPC70259
Remote Similarity	0.6256	NPC111624
Remote Similarity	0.6255	NPC475070
Remote Similarity	0.625	NPC471080
Remote Similarity	0.625	NPC469592
Remote Similarity	0.6245	NPC475910
Remote Similarity	0.6245	NPC101350
Remote Similarity	0.6245	NPC198673
Remote Similarity	0.624	NPC469554
Remote Similarity	0.6235	NPC295452
Remote Similarity	0.6235	NPC2497
Remote Similarity	0.6235	NPC171393
Remote Similarity	0.6233	NPC161887
Remote Similarity	0.6233	NPC118776
Remote Similarity	0.6233	NPC477891
Remote Similarity	0.623	NPC477533
Remote Similarity	0.6223	NPC329793
Remote Similarity	0.6217	NPC43787
Remote Similarity	0.6217	NPC205934
Remote Similarity	0.6213	NPC162484
Remote Similarity	0.6211	NPC242928
Remote Similarity	0.621	NPC258773
Remote Similarity	0.6208	NPC472098
Remote Similarity	0.6207	NPC168911
Remote Similarity	0.6201	NPC99666
Remote Similarity	0.6193	NPC1527
Remote Similarity	0.6192	NPC470020
Remote Similarity	0.6189	NPC292958
Remote Similarity	0.6186	NPC470500
Remote Similarity	0.6183	NPC149471
Remote Similarity	0.6183	NPC271215
Remote Similarity	0.6182	NPC208060
Remote Similarity	0.6179	NPC280272
Remote Similarity	0.6178	NPC62069
Remote Similarity	0.6175	NPC101543
Remote Similarity	0.6174	NPC84853
Remote Similarity	0.6173	NPC305984
Remote Similarity	0.617	NPC291535
Remote Similarity	0.617	NPC135887
Remote Similarity	0.617	NPC475112
Remote Similarity	0.617	NPC199277
Remote Similarity	0.617	NPC211813
Remote Similarity	0.617	NPC475085
Remote Similarity	0.6169	NPC227908
Remote Similarity	0.6163	NPC323969
Remote Similarity	0.6161	NPC266551
Remote Similarity	0.6161	NPC474798
Remote Similarity	0.6161	NPC219963
Remote Similarity	0.6154	NPC11017
Remote Similarity	0.6148	NPC469594
Remote Similarity	0.6148	NPC303658
Remote Similarity	0.6144	NPC200836
Remote Similarity	0.6141	NPC316981
Remote Similarity	0.6141	NPC251160
Remote Similarity	0.6137	NPC239954
Remote Similarity	0.6136	NPC63109
Remote Similarity	0.6134	NPC193777

Drug Structure

NPD1882 OpenBabel08211701392D 27 29 0 0 0 0 0 0 0 0999 V2000 4.0208 -5.3564 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 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 4.6389 -3.4543 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 4.5878 0.8090 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 3.0000 0.0000 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 2.9916 -2.9190 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 4.5878 -0.8090 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 6.3479 -1.0878 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.0135 -3.1270 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 5.5388 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 N 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 3.3517 -4.6132 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 24 1 0 0 0 0 2 7 2 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 11 2 0 0 0 0 4 6 2 0 0 0 0 4 11 1 0 0 0 0 5 12 2 0 0 0 0 6 12 1 0 0 0 0 7 14 1 0 0 0 0 8 10 2 0 0 0 0 8 13 1 0 0 0 0 9 20 2 0 0 0 0 9 21 1 0 0 0 0 10 15 1 0 0 0 0 11 21 1 0 0 0 0 12 25 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 24 1 0 0 0 0 15 16 2 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 20 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 19 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	DNC007166
DrugBank	DB05095
ChEMBL	CHEMBL435381
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	213053
ChEBI	76127
CAS Number	265114-23-6

Drug Properties

Molecular Weight	381.04
ALogP	0.0383
MLogP	2.23
XLogP	2.891
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	95.07
RO5 Violation	0