NPASS drugs

Drug Information

Drug ID:	NPD3327
Drug Name:	Parecoxib
Molecular Formula:	C19H18N2O4S
Canonical SMILES:	CCC(=NS(=O)(=O)c1ccc(cc1)c1c(C)onc1c1ccccc1)O
Standard InCHI:	InChI=1S/C19H18N2O4S/c1-3-17(22)21-26(23,24)16-11-9-14(10-12-16)18-13(2)25-20-19(18)15-7-5-4-6-8-15/h4-12H,3H2,1-2H3,(H,21,22)
Standard InCHIKey:	TZRHLKRLEZJVIJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3327

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	255
0.1-0.2	1500
0.2-0.3	6762
0.3-0.4	6049
0.4-0.5	13440
0.5-0.6	2799
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	0.7241	NPC264400
Remote Similarity	0.6425	NPC134848
Remote Similarity	0.6345	NPC243058
Remote Similarity	0.6326	NPC322064
Remote Similarity	0.6321	NPC303951
Remote Similarity	0.6313	NPC203635
Remote Similarity	0.63	NPC206186
Remote Similarity	0.6291	NPC23294
Remote Similarity	0.6289	NPC303225
Remote Similarity	0.6281	NPC282103
Remote Similarity	0.6269	NPC221873
Remote Similarity	0.6262	NPC474916
Remote Similarity	0.6257	NPC477889
Remote Similarity	0.625	NPC44161
Remote Similarity	0.625	NPC90415
Remote Similarity	0.6226	NPC39679
Remote Similarity	0.6221	NPC27041
Remote Similarity	0.6219	NPC238242
Remote Similarity	0.6218	NPC288430
Remote Similarity	0.621	NPC276657
Remote Similarity	0.6196	NPC237649
Remote Similarity	0.6196	NPC300596
Remote Similarity	0.6193	NPC256268
Remote Similarity	0.6193	NPC67659
Remote Similarity	0.619	NPC103250
Remote Similarity	0.6186	NPC12344
Remote Similarity	0.6186	NPC110182
Remote Similarity	0.6176	NPC56170
Remote Similarity	0.6172	NPC471944
Remote Similarity	0.6169	NPC194040
Remote Similarity	0.6161	NPC472259
Remote Similarity	0.6157	NPC207866
Remote Similarity	0.6154	NPC191310
Remote Similarity	0.615	NPC86834
Remote Similarity	0.615	NPC210828
Remote Similarity	0.6142	NPC219848
Remote Similarity	0.614	NPC87413
Remote Similarity	0.614	NPC9894
Remote Similarity	0.6135	NPC470021
Remote Similarity	0.6117	NPC276517
Remote Similarity	0.6114	NPC316746
Remote Similarity	0.6091	NPC475607
Remote Similarity	0.6091	NPC269270
Remote Similarity	0.6085	NPC314648
Remote Similarity	0.6081	NPC220851
Remote Similarity	0.6078	NPC144381
Remote Similarity	0.6075	NPC144691
Remote Similarity	0.607	NPC473187
Remote Similarity	0.6063	NPC14686
Remote Similarity	0.6063	NPC150239
Remote Similarity	0.6061	NPC9475
Remote Similarity	0.6061	NPC474081
Remote Similarity	0.6059	NPC278434
Remote Similarity	0.6058	NPC90229
Remote Similarity	0.6056	NPC313345
Remote Similarity	0.6056	NPC313796
Remote Similarity	0.6056	NPC181527
Remote Similarity	0.6056	NPC315638
Remote Similarity	0.6056	NPC314855
Remote Similarity	0.6056	NPC471316
Remote Similarity	0.6051	NPC477888
Remote Similarity	0.6042	NPC476231
Remote Similarity	0.6041	NPC475594
Remote Similarity	0.6038	NPC317572
Remote Similarity	0.6033	NPC472242
Remote Similarity	0.603	NPC474041
Remote Similarity	0.6029	NPC306376
Remote Similarity	0.6028	NPC4687
Remote Similarity	0.6028	NPC315545
Remote Similarity	0.6028	NPC283117
Remote Similarity	0.6028	NPC183777
Remote Similarity	0.6028	NPC314297
Remote Similarity	0.6028	NPC249583
Remote Similarity	0.6027	NPC62995
Remote Similarity	0.6027	NPC3207
Remote Similarity	0.601	NPC204867
Remote Similarity	0.601	NPC471743
Remote Similarity	0.601	NPC84347
Remote Similarity	0.6009	NPC16352
Remote Similarity	0.6	NPC159722
Remote Similarity	0.6	NPC271792
Remote Similarity	0.6	NPC168486
Remote Similarity	0.6	NPC280714
Remote Similarity	0.6	NPC293151
Remote Similarity	0.6	NPC222592
Remote Similarity	0.5991	NPC323969
Remote Similarity	0.5991	NPC174760
Remote Similarity	0.599	NPC190007
Remote Similarity	0.599	NPC474409
Remote Similarity	0.599	NPC322644
Remote Similarity	0.5982	NPC239763
Remote Similarity	0.5982	NPC237740
Remote Similarity	0.5982	NPC190401
Remote Similarity	0.5981	NPC473814
Remote Similarity	0.5981	NPC175602
Remote Similarity	0.5981	NPC78767
Remote Similarity	0.5973	NPC247803
Remote Similarity	0.5972	NPC61038
Remote Similarity	0.5963	NPC219087
Remote Similarity	0.5962	NPC93390
Remote Similarity	0.5961	NPC94943
Remote Similarity	0.5959	NPC177404
Remote Similarity	0.5955	NPC74969
Remote Similarity	0.5955	NPC330009
Remote Similarity	0.5953	NPC270918
Remote Similarity	0.5953	NPC53344
Remote Similarity	0.5952	NPC472284
Remote Similarity	0.5952	NPC102008
Remote Similarity	0.595	NPC164340
Remote Similarity	0.595	NPC475761
Remote Similarity	0.5947	NPC194740
Remote Similarity	0.5945	NPC314834
Remote Similarity	0.5945	NPC124086
Remote Similarity	0.5942	NPC67551
Remote Similarity	0.5934	NPC472243
Remote Similarity	0.5933	NPC470023
Remote Similarity	0.5931	NPC160381
Remote Similarity	0.5931	NPC150308
Remote Similarity	0.5928	NPC268393
Remote Similarity	0.5928	NPC298840
Remote Similarity	0.5928	NPC303384
Remote Similarity	0.5928	NPC13599
Remote Similarity	0.5928	NPC189116
Remote Similarity	0.5928	NPC169402
Remote Similarity	0.5928	NPC191088
Remote Similarity	0.5928	NPC3214
Remote Similarity	0.5926	NPC171787
Remote Similarity	0.5924	NPC478040
Remote Similarity	0.5917	NPC294375
Remote Similarity	0.5914	NPC259678
Remote Similarity	0.5913	NPC230403
Remote Similarity	0.5911	NPC122436
Remote Similarity	0.5909	NPC118228
Remote Similarity	0.5907	NPC45190
Remote Similarity	0.5907	NPC300156
Remote Similarity	0.5907	NPC27904
Remote Similarity	0.5905	NPC141454
Remote Similarity	0.5905	NPC74153
Remote Similarity	0.5905	NPC470022
Remote Similarity	0.5904	NPC241392
Remote Similarity	0.5902	NPC316202
Remote Similarity	0.5901	NPC264285
Remote Similarity	0.5894	NPC138370
Remote Similarity	0.5892	NPC323798
Remote Similarity	0.589	NPC308137
Remote Similarity	0.589	NPC310211
Remote Similarity	0.5888	NPC165599
Remote Similarity	0.5886	NPC314278
Remote Similarity	0.5885	NPC26850
Remote Similarity	0.5882	NPC295158
Remote Similarity	0.5882	NPC469928
Remote Similarity	0.588	NPC243850
Remote Similarity	0.5877	NPC471762
Remote Similarity	0.5876	NPC242116
Remote Similarity	0.5876	NPC191863
Remote Similarity	0.5876	NPC314431
Remote Similarity	0.5876	NPC133470
Remote Similarity	0.5876	NPC289776
Remote Similarity	0.5874	NPC74360
Remote Similarity	0.5874	NPC44354
Remote Similarity	0.5874	NPC48317
Remote Similarity	0.5873	NPC322283
Remote Similarity	0.5872	NPC85273
Remote Similarity	0.5872	NPC309845
Remote Similarity	0.5871	NPC72980
Remote Similarity	0.587	NPC207686
Remote Similarity	0.587	NPC279189
Remote Similarity	0.587	NPC200553
Remote Similarity	0.587	NPC472241
Remote Similarity	0.5864	NPC114808
Remote Similarity	0.5862	NPC212535
Remote Similarity	0.586	NPC132539
Remote Similarity	0.585	NPC8467
Remote Similarity	0.5845	NPC154339
Remote Similarity	0.5844	NPC329631
Remote Similarity	0.5842	NPC475685
Remote Similarity	0.5841	NPC314633
Remote Similarity	0.5841	NPC51388
Remote Similarity	0.5838	NPC314287
Remote Similarity	0.5837	NPC267343
Remote Similarity	0.5837	NPC116238
Remote Similarity	0.5837	NPC473821
Remote Similarity	0.5833	NPC472287
Remote Similarity	0.5833	NPC472286
Remote Similarity	0.583	NPC184408
Remote Similarity	0.5829	NPC205946
Remote Similarity	0.5829	NPC227582
Remote Similarity	0.5826	NPC119006
Remote Similarity	0.5824	NPC43218
Remote Similarity	0.5822	NPC121069
Remote Similarity	0.5822	NPC198503
Remote Similarity	0.5819	NPC174489
Remote Similarity	0.5819	NPC182222
Remote Similarity	0.5819	NPC122235
Remote Similarity	0.5816	NPC115232
Remote Similarity	0.5816	NPC471130
Remote Similarity	0.5815	NPC179287
Remote Similarity	0.5814	NPC130931
Remote Similarity	0.5812	NPC26872
Remote Similarity	0.5812	NPC101350

Drug Structure

NPD3327 OpenBabel08211703112D 27 29 0 0 0 0 0 0 0 0999 V2000 -1.7321 3.0000 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 -0.8660 2.5000 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 4.6389 3.4543 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 4.9479 2.5032 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 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 4.5878 -0.8090 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 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 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 N 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 -1.7321 1.0000 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 5.5388 -0.5000 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 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 13 1 0 0 0 0 3 17 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 15 2 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 14 2 0 0 0 0 10 12 2 0 0 0 0 10 14 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 18 2 0 0 0 0 13 25 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 26 1 0 0 0 0 17 21 2 3 0 0 0 17 22 1 0 0 0 0 18 19 1 0 0 0 0 19 20 2 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 22 27 1 0 0 0 0 23 26 2 0 0 0 0 24 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002844
DrugBank	DB08439
ChEMBL	CHEMBL1206690
IUPHAR/BPS	2895
PharmaGKB
KEGG Drug	D02709
PubChem CID	119828
ChEBI	73038
CAS Number	198470-84-7

Drug Properties

Molecular Weight	370.10
ALogP	-0.7815
MLogP	2.78
XLogP	5.213
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	101.14
RO5 Violation	1