NPASS drugs

Drug Information

Drug ID:	NPD3325
Drug Name:	Parecoxib Sodium
Molecular Formula:	C19H18N2O4S.Na
Canonical SMILES:	CCC(=NS(=O)(=O)c1ccc(cc1)c1c(C)onc1c1ccccc1)[O-].[Na+]
Standard InCHI:	InChI=1S/C19H18N2O4S.Na/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);/q;+1/p-1
Standard InCHIKey:	HQPVVKXJNZEAFW-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3325

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	296
0.1-0.2	1965
0.2-0.3	7872
0.3-0.4	5161
0.4-0.5	13374
0.5-0.6	2175
0.6-0.7	46
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	0.7069	NPC264400
Remote Similarity	0.6378	NPC282103
Remote Similarity	0.628	NPC134848
Remote Similarity	0.625	NPC191310
Remote Similarity	0.6225	NPC470021
Remote Similarity	0.6193	NPC243058
Remote Similarity	0.6186	NPC322064
Remote Similarity	0.6179	NPC303951
Remote Similarity	0.6162	NPC203635
Remote Similarity	0.615	NPC206186
Remote Similarity	0.615	NPC23294
Remote Similarity	0.6134	NPC303225
Remote Similarity	0.6119	NPC221873
Remote Similarity	0.6117	NPC474916
Remote Similarity	0.6114	NPC4687
Remote Similarity	0.6114	NPC249583
Remote Similarity	0.6103	NPC84347
Remote Similarity	0.61	NPC90415
Remote Similarity	0.6096	NPC477889
Remote Similarity	0.6094	NPC44161
Remote Similarity	0.6085	NPC39679
Remote Similarity	0.6083	NPC27041
Remote Similarity	0.6073	NPC323969
Remote Similarity	0.6073	NPC276657
Remote Similarity	0.607	NPC238242
Remote Similarity	0.6062	NPC288430
Remote Similarity	0.6047	NPC12344
Remote Similarity	0.6047	NPC110182
Remote Similarity	0.6041	NPC256268
Remote Similarity	0.6041	NPC67659
Remote Similarity	0.6033	NPC300596
Remote Similarity	0.6033	NPC237649
Remote Similarity	0.6032	NPC103250
Remote Similarity	0.6029	NPC471944
Remote Similarity	0.6029	NPC56170
Remote Similarity	0.602	NPC160381
Remote Similarity	0.602	NPC194040
Remote Similarity	0.6019	NPC470023
Remote Similarity	0.6019	NPC472259
Remote Similarity	0.6019	NPC207866
Remote Similarity	0.601	NPC168486
Remote Similarity	0.601	NPC222592
Remote Similarity	0.6009	NPC169402
Remote Similarity	0.6009	NPC210828
Remote Similarity	0.6009	NPC86834
Remote Similarity	0.6	NPC9894
Remote Similarity	0.6	NPC87413
Remote Similarity	0.5991	NPC45190
Remote Similarity	0.5991	NPC300156
Remote Similarity	0.5991	NPC122436
Remote Similarity	0.599	NPC219848
Remote Similarity	0.5983	NPC470022
Remote Similarity	0.598	NPC138370
Remote Similarity	0.5979	NPC26850
Remote Similarity	0.5972	NPC310211
Remote Similarity	0.5972	NPC308137
Remote Similarity	0.5971	NPC276517
Remote Similarity	0.5969	NPC242116
Remote Similarity	0.5969	NPC177404
Remote Similarity	0.5962	NPC243850
Remote Similarity	0.5956	NPC471762
Remote Similarity	0.5955	NPC269270
Remote Similarity	0.5946	NPC220851
Remote Similarity	0.5943	NPC314648
Remote Similarity	0.5943	NPC316746
Remote Similarity	0.5943	NPC132539
Remote Similarity	0.5939	NPC475607
Remote Similarity	0.5939	NPC473187
Remote Similarity	0.5931	NPC144381
Remote Similarity	0.5928	NPC150239
Remote Similarity	0.5928	NPC14686
Remote Similarity	0.5921	NPC329631
Remote Similarity	0.592	NPC122235
Remote Similarity	0.5917	NPC116238
Remote Similarity	0.5915	NPC314855
Remote Similarity	0.5915	NPC313796
Remote Similarity	0.5915	NPC313345
Remote Similarity	0.5915	NPC315638
Remote Similarity	0.5914	NPC144691
Remote Similarity	0.5913	NPC90229
Remote Similarity	0.5911	NPC278434
Remote Similarity	0.5909	NPC9475
Remote Similarity	0.5909	NPC474081
Remote Similarity	0.5907	NPC115232
Remote Similarity	0.5904	NPC26872
Remote Similarity	0.5901	NPC198503
Remote Similarity	0.5897	NPC471943
Remote Similarity	0.5897	NPC477888
Remote Similarity	0.5896	NPC317572
Remote Similarity	0.589	NPC62995
Remote Similarity	0.589	NPC3207
Remote Similarity	0.5889	NPC181527
Remote Similarity	0.5889	NPC471316
Remote Similarity	0.5888	NPC314297
Remote Similarity	0.5888	NPC475594
Remote Similarity	0.5888	NPC315545
Remote Similarity	0.5888	NPC283117
Remote Similarity	0.5888	NPC183777
Remote Similarity	0.5887	NPC101350
Remote Similarity	0.5885	NPC306376
Remote Similarity	0.5885	NPC66777
Remote Similarity	0.5885	NPC214106
Remote Similarity	0.5885	NPC476231
Remote Similarity	0.5882	NPC288987
Remote Similarity	0.5879	NPC474041
Remote Similarity	0.5876	NPC130655
Remote Similarity	0.5874	NPC16352
Remote Similarity	0.5871	NPC117027
Remote Similarity	0.587	NPC472242
Remote Similarity	0.5865	NPC472293
Remote Similarity	0.5864	NPC293151
Remote Similarity	0.5859	NPC471743
Remote Similarity	0.5859	NPC151635
Remote Similarity	0.5857	NPC81535
Remote Similarity	0.5857	NPC280714
Remote Similarity	0.5856	NPC174760
Remote Similarity	0.5855	NPC204867
Remote Similarity	0.5853	NPC187501
Remote Similarity	0.585	NPC271792
Remote Similarity	0.5849	NPC295898
Remote Similarity	0.5847	NPC478040
Remote Similarity	0.5845	NPC190401
Remote Similarity	0.5845	NPC239763
Remote Similarity	0.5845	NPC237740
Remote Similarity	0.5844	NPC235685
Remote Similarity	0.5842	NPC190007
Remote Similarity	0.5841	NPC175602
Remote Similarity	0.5841	NPC157931
Remote Similarity	0.5841	NPC478078
Remote Similarity	0.5838	NPC474409
Remote Similarity	0.5837	NPC46561
Remote Similarity	0.5837	NPC78767
Remote Similarity	0.5837	NPC473814
Remote Similarity	0.5837	NPC247803
Remote Similarity	0.5833	NPC61038
Remote Similarity	0.5833	NPC159722
Remote Similarity	0.5833	NPC322644
Remote Similarity	0.5829	NPC284775
Remote Similarity	0.5826	NPC264176
Remote Similarity	0.5826	NPC219087
Remote Similarity	0.5822	NPC471615
Remote Similarity	0.5818	NPC74969
Remote Similarity	0.5818	NPC330009
Remote Similarity	0.5817	NPC93390
Remote Similarity	0.5815	NPC194740
Remote Similarity	0.5814	NPC53344
Remote Similarity	0.5814	NPC270918
Remote Similarity	0.5813	NPC94943
Remote Similarity	0.5811	NPC208084
Remote Similarity	0.581	NPC472284
Remote Similarity	0.581	NPC102008
Remote Similarity	0.5808	NPC196718
Remote Similarity	0.5806	NPC269367
Remote Similarity	0.5806	NPC471304
Remote Similarity	0.5806	NPC124086
Remote Similarity	0.5806	NPC314834
Remote Similarity	0.5806	NPC470020
Remote Similarity	0.5805	NPC473666
Remote Similarity	0.5801	NPC470017
Remote Similarity	0.58	NPC164340
Remote Similarity	0.58	NPC472168
Remote Similarity	0.58	NPC475761
Remote Similarity	0.5799	NPC39500
Remote Similarity	0.5797	NPC472292
Remote Similarity	0.5797	NPC67551
Remote Similarity	0.5792	NPC3214
Remote Similarity	0.5792	NPC268393
Remote Similarity	0.5792	NPC13599
Remote Similarity	0.5792	NPC191088
Remote Similarity	0.5792	NPC298840
Remote Similarity	0.5792	NPC303384
Remote Similarity	0.5789	NPC472116
Remote Similarity	0.5787	NPC266249
Remote Similarity	0.5787	NPC171787
Remote Similarity	0.5785	NPC225279
Remote Similarity	0.5784	NPC150308
Remote Similarity	0.5782	NPC472297
Remote Similarity	0.5782	NPC472296
Remote Similarity	0.578	NPC294375
Remote Similarity	0.578	NPC226794
Remote Similarity	0.578	NPC146418
Remote Similarity	0.5779	NPC56618
Remote Similarity	0.5777	NPC324091
Remote Similarity	0.5773	NPC189116
Remote Similarity	0.5773	NPC477979
Remote Similarity	0.5773	NPC118228
Remote Similarity	0.5771	NPC257851
Remote Similarity	0.5769	NPC472210
Remote Similarity	0.5769	NPC269886
Remote Similarity	0.5769	NPC472295
Remote Similarity	0.5769	NPC81802
Remote Similarity	0.5769	NPC247735
Remote Similarity	0.5769	NPC472243
Remote Similarity	0.5769	NPC148889
Remote Similarity	0.5769	NPC230403
Remote Similarity	0.5766	NPC473041
Remote Similarity	0.5766	NPC264285
Remote Similarity	0.5765	NPC470894
Remote Similarity	0.5764	NPC260434
Remote Similarity	0.5764	NPC46895

Drug Structure

NPD3325 OpenBabel08211703112D 27 28 0 0 0 0 0 0 0 0999 V2000 0.5000 -1.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5108 -5.9223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -1.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8928 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8709 -0.7079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2237 -1.2431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1799 -1.6590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5327 -2.1942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -5.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7321 -3.2962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -5.0282 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7321 -3.2962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8198 -4.9712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2321 -4.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5108 -2.4021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2321 -4.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -2.6622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2321 -4.1622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8198 -3.3532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7709 -3.6622 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -3.1622 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -3.1622 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 1.2321 -4.1622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -5.1622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7709 -4.6622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -4.1622 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.8173 2.3933 0.0000 Na 0 3 0 0 0 15 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 23 26 2 0 0 0 0 24 26 2 0 0 0 0 M CHG 2 22 -1 27 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	369.09
ALogP	-1.4593
MLogP	2.78
XLogP	5.213
HDA	4
HBD	0
Rotatable Bonds	8
TPSA	103.97
RO5 Violation	1