NPASS drugs

Drug Information

Drug ID:	NPD1553
Drug Name:	Lumiracoxib
Molecular Formula:	C15H13ClFNO2
Canonical SMILES:	OC(=O)Cc1cc(C)ccc1Nc1c(F)cccc1Cl
Standard InCHI:	InChI=1S/C15H13ClFNO2/c1-9-5-6-13(10(7-9)8-14(19)20)18-15-11(16)3-2-4-12(15)17/h2-7,18H,8H2,1H3,(H,19,20)
Standard InCHIKey:	KHPKQFYUPIUARC-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1553

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	160
0.1-0.2	1282
0.2-0.3	6217
0.3-0.4	12581
0.4-0.5	8821
0.5-0.6	1685
0.6-0.7	143
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	0.7013	NPC253476
Remote Similarity	0.6987	NPC287358
Remote Similarity	0.6798	NPC470317
Remote Similarity	0.6792	NPC242933
Remote Similarity	0.675	NPC43477
Remote Similarity	0.6733	NPC268534
Remote Similarity	0.671	NPC314098
Remote Similarity	0.6667	NPC300596
Remote Similarity	0.6667	NPC471742
Remote Similarity	0.6667	NPC237649
Remote Similarity	0.6646	NPC173295
Remote Similarity	0.6605	NPC472241
Remote Similarity	0.6601	NPC474926
Remote Similarity	0.6597	NPC313981
Remote Similarity	0.6577	NPC229353
Remote Similarity	0.6576	NPC313293
Remote Similarity	0.6552	NPC182131
Remote Similarity	0.6545	NPC146370
Remote Similarity	0.6538	NPC194562
Remote Similarity	0.6538	NPC316141
Remote Similarity	0.6536	NPC317758
Remote Similarity	0.6531	NPC204303
Remote Similarity	0.649	NPC279385
Remote Similarity	0.649	NPC150323
Remote Similarity	0.649	NPC130931
Remote Similarity	0.649	NPC179605
Remote Similarity	0.6485	NPC472242
Remote Similarity	0.6481	NPC472243
Remote Similarity	0.6481	NPC315051
Remote Similarity	0.6447	NPC103292
Remote Similarity	0.6433	NPC477432
Remote Similarity	0.6416	NPC201424
Remote Similarity	0.641	NPC72473
Remote Similarity	0.641	NPC58827
Remote Similarity	0.641	NPC307437
Remote Similarity	0.6387	NPC472244
Remote Similarity	0.6387	NPC470343
Remote Similarity	0.6387	NPC205946
Remote Similarity	0.6369	NPC209389
Remote Similarity	0.6358	NPC36495
Remote Similarity	0.6348	NPC318183
Remote Similarity	0.6333	NPC471743
Remote Similarity	0.6324	NPC160381
Remote Similarity	0.6323	NPC192533
Remote Similarity	0.6323	NPC226794
Remote Similarity	0.6316	NPC226143
Remote Similarity	0.6298	NPC111275
Remote Similarity	0.6292	NPC471778
Remote Similarity	0.6286	NPC282339
Remote Similarity	0.6286	NPC99632
Remote Similarity	0.6264	NPC213468
Remote Similarity	0.6258	NPC254698
Remote Similarity	0.6242	NPC322433
Remote Similarity	0.6234	NPC257490
Remote Similarity	0.6229	NPC309531
Remote Similarity	0.6229	NPC472102
Remote Similarity	0.6226	NPC314431
Remote Similarity	0.6222	NPC177261
Remote Similarity	0.6207	NPC123241
Remote Similarity	0.6207	NPC61013
Remote Similarity	0.62	NPC205652
Remote Similarity	0.6194	NPC39818
Remote Similarity	0.6193	NPC176983
Remote Similarity	0.6193	NPC286871
Remote Similarity	0.619	NPC472844
Remote Similarity	0.6167	NPC292265
Remote Similarity	0.6164	NPC122235
Remote Similarity	0.6162	NPC477999
Remote Similarity	0.6154	NPC478039
Remote Similarity	0.6154	NPC84347
Remote Similarity	0.6145	NPC78020
Remote Similarity	0.6144	NPC228515
Remote Similarity	0.614	NPC144691
Remote Similarity	0.6136	NPC248117
Remote Similarity	0.6136	NPC27904
Remote Similarity	0.6136	NPC322644
Remote Similarity	0.6125	NPC472245
Remote Similarity	0.6122	NPC302790
Remote Similarity	0.6121	NPC181527
Remote Similarity	0.6108	NPC192270
Remote Similarity	0.6104	NPC177684
Remote Similarity	0.6104	NPC291962
Remote Similarity	0.6102	NPC293458
Remote Similarity	0.6098	NPC325599
Remote Similarity	0.6096	NPC52262
Remote Similarity	0.6096	NPC49184
Remote Similarity	0.6094	NPC85066
Remote Similarity	0.6094	NPC181502
Remote Similarity	0.6093	NPC470550
Remote Similarity	0.6087	NPC219336
Remote Similarity	0.6087	NPC55772
Remote Similarity	0.608	NPC193410
Remote Similarity	0.6077	NPC469671
Remote Similarity	0.6077	NPC126676
Remote Similarity	0.6075	NPC471785
Remote Similarity	0.6074	NPC313352
Remote Similarity	0.6067	NPC204867
Remote Similarity	0.6067	NPC189116
Remote Similarity	0.6066	NPC267885
Remote Similarity	0.6065	NPC112373
Remote Similarity	0.6065	NPC258531
Remote Similarity	0.6065	NPC161956
Remote Similarity	0.6061	NPC159722
Remote Similarity	0.6056	NPC470971
Remote Similarity	0.6054	NPC172170
Remote Similarity	0.6054	NPC79618
Remote Similarity	0.6054	NPC434
Remote Similarity	0.6053	NPC329858
Remote Similarity	0.6053	NPC83111
Remote Similarity	0.6053	NPC5630
Remote Similarity	0.6053	NPC474059
Remote Similarity	0.6049	NPC476687
Remote Similarity	0.6049	NPC476685
Remote Similarity	0.6049	NPC476689
Remote Similarity	0.6048	NPC2823
Remote Similarity	0.6045	NPC315368
Remote Similarity	0.6043	NPC97584
Remote Similarity	0.6036	NPC130797
Remote Similarity	0.6033	NPC217372
Remote Similarity	0.6033	NPC15573
Remote Similarity	0.6033	NPC183662
Remote Similarity	0.6032	NPC181928
Remote Similarity	0.6031	NPC90967
Remote Similarity	0.6027	NPC67043
Remote Similarity	0.6027	NPC476198
Remote Similarity	0.6026	NPC57051
Remote Similarity	0.6024	NPC319645
Remote Similarity	0.6024	NPC83214
Remote Similarity	0.6023	NPC477887
Remote Similarity	0.6022	NPC472118
Remote Similarity	0.6013	NPC147957
Remote Similarity	0.6012	NPC314223
Remote Similarity	0.6011	NPC110500
Remote Similarity	0.6011	NPC149155
Remote Similarity	0.6011	NPC476231
Remote Similarity	0.6011	NPC199737
Remote Similarity	0.6011	NPC303225
Remote Similarity	0.6011	NPC203468
Remote Similarity	0.6	NPC248041
Remote Similarity	0.6	NPC178681
Remote Similarity	0.6	NPC472114
Remote Similarity	0.6	NPC278887
Remote Similarity	0.6	NPC126709
Remote Similarity	0.6	NPC472115
Remote Similarity	0.5989	NPC477159
Remote Similarity	0.5989	NPC6982
Remote Similarity	0.5989	NPC243058
Remote Similarity	0.5988	NPC316746
Remote Similarity	0.5987	NPC471318
Remote Similarity	0.5985	NPC111233
Remote Similarity	0.5985	NPC329064
Remote Similarity	0.5979	NPC303214
Remote Similarity	0.5979	NPC315555
Remote Similarity	0.5978	NPC288785
Remote Similarity	0.597	NPC39679
Remote Similarity	0.5969	NPC473298
Remote Similarity	0.5968	NPC475685
Remote Similarity	0.5966	NPC29285
Remote Similarity	0.5965	NPC259678
Remote Similarity	0.5965	NPC264589
Remote Similarity	0.5963	NPC150863
Remote Similarity	0.5962	NPC317564
Remote Similarity	0.5962	NPC316582
Remote Similarity	0.5959	NPC45850
Remote Similarity	0.5957	NPC172925
Remote Similarity	0.5955	NPC225319
Remote Similarity	0.5947	NPC278434
Remote Similarity	0.5946	NPC219848
Remote Similarity	0.5946	NPC293472
Remote Similarity	0.5946	NPC186669
Remote Similarity	0.5941	NPC190945
Remote Similarity	0.5941	NPC311330
Remote Similarity	0.5938	NPC203628
Remote Similarity	0.5938	NPC314278
Remote Similarity	0.5932	NPC153694
Remote Similarity	0.5932	NPC76982
Remote Similarity	0.5932	NPC211525
Remote Similarity	0.5928	NPC276517
Remote Similarity	0.5926	NPC280807
Remote Similarity	0.5922	NPC472121
Remote Similarity	0.5922	NPC16667
Remote Similarity	0.5916	NPC477998
Remote Similarity	0.5914	NPC99043
Remote Similarity	0.5914	NPC321211
Remote Similarity	0.5914	NPC218594
Remote Similarity	0.5914	NPC256268
Remote Similarity	0.5914	NPC283219
Remote Similarity	0.5902	NPC474814
Remote Similarity	0.5902	NPC112336
Remote Similarity	0.5899	NPC63210
Remote Similarity	0.5899	NPC310403
Remote Similarity	0.5899	NPC243673
Remote Similarity	0.5899	NPC148468
Remote Similarity	0.5899	NPC263709
Remote Similarity	0.5899	NPC97380
Remote Similarity	0.5896	NPC242000
Remote Similarity	0.5895	NPC90415
Remote Similarity	0.5895	NPC62749
Remote Similarity	0.5895	NPC99428
Remote Similarity	0.5895	NPC194040

Drug Structure

NPD1553 OpenBabel08211701082D 22 23 0 0 0 0 0 0 0 0999 V2000 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 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 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 6 2 0 0 0 0 5 9 1 0 0 0 0 6 13 1 0 0 0 0 7 9 2 0 0 0 0 7 10 1 0 0 0 0 8 10 1 0 0 0 0 8 14 1 0 0 0 0 10 13 2 0 0 0 0 11 15 2 0 0 0 0 11 16 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 19 2 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 18 21 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000970
DrugBank	DB01283
ChEMBL	CHEMBL404108
IUPHAR/BPS	2897
PharmaGKB	PA164769031
KEGG Drug	D03714
PubChem CID	151166
ChEBI	73044
CAS Number	220991-20-8

Drug Properties

Molecular Weight	293.06
ALogP	1.2406
MLogP	2.56
XLogP	4.306
HDA	3
HBD	2
Rotatable Bonds	8
TPSA	49.33
RO5 Violation	0