NPASS drugs

Drug Information

Drug ID:	NPD2771
Drug Name:	Etoricoxib
Molecular Formula:	C18H15ClN2O2S
Canonical SMILES:	Clc1cnc(c(c1)c1ccc(cc1)S(=O)(=O)C)c1ccc(nc1)C
Standard InCHI:	InChI=1S/C18H15ClN2O2S/c1-12-3-4-14(10-20-12)18-17(9-15(19)11-21-18)13-5-7-16(8-6-13)24(2,22)23/h3-11H,1-2H3
Standard InCHIKey:	MNJVRJDLRVPLFE-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2771

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	799
0.1-0.2	10515
0.2-0.3	13403
0.3-0.4	3224
0.4-0.5	1430
0.5-0.6	1138
0.6-0.7	353
0.7-0.8	28
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	0.7778	NPC32002
Intermediate Similarity	0.7778	NPC315348
Intermediate Similarity	0.7602	NPC476464
Intermediate Similarity	0.7545	NPC86288
Intermediate Similarity	0.7514	NPC477591
Intermediate Similarity	0.7439	NPC314102
Intermediate Similarity	0.7439	NPC251722
Intermediate Similarity	0.7384	NPC138842
Intermediate Similarity	0.7368	NPC40070
Intermediate Similarity	0.7356	NPC469897
Intermediate Similarity	0.7326	NPC255909
Intermediate Similarity	0.7318	NPC116961
Intermediate Similarity	0.7234	NPC103119
Intermediate Similarity	0.7225	NPC470233
Intermediate Similarity	0.7222	NPC91895
Intermediate Similarity	0.717	NPC46358
Intermediate Similarity	0.7135	NPC285731
Intermediate Similarity	0.7119	NPC474791
Intermediate Similarity	0.7092	NPC469308
Intermediate Similarity	0.7083	NPC169433
Intermediate Similarity	0.707	NPC91958
Intermediate Similarity	0.7052	NPC470111
Intermediate Similarity	0.705	NPC66699
Intermediate Similarity	0.7043	NPC164228
Intermediate Similarity	0.7029	NPC216713
Intermediate Similarity	0.7029	NPC470823
Intermediate Similarity	0.7027	NPC157583
Intermediate Similarity	0.7024	NPC471312
Remote Similarity	0.697	NPC69914
Remote Similarity	0.6954	NPC179787
Remote Similarity	0.6954	NPC201380
Remote Similarity	0.6954	NPC471957
Remote Similarity	0.6946	NPC124636
Remote Similarity	0.6933	NPC476140
Remote Similarity	0.6923	NPC150259
Remote Similarity	0.6915	NPC175916
Remote Similarity	0.6914	NPC476322
Remote Similarity	0.6914	NPC321911
Remote Similarity	0.6912	NPC193370
Remote Similarity	0.6909	NPC476131
Remote Similarity	0.6906	NPC317105
Remote Similarity	0.6902	NPC201634
Remote Similarity	0.6897	NPC63545
Remote Similarity	0.6893	NPC325903
Remote Similarity	0.6872	NPC316910
Remote Similarity	0.6871	NPC166424
Remote Similarity	0.6871	NPC146373
Remote Similarity	0.6871	NPC245244
Remote Similarity	0.6867	NPC282398
Remote Similarity	0.6862	NPC314919
Remote Similarity	0.686	NPC476454
Remote Similarity	0.6857	NPC469811
Remote Similarity	0.6855	NPC143603
Remote Similarity	0.6842	NPC110126
Remote Similarity	0.6842	NPC316811
Remote Similarity	0.6828	NPC297034
Remote Similarity	0.6828	NPC471579
Remote Similarity	0.6826	NPC256893
Remote Similarity	0.6824	NPC84911
Remote Similarity	0.6824	NPC105127
Remote Similarity	0.6821	NPC20144
Remote Similarity	0.6821	NPC477977
Remote Similarity	0.6814	NPC147810
Remote Similarity	0.6813	NPC478182
Remote Similarity	0.6802	NPC469779
Remote Similarity	0.6802	NPC469784
Remote Similarity	0.6802	NPC469780
Remote Similarity	0.6802	NPC469767
Remote Similarity	0.6802	NPC469783
Remote Similarity	0.6802	NPC469761
Remote Similarity	0.6802	NPC469768
Remote Similarity	0.68	NPC288838
Remote Similarity	0.6798	NPC200214
Remote Similarity	0.6796	NPC215584
Remote Similarity	0.6796	NPC44773
Remote Similarity	0.678	NPC148592
Remote Similarity	0.678	NPC53947
Remote Similarity	0.6779	NPC173344
Remote Similarity	0.6778	NPC236711
Remote Similarity	0.6765	NPC96102
Remote Similarity	0.6765	NPC29886
Remote Similarity	0.6765	NPC261195
Remote Similarity	0.6763	NPC469766
Remote Similarity	0.6755	NPC248454
Remote Similarity	0.6755	NPC237188
Remote Similarity	0.675	NPC54102
Remote Similarity	0.675	NPC162689
Remote Similarity	0.6748	NPC290094
Remote Similarity	0.6746	NPC149014
Remote Similarity	0.6744	NPC73767
Remote Similarity	0.674	NPC293487
Remote Similarity	0.6739	NPC56233
Remote Similarity	0.673	NPC148140
Remote Similarity	0.6728	NPC48564
Remote Similarity	0.6728	NPC182570
Remote Similarity	0.6728	NPC265605
Remote Similarity	0.6726	NPC101165
Remote Similarity	0.6724	NPC190296
Remote Similarity	0.6721	NPC478184
Remote Similarity	0.6707	NPC122718
Remote Similarity	0.6687	NPC297486
Remote Similarity	0.6687	NPC240136
Remote Similarity	0.6687	NPC471402
Remote Similarity	0.6687	NPC329825
Remote Similarity	0.6687	NPC81561
Remote Similarity	0.6682	NPC77022
Remote Similarity	0.6667	NPC476219
Remote Similarity	0.6667	NPC225018
Remote Similarity	0.6667	NPC467063
Remote Similarity	0.6651	NPC216221
Remote Similarity	0.6649	NPC478183
Remote Similarity	0.6648	NPC314372
Remote Similarity	0.6648	NPC56765
Remote Similarity	0.6647	NPC104483
Remote Similarity	0.663	NPC51054
Remote Similarity	0.6627	NPC169625
Remote Similarity	0.6627	NPC135488
Remote Similarity	0.6627	NPC202957
Remote Similarity	0.6615	NPC163055
Remote Similarity	0.6614	NPC280852
Remote Similarity	0.6612	NPC122141
Remote Similarity	0.6609	NPC279081
Remote Similarity	0.6599	NPC315617
Remote Similarity	0.6599	NPC316018
Remote Similarity	0.6599	NPC314058
Remote Similarity	0.6599	NPC316359
Remote Similarity	0.6593	NPC129721
Remote Similarity	0.6593	NPC216643
Remote Similarity	0.6592	NPC24678
Remote Similarity	0.6592	NPC105818
Remote Similarity	0.6578	NPC32534
Remote Similarity	0.6576	NPC470203
Remote Similarity	0.6576	NPC478185
Remote Similarity	0.6573	NPC21605
Remote Similarity	0.6564	NPC215519
Remote Similarity	0.6561	NPC27802
Remote Similarity	0.6557	NPC135141
Remote Similarity	0.6557	NPC92796
Remote Similarity	0.6554	NPC159856
Remote Similarity	0.6552	NPC88097
Remote Similarity	0.6548	NPC89490
Remote Similarity	0.6541	NPC97367
Remote Similarity	0.6538	NPC115049
Remote Similarity	0.6529	NPC82295
Remote Similarity	0.6528	NPC83381
Remote Similarity	0.6522	NPC470204
Remote Similarity	0.6519	NPC469763
Remote Similarity	0.6519	NPC469786
Remote Similarity	0.6519	NPC25008
Remote Similarity	0.6519	NPC73952
Remote Similarity	0.6519	NPC469765
Remote Similarity	0.6519	NPC469760
Remote Similarity	0.6519	NPC259644
Remote Similarity	0.6517	NPC143872
Remote Similarity	0.6515	NPC216550
Remote Similarity	0.6514	NPC230002
Remote Similarity	0.6514	NPC115611
Remote Similarity	0.6514	NPC59084
Remote Similarity	0.6512	NPC198988
Remote Similarity	0.6509	NPC475090
Remote Similarity	0.6509	NPC475105
Remote Similarity	0.6509	NPC329896
Remote Similarity	0.6506	NPC27740
Remote Similarity	0.6503	NPC286427
Remote Similarity	0.6488	NPC471313
Remote Similarity	0.6488	NPC471311
Remote Similarity	0.6484	NPC75540
Remote Similarity	0.6484	NPC70922
Remote Similarity	0.6484	NPC80597
Remote Similarity	0.6484	NPC212376
Remote Similarity	0.6484	NPC211572
Remote Similarity	0.6477	NPC63157
Remote Similarity	0.6477	NPC473868
Remote Similarity	0.6474	NPC325252
Remote Similarity	0.6468	NPC272483
Remote Similarity	0.6467	NPC41257
Remote Similarity	0.6467	NPC318065
Remote Similarity	0.6467	NPC206819
Remote Similarity	0.6458	NPC12649
Remote Similarity	0.6455	NPC82331
Remote Similarity	0.6452	NPC90723
Remote Similarity	0.644	NPC203754
Remote Similarity	0.644	NPC150048
Remote Similarity	0.644	NPC474958
Remote Similarity	0.6436	NPC63751
Remote Similarity	0.6425	NPC168486
Remote Similarity	0.6425	NPC222592
Remote Similarity	0.642	NPC284635
Remote Similarity	0.642	NPC2949
Remote Similarity	0.6417	NPC274229
Remote Similarity	0.6413	NPC469762
Remote Similarity	0.641	NPC284559
Remote Similarity	0.6398	NPC282231
Remote Similarity	0.6393	NPC476297
Remote Similarity	0.639	NPC106757
Remote Similarity	0.6387	NPC317054
Remote Similarity	0.6383	NPC474561
Remote Similarity	0.6383	NPC49954
Remote Similarity	0.6374	NPC22079
Remote Similarity	0.6369	NPC76540

Drug Structure

NPD2771 OpenBabel08211702552D 24 26 0 0 0 0 0 0 0 0999 V2000 2.5000 -4.3301 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 2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 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 4.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -3.4641 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 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 0.8660 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 4.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 1.7321 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -3.4641 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -0.8660 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 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 24 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 13 2 0 0 0 0 6 8 2 0 0 0 0 6 13 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 20 1 0 0 0 0 11 15 1 0 0 0 0 11 21 2 0 0 0 0 12 20 2 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 24 1 0 0 0 0 17 18 2 0 0 0 0 18 21 1 0 0 0 0 22 24 2 0 0 0 0 23 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000738
DrugBank	DB01628
ChEMBL	CHEMBL416146
IUPHAR/BPS	2896
PharmaGKB	PA164776853
KEGG Drug	D03710
PubChem CID	123619
ChEBI	6339
CAS Number	202409-33-4

Drug Properties

Molecular Weight	358.05
ALogP	0.8609
MLogP	2.78
XLogP	4.056
HDA	4
HBD	0
Rotatable Bonds	6
TPSA	68.3
RO5 Violation	0