NPASS drugs

Drug Information

Drug ID:	NPD2330
Drug Name:	Celecoxib
Molecular Formula:	C17H14F3N3O2S
Canonical SMILES:	Cc1ccc(cc1)c1cc(nn1c1ccc(cc1)S(=O)(=O)N)C(F)(F)F
Standard InCHI:	InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25)
Standard InCHIKey:	RZEKVGVHFLEQIL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2330

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	744
0.1-0.2	8696
0.2-0.3	13903
0.3-0.4	4493
0.4-0.5	1662
0.5-0.6	1138
0.6-0.7	240
0.7-0.8	13
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	1.0	NPC316910
Intermediate Similarity	0.7321	NPC474791
Intermediate Similarity	0.7143	NPC250361
Intermediate Similarity	0.7143	NPC476140
Intermediate Similarity	0.7134	NPC475450
Intermediate Similarity	0.7115	NPC473587
Intermediate Similarity	0.707	NPC475428
Intermediate Similarity	0.7067	NPC54102
Intermediate Similarity	0.7067	NPC162689
Intermediate Similarity	0.7051	NPC473762
Intermediate Similarity	0.7047	NPC148140
Intermediate Similarity	0.7025	NPC179365
Intermediate Similarity	0.7013	NPC122718
Intermediate Similarity	0.7	NPC81561
Remote Similarity	0.6994	NPC284635
Remote Similarity	0.6993	NPC41174
Remote Similarity	0.6981	NPC473930
Remote Similarity	0.6962	NPC22079
Remote Similarity	0.6933	NPC312092
Remote Similarity	0.6882	NPC161108
Remote Similarity	0.6864	NPC148592
Remote Similarity	0.6863	NPC215519
Remote Similarity	0.679	NPC198988
Remote Similarity	0.6788	NPC59084
Remote Similarity	0.6788	NPC115611
Remote Similarity	0.6766	NPC242556
Remote Similarity	0.6748	NPC325252
Remote Similarity	0.6747	NPC473868
Remote Similarity	0.6747	NPC63157
Remote Similarity	0.6738	NPC471593
Remote Similarity	0.6727	NPC104483
Remote Similarity	0.6722	NPC471579
Remote Similarity	0.6687	NPC2949
Remote Similarity	0.6647	NPC477134
Remote Similarity	0.6628	NPC470233
Remote Similarity	0.6627	NPC110126
Remote Similarity	0.6627	NPC285731
Remote Similarity	0.6608	NPC124005
Remote Similarity	0.6608	NPC37548
Remote Similarity	0.6606	NPC314102
Remote Similarity	0.6606	NPC105127
Remote Similarity	0.6606	NPC251722
Remote Similarity	0.6606	NPC150259
Remote Similarity	0.6606	NPC84911
Remote Similarity	0.6588	NPC288838
Remote Similarity	0.6587	NPC238499
Remote Similarity	0.6587	NPC469767
Remote Similarity	0.6587	NPC469780
Remote Similarity	0.6587	NPC469761
Remote Similarity	0.6587	NPC469768
Remote Similarity	0.6587	NPC469779
Remote Similarity	0.6587	NPC469784
Remote Similarity	0.6587	NPC469783
Remote Similarity	0.6571	NPC469897
Remote Similarity	0.657	NPC53947
Remote Similarity	0.657	NPC33421
Remote Similarity	0.655	NPC471957
Remote Similarity	0.655	NPC21605
Remote Similarity	0.6548	NPC277157
Remote Similarity	0.6548	NPC469766
Remote Similarity	0.6545	NPC96102
Remote Similarity	0.6545	NPC218268
Remote Similarity	0.6545	NPC261195
Remote Similarity	0.6545	NPC29886
Remote Similarity	0.6529	NPC470440
Remote Similarity	0.6527	NPC73767
Remote Similarity	0.6527	NPC88097
Remote Similarity	0.6512	NPC187951
Remote Similarity	0.6509	NPC20144
Remote Similarity	0.6509	NPC190296
Remote Similarity	0.6506	NPC125746
Remote Similarity	0.6497	NPC215584
Remote Similarity	0.6497	NPC44773
Remote Similarity	0.6491	NPC129042
Remote Similarity	0.6491	NPC478186
Remote Similarity	0.6474	NPC40070
Remote Similarity	0.6457	NPC470507
Remote Similarity	0.6457	NPC471458
Remote Similarity	0.6457	NPC476297
Remote Similarity	0.6457	NPC476219
Remote Similarity	0.6457	NPC38736
Remote Similarity	0.6453	NPC470111
Remote Similarity	0.6453	NPC201380
Remote Similarity	0.6453	NPC179787
Remote Similarity	0.645	NPC88121
Remote Similarity	0.6437	NPC216713
Remote Similarity	0.6437	NPC470823
Remote Similarity	0.6433	NPC314372
Remote Similarity	0.6433	NPC86288
Remote Similarity	0.6425	NPC317105
Remote Similarity	0.642	NPC184476
Remote Similarity	0.642	NPC285469
Remote Similarity	0.642	NPC51054
Remote Similarity	0.6416	NPC321911
Remote Similarity	0.6415	NPC46358
Remote Similarity	0.6402	NPC82295
Remote Similarity	0.64	NPC200743
Remote Similarity	0.64	NPC325903
Remote Similarity	0.64	NPC200214
Remote Similarity	0.6395	NPC63545
Remote Similarity	0.6391	NPC279081
Remote Similarity	0.6384	NPC286427
Remote Similarity	0.6384	NPC299594
Remote Similarity	0.6384	NPC477887
Remote Similarity	0.6379	NPC24678
Remote Similarity	0.6379	NPC105818
Remote Similarity	0.6364	NPC317031
Remote Similarity	0.6358	NPC469811
Remote Similarity	0.6348	NPC56765
Remote Similarity	0.6348	NPC221786
Remote Similarity	0.6348	NPC6436
Remote Similarity	0.6348	NPC41257
Remote Similarity	0.6348	NPC474880
Remote Similarity	0.6348	NPC206819
Remote Similarity	0.6348	NPC135141
Remote Similarity	0.6348	NPC475990
Remote Similarity	0.6348	NPC92796
Remote Similarity	0.6348	NPC318065
Remote Similarity	0.6337	NPC204141
Remote Similarity	0.6337	NPC159856
Remote Similarity	0.6333	NPC472587
Remote Similarity	0.6333	NPC8104
Remote Similarity	0.6322	NPC2272
Remote Similarity	0.6313	NPC469308
Remote Similarity	0.6313	NPC473320
Remote Similarity	0.6313	NPC229173
Remote Similarity	0.631	NPC164228
Remote Similarity	0.6307	NPC469763
Remote Similarity	0.6307	NPC469765
Remote Similarity	0.6307	NPC138842
Remote Similarity	0.6307	NPC73952
Remote Similarity	0.6307	NPC469760
Remote Similarity	0.6307	NPC469786
Remote Similarity	0.6307	NPC259644
Remote Similarity	0.6307	NPC281094
Remote Similarity	0.6307	NPC25008
Remote Similarity	0.6301	NPC143872
Remote Similarity	0.6294	NPC230002
Remote Similarity	0.6292	NPC236711
Remote Similarity	0.6292	NPC216643
Remote Similarity	0.6289	NPC265605
Remote Similarity	0.6289	NPC182570
Remote Similarity	0.6289	NPC48564
Remote Similarity	0.6282	NPC476566
Remote Similarity	0.6278	NPC16667
Remote Similarity	0.6272	NPC169433
Remote Similarity	0.6271	NPC80597
Remote Similarity	0.6271	NPC70922
Remote Similarity	0.6271	NPC212376
Remote Similarity	0.6271	NPC207726
Remote Similarity	0.6271	NPC211572
Remote Similarity	0.6271	NPC75540
Remote Similarity	0.6258	NPC143156
Remote Similarity	0.6243	NPC162799
Remote Similarity	0.6243	NPC271734
Remote Similarity	0.6243	NPC90723
Remote Similarity	0.6235	NPC273714
Remote Similarity	0.623	NPC63751
Remote Similarity	0.6221	NPC477977
Remote Similarity	0.6216	NPC252572
Remote Similarity	0.6209	NPC195507
Remote Similarity	0.6209	NPC2165
Remote Similarity	0.6203	NPC248454
Remote Similarity	0.6203	NPC91958
Remote Similarity	0.6201	NPC76982
Remote Similarity	0.6201	NPC469762
Remote Similarity	0.6196	NPC91895
Remote Similarity	0.6196	NPC474168
Remote Similarity	0.6188	NPC282231
Remote Similarity	0.6175	NPC474561
Remote Similarity	0.6175	NPC49954
Remote Similarity	0.6173	NPC27740
Remote Similarity	0.6171	NPC114209
Remote Similarity	0.6167	NPC67056
Remote Similarity	0.6154	NPC21174
Remote Similarity	0.6154	NPC478184
Remote Similarity	0.6154	NPC478182
Remote Similarity	0.6154	NPC271797
Remote Similarity	0.6154	NPC311276
Remote Similarity	0.6145	NPC469785
Remote Similarity	0.6145	NPC476464
Remote Similarity	0.6145	NPC282398
Remote Similarity	0.6145	NPC141353
Remote Similarity	0.6142	NPC472193
Remote Similarity	0.6141	NPC154293
Remote Similarity	0.6133	NPC255229
Remote Similarity	0.6133	NPC81229
Remote Similarity	0.6133	NPC279918
Remote Similarity	0.6124	NPC141926
Remote Similarity	0.6122	NPC213774
Remote Similarity	0.6111	NPC129721
Remote Similarity	0.6108	NPC474897
Remote Similarity	0.6108	NPC471943
Remote Similarity	0.6108	NPC256893
Remote Similarity	0.6108	NPC280548
Remote Similarity	0.6108	NPC194411
Remote Similarity	0.6099	NPC194881
Remote Similarity	0.6099	NPC478185
Remote Similarity	0.6099	NPC470203
Remote Similarity	0.6099	NPC225018

Drug Structure

NPD2330 OpenBabel08211702172D 28 30 0 0 0 0 0 0 0 0999 V2000 3.3517 -4.6132 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 4.6389 -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 4.9479 -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 5.5388 -0.5000 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 4.2788 -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 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 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7546 2.0013 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 5.7601 1.8968 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 7.2614 0.6810 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 4.5878 0.8090 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 -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 11 1 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 5 2 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 14 1 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 12 15 1 0 0 0 0 13 23 1 0 0 0 0 14 26 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 22 2 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 21 28 1 0 0 0 0 22 23 1 0 0 0 0 24 26 2 0 0 0 0 25 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000737
DrugBank	DB00482
ChEMBL	CHEMBL118
IUPHAR/BPS	2892
PharmaGKB	PA448871
KEGG Drug	D00567
PubChem CID	2662
ChEBI	41423
CAS Number	169590-42-5

Drug Properties

Molecular Weight	381.08
ALogP	0.8168
MLogP	2.34
XLogP	5.417
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	85.84
RO5 Violation	1