NPASS drugs

Drug Information

Drug ID:	NPD3257
Drug Name:	Indomethacin Sodium
Molecular Formula:	C19H16ClNO4.Na.H2O
Canonical SMILES:	COc1ccc2c(c1)c(CC(=O)[O-])c(n2C(=O)c1ccc(cc1)Cl)C.O.[Na+]
Standard InCHI:	InChI=1S/C19H16ClNO4.Na.H2O/c1-11-15(10-18(22)23)16-9-14(25-2)7-8-17(16)21(11)19(24)12-3-5-13(20)6-4-12;;/h3-9H,10H2,1-2H3,(H,22,23);;1H2/q;+1;/p-1
Standard InCHIKey:	KFMYZZQNXCSZCT-UHFFFAOYSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3257

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	369
0.1-0.2	2224
0.2-0.3	8984
0.3-0.4	3389
0.4-0.5	12155
0.5-0.6	2567
0.6-0.7	1033
0.7-0.8	164
0.8-0.85	4
0.85-0.9	1
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
High Similarity	0.8507	NPC300156
Intermediate Similarity	0.8235	NPC45190
Intermediate Similarity	0.8037	NPC280799
Intermediate Similarity	0.8019	NPC321428
Intermediate Similarity	0.8019	NPC4687
Intermediate Similarity	0.7962	NPC39500
Intermediate Similarity	0.7925	NPC16066
Intermediate Similarity	0.7915	NPC472098
Intermediate Similarity	0.7867	NPC87413
Intermediate Similarity	0.7854	NPC280714
Intermediate Similarity	0.785	NPC169402
Intermediate Similarity	0.7824	NPC472099
Intermediate Similarity	0.7814	NPC46561
Intermediate Similarity	0.7814	NPC184408
Intermediate Similarity	0.7773	NPC157931
Intermediate Similarity	0.7762	NPC249583
Intermediate Similarity	0.7757	NPC116238
Intermediate Similarity	0.7752	NPC144452
Intermediate Similarity	0.7736	NPC269367
Intermediate Similarity	0.7704	NPC84347
Intermediate Similarity	0.77	NPC187501
Intermediate Similarity	0.7678	NPC193238
Intermediate Similarity	0.7662	NPC160381
Intermediate Similarity	0.7661	NPC174760
Intermediate Similarity	0.7658	NPC311906
Intermediate Similarity	0.7658	NPC274640
Intermediate Similarity	0.765	NPC96321
Intermediate Similarity	0.7644	NPC253675
Intermediate Similarity	0.7642	NPC82548
Intermediate Similarity	0.7642	NPC39679
Intermediate Similarity	0.7593	NPC118228
Intermediate Similarity	0.7581	NPC310211
Intermediate Similarity	0.7581	NPC308137
Intermediate Similarity	0.7574	NPC194040
Intermediate Similarity	0.7534	NPC298436
Intermediate Similarity	0.7534	NPC208084
Intermediate Similarity	0.7534	NPC478078
Intermediate Similarity	0.7511	NPC474688
Intermediate Similarity	0.7511	NPC217176
Intermediate Similarity	0.75	NPC225279
Intermediate Similarity	0.7488	NPC470020
Intermediate Similarity	0.7488	NPC471304
Intermediate Similarity	0.7477	NPC148183
Intermediate Similarity	0.7477	NPC152768
Intermediate Similarity	0.7463	NPC471593
Intermediate Similarity	0.7454	NPC9894
Intermediate Similarity	0.7435	NPC475816
Intermediate Similarity	0.743	NPC53344
Intermediate Similarity	0.7426	NPC176127
Intermediate Similarity	0.7421	NPC150239
Intermediate Similarity	0.7412	NPC39370
Intermediate Similarity	0.7409	NPC131885
Intermediate Similarity	0.7409	NPC247803
Intermediate Similarity	0.7406	NPC295898
Intermediate Similarity	0.7401	NPC473186
Intermediate Similarity	0.7399	NPC51388
Intermediate Similarity	0.7397	NPC3207
Intermediate Similarity	0.7387	NPC198503
Intermediate Similarity	0.7378	NPC140296
Intermediate Similarity	0.7376	NPC288987
Intermediate Similarity	0.7373	NPC146418
Intermediate Similarity	0.7366	NPC97746
Intermediate Similarity	0.7366	NPC179287
Intermediate Similarity	0.7359	NPC168922
Intermediate Similarity	0.7349	NPC270918
Intermediate Similarity	0.7348	NPC6786
Intermediate Similarity	0.7345	NPC471762
Intermediate Similarity	0.7345	NPC194740
Intermediate Similarity	0.7339	NPC264176
Intermediate Similarity	0.7328	NPC475844
Intermediate Similarity	0.7325	NPC474192
Intermediate Similarity	0.7325	NPC475720
Intermediate Similarity	0.7321	NPC131017
Intermediate Similarity	0.7301	NPC257851
Intermediate Similarity	0.73	NPC303225
Intermediate Similarity	0.7297	NPC74360
Intermediate Similarity	0.7294	NPC294375
Intermediate Similarity	0.7273	NPC230403
Intermediate Similarity	0.7273	NPC15801
Intermediate Similarity	0.7265	NPC188400
Intermediate Similarity	0.7265	NPC323969
Intermediate Similarity	0.7257	NPC470018
Intermediate Similarity	0.7252	NPC473041
Intermediate Similarity	0.725	NPC478083
Intermediate Similarity	0.7244	NPC205372
Intermediate Similarity	0.7238	NPC276517
Intermediate Similarity	0.723	NPC213308
Intermediate Similarity	0.7227	NPC236668
Intermediate Similarity	0.7212	NPC21638
Intermediate Similarity	0.7208	NPC303374
Intermediate Similarity	0.7207	NPC305984
Intermediate Similarity	0.7205	NPC474701
Intermediate Similarity	0.7202	NPC174758
Intermediate Similarity	0.7202	NPC174672
Intermediate Similarity	0.7195	NPC146976
Intermediate Similarity	0.7193	NPC66777
Intermediate Similarity	0.719	NPC475190
Intermediate Similarity	0.7189	NPC243850
Intermediate Similarity	0.7186	NPC316411
Intermediate Similarity	0.7179	NPC26850
Intermediate Similarity	0.7175	NPC303658
Intermediate Similarity	0.7173	NPC1608
Intermediate Similarity	0.7167	NPC329982
Intermediate Similarity	0.7162	NPC469928
Intermediate Similarity	0.7156	NPC60621
Intermediate Similarity	0.7155	NPC67401
Intermediate Similarity	0.7143	NPC323198
Intermediate Similarity	0.7143	NPC329631
Intermediate Similarity	0.7136	NPC220337
Intermediate Similarity	0.713	NPC162484
Intermediate Similarity	0.713	NPC223427
Intermediate Similarity	0.713	NPC267853
Intermediate Similarity	0.713	NPC476098
Intermediate Similarity	0.7129	NPC312872
Intermediate Similarity	0.7122	NPC206201
Intermediate Similarity	0.7111	NPC276657
Intermediate Similarity	0.711	NPC315545
Intermediate Similarity	0.711	NPC283117
Intermediate Similarity	0.711	NPC314297
Intermediate Similarity	0.7101	NPC282103
Intermediate Similarity	0.71	NPC244897
Intermediate Similarity	0.7097	NPC132539
Intermediate Similarity	0.7095	NPC92111
Intermediate Similarity	0.7093	NPC322482
Intermediate Similarity	0.7083	NPC199277
Intermediate Similarity	0.7083	NPC135887
Intermediate Similarity	0.7082	NPC470017
Intermediate Similarity	0.7081	NPC296527
Intermediate Similarity	0.7081	NPC242928
Intermediate Similarity	0.7076	NPC473540
Intermediate Similarity	0.7076	NPC72905
Intermediate Similarity	0.7074	NPC74575
Intermediate Similarity	0.7072	NPC74562
Intermediate Similarity	0.7072	NPC151781
Intermediate Similarity	0.7072	NPC316181
Intermediate Similarity	0.707	NPC329793
Intermediate Similarity	0.7067	NPC204385
Intermediate Similarity	0.7064	NPC315638
Intermediate Similarity	0.7064	NPC313796
Intermediate Similarity	0.7064	NPC313345
Intermediate Similarity	0.7064	NPC314855
Intermediate Similarity	0.7064	NPC472111
Intermediate Similarity	0.7059	NPC23294
Intermediate Similarity	0.7056	NPC315062
Intermediate Similarity	0.7051	NPC207971
Intermediate Similarity	0.7048	NPC76748
Intermediate Similarity	0.7045	NPC325297
Intermediate Similarity	0.7042	NPC251090
Intermediate Similarity	0.7039	NPC34770
Intermediate Similarity	0.7039	NPC474798
Intermediate Similarity	0.7035	NPC128115
Intermediate Similarity	0.7034	NPC477066
Intermediate Similarity	0.7032	NPC193777
Intermediate Similarity	0.7029	NPC17437
Intermediate Similarity	0.7028	NPC307963
Intermediate Similarity	0.7026	NPC26872
Intermediate Similarity	0.702	NPC191489
Intermediate Similarity	0.7014	NPC314834
Intermediate Similarity	0.7014	NPC303951
Intermediate Similarity	0.7012	NPC137353
Intermediate Similarity	0.7009	NPC274982
Intermediate Similarity	0.7005	NPC211813
Intermediate Similarity	0.7004	NPC478081
Intermediate Similarity	0.7004	NPC477067
Intermediate Similarity	0.7004	NPC478082
Intermediate Similarity	0.7	NPC86834
Intermediate Similarity	0.7	NPC287208
Intermediate Similarity	0.7	NPC210828
Intermediate Similarity	0.7	NPC192712
Remote Similarity	0.6996	NPC89508
Remote Similarity	0.6996	NPC22481
Remote Similarity	0.6995	NPC191310
Remote Similarity	0.6991	NPC176538
Remote Similarity	0.6986	NPC472287
Remote Similarity	0.6986	NPC472286
Remote Similarity	0.6983	NPC260434
Remote Similarity	0.6978	NPC312645
Remote Similarity	0.6978	NPC293151
Remote Similarity	0.6975	NPC142385
Remote Similarity	0.6974	NPC210434
Remote Similarity	0.6972	NPC475774
Remote Similarity	0.6971	NPC84478
Remote Similarity	0.696	NPC54066
Remote Similarity	0.6955	NPC88008
Remote Similarity	0.6953	NPC49547
Remote Similarity	0.6952	NPC66083
Remote Similarity	0.6951	NPC219087
Remote Similarity	0.695	NPC118511
Remote Similarity	0.6948	NPC254957
Remote Similarity	0.6944	NPC128823
Remote Similarity	0.6943	NPC122436
Remote Similarity	0.6943	NPC314633
Remote Similarity	0.6942	NPC473800
Remote Similarity	0.6942	NPC88363
Remote Similarity	0.6941	NPC268077
Remote Similarity	0.6941	NPC314648
Remote Similarity	0.694	NPC278525
Remote Similarity	0.6937	NPC309845
Remote Similarity	0.6936	NPC108342
Remote Similarity	0.6936	NPC473187

Drug Structure

NPD3257 OpenBabel08211703112D 29 29 0 0 0 0 0 0 0 0999 V2000 4.5020 -2.1164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6528 -6.0316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3974 -4.4403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3276 -2.8292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4672 -3.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3974 -2.2921 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5516 -5.5849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5010 -5.3616 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9384 -3.7652 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7877 -1.6305 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3002 -2.8351 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3276 -3.9032 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4672 -2.8292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2703 -4.7867 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3508 -2.6117 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8878 -3.5419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1691 -4.3401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8558 -1.5183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2577 -4.4403 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5370 -2.2921 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 5.1879 -3.9032 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.4872 -2.3872 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.2927 -0.5370 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 4.2577 -5.5144 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.3209 -5.0100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2099 -1.8466 0.0000 Na 0 3 0 0 0 15 0 0 0 0 0 0 11.8010 -0.5370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.8010 -0.5370 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.8010 -0.5370 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 25 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 8 2 0 0 0 0 7 14 1 0 0 0 0 8 17 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 15 1 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 21 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 16 17 2 0 0 0 0 17 21 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 19 24 2 0 0 0 0 27 28 1 0 0 0 0 27 29 1 0 0 0 0 M CHG 2 23 -1 26 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	356.07
ALogP	-0.3856
MLogP	2.89
XLogP	3.277
HDA	4
HBD	0
Rotatable Bonds	9
TPSA	71.36
RO5 Violation	0