NPASS drugs

Drug Information

Drug ID:	NPD3258
Drug Name:	Indomethacin
Molecular Formula:	C19H16ClNO4
Canonical SMILES:	COc1ccc2c(c1)c(CC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
Standard InCHI:	InChI=1S/C19H16ClNO4/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)
Standard InCHIKey:	CGIGDMFJXJATDK-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD3258

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	315
0.1-0.2	1832
0.2-0.3	7593
0.3-0.4	4725
0.4-0.5	11907
0.5-0.6	3150
0.6-0.7	1185
0.7-0.8	180
0.8-0.85	3
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	0.8341	NPC300156
Intermediate Similarity	0.8125	NPC321428
Intermediate Similarity	0.8077	NPC45190
Intermediate Similarity	0.7972	NPC87413
Intermediate Similarity	0.7972	NPC280799
Intermediate Similarity	0.7961	NPC280714
Intermediate Similarity	0.7917	NPC184408
Intermediate Similarity	0.7867	NPC4687
Intermediate Similarity	0.785	NPC472098
Intermediate Similarity	0.7814	NPC39500
Intermediate Similarity	0.7783	NPC193238
Intermediate Similarity	0.7778	NPC16066
Intermediate Similarity	0.7763	NPC174760
Intermediate Similarity	0.7763	NPC472099
Intermediate Similarity	0.7758	NPC274640
Intermediate Similarity	0.7746	NPC39679
Intermediate Similarity	0.7706	NPC169402
Intermediate Similarity	0.7696	NPC118228
Intermediate Similarity	0.7692	NPC144452
Intermediate Similarity	0.7685	NPC194040
Intermediate Similarity	0.7671	NPC46561
Intermediate Similarity	0.7639	NPC9894
Intermediate Similarity	0.7638	NPC84347
Intermediate Similarity	0.7634	NPC157931
Intermediate Similarity	0.7617	NPC249583
Intermediate Similarity	0.7617	NPC53344
Intermediate Similarity	0.7615	NPC116238
Intermediate Similarity	0.7609	NPC475816
Intermediate Similarity	0.7602	NPC150239
Intermediate Similarity	0.76	NPC311906
Intermediate Similarity	0.7593	NPC269367
Intermediate Similarity	0.7591	NPC96321
Intermediate Similarity	0.7578	NPC51388
Intermediate Similarity	0.7558	NPC187501
Intermediate Similarity	0.7522	NPC194740
Intermediate Similarity	0.7512	NPC160381
Intermediate Similarity	0.7511	NPC247803
Intermediate Similarity	0.7511	NPC253675
Intermediate Similarity	0.75	NPC475844
Intermediate Similarity	0.75	NPC474192
Intermediate Similarity	0.75	NPC82548
Intermediate Similarity	0.75	NPC3207
Intermediate Similarity	0.75	NPC475720
Intermediate Similarity	0.7478	NPC478078
Intermediate Similarity	0.7467	NPC179287
Intermediate Similarity	0.7467	NPC97746
Intermediate Similarity	0.7456	NPC474688
Intermediate Similarity	0.7454	NPC270918
Intermediate Similarity	0.7446	NPC6786
Intermediate Similarity	0.7446	NPC15801
Intermediate Similarity	0.7444	NPC225279
Intermediate Similarity	0.7443	NPC310211
Intermediate Similarity	0.7443	NPC308137
Intermediate Similarity	0.7436	NPC188400
Intermediate Similarity	0.7431	NPC471304
Intermediate Similarity	0.7421	NPC152768
Intermediate Similarity	0.7421	NPC148183
Intermediate Similarity	0.7413	NPC303225
Intermediate Similarity	0.7399	NPC298436
Intermediate Similarity	0.7399	NPC208084
Intermediate Similarity	0.7399	NPC74360
Intermediate Similarity	0.7397	NPC294375
Intermediate Similarity	0.7381	NPC230403
Intermediate Similarity	0.738	NPC217176
Intermediate Similarity	0.7359	NPC39370
Intermediate Similarity	0.7354	NPC303658
Intermediate Similarity	0.7352	NPC470020
Intermediate Similarity	0.7348	NPC473186
Intermediate Similarity	0.7346	NPC276517
Intermediate Similarity	0.7345	NPC205372
Intermediate Similarity	0.7342	NPC469928
Intermediate Similarity	0.7336	NPC213308
Intermediate Similarity	0.7333	NPC329982
Intermediate Similarity	0.7333	NPC198503
Intermediate Similarity	0.7322	NPC67401
Intermediate Similarity	0.7321	NPC471593
Intermediate Similarity	0.7316	NPC323198
Intermediate Similarity	0.7315	NPC223427
Intermediate Similarity	0.7304	NPC474701
Intermediate Similarity	0.7294	NPC314297
Intermediate Similarity	0.7294	NPC315545
Intermediate Similarity	0.7285	NPC264176
Intermediate Similarity	0.7282	NPC176127
Intermediate Similarity	0.7277	NPC131885
Intermediate Similarity	0.7269	NPC295898
Intermediate Similarity	0.7257	NPC60621
Intermediate Similarity	0.7252	NPC151781
Intermediate Similarity	0.7252	NPC316181
Intermediate Similarity	0.7252	NPC74562
Intermediate Similarity	0.7249	NPC140296
Intermediate Similarity	0.7248	NPC314855
Intermediate Similarity	0.7248	NPC313345
Intermediate Similarity	0.7248	NPC313796
Intermediate Similarity	0.7248	NPC472111
Intermediate Similarity	0.7248	NPC315638
Intermediate Similarity	0.7244	NPC288987
Intermediate Similarity	0.724	NPC220337
Intermediate Similarity	0.724	NPC146418
Intermediate Similarity	0.724	NPC23294
Intermediate Similarity	0.7235	NPC476098
Intermediate Similarity	0.7234	NPC168922
Intermediate Similarity	0.7217	NPC471762
Intermediate Similarity	0.7215	NPC283117
Intermediate Similarity	0.7215	NPC193777
Intermediate Similarity	0.7212	NPC128115
Intermediate Similarity	0.7212	NPC323969
Intermediate Similarity	0.7212	NPC276657
Intermediate Similarity	0.7202	NPC478083
Intermediate Similarity	0.72	NPC473041
Intermediate Similarity	0.7195	NPC314834
Intermediate Similarity	0.7195	NPC303951
Intermediate Similarity	0.7189	NPC135887
Intermediate Similarity	0.7189	NPC199277
Intermediate Similarity	0.7183	NPC131017
Intermediate Similarity	0.7175	NPC236668
Intermediate Similarity	0.7174	NPC257851
Intermediate Similarity	0.7169	NPC472287
Intermediate Similarity	0.7169	NPC472286
Intermediate Similarity	0.7162	NPC21638
Intermediate Similarity	0.7156	NPC293151
Intermediate Similarity	0.7156	NPC312645
Intermediate Similarity	0.7156	NPC305984
Intermediate Similarity	0.715	NPC251090
Intermediate Similarity	0.7149	NPC325297
Intermediate Similarity	0.7143	NPC146976
Intermediate Similarity	0.7137	NPC316411
Intermediate Similarity	0.7137	NPC54066
Intermediate Similarity	0.7136	NPC307963
Intermediate Similarity	0.713	NPC470018
Intermediate Similarity	0.7123	NPC314648
Intermediate Similarity	0.7116	NPC70956
Intermediate Similarity	0.7116	NPC243834
Intermediate Similarity	0.711	NPC211813
Intermediate Similarity	0.7107	NPC473800
Intermediate Similarity	0.7106	NPC473187
Intermediate Similarity	0.7104	NPC210828
Intermediate Similarity	0.7104	NPC86834
Intermediate Similarity	0.7098	NPC89508
Intermediate Similarity	0.7094	NPC329631
Intermediate Similarity	0.709	NPC303374
Intermediate Similarity	0.7087	NPC473449
Intermediate Similarity	0.7082	NPC300114
Intermediate Similarity	0.7082	NPC267853
Intermediate Similarity	0.7078	NPC475774
Intermediate Similarity	0.7078	NPC162484
Intermediate Similarity	0.7078	NPC317572
Intermediate Similarity	0.7073	NPC312872
Intermediate Similarity	0.7072	NPC174758
Intermediate Similarity	0.7072	NPC174672
Intermediate Similarity	0.7069	NPC66777
Intermediate Similarity	0.7062	NPC66083
Intermediate Similarity	0.7059	NPC243850
Intermediate Similarity	0.7059	NPC88008
Intermediate Similarity	0.7056	NPC475190
Intermediate Similarity	0.7054	NPC1608
Intermediate Similarity	0.7054	NPC219087
Intermediate Similarity	0.7053	NPC88363
Intermediate Similarity	0.7051	NPC128823
Intermediate Similarity	0.7051	NPC244897
Intermediate Similarity	0.7046	NPC474183
Intermediate Similarity	0.7045	NPC89549
Intermediate Similarity	0.7043	NPC314633
Intermediate Similarity	0.7042	NPC92111
Intermediate Similarity	0.704	NPC309845
Intermediate Similarity	0.7037	NPC90229
Intermediate Similarity	0.7035	NPC26850
Intermediate Similarity	0.7034	NPC477549
Intermediate Similarity	0.7029	NPC473540
Intermediate Similarity	0.7027	NPC171787
Intermediate Similarity	0.7022	NPC266931
Intermediate Similarity	0.7021	NPC473105
Intermediate Similarity	0.7018	NPC315491
Intermediate Similarity	0.7018	NPC329793
Intermediate Similarity	0.7018	NPC45459
Intermediate Similarity	0.7014	NPC204385
Intermediate Similarity	0.7012	NPC58209
Intermediate Similarity	0.7009	NPC119006
Intermediate Similarity	0.7009	NPC315062
Intermediate Similarity	0.7005	NPC472284
Intermediate Similarity	0.7005	NPC306376
Intermediate Similarity	0.7004	NPC184680
Intermediate Similarity	0.7	NPC207971
Intermediate Similarity	0.7	NPC134848
Remote Similarity	0.6995	NPC144381
Remote Similarity	0.6995	NPC76748
Remote Similarity	0.6987	NPC477066
Remote Similarity	0.6986	NPC206201
Remote Similarity	0.6983	NPC17437
Remote Similarity	0.6978	NPC48353
Remote Similarity	0.6976	NPC191489
Remote Similarity	0.6975	NPC470785
Remote Similarity	0.6975	NPC470784
Remote Similarity	0.6974	NPC174576
Remote Similarity	0.697	NPC26872
Remote Similarity	0.697	NPC322482
Remote Similarity	0.6968	NPC132539
Remote Similarity	0.6967	NPC282103
Remote Similarity	0.6966	NPC169716
Remote Similarity	0.6962	NPC470017
Remote Similarity	0.696	NPC330009

Drug Structure

NPD3258 OpenBabel08211703112D 26 28 0 0 0 0 0 0 0 0999 V2000 -0.6386 1.6637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1570 -1.9815 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 -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 2.2007 -1.5657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2226 -1.3578 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5608 0.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4894 2.1160 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8698 -0.8226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4839 2.2205 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 -4.3301 1.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0717 1.4115 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8907 3.1341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8480 -1.0305 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8852 3.2386 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 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000617
DrugBank	DB00328
ChEMBL	CHEMBL6
IUPHAR/BPS	1909
PharmaGKB	PA449982
KEGG Drug	D00141
PubChem CID	3715
ChEBI	49662
CAS Number	53-86-1

Drug Properties

Molecular Weight	357.08
ALogP	0.2922
MLogP	2.89
XLogP	3.758
HDA	4
HBD	1
Rotatable Bonds	9
TPSA	68.53
RO5 Violation	0