NPASS drugs

Drug Information

Drug ID:	NPD4328
Drug Name:	Acemetacin
Molecular Formula:	C21H18ClNO6
Canonical SMILES:	COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
Standard InCHI:	InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)
Standard InCHIKey:	FSQKKOOTNAMONP-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4328

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	310
0.1-0.2	1658
0.2-0.3	7201
0.3-0.4	5496
0.4-0.5	11562
0.5-0.6	3437
0.6-0.7	1098
0.7-0.8	127
0.8-0.85	1
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	0.8066	NPC300156
Intermediate Similarity	0.7897	NPC45190
Intermediate Similarity	0.7803	NPC280799
Intermediate Similarity	0.7778	NPC321428
Intermediate Similarity	0.7763	NPC472098
Intermediate Similarity	0.7692	NPC16066
Intermediate Similarity	0.7679	NPC472099
Intermediate Similarity	0.7636	NPC87413
Intermediate Similarity	0.7617	NPC280714
Intermediate Similarity	0.7615	NPC4687
Intermediate Similarity	0.7589	NPC184408
Intermediate Similarity	0.7574	NPC475844
Intermediate Similarity	0.7568	NPC39500
Intermediate Similarity	0.7543	NPC323198
Intermediate Similarity	0.7522	NPC274640
Intermediate Similarity	0.7512	NPC194040
Intermediate Similarity	0.7511	NPC269367
Intermediate Similarity	0.7511	NPC188400
Intermediate Similarity	0.7511	NPC46561
Intermediate Similarity	0.7489	NPC151781
Intermediate Similarity	0.7489	NPC316181
Intermediate Similarity	0.7489	NPC74562
Intermediate Similarity	0.7467	NPC169402
Intermediate Similarity	0.7457	NPC217176
Intermediate Similarity	0.7456	NPC144452
Intermediate Similarity	0.7455	NPC193238
Intermediate Similarity	0.7455	NPC249583
Intermediate Similarity	0.7445	NPC128115
Intermediate Similarity	0.7445	NPC174760
Intermediate Similarity	0.7436	NPC253675
Intermediate Similarity	0.7421	NPC39679
Intermediate Similarity	0.7403	NPC157931
Intermediate Similarity	0.7399	NPC9894
Intermediate Similarity	0.7399	NPC187501
Intermediate Similarity	0.7384	NPC475816
Intermediate Similarity	0.7382	NPC474688
Intermediate Similarity	0.7379	NPC84347
Intermediate Similarity	0.7378	NPC118228
Intermediate Similarity	0.7378	NPC116238
Intermediate Similarity	0.7376	NPC53344
Intermediate Similarity	0.7371	NPC311906
Intermediate Similarity	0.7368	NPC150239
Intermediate Similarity	0.7357	NPC96321
Intermediate Similarity	0.7325	NPC298436
Intermediate Similarity	0.7316	NPC97746
Intermediate Similarity	0.7311	NPC168922
Intermediate Similarity	0.73	NPC6786
Intermediate Similarity	0.7293	NPC225279
Intermediate Similarity	0.7289	NPC310211
Intermediate Similarity	0.7289	NPC308137
Intermediate Similarity	0.7281	NPC247803
Intermediate Similarity	0.7277	NPC474192
Intermediate Similarity	0.7277	NPC475720
Intermediate Similarity	0.7273	NPC51388
Intermediate Similarity	0.7269	NPC148183
Intermediate Similarity	0.7269	NPC152768
Intermediate Similarity	0.7265	NPC82548
Intermediate Similarity	0.7264	NPC160381
Intermediate Similarity	0.7261	NPC198503
Intermediate Similarity	0.7253	NPC478078
Intermediate Similarity	0.7249	NPC208084
Intermediate Similarity	0.7241	NPC179287
Intermediate Similarity	0.7222	NPC194740
Intermediate Similarity	0.7215	NPC39370
Intermediate Similarity	0.7212	NPC264176
Intermediate Similarity	0.7205	NPC131885
Intermediate Similarity	0.7203	NPC473186
Intermediate Similarity	0.72	NPC471304
Intermediate Similarity	0.7198	NPC205372
Intermediate Similarity	0.7193	NPC3207
Intermediate Similarity	0.7184	NPC67401
Intermediate Similarity	0.7184	NPC473800
Intermediate Similarity	0.7179	NPC140296
Intermediate Similarity	0.7175	NPC472287
Intermediate Similarity	0.7175	NPC472286
Intermediate Similarity	0.7168	NPC294375
Intermediate Similarity	0.7162	NPC312645
Intermediate Similarity	0.7161	NPC474701
Intermediate Similarity	0.7155	NPC15801
Intermediate Similarity	0.7155	NPC184680
Intermediate Similarity	0.7143	NPC165964
Intermediate Similarity	0.7143	NPC270918
Intermediate Similarity	0.7143	NPC88008
Intermediate Similarity	0.7131	NPC1608
Intermediate Similarity	0.7126	NPC329982
Intermediate Similarity	0.7125	NPC474183
Intermediate Similarity	0.7125	NPC470785
Intermediate Similarity	0.7124	NPC470020
Intermediate Similarity	0.7117	NPC135887
Intermediate Similarity	0.7117	NPC199277
Intermediate Similarity	0.7105	NPC236668
Intermediate Similarity	0.71	NPC74360
Intermediate Similarity	0.7098	NPC472111
Intermediate Similarity	0.7093	NPC146418
Intermediate Similarity	0.709	NPC58209
Intermediate Similarity	0.7085	NPC207971
Intermediate Similarity	0.7083	NPC471593
Intermediate Similarity	0.7081	NPC303225
Intermediate Similarity	0.7074	NPC146976
Intermediate Similarity	0.7067	NPC315545
Intermediate Similarity	0.7067	NPC314297
Intermediate Similarity	0.7064	NPC230403
Intermediate Similarity	0.7056	NPC303658
Intermediate Similarity	0.7054	NPC470784
Intermediate Similarity	0.7052	NPC89549
Intermediate Similarity	0.7052	NPC191489
Intermediate Similarity	0.7043	NPC469928
Intermediate Similarity	0.7042	NPC176127
Intermediate Similarity	0.704	NPC295898
Intermediate Similarity	0.7032	NPC276517
Intermediate Similarity	0.7031	NPC89508
Intermediate Similarity	0.7029	NPC329631
Intermediate Similarity	0.7028	NPC303374
Intermediate Similarity	0.7027	NPC213308
Intermediate Similarity	0.7026	NPC288987
Intermediate Similarity	0.7022	NPC315638
Intermediate Similarity	0.7022	NPC313345
Intermediate Similarity	0.7022	NPC314855
Intermediate Similarity	0.7022	NPC313796
Intermediate Similarity	0.7021	NPC21638
Intermediate Similarity	0.7018	NPC23294
Intermediate Similarity	0.7009	NPC223427
Intermediate Similarity	0.7008	NPC160100
Intermediate Similarity	0.7004	NPC325297
Intermediate Similarity	0.7004	NPC471762
Intermediate Similarity	0.7	NPC34770
Intermediate Similarity	0.7	NPC478083
Intermediate Similarity	0.7	NPC312872
Remote Similarity	0.6996	NPC323969
Remote Similarity	0.6996	NPC54066
Remote Similarity	0.6991	NPC283117
Remote Similarity	0.6987	NPC219087
Remote Similarity	0.6986	NPC279401
Remote Similarity	0.6986	NPC79293
Remote Similarity	0.6983	NPC473041
Remote Similarity	0.6978	NPC268077
Remote Similarity	0.6974	NPC303951
Remote Similarity	0.6974	NPC314834
Remote Similarity	0.6967	NPC166712
Remote Similarity	0.6966	NPC60621
Remote Similarity	0.6962	NPC257851
Remote Similarity	0.6958	NPC323752
Remote Similarity	0.6957	NPC266931
Remote Similarity	0.6955	NPC131017
Remote Similarity	0.6946	NPC300114
Remote Similarity	0.6944	NPC129897
Remote Similarity	0.6944	NPC204385
Remote Similarity	0.6943	NPC220337
Remote Similarity	0.6941	NPC100734
Remote Similarity	0.6941	NPC88923
Remote Similarity	0.6941	NPC315634
Remote Similarity	0.694	NPC293151
Remote Similarity	0.694	NPC305984
Remote Similarity	0.6937	NPC472284
Remote Similarity	0.6935	NPC172355
Remote Similarity	0.6935	NPC203373
Remote Similarity	0.6933	NPC476098
Remote Similarity	0.6933	NPC317572
Remote Similarity	0.6933	NPC162484
Remote Similarity	0.6929	NPC316411
Remote Similarity	0.6923	NPC276657
Remote Similarity	0.6923	NPC251090
Remote Similarity	0.692	NPC470018
Remote Similarity	0.6916	NPC206201
Remote Similarity	0.6916	NPC193777
Remote Similarity	0.6914	NPC227824
Remote Similarity	0.6909	NPC307963
Remote Similarity	0.6909	NPC475190
Remote Similarity	0.6903	NPC314648
Remote Similarity	0.6901	NPC473187
Remote Similarity	0.6899	NPC101312
Remote Similarity	0.6895	NPC173250
Remote Similarity	0.6886	NPC86834
Remote Similarity	0.6886	NPC210828
Remote Similarity	0.6878	NPC473449
Remote Similarity	0.6877	NPC284685
Remote Similarity	0.6875	NPC267853
Remote Similarity	0.6872	NPC191310
Remote Similarity	0.687	NPC208364
Remote Similarity	0.6865	NPC318068
Remote Similarity	0.6865	NPC13603
Remote Similarity	0.6863	NPC116701
Remote Similarity	0.6862	NPC66777
Remote Similarity	0.686	NPC208898
Remote Similarity	0.6858	NPC475774
Remote Similarity	0.6856	NPC174672
Remote Similarity	0.6856	NPC174758
Remote Similarity	0.685	NPC169716
Remote Similarity	0.6846	NPC244897
Remote Similarity	0.6844	NPC82472
Remote Similarity	0.6842	NPC243850
Remote Similarity	0.6842	NPC244741
Remote Similarity	0.684	NPC181081
Remote Similarity	0.6836	NPC9482
Remote Similarity	0.6835	NPC66083
Remote Similarity	0.6835	NPC314633
Remote Similarity	0.6831	NPC477549
Remote Similarity	0.6831	NPC272549
Remote Similarity	0.683	NPC128823
Remote Similarity	0.6829	NPC473540

Drug Structure

NPD4328 OpenBabel08211705262D 30 32 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 3.8852 3.2386 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 4.2919 4.1521 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 5.2865 4.2567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7041 4.9611 0.0000 O 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 -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 2.8907 3.1341 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1109 5.8747 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 28 1 0 0 0 0 3 5 1 0 0 0 0 3 13 2 0 0 0 0 4 6 2 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 16 1 0 0 0 0 10 20 1 0 0 0 0 11 19 1 0 0 0 0 11 29 1 0 0 0 0 12 16 2 0 0 0 0 12 23 1 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 28 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 23 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 26 2 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 27 2 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	415.08
ALogP	-7.00E-04
MLogP	2.89
XLogP	3.461
HDA	6
HBD	1
Rotatable Bonds	12
TPSA	94.83
RO5 Violation	0