NPASS drugs

Drug Information

Drug ID:	NPD5343
Drug Name:	Icosapent
Molecular Formula:	C22H34O2
Canonical SMILES:	CC/C=CC/C=CC/C=CC/C=CC/C=CCCCC(=O)OCC
Standard InCHI:	InChI=1S/C22H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h5-6,8-9,11-12,14-15,17-18H,3-4,7,10,13,16,19-21H2,1-2H3/b6-5-,9-8-,12-11-,15-14-,18-17-
Standard InCHIKey:	SSQPWTVBQMWLSZ-AAQCHOMXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5343

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	59
0.1-0.2	2339
0.2-0.3	13499
0.3-0.4	7918
0.4-0.5	5091
0.5-0.6	1552
0.6-0.7	312
0.7-0.8	101
0.8-0.85	13
0.85-0.9	6
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	0.8627	NPC28779
High Similarity	0.8627	NPC200845
High Similarity	0.8627	NPC223677
High Similarity	0.8627	NPC128061
High Similarity	0.8627	NPC10316
High Similarity	0.8542	NPC163345
Intermediate Similarity	0.8333	NPC91495
Intermediate Similarity	0.8302	NPC211752
Intermediate Similarity	0.8302	NPC323597
Intermediate Similarity	0.8302	NPC323498
Intermediate Similarity	0.8298	NPC117572
Intermediate Similarity	0.8235	NPC39633
Intermediate Similarity	0.8235	NPC309606
Intermediate Similarity	0.8235	NPC139545
Intermediate Similarity	0.8235	NPC71761
Intermediate Similarity	0.8163	NPC207815
Intermediate Similarity	0.8113	NPC327388
Intermediate Similarity	0.8	NPC59051
Intermediate Similarity	0.8	NPC123357
Intermediate Similarity	0.7925	NPC228473
Intermediate Similarity	0.7872	NPC270796
Intermediate Similarity	0.7857	NPC143857
Intermediate Similarity	0.7857	NPC321919
Intermediate Similarity	0.7857	NPC229252
Intermediate Similarity	0.7857	NPC81896
Intermediate Similarity	0.7843	NPC262968
Intermediate Similarity	0.7818	NPC478096
Intermediate Similarity	0.78	NPC5413
Intermediate Similarity	0.78	NPC135698
Intermediate Similarity	0.78	NPC149821
Intermediate Similarity	0.7719	NPC328776
Intermediate Similarity	0.7719	NPC320305
Intermediate Similarity	0.7692	NPC92114
Intermediate Similarity	0.7692	NPC170167
Intermediate Similarity	0.7679	NPC478095
Intermediate Similarity	0.766	NPC187922
Intermediate Similarity	0.7647	NPC224227
Intermediate Similarity	0.7636	NPC323436
Intermediate Similarity	0.76	NPC207292
Intermediate Similarity	0.7593	NPC474672
Intermediate Similarity	0.7586	NPC54925
Intermediate Similarity	0.7556	NPC226511
Intermediate Similarity	0.7547	NPC321062
Intermediate Similarity	0.7547	NPC70387
Intermediate Similarity	0.75	NPC244452
Intermediate Similarity	0.75	NPC48162
Intermediate Similarity	0.7458	NPC328089
Intermediate Similarity	0.7458	NPC68343
Intermediate Similarity	0.7458	NPC34883
Intermediate Similarity	0.7455	NPC252860
Intermediate Similarity	0.7414	NPC201939
Intermediate Similarity	0.7407	NPC25417
Intermediate Similarity	0.7407	NPC290563
Intermediate Similarity	0.7407	NPC32467
Intermediate Similarity	0.7407	NPC85813
Intermediate Similarity	0.7407	NPC137538
Intermediate Similarity	0.7407	NPC261831
Intermediate Similarity	0.7407	NPC88966
Intermediate Similarity	0.7407	NPC424
Intermediate Similarity	0.7407	NPC87564
Intermediate Similarity	0.7407	NPC154245
Intermediate Similarity	0.7407	NPC6095
Intermediate Similarity	0.7407	NPC281972
Intermediate Similarity	0.74	NPC197467
Intermediate Similarity	0.74	NPC42304
Intermediate Similarity	0.7368	NPC322002
Intermediate Similarity	0.7368	NPC329249
Intermediate Similarity	0.7358	NPC216407
Intermediate Similarity	0.7333	NPC476655
Intermediate Similarity	0.7333	NPC476654
Intermediate Similarity	0.7333	NPC476657
Intermediate Similarity	0.7308	NPC289388
Intermediate Similarity	0.7292	NPC57923
Intermediate Similarity	0.7273	NPC52264
Intermediate Similarity	0.7255	NPC216130
Intermediate Similarity	0.7241	NPC328311
Intermediate Similarity	0.7241	NPC79756
Intermediate Similarity	0.7241	NPC327112
Intermediate Similarity	0.7241	NPC243532
Intermediate Similarity	0.7222	NPC36061
Intermediate Similarity	0.7222	NPC139029
Intermediate Similarity	0.7222	NPC294548
Intermediate Similarity	0.7222	NPC1813
Intermediate Similarity	0.7213	NPC476656
Intermediate Similarity	0.7213	NPC478101
Intermediate Similarity	0.7213	NPC476659
Intermediate Similarity	0.72	NPC172042
Intermediate Similarity	0.72	NPC47946
Intermediate Similarity	0.72	NPC26600
Intermediate Similarity	0.717	NPC284212
Intermediate Similarity	0.717	NPC28205
Intermediate Similarity	0.7143	NPC18951
Intermediate Similarity	0.7143	NPC477201
Intermediate Similarity	0.7119	NPC113293
Intermediate Similarity	0.7119	NPC321838
Intermediate Similarity	0.7119	NPC151648
Intermediate Similarity	0.7097	NPC478097
Intermediate Similarity	0.7097	NPC330426
Intermediate Similarity	0.7097	NPC148192
Intermediate Similarity	0.7097	NPC475443
Intermediate Similarity	0.7097	NPC22101
Intermediate Similarity	0.7097	NPC473829
Intermediate Similarity	0.7097	NPC104537
Intermediate Similarity	0.7097	NPC478100
Intermediate Similarity	0.7097	NPC127091
Intermediate Similarity	0.7097	NPC271921
Intermediate Similarity	0.7091	NPC322461
Intermediate Similarity	0.7059	NPC44363
Intermediate Similarity	0.7059	NPC163751
Intermediate Similarity	0.7059	NPC110234
Intermediate Similarity	0.7049	NPC478099
Intermediate Similarity	0.7049	NPC478098
Intermediate Similarity	0.7037	NPC310746
Intermediate Similarity	0.7037	NPC151919
Intermediate Similarity	0.7037	NPC281245
Intermediate Similarity	0.7037	NPC303765
Intermediate Similarity	0.7037	NPC161366
Intermediate Similarity	0.7037	NPC106531
Intermediate Similarity	0.7037	NPC129458
Intermediate Similarity	0.7	NPC68110
Remote Similarity	0.6984	NPC273508
Remote Similarity	0.6984	NPC48218
Remote Similarity	0.6984	NPC141481
Remote Similarity	0.6984	NPC473559
Remote Similarity	0.6984	NPC209327
Remote Similarity	0.6984	NPC324981
Remote Similarity	0.6981	NPC27264
Remote Similarity	0.6981	NPC236338
Remote Similarity	0.6964	NPC477984
Remote Similarity	0.6964	NPC274290
Remote Similarity	0.6964	NPC473863
Remote Similarity	0.6964	NPC474913
Remote Similarity	0.6949	NPC45097
Remote Similarity	0.6949	NPC299730
Remote Similarity	0.6909	NPC10081
Remote Similarity	0.6909	NPC225066
Remote Similarity	0.6897	NPC469373
Remote Similarity	0.6897	NPC254095
Remote Similarity	0.6885	NPC476658
Remote Similarity	0.6875	NPC317583
Remote Similarity	0.6875	NPC476059
Remote Similarity	0.6875	NPC473772
Remote Similarity	0.6875	NPC473603
Remote Similarity	0.6863	NPC239754
Remote Similarity	0.6852	NPC148056
Remote Similarity	0.6842	NPC187777
Remote Similarity	0.6842	NPC179764
Remote Similarity	0.6842	NPC325977
Remote Similarity	0.6825	NPC203335
Remote Similarity	0.6818	NPC286695
Remote Similarity	0.6809	NPC155880
Remote Similarity	0.6809	NPC92863
Remote Similarity	0.6792	NPC15912
Remote Similarity	0.6792	NPC477778
Remote Similarity	0.6792	NPC250919
Remote Similarity	0.6792	NPC98284
Remote Similarity	0.6786	NPC269615
Remote Similarity	0.678	NPC82465
Remote Similarity	0.678	NPC106851
Remote Similarity	0.678	NPC474267
Remote Similarity	0.678	NPC322186
Remote Similarity	0.678	NPC274927
Remote Similarity	0.6774	NPC326268
Remote Similarity	0.6774	NPC317881
Remote Similarity	0.6774	NPC136164
Remote Similarity	0.6774	NPC323045
Remote Similarity	0.6774	NPC255863
Remote Similarity	0.6774	NPC320642
Remote Similarity	0.6774	NPC245947
Remote Similarity	0.6774	NPC318420
Remote Similarity	0.6769	NPC476660
Remote Similarity	0.6769	NPC42526
Remote Similarity	0.6731	NPC128280
Remote Similarity	0.6724	NPC471277
Remote Similarity	0.6724	NPC225929
Remote Similarity	0.6724	NPC129150
Remote Similarity	0.6724	NPC44542
Remote Similarity	0.6724	NPC294938
Remote Similarity	0.6724	NPC471279
Remote Similarity	0.6724	NPC249850
Remote Similarity	0.6724	NPC293437
Remote Similarity	0.6724	NPC472445
Remote Similarity	0.6721	NPC155849
Remote Similarity	0.6721	NPC474774
Remote Similarity	0.6721	NPC474658
Remote Similarity	0.6719	NPC218477
Remote Similarity	0.6667	NPC248125
Remote Similarity	0.6667	NPC477982
Remote Similarity	0.6667	NPC15789
Remote Similarity	0.6667	NPC45626
Remote Similarity	0.6667	NPC54766
Remote Similarity	0.6667	NPC46151
Remote Similarity	0.6667	NPC26223
Remote Similarity	0.6667	NPC284447
Remote Similarity	0.6615	NPC470436
Remote Similarity	0.6613	NPC470320
Remote Similarity	0.661	NPC21946
Remote Similarity	0.661	NPC329819
Remote Similarity	0.661	NPC223679
Remote Similarity	0.6607	NPC477780

Drug Structure

NPD5343 OpenBabel08211706322D 24 23 0 0 0 0 0 0 0 0999 V2000 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 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 -0.8660 -0.5000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 1.7321 1.0000 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 0.8660 -0.5000 0.0000 C 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 24 1 0 0 0 0 5 6 2 0 0 0 0 6 7 1 0 0 0 0 7 8 1 0 0 0 0 8 9 2 0 0 0 0 9 10 1 0 0 0 0 10 11 1 0 0 0 0 11 12 2 0 0 0 0 12 13 1 0 0 0 0 13 14 1 0 0 0 0 14 15 2 0 0 0 0 15 16 1 0 0 0 0 16 17 1 0 0 0 0 17 18 2 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000969; DNAP001463; DNCL001911
DrugBank	DB08887
ChEMBL	CHEMBL2095209
IUPHAR/BPS	7441
PharmaGKB
KEGG Drug	D01892
PubChem CID	9831415
ChEBI	80366
CAS Number	86227-47-6

Drug Properties

Molecular Weight	330.26
ALogP	2.6159
MLogP	3.66
XLogP	8.766
HDA	2
HBD	0
Rotatable Bonds	17
TPSA	26.3
RO5 Violation	2