NPASS drugs

Drug Information

Drug ID:	NPD4222
Drug Name:	Icosapent
Molecular Formula:	C20H30O2
Canonical SMILES:	CC/C=CC/C=CC/C=CC/C=CC/C=CCCCC(=O)O
Standard InCHI:	InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
Standard InCHIKey:	JAZBEHYOTPTENJ-JLNKQSITSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4222

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	43
0.1-0.2	2367
0.2-0.3	13761
0.3-0.4	8291
0.4-0.5	4685
0.5-0.6	1358
0.6-0.7	258
0.7-0.8	84
0.8-0.85	25
0.85-0.9	11
0.9-0.95	5
0.95-1	2

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	NPC117572
High Similarity	0.9545	NPC91495
High Similarity	0.9333	NPC149821
High Similarity	0.9333	NPC5413
High Similarity	0.913	NPC59051
High Similarity	0.9111	NPC207292
High Similarity	0.907	NPC270796
High Similarity	0.8936	NPC48162
High Similarity	0.8889	NPC42304
High Similarity	0.875	NPC92114
High Similarity	0.8571	NPC36061
High Similarity	0.8571	NPC1813
High Similarity	0.8571	NPC321062
High Similarity	0.8571	NPC70387
High Similarity	0.8571	NPC294548
High Similarity	0.8571	NPC139029
High Similarity	0.8542	NPC284212
High Similarity	0.8542	NPC28205
Intermediate Similarity	0.84	NPC25417
Intermediate Similarity	0.84	NPC6095
Intermediate Similarity	0.84	NPC88966
Intermediate Similarity	0.84	NPC87564
Intermediate Similarity	0.84	NPC85813
Intermediate Similarity	0.84	NPC281972
Intermediate Similarity	0.84	NPC424
Intermediate Similarity	0.84	NPC32467
Intermediate Similarity	0.84	NPC322461
Intermediate Similarity	0.84	NPC154245
Intermediate Similarity	0.84	NPC290563
Intermediate Similarity	0.84	NPC261831
Intermediate Similarity	0.8367	NPC281245
Intermediate Similarity	0.8367	NPC303765
Intermediate Similarity	0.8367	NPC129458
Intermediate Similarity	0.8235	NPC473863
Intermediate Similarity	0.8235	NPC274290
Intermediate Similarity	0.82	NPC10081
Intermediate Similarity	0.82	NPC225066
Intermediate Similarity	0.8077	NPC327388
Intermediate Similarity	0.8077	NPC187777
Intermediate Similarity	0.8077	NPC325977
Intermediate Similarity	0.8077	NPC18951
Intermediate Similarity	0.8077	NPC477201
Intermediate Similarity	0.8077	NPC179764
Intermediate Similarity	0.7959	NPC224227
Intermediate Similarity	0.7925	NPC323597
Intermediate Similarity	0.7925	NPC323436
Intermediate Similarity	0.7925	NPC225929
Intermediate Similarity	0.7925	NPC211752
Intermediate Similarity	0.7925	NPC323498
Intermediate Similarity	0.7885	NPC45626
Intermediate Similarity	0.7885	NPC54766
Intermediate Similarity	0.78	NPC178586
Intermediate Similarity	0.78	NPC262968
Intermediate Similarity	0.7778	NPC329819
Intermediate Similarity	0.7692	NPC137538
Intermediate Similarity	0.7647	NPC477779
Intermediate Similarity	0.7636	NPC329249
Intermediate Similarity	0.7636	NPC329550
Intermediate Similarity	0.7636	NPC106851
Intermediate Similarity	0.7636	NPC274927
Intermediate Similarity	0.7636	NPC322002
Intermediate Similarity	0.7551	NPC180534
Intermediate Similarity	0.7547	NPC52264
Intermediate Similarity	0.7547	NPC67367
Intermediate Similarity	0.75	NPC122521
Intermediate Similarity	0.75	NPC328311
Intermediate Similarity	0.75	NPC139545
Intermediate Similarity	0.75	NPC243532
Intermediate Similarity	0.75	NPC309606
Intermediate Similarity	0.75	NPC174447
Intermediate Similarity	0.75	NPC327112
Intermediate Similarity	0.75	NPC81896
Intermediate Similarity	0.75	NPC321919
Intermediate Similarity	0.75	NPC251042
Intermediate Similarity	0.75	NPC235242
Intermediate Similarity	0.75	NPC39633
Intermediate Similarity	0.7455	NPC267817
Intermediate Similarity	0.7451	NPC477777
Intermediate Similarity	0.74	NPC163345
Intermediate Similarity	0.7368	NPC328776
Intermediate Similarity	0.7368	NPC201939
Intermediate Similarity	0.7368	NPC321838
Intermediate Similarity	0.7368	NPC320305
Intermediate Similarity	0.7368	NPC40082
Intermediate Similarity	0.7308	NPC18357
Intermediate Similarity	0.7241	NPC322457
Intermediate Similarity	0.7222	NPC223677
Intermediate Similarity	0.7222	NPC477984
Intermediate Similarity	0.7222	NPC474672
Intermediate Similarity	0.7222	NPC200845
Intermediate Similarity	0.7222	NPC228473
Intermediate Similarity	0.7222	NPC10316
Intermediate Similarity	0.7222	NPC128061
Intermediate Similarity	0.7222	NPC28779
Intermediate Similarity	0.717	NPC71761
Intermediate Similarity	0.7143	NPC34416
Intermediate Similarity	0.7119	NPC328089
Intermediate Similarity	0.7119	NPC470320
Intermediate Similarity	0.7119	NPC68343
Intermediate Similarity	0.7115	NPC470410
Intermediate Similarity	0.7115	NPC470412
Intermediate Similarity	0.7111	NPC34873
Intermediate Similarity	0.7111	NPC40434
Intermediate Similarity	0.7111	NPC155880
Intermediate Similarity	0.7111	NPC92863
Intermediate Similarity	0.7069	NPC113293
Intermediate Similarity	0.7069	NPC174560
Intermediate Similarity	0.7069	NPC125312
Intermediate Similarity	0.7059	NPC207815
Intermediate Similarity	0.7037	NPC474127
Intermediate Similarity	0.7037	NPC87394
Intermediate Similarity	0.7018	NPC322186
Intermediate Similarity	0.7018	NPC318306
Intermediate Similarity	0.7	NPC255863
Intermediate Similarity	0.7	NPC326268
Intermediate Similarity	0.7	NPC478098
Intermediate Similarity	0.7	NPC478099
Intermediate Similarity	0.7	NPC308331
Intermediate Similarity	0.7	NPC318420
Intermediate Similarity	0.7	NPC136164
Intermediate Similarity	0.7	NPC476657
Intermediate Similarity	0.7	NPC476655
Intermediate Similarity	0.7	NPC317881
Intermediate Similarity	0.7	NPC245947
Intermediate Similarity	0.7	NPC476654
Intermediate Similarity	0.7	NPC320642
Intermediate Similarity	0.7	NPC323045
Remote Similarity	0.6981	NPC216407
Remote Similarity	0.6949	NPC68110
Remote Similarity	0.6939	NPC6963
Remote Similarity	0.6939	NPC304079
Remote Similarity	0.6923	NPC225974
Remote Similarity	0.6885	NPC478101
Remote Similarity	0.6885	NPC476659
Remote Similarity	0.6885	NPC476656
Remote Similarity	0.6863	NPC216130
Remote Similarity	0.6852	NPC284224
Remote Similarity	0.6852	NPC217188
Remote Similarity	0.6842	NPC325734
Remote Similarity	0.6842	NPC478096
Remote Similarity	0.6833	NPC226592
Remote Similarity	0.6809	NPC123357
Remote Similarity	0.6792	NPC15129
Remote Similarity	0.6792	NPC470411
Remote Similarity	0.6792	NPC477458
Remote Similarity	0.6792	NPC43053
Remote Similarity	0.6786	NPC472808
Remote Similarity	0.6786	NPC324224
Remote Similarity	0.678	NPC477829
Remote Similarity	0.6774	NPC478100
Remote Similarity	0.6774	NPC99619
Remote Similarity	0.6774	NPC478097
Remote Similarity	0.6774	NPC127091
Remote Similarity	0.6774	NPC271921
Remote Similarity	0.6774	NPC22101
Remote Similarity	0.6774	NPC330426
Remote Similarity	0.6774	NPC104537
Remote Similarity	0.6774	NPC49863
Remote Similarity	0.6774	NPC148192
Remote Similarity	0.6774	NPC26500
Remote Similarity	0.6739	NPC180840
Remote Similarity	0.6731	NPC135698
Remote Similarity	0.6731	NPC267110
Remote Similarity	0.6727	NPC300121
Remote Similarity	0.6724	NPC478095
Remote Similarity	0.6721	NPC323477
Remote Similarity	0.6667	NPC283502
Remote Similarity	0.6667	NPC170167
Remote Similarity	0.6667	NPC472445
Remote Similarity	0.6667	NPC324981
Remote Similarity	0.6667	NPC161366
Remote Similarity	0.6667	NPC477776
Remote Similarity	0.6667	NPC151919
Remote Similarity	0.6667	NPC473559
Remote Similarity	0.6667	NPC273508
Remote Similarity	0.6667	NPC48218
Remote Similarity	0.6667	NPC221250
Remote Similarity	0.6667	NPC87137
Remote Similarity	0.6667	NPC476614
Remote Similarity	0.6667	NPC209327
Remote Similarity	0.6667	NPC141481
Remote Similarity	0.6613	NPC142423
Remote Similarity	0.6613	NPC308294
Remote Similarity	0.6613	NPC328653
Remote Similarity	0.661	NPC143857
Remote Similarity	0.661	NPC229252
Remote Similarity	0.6604	NPC27264
Remote Similarity	0.6562	NPC317583
Remote Similarity	0.6562	NPC143396
Remote Similarity	0.6562	NPC236208
Remote Similarity	0.6557	NPC476658
Remote Similarity	0.6557	NPC234767
Remote Similarity	0.6552	NPC469373
Remote Similarity	0.6552	NPC254095
Remote Similarity	0.6552	NPC471619
Remote Similarity	0.6531	NPC187922
Remote Similarity	0.6522	NPC158179
Remote Similarity	0.6522	NPC185839
Remote Similarity	0.6508	NPC475443
Remote Similarity	0.6508	NPC25298

Drug Structure

NPD4222 OpenBabel08211704332D 23 22 0 0 0 0 0 0 0 0999 V2000 4.3301 0.5000 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 3.4641 -1.0000 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 -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 6.9282 -1.0000 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 7.7942 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 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 3.5000 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 3.4641 2.0000 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 2.5981 0.5000 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 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 4 2 0 0 0 0 4 5 1 0 0 0 0 5 6 1 0 0 0 0 6 7 2 0 0 0 0 7 8 1 0 0 0 0 8 9 1 0 0 0 0 9 10 2 0 0 0 0 10 11 1 0 0 0 0 11 12 1 0 0 0 0 12 13 2 0 0 0 0 13 14 1 0 0 0 0 14 15 1 0 0 0 0 15 16 2 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 20 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC013628; DAP000969
DrugBank	DB00159
ChEMBL	CHEMBL460026
IUPHAR/BPS
PharmaGKB	PA164746077
KEGG Drug	D08061
PubChem CID	446284
ChEBI	28364
CAS Number	10417-94-4

Drug Properties

Molecular Weight	302.22
ALogP	2.1145
MLogP	3.44
XLogP	8.022
HDA	2
HBD	1
Rotatable Bonds	15
TPSA	37.3
RO5 Violation	2