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:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD5343

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	102144
0.1-0.2	99766
0.2-0.3	6969
0.3-0.4	1732
0.4-0.5	737
0.5-0.6	146
0.6-0.7	35
0.7-0.8	10
0.8-0.85	2
0.85-0.9	7
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.8929	NPC565629
High Similarity	0.8667	NPC10316
High Similarity	0.8667	NPC200845
High Similarity	0.8667	NPC71511
High Similarity	0.8667	NPC494809
High Similarity	0.8667	NPC542578
High Similarity	0.8667	NPC593971
Intermediate Similarity	0.8333	NPC33326
Intermediate Similarity	0.8333	NPC524083
Intermediate Similarity	0.75	NPC125191
Intermediate Similarity	0.75	NPC256989
Intermediate Similarity	0.75	NPC28779
Intermediate Similarity	0.75	NPC490195
Intermediate Similarity	0.75	NPC514585
Intermediate Similarity	0.7333	NPC508889
Intermediate Similarity	0.7333	NPC288166
Intermediate Similarity	0.7333	NPC496438
Intermediate Similarity	0.7097	NPC543716
Intermediate Similarity	0.7097	NPC569841
Remote Similarity	0.6562	NPC267210
Remote Similarity	0.6562	NPC114067
Remote Similarity	0.6562	NPC216394
Remote Similarity	0.6562	NPC86662
Remote Similarity	0.6562	NPC128061
Remote Similarity	0.6562	NPC519699
Remote Similarity	0.6562	NPC537114
Remote Similarity	0.6486	NPC119829
Remote Similarity	0.6486	NPC588788
Remote Similarity	0.6486	NPC591638
Remote Similarity	0.6364	NPC124165
Remote Similarity	0.6364	NPC188241
Remote Similarity	0.6364	NPC181094
Remote Similarity	0.6364	NPC186266
Remote Similarity	0.6364	NPC139545
Remote Similarity	0.6364	NPC501908
Remote Similarity	0.6364	NPC556355
Remote Similarity	0.6364	NPC596498
Remote Similarity	0.6333	NPC326703
Remote Similarity	0.6316	NPC271921
Remote Similarity	0.6316	NPC328960
Remote Similarity	0.6316	NPC272113
Remote Similarity	0.625	NPC211546
Remote Similarity	0.625	NPC287052
Remote Similarity	0.625	NPC554407
Remote Similarity	0.6154	NPC82194
Remote Similarity	0.6154	NPC527293
Remote Similarity	0.6111	NPC1081
Remote Similarity	0.6111	NPC578836
Remote Similarity	0.6098	NPC324753
Remote Similarity	0.6061	NPC161800
Remote Similarity	0.6061	NPC499057
Remote Similarity	0.6053	NPC321919
Remote Similarity	0.6	NPC102534
Remote Similarity	0.6	NPC494424
Remote Similarity	0.5946	NPC573630
Remote Similarity	0.5882	NPC218713
Remote Similarity	0.5882	NPC116762
Remote Similarity	0.5882	NPC515953
Remote Similarity	0.5854	NPC473772
Remote Similarity	0.5854	NPC322522
Remote Similarity	0.5854	NPC227930
Remote Similarity	0.5854	NPC329520
Remote Similarity	0.5854	NPC325060
Remote Similarity	0.5854	NPC322972
Remote Similarity	0.5854	NPC329386
Remote Similarity	0.5854	NPC323470
Remote Similarity	0.5854	NPC328553
Remote Similarity	0.5854	NPC318789
Remote Similarity	0.5854	NPC328516
Remote Similarity	0.5854	NPC326442
Remote Similarity	0.5854	NPC324646
Remote Similarity	0.5854	NPC317575
Remote Similarity	0.5854	NPC491290
Remote Similarity	0.5854	NPC534030
Remote Similarity	0.5854	NPC543623
Remote Similarity	0.5854	NPC552042
Remote Similarity	0.5833	NPC518906
Remote Similarity	0.5806	NPC320631
Remote Similarity	0.5806	NPC217810
Remote Similarity	0.5789	NPC526848
Remote Similarity	0.5714	NPC325668
Remote Similarity	0.5682	NPC323338
Remote Similarity	0.5682	NPC328902
Remote Similarity	0.5682	NPC322419
Remote Similarity	0.5682	NPC316972
Remote Similarity	0.5641	NPC475443
Remote Similarity	0.5641	NPC239280
Remote Similarity	0.5641	NPC473829
Remote Similarity	0.5641	NPC512850
Remote Similarity	0.5625	NPC494420
Remote Similarity	0.561	NPC319690
Remote Similarity	0.561	NPC320540
Remote Similarity	0.561	NPC318822
Remote Similarity	0.561	NPC317561
Remote Similarity	0.561	NPC316859
Remote Similarity	0.561	NPC326100
Remote Similarity	0.561	NPC322825
Remote Similarity	0.561	NPC327195
Remote Similarity	0.561	NPC325733
Remote Similarity	0.561	NPC322174
Remote Similarity	0.561	NPC317854
Remote Similarity	0.561	NPC323504
Remote Similarity	0.561	NPC327339
Remote Similarity	0.5588	NPC298280
Remote Similarity	0.5588	NPC295904
Remote Similarity	0.5588	NPC257921
Remote Similarity	0.5588	NPC236959
Remote Similarity	0.5588	NPC491603
Remote Similarity	0.5588	NPC556834
Remote Similarity	0.5581	NPC48128
Remote Similarity	0.5556	NPC320115
Remote Similarity	0.5556	NPC319562
Remote Similarity	0.5556	NPC318435
Remote Similarity	0.5556	NPC316528
Remote Similarity	0.5556	NPC317221
Remote Similarity	0.5556	NPC324867
Remote Similarity	0.5556	NPC321200
Remote Similarity	0.5556	NPC320008
Remote Similarity	0.5556	NPC327075
Remote Similarity	0.5556	NPC34883
Remote Similarity	0.5556	NPC327726
Remote Similarity	0.5556	NPC317085
Remote Similarity	0.5556	NPC327848
Remote Similarity	0.5517	NPC53541
Remote Similarity	0.5517	NPC67455
Remote Similarity	0.5517	NPC582475
Remote Similarity	0.55	NPC330426
Remote Similarity	0.55	NPC127091
Remote Similarity	0.55	NPC22101
Remote Similarity	0.55	NPC230191
Remote Similarity	0.55	NPC245995
Remote Similarity	0.55	NPC552278
Remote Similarity	0.55	NPC598498
Remote Similarity	0.5476	NPC323696
Remote Similarity	0.5455	NPC67457
Remote Similarity	0.5455	NPC152655
Remote Similarity	0.5455	NPC97453
Remote Similarity	0.5455	NPC324668
Remote Similarity	0.5455	NPC564859
Remote Similarity	0.5429	NPC167385
Remote Similarity	0.5429	NPC275449
Remote Similarity	0.5429	NPC153210
Remote Similarity	0.5429	NPC119381
Remote Similarity	0.5429	NPC39633
Remote Similarity	0.5429	NPC79640
Remote Similarity	0.5429	NPC106417
Remote Similarity	0.5429	NPC58478
Remote Similarity	0.5429	NPC237612
Remote Similarity	0.5429	NPC30729
Remote Similarity	0.5429	NPC494168
Remote Similarity	0.5429	NPC518949
Remote Similarity	0.5366	NPC319691
Remote Similarity	0.5366	NPC326299
Remote Similarity	0.5366	NPC317852
Remote Similarity	0.5366	NPC287139
Remote Similarity	0.5366	NPC54925
Remote Similarity	0.5366	NPC323274
Remote Similarity	0.5366	NPC321031
Remote Similarity	0.5366	NPC321683
Remote Similarity	0.5366	NPC134549
Remote Similarity	0.5366	NPC325237
Remote Similarity	0.5366	NPC321097
Remote Similarity	0.5366	NPC317989
Remote Similarity	0.5366	NPC322291
Remote Similarity	0.5366	NPC319727
Remote Similarity	0.5366	NPC322727
Remote Similarity	0.5366	NPC324415
Remote Similarity	0.5366	NPC275979
Remote Similarity	0.5366	NPC327773
Remote Similarity	0.5366	NPC325048
Remote Similarity	0.5366	NPC324323
Remote Similarity	0.5366	NPC319212
Remote Similarity	0.5366	NPC321537
Remote Similarity	0.5366	NPC326211
Remote Similarity	0.5366	NPC328131
Remote Similarity	0.5366	NPC95019
Remote Similarity	0.5366	NPC329446
Remote Similarity	0.5366	NPC320879
Remote Similarity	0.5366	NPC319992
Remote Similarity	0.5366	NPC319006
Remote Similarity	0.5366	NPC325049
Remote Similarity	0.5366	NPC323192
Remote Similarity	0.5366	NPC323381
Remote Similarity	0.5366	NPC328227
Remote Similarity	0.5366	NPC172787
Remote Similarity	0.5366	NPC319514
Remote Similarity	0.5366	NPC317938
Remote Similarity	0.5366	NPC318687
Remote Similarity	0.5366	NPC498476
Remote Similarity	0.5366	NPC513704
Remote Similarity	0.5366	NPC520529
Remote Similarity	0.5366	NPC534900
Remote Similarity	0.5333	NPC322421
Remote Similarity	0.5333	NPC327671
Remote Similarity	0.5333	NPC329284
Remote Similarity	0.5333	NPC316979
Remote Similarity	0.5333	NPC320052
Remote Similarity	0.5333	NPC328705
Remote Similarity	0.5333	NPC321608
Remote Similarity	0.5333	NPC320884

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