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:	Phase 3
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD4222

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	163734
0.1-0.2	41724
0.2-0.3	4602
0.3-0.4	917
0.4-0.5	385
0.5-0.6	50
0.6-0.7	102
0.7-0.8	39
0.8-0.85	1
0.85-0.9	3
0.9-0.95	0
0.95-1	5

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	1.0	NPC609565
High Similarity	1.0	NPC164440
High Similarity	1.0	NPC276792
High Similarity	1.0	NPC491246
High Similarity	0.9615	NPC536600
High Similarity	0.8929	NPC547997
High Similarity	0.88	NPC545637
High Similarity	0.8519	NPC531458
Intermediate Similarity	0.8065	NPC491258
Intermediate Similarity	0.7931	NPC149821
Intermediate Similarity	0.7931	NPC491237
Intermediate Similarity	0.7931	NPC541608
Intermediate Similarity	0.7812	NPC243950
Intermediate Similarity	0.7812	NPC498500
Intermediate Similarity	0.7667	NPC140737
Intermediate Similarity	0.7667	NPC257196
Intermediate Similarity	0.7667	NPC180280
Intermediate Similarity	0.7667	NPC160851
Intermediate Similarity	0.7667	NPC605597
Intermediate Similarity	0.7667	NPC70387
Intermediate Similarity	0.7667	NPC536243
Intermediate Similarity	0.7667	NPC543154
Intermediate Similarity	0.7667	NPC564154
Intermediate Similarity	0.7667	NPC569873
Intermediate Similarity	0.7667	NPC570606
Intermediate Similarity	0.7576	NPC323394
Intermediate Similarity	0.7576	NPC571307
Intermediate Similarity	0.7419	NPC611104
Intermediate Similarity	0.7419	NPC88966
Intermediate Similarity	0.7419	NPC25417
Intermediate Similarity	0.7419	NPC16772
Intermediate Similarity	0.7419	NPC1813
Intermediate Similarity	0.7419	NPC59051
Intermediate Similarity	0.7419	NPC290178
Intermediate Similarity	0.7419	NPC510275
Intermediate Similarity	0.7419	NPC512604
Intermediate Similarity	0.7419	NPC524264
Intermediate Similarity	0.7419	NPC527088
Intermediate Similarity	0.7419	NPC530618
Intermediate Similarity	0.7419	NPC554343
Intermediate Similarity	0.7419	NPC556123
Intermediate Similarity	0.7419	NPC563245
Intermediate Similarity	0.7419	NPC568126
Intermediate Similarity	0.7419	NPC577682
Intermediate Similarity	0.7419	NPC607840
Intermediate Similarity	0.7353	NPC321237
Intermediate Similarity	0.7353	NPC558251
Intermediate Similarity	0.7	NPC534303
Remote Similarity	0.697	NPC328535
Remote Similarity	0.697	NPC491247
Remote Similarity	0.6897	NPC588355
Remote Similarity	0.6875	NPC584670
Remote Similarity	0.6765	NPC324070
Remote Similarity	0.6757	NPC508959
Remote Similarity	0.6667	NPC528210
Remote Similarity	0.6667	NPC539210
Remote Similarity	0.6667	NPC549532
Remote Similarity	0.6571	NPC323436
Remote Similarity	0.6571	NPC327388
Remote Similarity	0.6571	NPC545041
Remote Similarity	0.6571	NPC568951
Remote Similarity	0.6571	NPC597986
Remote Similarity	0.6562	NPC460
Remote Similarity	0.6562	NPC82981
Remote Similarity	0.6562	NPC321062
Remote Similarity	0.6562	NPC178996
Remote Similarity	0.6562	NPC611740
Remote Similarity	0.6562	NPC249669
Remote Similarity	0.6562	NPC469006
Remote Similarity	0.6552	NPC143711
Remote Similarity	0.6552	NPC611681
Remote Similarity	0.6552	NPC260914
Remote Similarity	0.6552	NPC517830
Remote Similarity	0.6552	NPC537672
Remote Similarity	0.6486	NPC533480
Remote Similarity	0.6452	NPC88489
Remote Similarity	0.6452	NPC87433
Remote Similarity	0.6452	NPC10068
Remote Similarity	0.6452	NPC32319
Remote Similarity	0.6452	NPC137351
Remote Similarity	0.6452	NPC322636
Remote Similarity	0.6452	NPC20120
Remote Similarity	0.6452	NPC12154
Remote Similarity	0.6452	NPC497385
Remote Similarity	0.6452	NPC497994
Remote Similarity	0.6452	NPC500992
Remote Similarity	0.6452	NPC509648
Remote Similarity	0.6452	NPC514527
Remote Similarity	0.6452	NPC544158
Remote Similarity	0.6452	NPC550526
Remote Similarity	0.6452	NPC584501
Remote Similarity	0.641	NPC37198
Remote Similarity	0.641	NPC327395
Remote Similarity	0.641	NPC323804
Remote Similarity	0.641	NPC511059
Remote Similarity	0.641	NPC560014
Remote Similarity	0.6389	NPC321777
Remote Similarity	0.6389	NPC316761
Remote Similarity	0.6389	NPC318388
Remote Similarity	0.6389	NPC504707
Remote Similarity	0.6389	NPC587535
Remote Similarity	0.6389	NPC597566
Remote Similarity	0.6364	NPC285196
Remote Similarity	0.6364	NPC217649
Remote Similarity	0.6364	NPC196907
Remote Similarity	0.6364	NPC109093
Remote Similarity	0.6364	NPC5326
Remote Similarity	0.6364	NPC102413
Remote Similarity	0.6364	NPC8793
Remote Similarity	0.6364	NPC135194
Remote Similarity	0.6364	NPC154245
Remote Similarity	0.6364	NPC201215
Remote Similarity	0.6364	NPC268221
Remote Similarity	0.6364	NPC609529
Remote Similarity	0.6364	NPC611009
Remote Similarity	0.6364	NPC136785
Remote Similarity	0.6364	NPC189438
Remote Similarity	0.6364	NPC290319
Remote Similarity	0.6364	NPC6095
Remote Similarity	0.6364	NPC538337
Remote Similarity	0.6364	NPC556477
Remote Similarity	0.6364	NPC562589
Remote Similarity	0.6364	NPC566793
Remote Similarity	0.6286	NPC317864
Remote Similarity	0.6286	NPC500911
Remote Similarity	0.625	NPC159505
Remote Similarity	0.625	NPC151297
Remote Similarity	0.625	NPC207292
Remote Similarity	0.625	NPC499783
Remote Similarity	0.625	NPC510520
Remote Similarity	0.625	NPC532272
Remote Similarity	0.625	NPC536759
Remote Similarity	0.625	NPC543857
Remote Similarity	0.625	NPC577318
Remote Similarity	0.625	NPC578924
Remote Similarity	0.6216	NPC328672
Remote Similarity	0.6216	NPC319142
Remote Similarity	0.6216	NPC542064
Remote Similarity	0.6154	NPC319694
Remote Similarity	0.6154	NPC575143
Remote Similarity	0.6111	NPC323819
Remote Similarity	0.6111	NPC523473
Remote Similarity	0.6098	NPC551738
Remote Similarity	0.6098	NPC561500
Remote Similarity	0.6061	NPC48162
Remote Similarity	0.6061	NPC578341
Remote Similarity	0.6053	NPC325448
Remote Similarity	0.6053	NPC324998
Remote Similarity	0.6053	NPC534230
Remote Similarity	0.6	NPC588839
Remote Similarity	0.5897	NPC323597
Remote Similarity	0.5897	NPC211752
Remote Similarity	0.5897	NPC321243
Remote Similarity	0.5897	NPC327908
Remote Similarity	0.5897	NPC323498
Remote Similarity	0.5897	NPC323706
Remote Similarity	0.5897	NPC325205
Remote Similarity	0.5897	NPC516453
Remote Similarity	0.5897	NPC551274
Remote Similarity	0.5897	NPC577316
Remote Similarity	0.5806	NPC138440
Remote Similarity	0.5758	NPC567495
Remote Similarity	0.575	NPC325457
Remote Similarity	0.575	NPC321838
Remote Similarity	0.5714	NPC506429
Remote Similarity	0.5714	NPC556691
Remote Similarity	0.5676	NPC284212
Remote Similarity	0.5676	NPC560858
Remote Similarity	0.5625	NPC185019
Remote Similarity	0.5625	NPC104729
Remote Similarity	0.5625	NPC605284
Remote Similarity	0.5625	NPC219485
Remote Similarity	0.5625	NPC524105
Remote Similarity	0.5625	NPC525990
Remote Similarity	0.5625	NPC546242
Remote Similarity	0.5625	NPC547234
Remote Similarity	0.5625	NPC580229
Remote Similarity	0.5625	NPC589256
Remote Similarity	0.5625	NPC596787
Remote Similarity	0.561	NPC536337
Remote Similarity	0.561	NPC327112
Remote Similarity	0.561	NPC318623
Remote Similarity	0.561	NPC323785
Remote Similarity	0.5588	NPC162181
Remote Similarity	0.5588	NPC548862
Remote Similarity	0.5517	NPC269198
Remote Similarity	0.5517	NPC507017
Remote Similarity	0.5484	NPC563926
Remote Similarity	0.5484	NPC560948
Remote Similarity	0.5476	NPC328311
Remote Similarity	0.5476	NPC322463
Remote Similarity	0.5476	NPC511089
Remote Similarity	0.5455	NPC199379
Remote Similarity	0.5455	NPC36881
Remote Similarity	0.5455	NPC289536
Remote Similarity	0.5455	NPC604933
Remote Similarity	0.5455	NPC43360
Remote Similarity	0.5455	NPC143827
Remote Similarity	0.5455	NPC36061
Remote Similarity	0.5455	NPC69510

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