NPASS drugs

Drug Information

Drug ID:	NPD4266
Drug Name:	Dihomo-gamma-linolenic acid
Molecular Formula:	C20H34O2
Canonical SMILES:	CCCCC/C=CC/C=CC/C=CCCCCCCC(=O)O
Standard InCHI:	InChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13H,2-5,8,11,14-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-
Standard InCHIKey:	HOBAELRKJCKHQD-QNEBEIHSSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; DrugBank

Structural Similarity Between NPASS Natural Products and NPD4266

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	55
0.1-0.2	1209
0.2-0.3	8549
0.3-0.4	10714
0.4-0.5	6204
0.5-0.6	3293
0.6-0.7	662
0.7-0.8	117
0.8-0.85	34
0.85-0.9	16
0.9-0.95	16
0.95-1	21

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	NPC261831
High Similarity	1.0	NPC88966
High Similarity	1.0	NPC25417
High Similarity	1.0	NPC154245
High Similarity	1.0	NPC32467
High Similarity	1.0	NPC6095
High Similarity	1.0	NPC424
High Similarity	1.0	NPC290563
High Similarity	1.0	NPC85813
High Similarity	1.0	NPC87564
High Similarity	1.0	NPC281972
High Similarity	0.98	NPC139029
High Similarity	0.98	NPC70387
High Similarity	0.98	NPC321062
High Similarity	0.98	NPC294548
High Similarity	0.98	NPC1813
High Similarity	0.98	NPC36061
High Similarity	0.9615	NPC477201
High Similarity	0.9615	NPC18951
High Similarity	0.96	NPC281245
High Similarity	0.96	NPC92114
High Similarity	0.94	NPC262968
High Similarity	0.9245	NPC179764
High Similarity	0.9245	NPC187777
High Similarity	0.92	NPC224227
High Similarity	0.92	NPC59051
High Similarity	0.9091	NPC274927
High Similarity	0.9091	NPC106851
High Similarity	0.9074	NPC225929
High Similarity	0.9057	NPC274290
High Similarity	0.9057	NPC54766
High Similarity	0.9057	NPC473863
High Similarity	0.9038	NPC39633
High Similarity	0.9038	NPC139545
High Similarity	0.9038	NPC309606
High Similarity	0.9	NPC5413
High Similarity	0.9	NPC149821
High Similarity	0.8929	NPC243532
High Similarity	0.88	NPC207292
High Similarity	0.88	NPC180534
High Similarity	0.88	NPC91495
High Similarity	0.8772	NPC201939
High Similarity	0.8704	NPC28779
High Similarity	0.8704	NPC10316
High Similarity	0.8704	NPC128061
High Similarity	0.8704	NPC228473
High Similarity	0.8704	NPC200845
High Similarity	0.8704	NPC223677
High Similarity	0.8596	NPC122521
High Similarity	0.8596	NPC174447
High Similarity	0.8596	NPC251042
High Similarity	0.8596	NPC235242
High Similarity	0.8519	NPC87394
Intermediate Similarity	0.8491	NPC18357
Intermediate Similarity	0.8475	NPC328089
Intermediate Similarity	0.8475	NPC68343
Intermediate Similarity	0.8448	NPC125312
Intermediate Similarity	0.8448	NPC40082
Intermediate Similarity	0.8448	NPC174560
Intermediate Similarity	0.84	NPC117572
Intermediate Similarity	0.8333	NPC326268
Intermediate Similarity	0.8333	NPC318420
Intermediate Similarity	0.8333	NPC71761
Intermediate Similarity	0.8333	NPC255863
Intermediate Similarity	0.8333	NPC245947
Intermediate Similarity	0.8333	NPC136164
Intermediate Similarity	0.8302	NPC470412
Intermediate Similarity	0.8302	NPC284212
Intermediate Similarity	0.8302	NPC470410
Intermediate Similarity	0.8302	NPC28205
Intermediate Similarity	0.8246	NPC34416
Intermediate Similarity	0.8246	NPC267817
Intermediate Similarity	0.8167	NPC470320
Intermediate Similarity	0.8136	NPC328776
Intermediate Similarity	0.8136	NPC321838
Intermediate Similarity	0.8136	NPC320305
Intermediate Similarity	0.8077	NPC216130
Intermediate Similarity	0.8065	NPC271921
Intermediate Similarity	0.8065	NPC148192
Intermediate Similarity	0.8065	NPC99619
Intermediate Similarity	0.8065	NPC22101
Intermediate Similarity	0.8065	NPC127091
Intermediate Similarity	0.8065	NPC104537
Intermediate Similarity	0.8065	NPC26500
Intermediate Similarity	0.8065	NPC330426
Intermediate Similarity	0.8036	NPC52264
Intermediate Similarity	0.8	NPC270796
Intermediate Similarity	0.7966	NPC143857
Intermediate Similarity	0.7966	NPC229252
Intermediate Similarity	0.7963	NPC48162
Intermediate Similarity	0.7937	NPC48218
Intermediate Similarity	0.7937	NPC473559
Intermediate Similarity	0.7937	NPC324981
Intermediate Similarity	0.7937	NPC141481
Intermediate Similarity	0.7895	NPC325977
Intermediate Similarity	0.7869	NPC226592
Intermediate Similarity	0.7857	NPC137538
Intermediate Similarity	0.7818	NPC161366
Intermediate Similarity	0.7812	NPC317583
Intermediate Similarity	0.7778	NPC473829
Intermediate Similarity	0.7778	NPC475443
Intermediate Similarity	0.7719	NPC45626
Intermediate Similarity	0.7705	NPC54925
Intermediate Similarity	0.7705	NPC477707
Intermediate Similarity	0.7692	NPC476660
Intermediate Similarity	0.7692	NPC42526
Intermediate Similarity	0.7667	NPC328311
Intermediate Similarity	0.7667	NPC327112
Intermediate Similarity	0.7656	NPC476614
Intermediate Similarity	0.7636	NPC477458
Intermediate Similarity	0.7627	NPC329819
Intermediate Similarity	0.76	NPC209970
Intermediate Similarity	0.76	NPC196924
Intermediate Similarity	0.76	NPC307783
Intermediate Similarity	0.76	NPC216630
Intermediate Similarity	0.76	NPC149184
Intermediate Similarity	0.76	NPC171736
Intermediate Similarity	0.7593	NPC207815
Intermediate Similarity	0.7581	NPC234767
Intermediate Similarity	0.7547	NPC42304
Intermediate Similarity	0.7544	NPC322461
Intermediate Similarity	0.7541	NPC477829
Intermediate Similarity	0.7538	NPC143396
Intermediate Similarity	0.7538	NPC473772
Intermediate Similarity	0.75	NPC129458
Intermediate Similarity	0.75	NPC329550
Intermediate Similarity	0.75	NPC60120
Intermediate Similarity	0.7458	NPC323436
Intermediate Similarity	0.7458	NPC211752
Intermediate Similarity	0.7458	NPC323498
Intermediate Similarity	0.7458	NPC323597
Intermediate Similarity	0.7451	NPC67462
Intermediate Similarity	0.7385	NPC53302
Intermediate Similarity	0.7368	NPC10081
Intermediate Similarity	0.7368	NPC225066
Intermediate Similarity	0.7358	NPC76976
Intermediate Similarity	0.7353	NPC227396
Intermediate Similarity	0.7353	NPC474321
Intermediate Similarity	0.7344	NPC142423
Intermediate Similarity	0.7344	NPC308294
Intermediate Similarity	0.7313	NPC160817
Intermediate Similarity	0.7313	NPC318814
Intermediate Similarity	0.7313	NPC320669
Intermediate Similarity	0.7308	NPC74845
Intermediate Similarity	0.7288	NPC327388
Intermediate Similarity	0.7273	NPC163345
Intermediate Similarity	0.7246	NPC476844
Intermediate Similarity	0.7222	NPC110234
Intermediate Similarity	0.7222	NPC44363
Intermediate Similarity	0.7222	NPC163751
Intermediate Similarity	0.7213	NPC329249
Intermediate Similarity	0.7206	NPC325627
Intermediate Similarity	0.72	NPC301696
Intermediate Similarity	0.72	NPC201844
Intermediate Similarity	0.72	NPC279026
Intermediate Similarity	0.72	NPC301585
Intermediate Similarity	0.72	NPC261080
Intermediate Similarity	0.72	NPC113928
Intermediate Similarity	0.72	NPC154186
Intermediate Similarity	0.72	NPC14227
Intermediate Similarity	0.7193	NPC303765
Intermediate Similarity	0.7193	NPC310746
Intermediate Similarity	0.7188	NPC320642
Intermediate Similarity	0.7188	NPC476657
Intermediate Similarity	0.7188	NPC476654
Intermediate Similarity	0.7188	NPC476655
Intermediate Similarity	0.7188	NPC317881
Intermediate Similarity	0.7188	NPC323045
Intermediate Similarity	0.717	NPC8219
Intermediate Similarity	0.7143	NPC477830
Intermediate Similarity	0.7143	NPC279537
Intermediate Similarity	0.7143	NPC469514
Intermediate Similarity	0.7143	NPC316674
Intermediate Similarity	0.7119	NPC477984
Intermediate Similarity	0.7119	NPC474672
Intermediate Similarity	0.7101	NPC283908
Intermediate Similarity	0.7101	NPC251970
Intermediate Similarity	0.7101	NPC241854
Intermediate Similarity	0.7101	NPC183503
Intermediate Similarity	0.7101	NPC161923
Intermediate Similarity	0.7101	NPC55527
Intermediate Similarity	0.7101	NPC3753
Intermediate Similarity	0.7101	NPC237591
Intermediate Similarity	0.7101	NPC103958
Intermediate Similarity	0.7101	NPC476046
Intermediate Similarity	0.7097	NPC321919
Intermediate Similarity	0.7097	NPC81896
Intermediate Similarity	0.7097	NPC45097
Intermediate Similarity	0.7077	NPC476656
Intermediate Similarity	0.7077	NPC476659
Intermediate Similarity	0.7059	NPC288667
Intermediate Similarity	0.7059	NPC320119
Intermediate Similarity	0.7049	NPC469373
Intermediate Similarity	0.7042	NPC240170
Intermediate Similarity	0.7042	NPC120776
Intermediate Similarity	0.7042	NPC281296
Intermediate Similarity	0.7037	NPC239754
Intermediate Similarity	0.7037	NPC30195
Intermediate Similarity	0.7037	NPC12438
Intermediate Similarity	0.7031	NPC7029

Drug Structure

NPD4266 OpenBabel08211704332D 23 22 0 0 0 0 0 0 0 0999 V2000 -5.1962 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 -4.3301 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 -5.1962 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 7.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 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 1 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 1 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	DAP000806
DrugBank	DB00154
ChEMBL	CHEMBL465183
IUPHAR/BPS
PharmaGKB	PA164743249
KEGG Drug
PubChem CID	5280581
ChEBI	53486
CAS Number	1783-84-2

Drug Properties

Molecular Weight	306.26
ALogP	-0.1303
MLogP	3.44
XLogP	8.676
HDA	2
HBD	1
Rotatable Bonds	17
TPSA	37.3
RO5 Violation	2