NPASS drugs

Drug Information

Drug ID:	NPD2259
Drug Name:	Oseltamivir
Molecular Formula:	C16H28N2O4
Canonical SMILES:	CCOC(=O)C1=C[C@H]([C@@H]([C@H](C1)N)N=C(O)C)OC(CC)CC
Standard InCHI:	InChI=1S/C16H28N2O4/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19/h9,12-15H,5-8,17H2,1-4H3,(H,18,19)/t13-,14+,15+/m0/s1
Standard InCHIKey:	VSZGPKBBMSAYNT-RRFJBIMHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2259

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	349
0.2-0.3	5221
0.3-0.4	16476
0.4-0.5	7258
0.5-0.6	1483
0.6-0.7	46
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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	NPC469895
Intermediate Similarity	0.7568	NPC298484
Remote Similarity	0.6727	NPC175614
Remote Similarity	0.6557	NPC147707
Remote Similarity	0.6529	NPC471645
Remote Similarity	0.6486	NPC150041
Remote Similarity	0.6373	NPC474833
Remote Similarity	0.6372	NPC476344
Remote Similarity	0.633	NPC39290
Remote Similarity	0.633	NPC159369
Remote Similarity	0.6325	NPC477001
Remote Similarity	0.6325	NPC477000
Remote Similarity	0.6325	NPC74035
Remote Similarity	0.6293	NPC128501
Remote Similarity	0.6288	NPC161644
Remote Similarity	0.6281	NPC147238
Remote Similarity	0.6271	NPC154601
Remote Similarity	0.6271	NPC271269
Remote Similarity	0.625	NPC329305
Remote Similarity	0.624	NPC9714
Remote Similarity	0.624	NPC174463
Remote Similarity	0.6218	NPC271562
Remote Similarity	0.6204	NPC25025
Remote Similarity	0.6198	NPC127578
Remote Similarity	0.619	NPC471261
Remote Similarity	0.6148	NPC239252
Remote Similarity	0.6148	NPC473703
Remote Similarity	0.6142	NPC230849
Remote Similarity	0.6136	NPC97861
Remote Similarity	0.6134	NPC475918
Remote Similarity	0.6134	NPC472615
Remote Similarity	0.6129	NPC472536
Remote Similarity	0.6129	NPC103391
Remote Similarity	0.6122	NPC474812
Remote Similarity	0.6087	NPC265662
Remote Similarity	0.6083	NPC251330
Remote Similarity	0.6068	NPC313234
Remote Similarity	0.6066	NPC113012
Remote Similarity	0.6066	NPC122926
Remote Similarity	0.6055	NPC469861
Remote Similarity	0.6055	NPC130436
Remote Similarity	0.6055	NPC469860
Remote Similarity	0.605	NPC472616
Remote Similarity	0.6017	NPC72401
Remote Similarity	0.6017	NPC325339
Remote Similarity	0.6	NPC101106
Remote Similarity	0.6	NPC135216
Remote Similarity	0.6	NPC472614
Remote Similarity	0.5985	NPC473249
Remote Similarity	0.5981	NPC474312
Remote Similarity	0.5968	NPC469865
Remote Similarity	0.5966	NPC474563
Remote Similarity	0.596	NPC218477
Remote Similarity	0.595	NPC250187
Remote Similarity	0.595	NPC467022
Remote Similarity	0.5948	NPC241426
Remote Similarity	0.5941	NPC84038
Remote Similarity	0.5932	NPC474873
Remote Similarity	0.592	NPC5485
Remote Similarity	0.5918	NPC314221
Remote Similarity	0.5918	NPC60424
Remote Similarity	0.5917	NPC119329
Remote Similarity	0.5917	NPC205176
Remote Similarity	0.5906	NPC316325
Remote Similarity	0.5905	NPC93763
Remote Similarity	0.5905	NPC108816
Remote Similarity	0.5902	NPC471636
Remote Similarity	0.5902	NPC307903
Remote Similarity	0.5902	NPC140251
Remote Similarity	0.5902	NPC474969
Remote Similarity	0.5902	NPC476034
Remote Similarity	0.5902	NPC287572
Remote Similarity	0.5897	NPC132931
Remote Similarity	0.5891	NPC139867
Remote Similarity	0.5891	NPC11379
Remote Similarity	0.5887	NPC58281
Remote Similarity	0.5882	NPC474705
Remote Similarity	0.5878	NPC16709
Remote Similarity	0.5877	NPC304897
Remote Similarity	0.5873	NPC469423
Remote Similarity	0.5868	NPC201128
Remote Similarity	0.5859	NPC235625
Remote Similarity	0.5854	NPC474891
Remote Similarity	0.5854	NPC133729
Remote Similarity	0.5854	NPC473578
Remote Similarity	0.5849	NPC157173
Remote Similarity	0.5842	NPC133700
Remote Similarity	0.5841	NPC236322
Remote Similarity	0.5833	NPC477487
Remote Similarity	0.5833	NPC215988
Remote Similarity	0.5827	NPC315652
Remote Similarity	0.5827	NPC7905
Remote Similarity	0.5825	NPC476355
Remote Similarity	0.5821	NPC478136
Remote Similarity	0.5812	NPC4834
Remote Similarity	0.5806	NPC477997
Remote Similarity	0.5802	NPC273185
Remote Similarity	0.5798	NPC316250
Remote Similarity	0.5798	NPC314792
Remote Similarity	0.5797	NPC471256
Remote Similarity	0.5789	NPC472264
Remote Similarity	0.5785	NPC14537
Remote Similarity	0.5784	NPC186531
Remote Similarity	0.5781	NPC271621
Remote Similarity	0.5781	NPC59751
Remote Similarity	0.5781	NPC27413
Remote Similarity	0.5776	NPC50902
Remote Similarity	0.5776	NPC205546
Remote Similarity	0.5776	NPC189764
Remote Similarity	0.5776	NPC233273
Remote Similarity	0.5772	NPC15413
Remote Similarity	0.5772	NPC475150
Remote Similarity	0.5769	NPC473808
Remote Similarity	0.576	NPC29501
Remote Similarity	0.576	NPC181510
Remote Similarity	0.576	NPC168758
Remote Similarity	0.576	NPC47857
Remote Similarity	0.5758	NPC315783
Remote Similarity	0.5758	NPC248125
Remote Similarity	0.5746	NPC96010
Remote Similarity	0.5746	NPC204556
Remote Similarity	0.5746	NPC317654
Remote Similarity	0.5743	NPC280065
Remote Similarity	0.5743	NPC45060
Remote Similarity	0.5739	NPC472613
Remote Similarity	0.5738	NPC471259
Remote Similarity	0.5738	NPC472433
Remote Similarity	0.5738	NPC473252
Remote Similarity	0.5738	NPC93179
Remote Similarity	0.5714	NPC230889
Remote Similarity	0.5714	NPC295444
Remote Similarity	0.5714	NPC123360
Remote Similarity	0.5714	NPC268327
Remote Similarity	0.5714	NPC239768
Remote Similarity	0.5714	NPC128698
Remote Similarity	0.5714	NPC204639
Remote Similarity	0.5714	NPC273215
Remote Similarity	0.5714	NPC279383
Remote Similarity	0.5704	NPC477793
Remote Similarity	0.5704	NPC329919
Remote Similarity	0.5703	NPC477554
Remote Similarity	0.5702	NPC55336
Remote Similarity	0.57	NPC203335
Remote Similarity	0.5694	NPC142761
Remote Similarity	0.5693	NPC261730
Remote Similarity	0.5693	NPC120335
Remote Similarity	0.5693	NPC315011
Remote Similarity	0.5688	NPC475159
Remote Similarity	0.5688	NPC94875
Remote Similarity	0.5688	NPC180363
Remote Similarity	0.5688	NPC473712
Remote Similarity	0.5688	NPC329829
Remote Similarity	0.5688	NPC473529
Remote Similarity	0.5688	NPC73310
Remote Similarity	0.5688	NPC145914
Remote Similarity	0.5688	NPC11332
Remote Similarity	0.5688	NPC131002
Remote Similarity	0.5688	NPC85772
Remote Similarity	0.5688	NPC473780
Remote Similarity	0.5688	NPC65930
Remote Similarity	0.5686	NPC67183
Remote Similarity	0.5678	NPC150967
Remote Similarity	0.5676	NPC182383
Remote Similarity	0.5673	NPC140287
Remote Similarity	0.5669	NPC193471
Remote Similarity	0.5669	NPC475988
Remote Similarity	0.5669	NPC130124
Remote Similarity	0.5667	NPC188785
Remote Similarity	0.5664	NPC292345
Remote Similarity	0.566	NPC41780
Remote Similarity	0.566	NPC187568
Remote Similarity	0.566	NPC320630
Remote Similarity	0.566	NPC57744
Remote Similarity	0.566	NPC116177
Remote Similarity	0.566	NPC7563
Remote Similarity	0.5659	NPC197470
Remote Similarity	0.5659	NPC201968
Remote Similarity	0.5659	NPC477553
Remote Similarity	0.5656	NPC87919
Remote Similarity	0.5656	NPC75523
Remote Similarity	0.5656	NPC44514
Remote Similarity	0.5645	NPC70235
Remote Similarity	0.5645	NPC220730
Remote Similarity	0.5643	NPC82129
Remote Similarity	0.5636	NPC169575
Remote Similarity	0.5636	NPC40746
Remote Similarity	0.5636	NPC253801
Remote Similarity	0.5636	NPC144415
Remote Similarity	0.5631	NPC163003
Remote Similarity	0.563	NPC315170
Remote Similarity	0.563	NPC234542
Remote Similarity	0.5625	NPC47937
Remote Similarity	0.562	NPC471258
Remote Similarity	0.5619	NPC329826
Remote Similarity	0.5619	NPC469414
Remote Similarity	0.5616	NPC477519
Remote Similarity	0.5615	NPC470276
Remote Similarity	0.5615	NPC477555
Remote Similarity	0.5615	NPC296361
Remote Similarity	0.5612	NPC78189

Drug Structure

NPD2259 OpenBabel08211701392D 25 25 0 0 1 0 0 0 0 0999 V2000 -2.5981 -2.5000 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 4.3301 0.5000 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 -3.0000 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 3.4641 0.0000 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 -1.5000 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 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 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 O 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 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 10 1 0 0 0 0 5 12 1 0 0 0 0 6 12 1 0 0 0 0 7 21 1 0 0 0 0 8 11 1 0 0 0 0 8 13 1 0 0 0 0 9 11 2 0 0 0 0 9 14 1 0 0 0 0 10 18 2 3 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 12 22 1 0 0 0 0 13 15 1 0 0 0 0 13 17 1 1 0 0 0 14 15 1 0 0 0 0 14 22 1 1 0 0 0 15 18 1 6 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 17 24 1 0 0 0 0 19 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000714
DrugBank	DB00198
ChEMBL	CHEMBL1229
IUPHAR/BPS
PharmaGKB	PA450721
KEGG Drug	D00900
PubChem CID	65028
ChEBI	7798
CAS Number	196618-13-0

Drug Properties

Molecular Weight	312.20
ALogP	-1.1666
MLogP	2.56
XLogP	1.536
HDA	6
HBD	2
Rotatable Bonds	14
TPSA	94.14
RO5 Violation	0