NPASS drugs

Drug Information

Drug ID:	NPD2527
Drug Name:	Riboflavin
Molecular Formula:	C17H20N4O6
Canonical SMILES:	OC[C@H]([C@H]([C@H](Cn1c2cc(C)c(cc2nc2c1nc(=O)nc2O)C)O)O)O
Standard InCHI:	InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1
Standard InCHIKey:	AUNGANRZJHBGPY-SCRDCRAPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2527

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	144
0.1-0.2	1079
0.2-0.3	8286
0.3-0.4	15478
0.4-0.5	3858
0.5-0.6	1947
0.6-0.7	93
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	3

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	NPC94167
High Similarity	1.0	NPC172937
High Similarity	0.9536	NPC300631
Intermediate Similarity	0.7039	NPC328683
Intermediate Similarity	0.7039	NPC283130
Remote Similarity	0.6957	NPC158055
Remote Similarity	0.686	NPC154478
Remote Similarity	0.6647	NPC84317
Remote Similarity	0.6596	NPC471195
Remote Similarity	0.6596	NPC471196
Remote Similarity	0.6584	NPC53044
Remote Similarity	0.6481	NPC325479
Remote Similarity	0.6471	NPC324445
Remote Similarity	0.646	NPC226662
Remote Similarity	0.6437	NPC471132
Remote Similarity	0.6405	NPC288232
Remote Similarity	0.6378	NPC133261
Remote Similarity	0.6369	NPC113056
Remote Similarity	0.6369	NPC138293
Remote Similarity	0.6348	NPC27904
Remote Similarity	0.6324	NPC14849
Remote Similarity	0.631	NPC243162
Remote Similarity	0.6303	NPC184437
Remote Similarity	0.6296	NPC197680
Remote Similarity	0.6296	NPC259098
Remote Similarity	0.629	NPC182057
Remote Similarity	0.629	NPC131450
Remote Similarity	0.629	NPC147298
Remote Similarity	0.6281	NPC295548
Remote Similarity	0.6271	NPC477157
Remote Similarity	0.6271	NPC477156
Remote Similarity	0.6269	NPC470786
Remote Similarity	0.6257	NPC68650
Remote Similarity	0.6236	NPC104345
Remote Similarity	0.623	NPC473815
Remote Similarity	0.6226	NPC252878
Remote Similarity	0.6219	NPC225400
Remote Similarity	0.6218	NPC313449
Remote Similarity	0.6216	NPC328611
Remote Similarity	0.6207	NPC321617
Remote Similarity	0.6188	NPC471155
Remote Similarity	0.6188	NPC474082
Remote Similarity	0.6188	NPC472538
Remote Similarity	0.6188	NPC175726
Remote Similarity	0.6188	NPC46427
Remote Similarity	0.6185	NPC472100
Remote Similarity	0.6168	NPC300299
Remote Similarity	0.6158	NPC270241
Remote Similarity	0.6158	NPC245741
Remote Similarity	0.615	NPC326575
Remote Similarity	0.6133	NPC71079
Remote Similarity	0.6133	NPC85651
Remote Similarity	0.6129	NPC248862
Remote Similarity	0.6127	NPC116519
Remote Similarity	0.6126	NPC307396
Remote Similarity	0.6126	NPC62510
Remote Similarity	0.6115	NPC192209
Remote Similarity	0.6101	NPC476990
Remote Similarity	0.6099	NPC474217
Remote Similarity	0.6096	NPC129624
Remote Similarity	0.6096	NPC472122
Remote Similarity	0.6096	NPC475607
Remote Similarity	0.6096	NPC24594
Remote Similarity	0.6092	NPC264589
Remote Similarity	0.6091	NPC97100
Remote Similarity	0.6091	NPC473375
Remote Similarity	0.6085	NPC475685
Remote Similarity	0.608	NPC106118
Remote Similarity	0.6077	NPC477158
Remote Similarity	0.6069	NPC472103
Remote Similarity	0.6066	NPC85918
Remote Similarity	0.6066	NPC471130
Remote Similarity	0.6065	NPC296163
Remote Similarity	0.6064	NPC474081
Remote Similarity	0.6062	NPC202521
Remote Similarity	0.6061	NPC314431
Remote Similarity	0.6061	NPC471199
Remote Similarity	0.6057	NPC254798
Remote Similarity	0.6053	NPC164802
Remote Similarity	0.6047	NPC477155
Remote Similarity	0.6044	NPC476231
Remote Similarity	0.6044	NPC472117
Remote Similarity	0.6044	NPC88970
Remote Similarity	0.6043	NPC475594
Remote Similarity	0.6037	NPC476950
Remote Similarity	0.6033	NPC278366
Remote Similarity	0.6033	NPC127730
Remote Similarity	0.6032	NPC475094
Remote Similarity	0.6021	NPC19679
Remote Similarity	0.6021	NPC477159
Remote Similarity	0.6012	NPC325013
Remote Similarity	0.601	NPC291759
Remote Similarity	0.601	NPC282092
Remote Similarity	0.6	NPC287358
Remote Similarity	0.6	NPC187827
Remote Similarity	0.6	NPC469462
Remote Similarity	0.6	NPC101372
Remote Similarity	0.6	NPC472105
Remote Similarity	0.599	NPC470003
Remote Similarity	0.5989	NPC320064
Remote Similarity	0.5988	NPC6975
Remote Similarity	0.5988	NPC476685
Remote Similarity	0.5988	NPC476687
Remote Similarity	0.5988	NPC476689
Remote Similarity	0.5979	NPC68354
Remote Similarity	0.5977	NPC314186
Remote Similarity	0.5972	NPC248601
Remote Similarity	0.597	NPC470497
Remote Similarity	0.5968	NPC280548
Remote Similarity	0.5967	NPC62104
Remote Similarity	0.5967	NPC1390
Remote Similarity	0.5966	NPC212799
Remote Similarity	0.5965	NPC83214
Remote Similarity	0.5964	NPC9856
Remote Similarity	0.5962	NPC187036
Remote Similarity	0.596	NPC221687
Remote Similarity	0.5959	NPC133591
Remote Similarity	0.5957	NPC472586
Remote Similarity	0.5956	NPC35510
Remote Similarity	0.5956	NPC253667
Remote Similarity	0.5955	NPC475763
Remote Similarity	0.5952	NPC471192
Remote Similarity	0.5947	NPC475761
Remote Similarity	0.5947	NPC270009
Remote Similarity	0.5947	NPC472443
Remote Similarity	0.5947	NPC474041
Remote Similarity	0.5939	NPC319766
Remote Similarity	0.5938	NPC472110
Remote Similarity	0.5938	NPC139291
Remote Similarity	0.5938	NPC472109
Remote Similarity	0.5938	NPC472108
Remote Similarity	0.5934	NPC291359
Remote Similarity	0.593	NPC472539
Remote Similarity	0.593	NPC472540
Remote Similarity	0.593	NPC470787
Remote Similarity	0.5928	NPC207033
Remote Similarity	0.5928	NPC38823
Remote Similarity	0.5924	NPC205652
Remote Similarity	0.5924	NPC313757
Remote Similarity	0.5919	NPC472207
Remote Similarity	0.5917	NPC313352
Remote Similarity	0.5916	NPC15840
Remote Similarity	0.5915	NPC474926
Remote Similarity	0.5909	NPC478039
Remote Similarity	0.5902	NPC73655
Remote Similarity	0.5901	NPC326232
Remote Similarity	0.59	NPC472542
Remote Similarity	0.59	NPC472541
Remote Similarity	0.5896	NPC2823
Remote Similarity	0.5896	NPC22082
Remote Similarity	0.5896	NPC470301
Remote Similarity	0.5896	NPC186284
Remote Similarity	0.5894	NPC113326
Remote Similarity	0.5894	NPC88267
Remote Similarity	0.5894	NPC224610
Remote Similarity	0.5894	NPC194390
Remote Similarity	0.5892	NPC470508
Remote Similarity	0.5892	NPC472106
Remote Similarity	0.5888	NPC276430
Remote Similarity	0.5888	NPC243716
Remote Similarity	0.5886	NPC101139
Remote Similarity	0.5885	NPC475962
Remote Similarity	0.588	NPC313884
Remote Similarity	0.588	NPC98371
Remote Similarity	0.5873	NPC189812
Remote Similarity	0.5873	NPC275305
Remote Similarity	0.5873	NPC329688
Remote Similarity	0.5873	NPC37423
Remote Similarity	0.5873	NPC475097
Remote Similarity	0.5872	NPC476259
Remote Similarity	0.5872	NPC163392
Remote Similarity	0.5872	NPC239762
Remote Similarity	0.5871	NPC149708
Remote Similarity	0.5871	NPC470499
Remote Similarity	0.587	NPC472120
Remote Similarity	0.587	NPC471052
Remote Similarity	0.587	NPC471053
Remote Similarity	0.587	NPC472101
Remote Similarity	0.587	NPC471051
Remote Similarity	0.5864	NPC89987
Remote Similarity	0.5862	NPC52748
Remote Similarity	0.5862	NPC471512
Remote Similarity	0.586	NPC278887
Remote Similarity	0.5858	NPC287401
Remote Similarity	0.5855	NPC472444
Remote Similarity	0.5852	NPC470824
Remote Similarity	0.5851	NPC158129
Remote Similarity	0.5849	NPC15384
Remote Similarity	0.5849	NPC244425
Remote Similarity	0.5842	NPC471743
Remote Similarity	0.5842	NPC476441
Remote Similarity	0.5842	NPC32200
Remote Similarity	0.5838	NPC22883
Remote Similarity	0.5838	NPC95783
Remote Similarity	0.5838	NPC210377
Remote Similarity	0.5838	NPC5719
Remote Similarity	0.5838	NPC217804
Remote Similarity	0.5838	NPC207554
Remote Similarity	0.5837	NPC320968
Remote Similarity	0.5833	NPC285381

Drug Structure

NPD2527 OpenBabel08211702172D 32 34 0 0 1 0 0 0 0 0999 V2000 6.0622 0.5000 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 4.3301 0.5000 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 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 3.4641 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 2 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 3.4641 -4.0000 0.0000 C 0 0 1 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 N 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 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 1 7 1 0 0 0 0 2 8 1 0 0 0 0 3 7 2 0 0 0 0 3 9 1 0 0 0 0 4 8 2 0 0 0 0 4 10 1 0 0 0 0 5 21 1 0 0 0 0 6 22 1 0 0 0 0 7 8 1 0 0 0 0 9 10 2 0 0 0 0 9 18 1 0 0 0 0 10 21 1 0 0 0 0 11 5 1 6 0 0 0 11 14 1 0 0 0 0 11 23 1 0 0 0 0 12 6 1 6 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 16 1 0 0 0 0 13 18 2 0 0 0 0 14 25 1 6 0 0 0 15 19 2 0 0 0 0 15 21 1 0 0 0 0 16 20 2 0 0 0 0 16 26 1 0 0 0 0 17 19 1 0 0 0 0 17 20 1 0 0 0 0 17 27 2 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 24 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003669
DrugBank	DB00140
ChEMBL	CHEMBL1534
IUPHAR/BPS
PharmaGKB	PA451242
KEGG Drug	D00050
PubChem CID	493570
ChEBI	17015
CAS Number	83-88-5

Drug Properties

Molecular Weight	376.14
ALogP	-2.2465
MLogP	2.23
XLogP	0.067
HDA	10
HBD	5
Rotatable Bonds	12
TPSA	158.54
RO5 Violation	0