NPASS drugs

Drug Information

Drug ID:	NPD2899
Drug Name:	glyfoline
Molecular Formula:	C18H19NO7
Canonical SMILES:	COc1c(OC)c(O)c2c(c1OC)n(C)c1c(c2=O)ccc(c1OC)O
Standard InCHI:	InChI=1S/C18H19NO7/c1-19-11-8(6-7-9(20)15(11)23-2)13(21)10-12(19)16(24-3)18(26-5)17(25-4)14(10)22/h6-7,20,22H,1-5H3
Standard InCHIKey:	IHSANOPPEBGTGL-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2899

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	329
0.1-0.2	1571
0.2-0.3	5981
0.3-0.4	6801
0.4-0.5	3922
0.5-0.6	7160
0.6-0.7	4770
0.7-0.8	321
0.8-0.85	13
0.85-0.9	5
0.9-0.95	9
0.95-1	8

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	0.9898	NPC76478
High Similarity	0.9797	NPC118189
High Similarity	0.9742	NPC114468
High Similarity	0.9645	NPC134702
High Similarity	0.9592	NPC2905
High Similarity	0.9592	NPC148391
High Similarity	0.9545	NPC182853
High Similarity	0.95	NPC7560
High Similarity	0.9442	NPC268223
High Similarity	0.934	NPC295479
High Similarity	0.934	NPC220241
High Similarity	0.922	NPC285254
High Similarity	0.9175	NPC13249
High Similarity	0.9069	NPC157983
High Similarity	0.9069	NPC118154
High Similarity	0.9064	NPC87560
High Similarity	0.904	NPC212123
High Similarity	0.8971	NPC195120
High Similarity	0.8867	NPC30749
High Similarity	0.8725	NPC305542
High Similarity	0.8627	NPC474366
High Similarity	0.8535	NPC170333
Intermediate Similarity	0.8477	NPC206109
Intermediate Similarity	0.8477	NPC114039
Intermediate Similarity	0.8454	NPC116178
Intermediate Similarity	0.8413	NPC217903
Intermediate Similarity	0.8406	NPC218303
Intermediate Similarity	0.8373	NPC176113
Intermediate Similarity	0.8325	NPC321166
Intermediate Similarity	0.8301	NPC198160
Intermediate Similarity	0.8195	NPC15987
Intermediate Similarity	0.814	NPC329830
Intermediate Similarity	0.8116	NPC133156
Intermediate Similarity	0.806	NPC1820
Intermediate Similarity	0.8	NPC234933
Intermediate Similarity	0.797	NPC298320
Intermediate Similarity	0.7847	NPC288759
Intermediate Similarity	0.7773	NPC313112
Intermediate Similarity	0.7773	NPC301292
Intermediate Similarity	0.771	NPC477825
Intermediate Similarity	0.7703	NPC241263
Intermediate Similarity	0.77	NPC98416
Intermediate Similarity	0.7685	NPC477827
Intermediate Similarity	0.7685	NPC477826
Intermediate Similarity	0.7626	NPC477828
Intermediate Similarity	0.7574	NPC203373
Intermediate Similarity	0.7571	NPC17677
Intermediate Similarity	0.7523	NPC470481
Intermediate Similarity	0.7523	NPC470482
Intermediate Similarity	0.7488	NPC83019
Intermediate Similarity	0.7465	NPC471489
Intermediate Similarity	0.7441	NPC204580
Intermediate Similarity	0.7426	NPC134637
Intermediate Similarity	0.7411	NPC204867
Intermediate Similarity	0.7393	NPC477395
Intermediate Similarity	0.7382	NPC304837
Intermediate Similarity	0.7382	NPC476258
Intermediate Similarity	0.7378	NPC148124
Intermediate Similarity	0.7378	NPC251071
Intermediate Similarity	0.7373	NPC107123
Intermediate Similarity	0.7362	NPC160100
Intermediate Similarity	0.7343	NPC262725
Intermediate Similarity	0.7336	NPC209981
Intermediate Similarity	0.7333	NPC99724
Intermediate Similarity	0.7321	NPC208890
Intermediate Similarity	0.7313	NPC19175
Intermediate Similarity	0.7295	NPC282346
Intermediate Similarity	0.7286	NPC299582
Intermediate Similarity	0.7281	NPC163829
Intermediate Similarity	0.7273	NPC120513
Intermediate Similarity	0.7269	NPC202771
Intermediate Similarity	0.7269	NPC2173
Intermediate Similarity	0.7269	NPC328700
Intermediate Similarity	0.7269	NPC119818
Intermediate Similarity	0.726	NPC100573
Intermediate Similarity	0.726	NPC207873
Intermediate Similarity	0.7259	NPC124714
Intermediate Similarity	0.7249	NPC470480
Intermediate Similarity	0.7249	NPC248903
Intermediate Similarity	0.7248	NPC158551
Intermediate Similarity	0.7233	NPC327005
Intermediate Similarity	0.7231	NPC102003
Intermediate Similarity	0.7231	NPC92722
Intermediate Similarity	0.7229	NPC101312
Intermediate Similarity	0.7227	NPC120239
Intermediate Similarity	0.7227	NPC58209
Intermediate Similarity	0.7217	NPC78284
Intermediate Similarity	0.7217	NPC315914
Intermediate Similarity	0.721	NPC476220
Intermediate Similarity	0.721	NPC160113
Intermediate Similarity	0.7208	NPC131266
Intermediate Similarity	0.7208	NPC100971
Intermediate Similarity	0.7208	NPC209487
Intermediate Similarity	0.7208	NPC245382
Intermediate Similarity	0.7208	NPC161277
Intermediate Similarity	0.7208	NPC35763
Intermediate Similarity	0.7208	NPC39007
Intermediate Similarity	0.7208	NPC291802
Intermediate Similarity	0.7208	NPC121522
Intermediate Similarity	0.7208	NPC269451
Intermediate Similarity	0.7208	NPC100263
Intermediate Similarity	0.7208	NPC181209
Intermediate Similarity	0.7208	NPC216769
Intermediate Similarity	0.7205	NPC26928
Intermediate Similarity	0.7198	NPC476429
Intermediate Similarity	0.7197	NPC477396
Intermediate Similarity	0.7193	NPC94842
Intermediate Similarity	0.7189	NPC286135
Intermediate Similarity	0.7186	NPC472916
Intermediate Similarity	0.7184	NPC5167
Intermediate Similarity	0.7184	NPC85613
Intermediate Similarity	0.7181	NPC128476
Intermediate Similarity	0.7179	NPC291173
Intermediate Similarity	0.7179	NPC15329
Intermediate Similarity	0.7179	NPC131451
Intermediate Similarity	0.7179	NPC183655
Intermediate Similarity	0.7179	NPC287395
Intermediate Similarity	0.7178	NPC302807
Intermediate Similarity	0.7173	NPC113455
Intermediate Similarity	0.7172	NPC292214
Intermediate Similarity	0.7172	NPC167091
Intermediate Similarity	0.7172	NPC271779
Intermediate Similarity	0.7172	NPC88645
Intermediate Similarity	0.7172	NPC206238
Intermediate Similarity	0.7172	NPC250557
Intermediate Similarity	0.7171	NPC190783
Intermediate Similarity	0.7171	NPC232386
Intermediate Similarity	0.7171	NPC152680
Intermediate Similarity	0.7167	NPC185031
Intermediate Similarity	0.7157	NPC45291
Intermediate Similarity	0.7157	NPC171010
Intermediate Similarity	0.7157	NPC262623
Intermediate Similarity	0.7157	NPC19980
Intermediate Similarity	0.715	NPC222814
Intermediate Similarity	0.715	NPC475267
Intermediate Similarity	0.715	NPC472913
Intermediate Similarity	0.715	NPC262286
Intermediate Similarity	0.715	NPC210084
Intermediate Similarity	0.715	NPC156057
Intermediate Similarity	0.715	NPC162869
Intermediate Similarity	0.715	NPC472914
Intermediate Similarity	0.715	NPC474836
Intermediate Similarity	0.715	NPC245758
Intermediate Similarity	0.715	NPC472911
Intermediate Similarity	0.715	NPC96167
Intermediate Similarity	0.715	NPC474208
Intermediate Similarity	0.715	NPC99597
Intermediate Similarity	0.715	NPC36852
Intermediate Similarity	0.715	NPC472910
Intermediate Similarity	0.715	NPC78225
Intermediate Similarity	0.715	NPC48208
Intermediate Similarity	0.7143	NPC298449
Intermediate Similarity	0.7143	NPC18306
Intermediate Similarity	0.7136	NPC134287
Intermediate Similarity	0.7136	NPC39184
Intermediate Similarity	0.7136	NPC16249
Intermediate Similarity	0.7136	NPC256612
Intermediate Similarity	0.7136	NPC130589
Intermediate Similarity	0.7136	NPC93653
Intermediate Similarity	0.7136	NPC2928
Intermediate Similarity	0.7136	NPC20830
Intermediate Similarity	0.7131	NPC119134
Intermediate Similarity	0.713	NPC207239
Intermediate Similarity	0.7128	NPC93034
Intermediate Similarity	0.7128	NPC119660
Intermediate Similarity	0.7124	NPC82056
Intermediate Similarity	0.7123	NPC268077
Intermediate Similarity	0.7121	NPC120537
Intermediate Similarity	0.7121	NPC101996
Intermediate Similarity	0.7121	NPC199100
Intermediate Similarity	0.7121	NPC180234
Intermediate Similarity	0.7117	NPC269449
Intermediate Similarity	0.7117	NPC25961
Intermediate Similarity	0.7116	NPC161804
Intermediate Similarity	0.7113	NPC477393
Intermediate Similarity	0.711	NPC66815
Intermediate Similarity	0.7109	NPC477186
Intermediate Similarity	0.7108	NPC73280
Intermediate Similarity	0.7107	NPC156953
Intermediate Similarity	0.7107	NPC248102
Intermediate Similarity	0.7107	NPC239363
Intermediate Similarity	0.7107	NPC10467
Intermediate Similarity	0.7104	NPC90185
Intermediate Similarity	0.71	NPC68093
Intermediate Similarity	0.71	NPC191146
Intermediate Similarity	0.71	NPC138243
Intermediate Similarity	0.71	NPC235165
Intermediate Similarity	0.71	NPC255106
Intermediate Similarity	0.71	NPC471513
Intermediate Similarity	0.7094	NPC13916
Intermediate Similarity	0.7094	NPC472448
Intermediate Similarity	0.7094	NPC264850
Intermediate Similarity	0.7094	NPC83922
Intermediate Similarity	0.7089	NPC226708
Intermediate Similarity	0.7087	NPC9475
Intermediate Similarity	0.7085	NPC255350
Intermediate Similarity	0.7085	NPC160951
Intermediate Similarity	0.7085	NPC183878
Intermediate Similarity	0.7085	NPC145379
Intermediate Similarity	0.7085	NPC231018

Drug Structure

NPD2899 OpenBabel08211702562D 28 30 0 0 0 0 0 0 0 0999 V2000 -2.5981 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 0.0000 2.0000 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 1.7321 -0.0000 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 -3.4641 -1.0000 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 -1.7321 -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 -1.7321 0.0000 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 -0.8660 -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 -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 0.0000 -0.0000 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 -6.0622 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 -0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -1.5000 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 -6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 23 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 15 2 0 0 0 0 9 20 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 15 1 0 0 0 0 11 19 1 0 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 21 2 0 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 18 2 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 20 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012880
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	361.12
ALogP	-1.2761
MLogP	2.56
XLogP	-0.156
HDA	2
HBD	2
Rotatable Bonds	11
TPSA	97.69
RO5 Violation	0