NPASS drugs

Drug Information

Drug ID:	NPD521
Drug Name:
Molecular Formula:	C11H13NO8
Canonical SMILES:	O[C@H]1O[C@H](Oc2ccc(cc2)N(=O)=O)[C@@H]([C@H]([C@@H]1O)O)O
Standard InCHI:	InChI=1S/C11H13NO8/c13-7-8(14)10(16)20-11(9(7)15)19-6-3-1-5(2-4-6)12(17)18/h1-4,7-11,13-16H/t7-,8-,9+,10-,11-/m0/s1
Standard InCHIKey:	VZBHOPHDDNTGCY-HHKYUTTNSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD521

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	224
0.1-0.2	2045
0.2-0.3	7507
0.3-0.4	6343
0.4-0.5	9165
0.5-0.6	5246
0.6-0.7	339
0.7-0.8	19
0.8-0.85	2
0.85-0.9	0
0.9-0.95	0
0.95-1	0

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
Intermediate Similarity	0.8092	NPC112766
Intermediate Similarity	0.8039	NPC70549
Intermediate Similarity	0.7935	NPC19023
Intermediate Similarity	0.78	NPC473769
Intermediate Similarity	0.7778	NPC290069
Intermediate Similarity	0.773	NPC220560
Intermediate Similarity	0.7569	NPC473987
Intermediate Similarity	0.7299	NPC142319
Intermediate Similarity	0.7293	NPC44836
Intermediate Similarity	0.7255	NPC168750
Intermediate Similarity	0.7226	NPC264782
Intermediate Similarity	0.7226	NPC322735
Intermediate Similarity	0.7214	NPC228907
Intermediate Similarity	0.7174	NPC329190
Intermediate Similarity	0.7171	NPC36434
Intermediate Similarity	0.7153	NPC315632
Intermediate Similarity	0.7143	NPC9248
Intermediate Similarity	0.7124	NPC298821
Intermediate Similarity	0.7078	NPC123761
Intermediate Similarity	0.7014	NPC57751
Intermediate Similarity	0.7007	NPC329358
Remote Similarity	0.6993	NPC60589
Remote Similarity	0.6993	NPC469708
Remote Similarity	0.6959	NPC198798
Remote Similarity	0.6944	NPC198734
Remote Similarity	0.6944	NPC469412
Remote Similarity	0.6944	NPC276195
Remote Similarity	0.6944	NPC269242
Remote Similarity	0.6943	NPC161155
Remote Similarity	0.6943	NPC97004
Remote Similarity	0.6943	NPC136951
Remote Similarity	0.6943	NPC473874
Remote Similarity	0.6899	NPC97282
Remote Similarity	0.6897	NPC226712
Remote Similarity	0.6871	NPC25817
Remote Similarity	0.6871	NPC287429
Remote Similarity	0.6871	NPC221090
Remote Similarity	0.6849	NPC152722
Remote Similarity	0.6824	NPC470510
Remote Similarity	0.6806	NPC321869
Remote Similarity	0.6803	NPC192810
Remote Similarity	0.6803	NPC217854
Remote Similarity	0.6779	NPC233559
Remote Similarity	0.6779	NPC298845
Remote Similarity	0.6772	NPC260601
Remote Similarity	0.6733	NPC140750
Remote Similarity	0.6733	NPC37074
Remote Similarity	0.6689	NPC198487
Remote Similarity	0.6689	NPC146540
Remote Similarity	0.6689	NPC302378
Remote Similarity	0.6689	NPC40377
Remote Similarity	0.6689	NPC247146
Remote Similarity	0.6667	NPC469622
Remote Similarity	0.6667	NPC189589
Remote Similarity	0.6667	NPC171533
Remote Similarity	0.6646	NPC195814
Remote Similarity	0.6646	NPC476462
Remote Similarity	0.6645	NPC314473
Remote Similarity	0.6645	NPC248355
Remote Similarity	0.6645	NPC166040
Remote Similarity	0.6645	NPC295970
Remote Similarity	0.6622	NPC476142
Remote Similarity	0.6601	NPC470079
Remote Similarity	0.6601	NPC472024
Remote Similarity	0.6601	NPC60756
Remote Similarity	0.6601	NPC80600
Remote Similarity	0.66	NPC12308
Remote Similarity	0.6575	NPC14950
Remote Similarity	0.6562	NPC178466
Remote Similarity	0.6562	NPC63628
Remote Similarity	0.6558	NPC9912
Remote Similarity	0.6558	NPC287780
Remote Similarity	0.6558	NPC166168
Remote Similarity	0.6547	NPC76327
Remote Similarity	0.6536	NPC97326
Remote Similarity	0.6536	NPC26653
Remote Similarity	0.6536	NPC270849
Remote Similarity	0.6536	NPC218003
Remote Similarity	0.6525	NPC226914
Remote Similarity	0.6524	NPC139699
Remote Similarity	0.6524	NPC114659
Remote Similarity	0.6516	NPC303422
Remote Similarity	0.6516	NPC85799
Remote Similarity	0.6516	NPC162093
Remote Similarity	0.6516	NPC26080
Remote Similarity	0.6516	NPC269421
Remote Similarity	0.6516	NPC165686
Remote Similarity	0.6513	NPC469621
Remote Similarity	0.6494	NPC208769
Remote Similarity	0.6489	NPC318429
Remote Similarity	0.6483	NPC175771
Remote Similarity	0.6474	NPC115022
Remote Similarity	0.6474	NPC60982
Remote Similarity	0.6474	NPC49074
Remote Similarity	0.6474	NPC294166
Remote Similarity	0.6474	NPC25821
Remote Similarity	0.6471	NPC70201
Remote Similarity	0.6467	NPC212176
Remote Similarity	0.6467	NPC10730
Remote Similarity	0.6467	NPC10875
Remote Similarity	0.6458	NPC313193
Remote Similarity	0.6452	NPC121376
Remote Similarity	0.645	NPC320064
Remote Similarity	0.6433	NPC130496
Remote Similarity	0.6433	NPC188555
Remote Similarity	0.6433	NPC187194
Remote Similarity	0.6433	NPC87696
Remote Similarity	0.6433	NPC476411
Remote Similarity	0.6433	NPC471029
Remote Similarity	0.6433	NPC34456
Remote Similarity	0.6429	NPC307110
Remote Similarity	0.6412	NPC57105
Remote Similarity	0.641	NPC299144
Remote Similarity	0.6392	NPC320259
Remote Similarity	0.6392	NPC79957
Remote Similarity	0.6392	NPC470236
Remote Similarity	0.6392	NPC185778
Remote Similarity	0.6392	NPC55040
Remote Similarity	0.6392	NPC238243
Remote Similarity	0.6387	NPC474491
Remote Similarity	0.6387	NPC262606
Remote Similarity	0.6384	NPC316161
Remote Similarity	0.6369	NPC215833
Remote Similarity	0.6369	NPC18249
Remote Similarity	0.6369	NPC305700
Remote Similarity	0.6369	NPC140915
Remote Similarity	0.6369	NPC69513
Remote Similarity	0.6369	NPC197741
Remote Similarity	0.6369	NPC187028
Remote Similarity	0.6369	NPC10221
Remote Similarity	0.6368	NPC159101
Remote Similarity	0.6357	NPC41594
Remote Similarity	0.6353	NPC306366
Remote Similarity	0.6352	NPC3293
Remote Similarity	0.6352	NPC469383
Remote Similarity	0.6352	NPC165482
Remote Similarity	0.6352	NPC166180
Remote Similarity	0.6352	NPC186418
Remote Similarity	0.6352	NPC103409
Remote Similarity	0.6352	NPC242028
Remote Similarity	0.6352	NPC138350
Remote Similarity	0.6352	NPC203230
Remote Similarity	0.6352	NPC197723
Remote Similarity	0.6352	NPC40664
Remote Similarity	0.6352	NPC37468
Remote Similarity	0.6352	NPC104167
Remote Similarity	0.6352	NPC164857
Remote Similarity	0.6346	NPC65942
Remote Similarity	0.6346	NPC248307
Remote Similarity	0.6346	NPC475067
Remote Similarity	0.6329	NPC13745
Remote Similarity	0.6329	NPC251981
Remote Similarity	0.6329	NPC48863
Remote Similarity	0.6316	NPC311357
Remote Similarity	0.6312	NPC470413
Remote Similarity	0.6312	NPC138738
Remote Similarity	0.6312	NPC65530
Remote Similarity	0.6312	NPC59324
Remote Similarity	0.6312	NPC87777
Remote Similarity	0.6312	NPC262328
Remote Similarity	0.6312	NPC124149
Remote Similarity	0.6306	NPC252833
Remote Similarity	0.6306	NPC297584
Remote Similarity	0.6292	NPC49353
Remote Similarity	0.6289	NPC212729
Remote Similarity	0.6286	NPC310894
Remote Similarity	0.6273	NPC212770
Remote Similarity	0.6273	NPC98777
Remote Similarity	0.6273	NPC100389
Remote Similarity	0.6266	NPC6836
Remote Similarity	0.6266	NPC317872
Remote Similarity	0.6266	NPC132895
Remote Similarity	0.6257	NPC231862
Remote Similarity	0.625	NPC294470
Remote Similarity	0.625	NPC475628
Remote Similarity	0.6235	NPC210478
Remote Similarity	0.6235	NPC202700
Remote Similarity	0.6235	NPC106944
Remote Similarity	0.6233	NPC157338
Remote Similarity	0.6226	NPC35731
Remote Similarity	0.6226	NPC470881
Remote Similarity	0.6225	NPC11724
Remote Similarity	0.6211	NPC134260
Remote Similarity	0.6203	NPC470270
Remote Similarity	0.6197	NPC194034
Remote Similarity	0.6196	NPC76871
Remote Similarity	0.6196	NPC210192
Remote Similarity	0.6196	NPC89686
Remote Similarity	0.6196	NPC215512
Remote Similarity	0.6196	NPC257095
Remote Similarity	0.6196	NPC108674
Remote Similarity	0.6196	NPC469661
Remote Similarity	0.6196	NPC273932
Remote Similarity	0.6196	NPC476442
Remote Similarity	0.6196	NPC186406
Remote Similarity	0.6196	NPC79908
Remote Similarity	0.6196	NPC80098
Remote Similarity	0.6184	NPC52097
Remote Similarity	0.6181	NPC46844
Remote Similarity	0.6178	NPC313466

Drug Structure

NPD521 OpenBabel08201723202D 24 25 0 0 1 0 0 0 0 0999 V2000 3.4641 -2.0000 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 2.5981 -1.5000 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 4.3301 -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 0.0000 -2.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 2 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 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 5 2 0 0 0 0 2 4 2 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 6 1 0 0 0 0 5 12 1 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 1 0 0 0 8 10 1 0 0 0 0 8 14 1 6 0 0 0 9 11 1 0 0 0 0 9 15 1 6 0 0 0 10 16 1 1 0 0 0 10 20 1 0 0 0 0 11 19 1 6 0 0 0 11 20 1 0 0 0 0 12 17 2 0 0 0 0 12 18 2 0 0 0 0 13 21 1 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000373
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56603697
ChEBI
CAS Number

Drug Properties

Molecular Weight	287.06
ALogP	-1.3761
MLogP	1.68
XLogP	0.749
HDA	5
HBD	4
Rotatable Bonds	8
TPSA	142.52
RO5 Violation	0