NPASS drugs

Drug Information

Drug ID:	NPD5531
Drug Name:	AG-331
Molecular Formula:	C23H24N4O3S
Canonical SMILES:	CN(c1ccc2c3c1cccc3c(=N)[nH]2)Cc1ccc(cc1)S(=O)(=O)N1CCOCC1
Standard InCHI:	InChI=1S/C23H24N4O3S/c1-26(21-10-9-20-22-18(21)3-2-4-19(22)23(24)25-20)15-16-5-7-17(8-6-16)31(28,29)27-11-13-30-14-12-27/h2-10H,11-15H2,1H3,(H2,24,25)
Standard InCHIKey:	CVEGTZWWWRJCFK-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5531

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	315
0.1-0.2	2507
0.2-0.3	12863
0.3-0.4	10615
0.4-0.5	3118
0.5-0.6	1386
0.6-0.7	86
0.7-0.8	0
0.8-0.85	0
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
Remote Similarity	0.6748	NPC328590
Remote Similarity	0.6625	NPC475915
Remote Similarity	0.6534	NPC321617
Remote Similarity	0.6461	NPC33421
Remote Similarity	0.6441	NPC109787
Remote Similarity	0.6429	NPC474791
Remote Similarity	0.6375	NPC313449
Remote Similarity	0.6364	NPC79618
Remote Similarity	0.6352	NPC288232
Remote Similarity	0.6323	NPC302790
Remote Similarity	0.6321	NPC256288
Remote Similarity	0.6316	NPC473432
Remote Similarity	0.6289	NPC2933
Remote Similarity	0.6287	NPC478079
Remote Similarity	0.6284	NPC469897
Remote Similarity	0.6283	NPC68354
Remote Similarity	0.6278	NPC206592
Remote Similarity	0.6256	NPC259626
Remote Similarity	0.625	NPC56765
Remote Similarity	0.6236	NPC204141
Remote Similarity	0.6236	NPC264589
Remote Similarity	0.6229	NPC312092
Remote Similarity	0.6228	NPC252794
Remote Similarity	0.6224	NPC473615
Remote Similarity	0.6216	NPC44773
Remote Similarity	0.6216	NPC215584
Remote Similarity	0.6193	NPC229484
Remote Similarity	0.6178	NPC37423
Remote Similarity	0.6178	NPC275305
Remote Similarity	0.6163	NPC313352
Remote Similarity	0.6162	NPC292675
Remote Similarity	0.6162	NPC6436
Remote Similarity	0.6154	NPC19679
Remote Similarity	0.6154	NPC434
Remote Similarity	0.6141	NPC184476
Remote Similarity	0.6136	NPC104483
Remote Similarity	0.6135	NPC264580
Remote Similarity	0.6125	NPC187036
Remote Similarity	0.6105	NPC475450
Remote Similarity	0.6105	NPC194411
Remote Similarity	0.6102	NPC59084
Remote Similarity	0.6102	NPC2949
Remote Similarity	0.6096	NPC99632
Remote Similarity	0.6096	NPC282339
Remote Similarity	0.6095	NPC145754
Remote Similarity	0.6094	NPC475097
Remote Similarity	0.6092	NPC198988
Remote Similarity	0.6082	NPC215795
Remote Similarity	0.6082	NPC176199
Remote Similarity	0.6077	NPC477134
Remote Similarity	0.6077	NPC21605
Remote Similarity	0.6075	NPC474880
Remote Similarity	0.6075	NPC221786
Remote Similarity	0.6075	NPC475990
Remote Similarity	0.6075	NPC318065
Remote Similarity	0.6075	NPC41257
Remote Similarity	0.6075	NPC206819
Remote Similarity	0.6074	NPC192209
Remote Similarity	0.6069	NPC473930
Remote Similarity	0.6067	NPC63157
Remote Similarity	0.6067	NPC473868
Remote Similarity	0.6064	NPC90723
Remote Similarity	0.6056	NPC469735
Remote Similarity	0.6056	NPC470440
Remote Similarity	0.6054	NPC51054
Remote Similarity	0.6048	NPC328683
Remote Similarity	0.6048	NPC283130
Remote Similarity	0.6045	NPC88097
Remote Similarity	0.6043	NPC229173
Remote Similarity	0.6033	NPC295021
Remote Similarity	0.6025	NPC314141
Remote Similarity	0.6023	NPC473417
Remote Similarity	0.6023	NPC9856
Remote Similarity	0.6022	NPC286427
Remote Similarity	0.6022	NPC222029
Remote Similarity	0.6022	NPC469740
Remote Similarity	0.6021	NPC280548
Remote Similarity	0.6011	NPC470203
Remote Similarity	0.6011	NPC475763
Remote Similarity	0.601	NPC329688
Remote Similarity	0.601	NPC189812
Remote Similarity	0.6	NPC476950
Remote Similarity	0.6	NPC116519
Remote Similarity	0.6	NPC38736
Remote Similarity	0.6	NPC476219
Remote Similarity	0.6	NPC470507
Remote Similarity	0.599	NPC472108
Remote Similarity	0.599	NPC469308
Remote Similarity	0.599	NPC472109
Remote Similarity	0.599	NPC472110
Remote Similarity	0.599	NPC139291
Remote Similarity	0.5989	NPC243162
Remote Similarity	0.5989	NPC130251
Remote Similarity	0.5988	NPC473587
Remote Similarity	0.5979	NPC472587
Remote Similarity	0.5972	NPC66699
Remote Similarity	0.597	NPC95783
Remote Similarity	0.5966	NPC325252
Remote Similarity	0.596	NPC21429
Remote Similarity	0.5959	NPC472123
Remote Similarity	0.5957	NPC470204
Remote Similarity	0.5957	NPC81229
Remote Similarity	0.5957	NPC255229
Remote Similarity	0.5956	NPC37548
Remote Similarity	0.5956	NPC187951
Remote Similarity	0.5956	NPC124005
Remote Similarity	0.5955	NPC22082
Remote Similarity	0.5955	NPC186284
Remote Similarity	0.5954	NPC475428
Remote Similarity	0.5947	NPC475420
Remote Similarity	0.5944	NPC311330
Remote Similarity	0.5936	NPC104345
Remote Similarity	0.5936	NPC316910
Remote Similarity	0.5935	NPC291610
Remote Similarity	0.5932	NPC125746
Remote Similarity	0.593	NPC473762
Remote Similarity	0.5926	NPC85651
Remote Similarity	0.5926	NPC296163
Remote Similarity	0.5926	NPC469741
Remote Similarity	0.5924	NPC66936
Remote Similarity	0.5922	NPC473429
Remote Similarity	0.592	NPC179365
Remote Similarity	0.5916	NPC49217
Remote Similarity	0.5914	NPC476297
Remote Similarity	0.5912	NPC164802
Remote Similarity	0.5912	NPC242556
Remote Similarity	0.5911	NPC79213
Remote Similarity	0.5899	NPC169433
Remote Similarity	0.5899	NPC173344
Remote Similarity	0.5895	NPC271797
Remote Similarity	0.5895	NPC21174
Remote Similarity	0.5888	NPC124636
Remote Similarity	0.5885	NPC317430
Remote Similarity	0.5882	NPC94167
Remote Similarity	0.5882	NPC172937
Remote Similarity	0.5876	NPC473880
Remote Similarity	0.5873	NPC122141
Remote Similarity	0.5873	NPC473320
Remote Similarity	0.5872	NPC149014
Remote Similarity	0.587	NPC473329
Remote Similarity	0.587	NPC318086
Remote Similarity	0.5868	NPC316582
Remote Similarity	0.5867	NPC211997
Remote Similarity	0.5866	NPC2823
Remote Similarity	0.5862	NPC22079
Remote Similarity	0.586	NPC193370
Remote Similarity	0.5856	NPC20144
Remote Similarity	0.5856	NPC98371
Remote Similarity	0.5856	NPC313884
Remote Similarity	0.5855	NPC474897
Remote Similarity	0.585	NPC476095
Remote Similarity	0.585	NPC473189
Remote Similarity	0.5849	NPC175916
Remote Similarity	0.5847	NPC143872
Remote Similarity	0.5847	NPC129042
Remote Similarity	0.5843	NPC314102
Remote Similarity	0.5843	NPC251722
Remote Similarity	0.5842	NPC16667
Remote Similarity	0.5842	NPC225018
Remote Similarity	0.5833	NPC115611
Remote Similarity	0.5833	NPC239854
Remote Similarity	0.5829	NPC470205
Remote Similarity	0.5829	NPC471458
Remote Similarity	0.582	NPC276085
Remote Similarity	0.5818	NPC77022
Remote Similarity	0.5818	NPC313673
Remote Similarity	0.5817	NPC32200
Remote Similarity	0.5816	NPC134586
Remote Similarity	0.5816	NPC472122
Remote Similarity	0.5816	NPC24594
Remote Similarity	0.5814	NPC250361
Remote Similarity	0.5813	NPC128582
Remote Similarity	0.5813	NPC469470
Remote Similarity	0.5813	NPC469501
Remote Similarity	0.5812	NPC247987
Remote Similarity	0.5812	NPC311276
Remote Similarity	0.5808	NPC469896
Remote Similarity	0.5806	NPC117032
Remote Similarity	0.5806	NPC470233
Remote Similarity	0.5803	NPC63751
Remote Similarity	0.5803	NPC201700
Remote Similarity	0.58	NPC472294
Remote Similarity	0.58	NPC165201
Remote Similarity	0.5798	NPC477157
Remote Similarity	0.5798	NPC285469
Remote Similarity	0.5798	NPC477156
Remote Similarity	0.5795	NPC34508
Remote Similarity	0.5795	NPC473743
Remote Similarity	0.5795	NPC161861
Remote Similarity	0.5795	NPC285622
Remote Similarity	0.5795	NPC242269
Remote Similarity	0.5792	NPC216221
Remote Similarity	0.5792	NPC314372
Remote Similarity	0.5792	NPC181928
Remote Similarity	0.5792	NPC285841
Remote Similarity	0.5789	NPC225319
Remote Similarity	0.5789	NPC248117
Remote Similarity	0.5789	NPC122718
Remote Similarity	0.5778	NPC301760
Remote Similarity	0.5778	NPC470301

Drug Structure

NPD5531 OpenBabel08211708292D 33 37 0 0 0 0 0 0 0 0999 V2000 1.0759 -0.4621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1366 2.8648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7299 1.9512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5488 3.6738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8906 -0.9092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2783 -1.5420 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2560 -1.8401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6436 -2.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0866 1.9832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6286 1.3114 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9179 -4.9070 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2851 -3.2946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0130 -5.2723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6458 -3.6600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5365 0.1707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9018 -0.7602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6325 -2.6219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2646 1.8467 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4457 3.5693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8470 2.7602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8177 1.2506 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8524 2.6557 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1888 4.2384 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0843 5.2329 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0549 3.7384 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4524 0.3198 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0669 -3.9181 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3632 -4.4837 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9287 -3.1874 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7948 -4.6488 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9978 -3.5528 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.8933 5.8207 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.9684 4.1451 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 18 1 0 0 0 0 4 19 2 0 0 0 0 5 7 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 17 2 0 0 0 0 8 17 1 0 0 0 0 9 10 2 0 0 0 0 9 20 1 0 0 0 0 10 21 1 0 0 0 0 11 13 1 0 0 0 0 11 27 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 30 1 0 0 0 0 14 30 1 0 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 17 31 1 0 0 0 0 18 21 2 0 0 0 0 18 22 1 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 22 2 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 23 24 2 0 0 0 0 23 25 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 27 31 1 0 0 0 0 28 31 2 0 0 0 0 29 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003816
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	436.16
ALogP	-1.3937
MLogP	3.11
XLogP	3.457
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	94.11
RO5 Violation	0