NPASS drugs

Drug Information

Drug ID:	NPD5935
Drug Name:	S-3578
Molecular Formula:	C24H28N10O5S2
Canonical SMILES:	CNCCCn1cnc2c1ccc[n+]2CC1=C(C(=O)O)N2[C@H](SC1)[C@@H](C2=O)N=C(/C(=NOCC)/c1[nH]sc(=N)n1)O
Standard InCHI:	InChI=1S/C24H28N10O5S2/c1-3-39-30-15(18-29-24(25)41-31-18)20(35)28-16-21(36)34-17(23(37)38)13(11-40-22(16)34)10-32-8-4-6-14-19(32)27-12-33(14)9-5-7-26-2/h4,6,8,12,16,22,26H,3,5,7,9-11H2,1-2H3,(H3-,25,28,29,31,35,37,38)/p+1/b30-15-/t16-,22-/m1/s1
Standard InCHIKey:	VKTLYVPIGSSRFK-CEERYBPPSA-O
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5935

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	548
0.1-0.2	9813
0.2-0.3	15068
0.3-0.4	2191
0.4-0.5	1897
0.5-0.6	1250
0.6-0.7	120
0.7-0.8	3
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
Intermediate Similarity	0.7143	NPC143325
Intermediate Similarity	0.7026	NPC147983
Intermediate Similarity	0.7026	NPC177996
Remote Similarity	0.6947	NPC182507
Remote Similarity	0.6886	NPC214827
Remote Similarity	0.6886	NPC314930
Remote Similarity	0.6797	NPC475024
Remote Similarity	0.6774	NPC314281
Remote Similarity	0.6774	NPC40530
Remote Similarity	0.674	NPC313421
Remote Similarity	0.6732	NPC150447
Remote Similarity	0.668	NPC476817
Remote Similarity	0.6667	NPC317054
Remote Similarity	0.6653	NPC19170
Remote Similarity	0.6638	NPC54981
Remote Similarity	0.6612	NPC69843
Remote Similarity	0.6582	NPC282247
Remote Similarity	0.6571	NPC297862
Remote Similarity	0.6564	NPC294693
Remote Similarity	0.6535	NPC477420
Remote Similarity	0.6535	NPC477418
Remote Similarity	0.653	NPC477634
Remote Similarity	0.6523	NPC478030
Remote Similarity	0.6511	NPC71238
Remote Similarity	0.6504	NPC210123
Remote Similarity	0.6463	NPC107160
Remote Similarity	0.646	NPC477633
Remote Similarity	0.6413	NPC270834
Remote Similarity	0.6408	NPC64216
Remote Similarity	0.6395	NPC469308
Remote Similarity	0.6388	NPC41982
Remote Similarity	0.6367	NPC312942
Remote Similarity	0.6367	NPC327095
Remote Similarity	0.6367	NPC253987
Remote Similarity	0.636	NPC89987
Remote Similarity	0.6353	NPC171393
Remote Similarity	0.6353	NPC295452
Remote Similarity	0.6341	NPC40455
Remote Similarity	0.6335	NPC63279
Remote Similarity	0.6323	NPC24864
Remote Similarity	0.6322	NPC470732
Remote Similarity	0.6322	NPC470731
Remote Similarity	0.6314	NPC473376
Remote Similarity	0.631	NPC297642
Remote Similarity	0.6303	NPC116555
Remote Similarity	0.6301	NPC91895
Remote Similarity	0.6296	NPC238945
Remote Similarity	0.6292	NPC314056
Remote Similarity	0.6291	NPC120070
Remote Similarity	0.625	NPC478011
Remote Similarity	0.625	NPC478012
Remote Similarity	0.625	NPC16659
Remote Similarity	0.624	NPC54744
Remote Similarity	0.624	NPC156003
Remote Similarity	0.623	NPC328924
Remote Similarity	0.6227	NPC314176
Remote Similarity	0.6226	NPC39092
Remote Similarity	0.6226	NPC74619
Remote Similarity	0.6222	NPC478013
Remote Similarity	0.6207	NPC477635
Remote Similarity	0.6207	NPC477630
Remote Similarity	0.6205	NPC265710
Remote Similarity	0.62	NPC323244
Remote Similarity	0.6198	NPC31385
Remote Similarity	0.6198	NPC110602
Remote Similarity	0.6198	NPC75726
Remote Similarity	0.6197	NPC469975
Remote Similarity	0.6189	NPC471192
Remote Similarity	0.6184	NPC476527
Remote Similarity	0.6163	NPC267811
Remote Similarity	0.6161	NPC240088
Remote Similarity	0.6161	NPC473380
Remote Similarity	0.6157	NPC320968
Remote Similarity	0.6136	NPC49217
Remote Similarity	0.6133	NPC11126
Remote Similarity	0.6132	NPC471193
Remote Similarity	0.6132	NPC6865
Remote Similarity	0.6132	NPC471194
Remote Similarity	0.6132	NPC153980
Remote Similarity	0.6126	NPC21461
Remote Similarity	0.6118	NPC158055
Remote Similarity	0.6113	NPC250178
Remote Similarity	0.6109	NPC178664
Remote Similarity	0.6104	NPC478141
Remote Similarity	0.6102	NPC165743
Remote Similarity	0.6102	NPC293917
Remote Similarity	0.6096	NPC228835
Remote Similarity	0.6094	NPC476414
Remote Similarity	0.6091	NPC477419
Remote Similarity	0.6091	NPC477417
Remote Similarity	0.6091	NPC72956
Remote Similarity	0.6091	NPC242923
Remote Similarity	0.6073	NPC469717
Remote Similarity	0.6066	NPC471603
Remote Similarity	0.6063	NPC475969
Remote Similarity	0.6063	NPC475859
Remote Similarity	0.6063	NPC474877
Remote Similarity	0.6059	NPC212213
Remote Similarity	0.6059	NPC473640
Remote Similarity	0.6054	NPC54214
Remote Similarity	0.6052	NPC476413
Remote Similarity	0.6045	NPC478184
Remote Similarity	0.6045	NPC478182
Remote Similarity	0.6043	NPC94752
Remote Similarity	0.6033	NPC476524
Remote Similarity	0.6028	NPC282531
Remote Similarity	0.6026	NPC470003
Remote Similarity	0.6024	NPC477176
Remote Similarity	0.6024	NPC477175
Remote Similarity	0.6024	NPC470730
Remote Similarity	0.6024	NPC470729
Remote Similarity	0.6018	NPC325906
Remote Similarity	0.6017	NPC17059
Remote Similarity	0.6015	NPC316756
Remote Similarity	0.6015	NPC314882
Remote Similarity	0.6008	NPC476491
Remote Similarity	0.6008	NPC470497
Remote Similarity	0.6008	NPC28945
Remote Similarity	0.6	NPC225018
Remote Similarity	0.6	NPC469938
Remote Similarity	0.6	NPC97106
Remote Similarity	0.6	NPC477177
Remote Similarity	0.6	NPC75634
Remote Similarity	0.5991	NPC213629
Remote Similarity	0.5983	NPC163055
Remote Similarity	0.5983	NPC9635
Remote Similarity	0.5983	NPC475506
Remote Similarity	0.5973	NPC315715
Remote Similarity	0.5973	NPC324484
Remote Similarity	0.5969	NPC478028
Remote Similarity	0.5967	NPC476525
Remote Similarity	0.5966	NPC100321
Remote Similarity	0.5961	NPC116622
Remote Similarity	0.5958	NPC155143
Remote Similarity	0.5958	NPC469716
Remote Similarity	0.5957	NPC165495
Remote Similarity	0.5956	NPC314557
Remote Similarity	0.5949	NPC475286
Remote Similarity	0.5949	NPC174281
Remote Similarity	0.5947	NPC248454
Remote Similarity	0.5944	NPC281049
Remote Similarity	0.5943	NPC478158
Remote Similarity	0.594	NPC117244
Remote Similarity	0.594	NPC473763
Remote Similarity	0.5938	NPC160666
Remote Similarity	0.5938	NPC32534
Remote Similarity	0.5928	NPC470203
Remote Similarity	0.5926	NPC323927
Remote Similarity	0.5926	NPC478006
Remote Similarity	0.5924	NPC239954
Remote Similarity	0.5924	NPC470499
Remote Similarity	0.5924	NPC171317
Remote Similarity	0.5923	NPC472289
Remote Similarity	0.5923	NPC478029
Remote Similarity	0.5921	NPC12649
Remote Similarity	0.5918	NPC153400
Remote Similarity	0.5917	NPC300183
Remote Similarity	0.5912	NPC315467
Remote Similarity	0.5909	NPC293487
Remote Similarity	0.5907	NPC48117
Remote Similarity	0.5907	NPC476526
Remote Similarity	0.5907	NPC329765
Remote Similarity	0.5905	NPC112489
Remote Similarity	0.5904	NPC79386
Remote Similarity	0.59	NPC136957
Remote Similarity	0.59	NPC192674
Remote Similarity	0.59	NPC19696
Remote Similarity	0.5899	NPC472260
Remote Similarity	0.5896	NPC197068
Remote Similarity	0.5892	NPC57398
Remote Similarity	0.5891	NPC478009
Remote Similarity	0.5891	NPC478010
Remote Similarity	0.589	NPC198673
Remote Similarity	0.5889	NPC63109
Remote Similarity	0.5887	NPC324815
Remote Similarity	0.5887	NPC314774
Remote Similarity	0.5887	NPC315126
Remote Similarity	0.5882	NPC473706
Remote Similarity	0.5882	NPC470204
Remote Similarity	0.5875	NPC470323
Remote Similarity	0.5872	NPC129909
Remote Similarity	0.5869	NPC42483
Remote Similarity	0.5868	NPC317701
Remote Similarity	0.5865	NPC46811
Remote Similarity	0.5862	NPC280290
Remote Similarity	0.5861	NPC316403
Remote Similarity	0.5861	NPC54420
Remote Similarity	0.5858	NPC168911
Remote Similarity	0.5854	NPC123839
Remote Similarity	0.5853	NPC935
Remote Similarity	0.5853	NPC477516
Remote Similarity	0.5853	NPC267078
Remote Similarity	0.5848	NPC478183
Remote Similarity	0.5844	NPC469563
Remote Similarity	0.5844	NPC48938
Remote Similarity	0.5843	NPC24370
Remote Similarity	0.5843	NPC319232
Remote Similarity	0.5842	NPC321939
Remote Similarity	0.5837	NPC46022
Remote Similarity	0.5837	NPC266249

Drug Structure

NPD5935 OpenBabel08211708292D 46 50 0 0 1 0 0 0 0 0999 V2000 0.1895 1.6390 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8643 -6.0745 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4823 -4.1723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1515 -4.9155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7913 -3.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1277 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 C 0 0 0 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 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 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 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5136 -0.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4472 -0.6666 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.8424 -5.8666 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.7210 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6749 -0.8529 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2561 0.7100 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 0.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 5.1222 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 -2.1554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4836 1.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.2548 0.6577 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.6036 -1.6543 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5116 -6.6097 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.7115 1.5487 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 26 1 0 0 0 0 3 39 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 7 1 0 0 0 0 5 9 1 0 0 0 0 6 14 1 0 0 0 0 7 26 1 0 0 0 0 8 32 2 0 0 0 0 9 33 1 0 0 0 0 10 13 1 0 0 0 0 10 32 1 0 0 0 0 11 13 1 0 0 0 0 11 40 1 0 0 0 0 12 27 2 0 0 0 0 12 33 1 0 0 0 0 13 17 2 0 0 0 0 14 19 2 0 0 0 0 14 33 1 0 0 0 0 15 18 1 0 0 0 0 15 20 1 0 0 0 0 15 30 2 0 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 16 28 1 6 0 0 0 17 23 1 0 0 0 0 17 34 1 0 0 0 0 18 29 2 0 0 0 0 18 31 1 0 0 0 0 19 27 1 0 0 0 0 19 32 1 0 0 0 0 20 28 2 3 0 0 0 20 35 1 0 0 0 0 21 34 1 0 0 0 0 21 36 2 0 0 0 0 22 34 1 0 0 0 0 22 40 1 6 0 0 0 23 37 2 0 0 0 0 23 38 1 0 0 0 0 24 25 2 0 0 0 0 24 29 1 0 0 0 0 24 41 1 0 0 0 0 25 42 1 0 0 0 0 26 43 1 0 0 0 0 30 39 1 0 0 0 0 31 41 1 0 0 0 0 31 44 1 0 0 0 0 35 45 1 0 0 0 0 38 46 1 0 0 0 0 M CHG 1 32 1 M END $$$$

External Identifiers

TTD	DIB001841
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	601.18
ALogP	-2.4416
MLogP	2.23
XLogP	0.99
HDA	12
HBD	5
Rotatable Bonds	16
TPSA	244.36
RO5 Violation	2