NPASS drugs

Drug Information

Drug ID:	NPD5046
Drug Name:	MX-68
Molecular Formula:	C22H24N8O5S
Canonical SMILES:	OC(=O)CCC[C@@H](C(=O)O)N=C(c1ccc2c(c1)SCCN2Cc1cnc2c(n1)c(N)[nH]c(=N)n2)O
Standard InCHI:	InChI=1S/C22H24N8O5S/c23-18-17-19(29-22(24)28-18)25-9-12(26-17)10-30-6-7-36-15-8-11(4-5-14(15)30)20(33)27-13(21(34)35)2-1-3-16(31)32/h4-5,8-9,13H,1-3,6-7,10H2,(H,27,33)(H,31,32)(H,34,35)(H4,23,24,25,28,29)/t13-/m0/s1
Standard InCHIKey:	WEEYASWRWODDTJ-ZDUSSCGKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5046

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	354
0.1-0.2	3490
0.2-0.3	10949
0.3-0.4	11668
0.4-0.5	2119
0.5-0.6	1942
0.6-0.7	365
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	0.7366	NPC147983
Intermediate Similarity	0.7366	NPC177996
Intermediate Similarity	0.7027	NPC143325
Remote Similarity	0.6844	NPC295452
Remote Similarity	0.6844	NPC171393
Remote Similarity	0.6826	NPC471741
Remote Similarity	0.6783	NPC193370
Remote Similarity	0.6756	NPC57398
Remote Similarity	0.6756	NPC182507
Remote Similarity	0.6739	NPC124636
Remote Similarity	0.6705	NPC478012
Remote Similarity	0.6705	NPC478011
Remote Similarity	0.6696	NPC214827
Remote Similarity	0.6696	NPC314930
Remote Similarity	0.6693	NPC314056
Remote Similarity	0.6682	NPC272483
Remote Similarity	0.6679	NPC314176
Remote Similarity	0.6651	NPC62749
Remote Similarity	0.6627	NPC477420
Remote Similarity	0.6627	NPC477418
Remote Similarity	0.6623	NPC473376
Remote Similarity	0.6615	NPC478013
Remote Similarity	0.6609	NPC475024
Remote Similarity	0.6609	NPC66699
Remote Similarity	0.6573	NPC39092
Remote Similarity	0.6568	NPC473310
Remote Similarity	0.6565	NPC175916
Remote Similarity	0.6564	NPC98864
Remote Similarity	0.6556	NPC476491
Remote Similarity	0.6555	NPC473317
Remote Similarity	0.6549	NPC313421
Remote Similarity	0.6504	NPC474916
Remote Similarity	0.6504	NPC248782
Remote Similarity	0.65	NPC229893
Remote Similarity	0.6488	NPC186351
Remote Similarity	0.6488	NPC323244
Remote Similarity	0.6486	NPC83111
Remote Similarity	0.6484	NPC207851
Remote Similarity	0.6482	NPC478030
Remote Similarity	0.6473	NPC125597
Remote Similarity	0.6465	NPC469938
Remote Similarity	0.6453	NPC72956
Remote Similarity	0.6449	NPC89987
Remote Similarity	0.6444	NPC202812
Remote Similarity	0.6438	NPC472070
Remote Similarity	0.6434	NPC74619
Remote Similarity	0.6426	NPC6865
Remote Similarity	0.6426	NPC471194
Remote Similarity	0.6426	NPC153980
Remote Similarity	0.6426	NPC471193
Remote Similarity	0.6409	NPC285923
Remote Similarity	0.6398	NPC234078
Remote Similarity	0.6398	NPC54744
Remote Similarity	0.6398	NPC317752
Remote Similarity	0.6398	NPC221100
Remote Similarity	0.6391	NPC328596
Remote Similarity	0.6391	NPC328318
Remote Similarity	0.6389	NPC203468
Remote Similarity	0.6389	NPC149155
Remote Similarity	0.6389	NPC110500
Remote Similarity	0.6386	NPC41679
Remote Similarity	0.6385	NPC41717
Remote Similarity	0.6382	NPC165743
Remote Similarity	0.6382	NPC328924
Remote Similarity	0.6379	NPC472064
Remote Similarity	0.6379	NPC238457
Remote Similarity	0.6376	NPC283219
Remote Similarity	0.6371	NPC478006
Remote Similarity	0.6368	NPC321708
Remote Similarity	0.6368	NPC175474
Remote Similarity	0.6364	NPC64216
Remote Similarity	0.6364	NPC143533
Remote Similarity	0.636	NPC265576
Remote Similarity	0.6359	NPC150048
Remote Similarity	0.6359	NPC267885
Remote Similarity	0.6359	NPC203754
Remote Similarity	0.6356	NPC75726
Remote Similarity	0.6356	NPC318299
Remote Similarity	0.6356	NPC63279
Remote Similarity	0.6356	NPC31385
Remote Similarity	0.6356	NPC471603
Remote Similarity	0.6356	NPC118940
Remote Similarity	0.6356	NPC110602
Remote Similarity	0.6352	NPC473362
Remote Similarity	0.6352	NPC166492
Remote Similarity	0.6351	NPC235684
Remote Similarity	0.635	NPC315467
Remote Similarity	0.6345	NPC471192
Remote Similarity	0.6342	NPC314882
Remote Similarity	0.6341	NPC475969
Remote Similarity	0.6341	NPC475859
Remote Similarity	0.6338	NPC471178
Remote Similarity	0.6331	NPC297642
Remote Similarity	0.633	NPC15573
Remote Similarity	0.633	NPC248454
Remote Similarity	0.633	NPC111275
Remote Similarity	0.633	NPC183662
Remote Similarity	0.633	NPC217372
Remote Similarity	0.6329	NPC282247
Remote Similarity	0.6326	NPC478009
Remote Similarity	0.6326	NPC478010
Remote Similarity	0.6323	NPC17059
Remote Similarity	0.6323	NPC472323
Remote Similarity	0.6322	NPC478141
Remote Similarity	0.632	NPC472062
Remote Similarity	0.632	NPC472063
Remote Similarity	0.632	NPC472069
Remote Similarity	0.6316	NPC141454
Remote Similarity	0.6316	NPC477516
Remote Similarity	0.6314	NPC82370
Remote Similarity	0.631	NPC473312
Remote Similarity	0.6309	NPC317373
Remote Similarity	0.6304	NPC153400
Remote Similarity	0.6304	NPC45459
Remote Similarity	0.6304	NPC315491
Remote Similarity	0.6301	NPC470730
Remote Similarity	0.6301	NPC126709
Remote Similarity	0.6301	NPC248041
Remote Similarity	0.6301	NPC477175
Remote Similarity	0.6301	NPC219336
Remote Similarity	0.63	NPC294693
Remote Similarity	0.63	NPC29702
Remote Similarity	0.6296	NPC273532
Remote Similarity	0.6282	NPC323927
Remote Similarity	0.6281	NPC216221
Remote Similarity	0.6277	NPC469308
Remote Similarity	0.6277	NPC54537
Remote Similarity	0.6272	NPC245916
Remote Similarity	0.6266	NPC327592
Remote Similarity	0.6266	NPC475070
Remote Similarity	0.6261	NPC123395
Remote Similarity	0.6261	NPC250448
Remote Similarity	0.6261	NPC284338
Remote Similarity	0.6261	NPC228835
Remote Similarity	0.626	NPC33949
Remote Similarity	0.6256	NPC84827
Remote Similarity	0.6256	NPC145885
Remote Similarity	0.6256	NPC14113
Remote Similarity	0.625	NPC469727
Remote Similarity	0.6245	NPC54981
Remote Similarity	0.6245	NPC106824
Remote Similarity	0.6245	NPC24370
Remote Similarity	0.6245	NPC319232
Remote Similarity	0.6244	NPC59779
Remote Similarity	0.6244	NPC471177
Remote Similarity	0.6244	NPC124542
Remote Similarity	0.6241	NPC477633
Remote Similarity	0.624	NPC77022
Remote Similarity	0.6239	NPC473763
Remote Similarity	0.6239	NPC475288
Remote Similarity	0.6239	NPC117244
Remote Similarity	0.6235	NPC116622
Remote Similarity	0.6235	NPC69843
Remote Similarity	0.6234	NPC250835
Remote Similarity	0.6234	NPC478157
Remote Similarity	0.6233	NPC15102
Remote Similarity	0.6228	NPC93390
Remote Similarity	0.6228	NPC57994
Remote Similarity	0.6228	NPC289299
Remote Similarity	0.6227	NPC248462
Remote Similarity	0.6224	NPC281049
Remote Similarity	0.6223	NPC476098
Remote Similarity	0.6222	NPC111602
Remote Similarity	0.6222	NPC102338
Remote Similarity	0.6222	NPC472289
Remote Similarity	0.6222	NPC63199
Remote Similarity	0.6222	NPC255909
Remote Similarity	0.6222	NPC196251
Remote Similarity	0.622	NPC6215
Remote Similarity	0.6219	NPC328029
Remote Similarity	0.6217	NPC52557
Remote Similarity	0.6217	NPC50503
Remote Similarity	0.6216	NPC163055
Remote Similarity	0.6216	NPC48938
Remote Similarity	0.6214	NPC60621
Remote Similarity	0.6207	NPC471944
Remote Similarity	0.6204	NPC19170
Remote Similarity	0.6204	NPC78020
Remote Similarity	0.6199	NPC15840
Remote Similarity	0.6198	NPC315804
Remote Similarity	0.6198	NPC313804
Remote Similarity	0.6197	NPC473239
Remote Similarity	0.6197	NPC472259
Remote Similarity	0.6193	NPC477976
Remote Similarity	0.619	NPC103361
Remote Similarity	0.6183	NPC304926
Remote Similarity	0.6183	NPC476041
Remote Similarity	0.618	NPC211813
Remote Similarity	0.6179	NPC60006
Remote Similarity	0.6176	NPC472789
Remote Similarity	0.6176	NPC320968
Remote Similarity	0.6175	NPC477549
Remote Similarity	0.6174	NPC78767
Remote Similarity	0.6174	NPC473814
Remote Similarity	0.617	NPC472065
Remote Similarity	0.6164	NPC313985
Remote Similarity	0.6164	NPC79129
Remote Similarity	0.6164	NPC195461
Remote Similarity	0.6164	NPC49196
Remote Similarity	0.6164	NPC81654

Drug Structure

NPD5046 OpenBabel08211706322D 43 46 0 0 1 0 0 0 0 0999 V2000 7.7942 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 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 5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -2.0000 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 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 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 8.6603 -5.0000 0.0000 C 0 0 1 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -6.5000 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 0.0000 -2.0000 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 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 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 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -4.5000 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 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -7.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 S 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 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -8.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 11.2583 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 3 16 1 0 0 0 0 4 5 2 0 0 0 0 4 11 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 30 1 0 0 0 0 7 36 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 25 2 0 0 0 0 10 12 1 0 0 0 0 10 30 1 0 0 0 0 11 20 1 0 0 0 0 12 26 2 0 0 0 0 13 2 1 6 0 0 0 13 21 1 0 0 0 0 13 27 1 0 0 0 0 14 15 2 0 0 0 0 14 30 1 0 0 0 0 15 36 1 0 0 0 0 16 31 2 0 0 0 0 16 32 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 17 26 1 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 19 25 1 0 0 0 0 19 29 2 0 0 0 0 20 27 2 3 0 0 0 20 33 1 0 0 0 0 21 34 2 0 0 0 0 21 35 1 0 0 0 0 22 24 2 0 0 0 0 22 28 1 0 0 0 0 22 29 1 0 0 0 0 23 37 1 0 0 0 0 23 38 1 0 0 0 0 24 39 1 0 0 0 0 28 40 1 0 0 0 0 32 41 1 0 0 0 0 33 42 1 0 0 0 0 35 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016683
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	512.16
ALogP	-2.4215
MLogP	2.34
XLogP	-1.281
HDA	13
HBD	6
Rotatable Bonds	13
TPSA	235.77
RO5 Violation	2