NPASS drugs

Drug Information

Drug ID:	NPD4187
Drug Name:
Molecular Formula:	C20H28N8O4S
Canonical SMILES:	CCOCCn1nc(c2c1c(Nc1nccc(c1)C)nc(n2)N(CC)C)C(=NS(=O)(=O)C)O
Standard InCHI:	InChI=1S/C20H28N8O4S/c1-6-27(4)20-23-15-16(19(29)26-33(5,30)31)25-28(10-11-32-7-2)17(15)18(24-20)22-14-12-13(3)8-9-21-14/h8-9,12H,6-7,10-11H2,1-5H3,(H,26,29)(H,21,22,23,24)
Standard InCHIKey:	ZUHZNKJIJDAJFD-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4187

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	483
0.1-0.2	9717
0.2-0.3	13718
0.3-0.4	3345
0.4-0.5	1680
0.5-0.6	1693
0.6-0.7	250
0.7-0.8	4
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	0.7803	NPC107160
Intermediate Similarity	0.7316	NPC21461
Intermediate Similarity	0.7204	NPC472289
Intermediate Similarity	0.7181	NPC250178
Remote Similarity	0.6949	NPC160666
Remote Similarity	0.6937	NPC103388
Remote Similarity	0.6916	NPC471603
Remote Similarity	0.688	NPC150447
Remote Similarity	0.6842	NPC317054
Remote Similarity	0.6838	NPC130570
Remote Similarity	0.6831	NPC39092
Remote Similarity	0.6808	NPC48938
Remote Similarity	0.6782	NPC120070
Remote Similarity	0.6698	NPC284678
Remote Similarity	0.6667	NPC282247
Remote Similarity	0.6653	NPC158055
Remote Similarity	0.6626	NPC295452
Remote Similarity	0.6626	NPC171393
Remote Similarity	0.6599	NPC316756
Remote Similarity	0.6569	NPC103687
Remote Similarity	0.6569	NPC132631
Remote Similarity	0.6556	NPC69843
Remote Similarity	0.6549	NPC469308
Remote Similarity	0.6537	NPC5145
Remote Similarity	0.6509	NPC242923
Remote Similarity	0.646	NPC313421
Remote Similarity	0.6449	NPC471579
Remote Similarity	0.6437	NPC30540
Remote Similarity	0.6429	NPC162268
Remote Similarity	0.642	NPC74619
Remote Similarity	0.6416	NPC265576
Remote Similarity	0.6416	NPC212213
Remote Similarity	0.6398	NPC147983
Remote Similarity	0.6398	NPC177996
Remote Similarity	0.6394	NPC138018
Remote Similarity	0.6391	NPC475070
Remote Similarity	0.6391	NPC470500
Remote Similarity	0.6385	NPC222174
Remote Similarity	0.6385	NPC164664
Remote Similarity	0.6379	NPC314954
Remote Similarity	0.6379	NPC475024
Remote Similarity	0.6376	NPC314394
Remote Similarity	0.6376	NPC161887
Remote Similarity	0.6368	NPC168702
Remote Similarity	0.6368	NPC125659
Remote Similarity	0.6359	NPC469975
Remote Similarity	0.6341	NPC282531
Remote Similarity	0.6341	NPC180504
Remote Similarity	0.6339	NPC472031
Remote Similarity	0.6339	NPC472067
Remote Similarity	0.6339	NPC472066
Remote Similarity	0.6336	NPC166492
Remote Similarity	0.6336	NPC473362
Remote Similarity	0.6333	NPC471506
Remote Similarity	0.6324	NPC472068
Remote Similarity	0.632	NPC470505
Remote Similarity	0.632	NPC214827
Remote Similarity	0.632	NPC314930
Remote Similarity	0.6318	NPC193267
Remote Similarity	0.6318	NPC284559
Remote Similarity	0.6318	NPC213530
Remote Similarity	0.6316	NPC212742
Remote Similarity	0.6314	NPC56271
Remote Similarity	0.6311	NPC156003
Remote Similarity	0.6306	NPC313514
Remote Similarity	0.6305	NPC178664
Remote Similarity	0.6303	NPC470203
Remote Similarity	0.6303	NPC304926
Remote Similarity	0.6303	NPC476041
Remote Similarity	0.6301	NPC477891
Remote Similarity	0.6301	NPC219963
Remote Similarity	0.63	NPC208751
Remote Similarity	0.6298	NPC54981
Remote Similarity	0.6293	NPC475288
Remote Similarity	0.6291	NPC49217
Remote Similarity	0.6288	NPC19872
Remote Similarity	0.6287	NPC477633
Remote Similarity	0.6281	NPC64216
Remote Similarity	0.6279	NPC105758
Remote Similarity	0.6279	NPC476686
Remote Similarity	0.6279	NPC476688
Remote Similarity	0.6272	NPC239954
Remote Similarity	0.627	NPC477796
Remote Similarity	0.627	NPC477805
Remote Similarity	0.627	NPC477806
Remote Similarity	0.627	NPC476492
Remote Similarity	0.627	NPC477795
Remote Similarity	0.6262	NPC278874
Remote Similarity	0.6261	NPC251936
Remote Similarity	0.626	NPC475969
Remote Similarity	0.626	NPC475859
Remote Similarity	0.6256	NPC470204
Remote Similarity	0.6256	NPC25899
Remote Similarity	0.6255	NPC125597
Remote Similarity	0.6255	NPC63109
Remote Similarity	0.6245	NPC476167
Remote Similarity	0.6239	NPC198673
Remote Similarity	0.6235	NPC165743
Remote Similarity	0.6235	NPC469554
Remote Similarity	0.6234	NPC238945
Remote Similarity	0.6227	NPC266551
Remote Similarity	0.622	NPC477175
Remote Similarity	0.622	NPC115595
Remote Similarity	0.622	NPC470730
Remote Similarity	0.622	NPC476219
Remote Similarity	0.6218	NPC250835
Remote Similarity	0.6216	NPC15102
Remote Similarity	0.6215	NPC477861
Remote Similarity	0.6204	NPC323244
Remote Similarity	0.6204	NPC6215
Remote Similarity	0.6203	NPC118940
Remote Similarity	0.6201	NPC168911
Remote Similarity	0.6201	NPC192315
Remote Similarity	0.6197	NPC102423
Remote Similarity	0.6196	NPC471891
Remote Similarity	0.6195	NPC324149
Remote Similarity	0.6193	NPC203754
Remote Similarity	0.6193	NPC150048
Remote Similarity	0.6192	NPC62995
Remote Similarity	0.6192	NPC472027
Remote Similarity	0.619	NPC81175
Remote Similarity	0.619	NPC54537
Remote Similarity	0.6186	NPC123839
Remote Similarity	0.6186	NPC319456
Remote Similarity	0.6183	NPC308906
Remote Similarity	0.618	NPC472259
Remote Similarity	0.6179	NPC131718
Remote Similarity	0.6175	NPC208060
Remote Similarity	0.6175	NPC313791
Remote Similarity	0.6171	NPC477634
Remote Similarity	0.617	NPC71238
Remote Similarity	0.6169	NPC89987
Remote Similarity	0.6169	NPC328924
Remote Similarity	0.6164	NPC57398
Remote Similarity	0.6164	NPC182507
Remote Similarity	0.6164	NPC211997
Remote Similarity	0.6157	NPC267928
Remote Similarity	0.6154	NPC233936
Remote Similarity	0.6151	NPC50511
Remote Similarity	0.615	NPC48192
Remote Similarity	0.615	NPC224632
Remote Similarity	0.6145	NPC63279
Remote Similarity	0.6143	NPC62510
Remote Similarity	0.6141	NPC473310
Remote Similarity	0.6139	NPC314882
Remote Similarity	0.6134	NPC26679
Remote Similarity	0.6132	NPC473317
Remote Similarity	0.6129	NPC476451
Remote Similarity	0.6129	NPC158129
Remote Similarity	0.6129	NPC474877
Remote Similarity	0.6125	NPC470799
Remote Similarity	0.6125	NPC8022
Remote Similarity	0.6123	NPC304187
Remote Similarity	0.6123	NPC477166
Remote Similarity	0.6122	NPC313884
Remote Similarity	0.6122	NPC98371
Remote Similarity	0.6121	NPC78375
Remote Similarity	0.6121	NPC476446
Remote Similarity	0.6121	NPC469813
Remote Similarity	0.612	NPC297642
Remote Similarity	0.6119	NPC134586
Remote Similarity	0.6118	NPC167860
Remote Similarity	0.6118	NPC123976
Remote Similarity	0.6111	NPC317430
Remote Similarity	0.6109	NPC54744
Remote Similarity	0.6109	NPC473757
Remote Similarity	0.6105	NPC478013
Remote Similarity	0.6104	NPC101543
Remote Similarity	0.6102	NPC314957
Remote Similarity	0.6102	NPC477111
Remote Similarity	0.6102	NPC266249
Remote Similarity	0.6102	NPC116555
Remote Similarity	0.6101	NPC314603
Remote Similarity	0.6096	NPC226202
Remote Similarity	0.6094	NPC193761
Remote Similarity	0.6094	NPC473761
Remote Similarity	0.6093	NPC41333
Remote Similarity	0.6092	NPC320968
Remote Similarity	0.6089	NPC116622
Remote Similarity	0.6089	NPC477176
Remote Similarity	0.6089	NPC470729
Remote Similarity	0.6081	NPC144114
Remote Similarity	0.6078	NPC176538
Remote Similarity	0.6078	NPC121772
Remote Similarity	0.6076	NPC472070
Remote Similarity	0.6075	NPC225018
Remote Similarity	0.6074	NPC321939
Remote Similarity	0.6073	NPC110151
Remote Similarity	0.6071	NPC163421
Remote Similarity	0.6071	NPC188387
Remote Similarity	0.6068	NPC245816
Remote Similarity	0.6068	NPC476138
Remote Similarity	0.6066	NPC476297
Remote Similarity	0.6066	NPC310118
Remote Similarity	0.6065	NPC160105
Remote Similarity	0.6064	NPC477177
Remote Similarity	0.6062	NPC230805
Remote Similarity	0.6061	NPC470499
Remote Similarity	0.6058	NPC470731
Remote Similarity	0.6058	NPC477110

Drug Structure

NPD4187 OpenBabel08211704332D 35 37 0 0 0 0 0 0 0 0999 V2000 3.9503 -5.9477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2930 0.5839 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1214 -2.4464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4641 -4.6095 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 4.1583 -4.9696 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4840 -0.0039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9625 -3.7335 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0114 -4.0425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 0.2218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 -0.1850 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4272 -2.0863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1704 -2.7554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4762 -2.3953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7820 -2.0352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6230 -3.3223 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2683 -3.3734 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.7330 -1.7261 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.8799 -2.6532 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5741 -3.0133 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -0.0570 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 3.4151 -4.3005 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 -0.3660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.5704 0.4028 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 5.9410 -0.7480 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 13 1 0 0 0 0 4 27 1 0 0 0 0 5 33 1 0 0 0 0 6 27 1 0 0 0 0 7 32 1 0 0 0 0 8 9 2 0 0 0 0 8 13 1 0 0 0 0 9 21 1 0 0 0 0 10 11 1 0 0 0 0 10 28 1 0 0 0 0 11 32 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 14 21 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 17 2 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 25 2 0 0 0 0 17 18 1 0 0 0 0 17 28 1 0 0 0 0 18 22 1 0 0 0 0 18 24 2 0 0 0 0 19 26 2 3 0 0 0 19 29 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 20 27 1 0 0 0 0 22 34 1 0 0 0 0 25 28 1 0 0 0 0 26 33 1 0 0 0 0 29 35 1 0 0 0 0 30 33 2 0 0 0 0 31 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001869; DNCL001637
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11465695
ChEBI
CAS Number

Drug Properties

Molecular Weight	476.20
ALogP	-0.1259
MLogP	2.23
XLogP	1.634
HDA	12
HBD	2
Rotatable Bonds	16
TPSA	156.1
RO5 Violation	1