NPASS drugs

Drug Information

Drug ID:	NPD3074
Drug Name:	WS-75624B
Molecular Formula:	C18H24N2O5S
Canonical SMILES:	COc1c(OC)cc(nc1c1csc(n1)CCCCCC(O)C)C(=O)O
Standard InCHI:	InChI=1S/C18H24N2O5S/c1-11(21)7-5-4-6-8-15-19-13(10-26-15)16-17(25-3)14(24-2)9-12(20-16)18(22)23/h9-11,21H,4-8H2,1-3H3,(H,22,23)
Standard InCHIKey:	RGHLFUKUTGFTCO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3074

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	333
0.1-0.2	3058
0.2-0.3	9313
0.3-0.4	6375
0.4-0.5	10000
0.5-0.6	1569
0.6-0.7	238
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	0.717	NPC315411
Intermediate Similarity	0.7116	NPC315061
Intermediate Similarity	0.7071	NPC470900
Intermediate Similarity	0.7027	NPC226202
Remote Similarity	0.6972	NPC165964
Remote Similarity	0.6908	NPC291609
Remote Similarity	0.6899	NPC75609
Remote Similarity	0.6899	NPC140284
Remote Similarity	0.6882	NPC314254
Remote Similarity	0.6882	NPC313966
Remote Similarity	0.6867	NPC124300
Remote Similarity	0.6862	NPC216507
Remote Similarity	0.6862	NPC470901
Remote Similarity	0.6838	NPC115282
Remote Similarity	0.6829	NPC182222
Remote Similarity	0.6802	NPC238242
Remote Similarity	0.6786	NPC310618
Remote Similarity	0.6765	NPC312645
Remote Similarity	0.6763	NPC478141
Remote Similarity	0.676	NPC148889
Remote Similarity	0.6753	NPC197881
Remote Similarity	0.6745	NPC473800
Remote Similarity	0.6709	NPC89508
Remote Similarity	0.6706	NPC316224
Remote Similarity	0.6667	NPC174576
Remote Similarity	0.6667	NPC472435
Remote Similarity	0.6652	NPC230403
Remote Similarity	0.6624	NPC472286
Remote Similarity	0.6624	NPC472287
Remote Similarity	0.66	NPC57453
Remote Similarity	0.659	NPC472436
Remote Similarity	0.658	NPC220408
Remote Similarity	0.6578	NPC74382
Remote Similarity	0.6578	NPC206251
Remote Similarity	0.6577	NPC219963
Remote Similarity	0.6566	NPC227824
Remote Similarity	0.6562	NPC20249
Remote Similarity	0.6553	NPC471736
Remote Similarity	0.6552	NPC258048
Remote Similarity	0.6549	NPC188104
Remote Similarity	0.6543	NPC54066
Remote Similarity	0.654	NPC475350
Remote Similarity	0.654	NPC145178
Remote Similarity	0.654	NPC14877
Remote Similarity	0.6532	NPC249662
Remote Similarity	0.6525	NPC321428
Remote Similarity	0.652	NPC144381
Remote Similarity	0.652	NPC134079
Remote Similarity	0.6509	NPC280714
Remote Similarity	0.6485	NPC146418
Remote Similarity	0.6477	NPC215837
Remote Similarity	0.6471	NPC286195
Remote Similarity	0.6459	NPC58209
Remote Similarity	0.6458	NPC251036
Remote Similarity	0.6457	NPC477586
Remote Similarity	0.6457	NPC477588
Remote Similarity	0.6457	NPC477590
Remote Similarity	0.6457	NPC477585
Remote Similarity	0.6456	NPC244741
Remote Similarity	0.6431	NPC475844
Remote Similarity	0.6429	NPC161887
Remote Similarity	0.6429	NPC266551
Remote Similarity	0.6429	NPC308392
Remote Similarity	0.642	NPC472434
Remote Similarity	0.6415	NPC284348
Remote Similarity	0.6404	NPC224327
Remote Similarity	0.6398	NPC165599
Remote Similarity	0.639	NPC244856
Remote Similarity	0.6387	NPC193238
Remote Similarity	0.6378	NPC477587
Remote Similarity	0.6378	NPC477589
Remote Similarity	0.6375	NPC260434
Remote Similarity	0.6368	NPC18487
Remote Similarity	0.6364	NPC232225
Remote Similarity	0.636	NPC313587
Remote Similarity	0.636	NPC316110
Remote Similarity	0.636	NPC315893
Remote Similarity	0.6337	NPC477979
Remote Similarity	0.6329	NPC317572
Remote Similarity	0.6327	NPC184408
Remote Similarity	0.6325	NPC472284
Remote Similarity	0.6318	NPC160100
Remote Similarity	0.6316	NPC194040
Remote Similarity	0.631	NPC473639
Remote Similarity	0.6308	NPC161801
Remote Similarity	0.6301	NPC313804
Remote Similarity	0.6301	NPC315804
Remote Similarity	0.6296	NPC306644
Remote Similarity	0.6296	NPC236424
Remote Similarity	0.6296	NPC116573
Remote Similarity	0.6285	NPC477516
Remote Similarity	0.6279	NPC166712
Remote Similarity	0.6274	NPC257142
Remote Similarity	0.627	NPC274842
Remote Similarity	0.627	NPC153452
Remote Similarity	0.6261	NPC110741
Remote Similarity	0.6256	NPC470395
Remote Similarity	0.6255	NPC203168
Remote Similarity	0.6255	NPC188400
Remote Similarity	0.6245	NPC152620
Remote Similarity	0.6245	NPC469858
Remote Similarity	0.6245	NPC474688
Remote Similarity	0.624	NPC21638
Remote Similarity	0.6239	NPC222592
Remote Similarity	0.6239	NPC168486
Remote Similarity	0.6235	NPC34770
Remote Similarity	0.623	NPC274640
Remote Similarity	0.6228	NPC320394
Remote Similarity	0.6224	NPC287208
Remote Similarity	0.6217	NPC129897
Remote Similarity	0.6208	NPC209981
Remote Similarity	0.6203	NPC53534
Remote Similarity	0.62	NPC314633
Remote Similarity	0.62	NPC94842
Remote Similarity	0.6198	NPC203373
Remote Similarity	0.6194	NPC314270
Remote Similarity	0.6178	NPC194724
Remote Similarity	0.6175	NPC97746
Remote Similarity	0.6174	NPC90415
Remote Similarity	0.6173	NPC219664
Remote Similarity	0.6173	NPC314834
Remote Similarity	0.6172	NPC85443
Remote Similarity	0.6169	NPC288987
Remote Similarity	0.6167	NPC132539
Remote Similarity	0.6163	NPC39500
Remote Similarity	0.6162	NPC315634
Remote Similarity	0.6162	NPC100734
Remote Similarity	0.6162	NPC88923
Remote Similarity	0.6161	NPC470394
Remote Similarity	0.6161	NPC470403
Remote Similarity	0.6161	NPC470404
Remote Similarity	0.616	NPC216612
Remote Similarity	0.6157	NPC474192
Remote Similarity	0.6157	NPC475720
Remote Similarity	0.6154	NPC279401
Remote Similarity	0.6154	NPC79293
Remote Similarity	0.6145	NPC323969
Remote Similarity	0.6145	NPC128115
Remote Similarity	0.6144	NPC267928
Remote Similarity	0.6144	NPC141454
Remote Similarity	0.6142	NPC318068
Remote Similarity	0.6141	NPC314855
Remote Similarity	0.6141	NPC313796
Remote Similarity	0.6141	NPC315638
Remote Similarity	0.6141	NPC313345
Remote Similarity	0.614	NPC118776
Remote Similarity	0.6138	NPC146976
Remote Similarity	0.6135	NPC205372
Remote Similarity	0.6134	NPC191489
Remote Similarity	0.6133	NPC473105
Remote Similarity	0.613	NPC208364
Remote Similarity	0.6126	NPC244536
Remote Similarity	0.6126	NPC140296
Remote Similarity	0.6122	NPC218388
Remote Similarity	0.612	NPC90019
Remote Similarity	0.6118	NPC217176
Remote Similarity	0.6118	NPC474701
Remote Similarity	0.6116	NPC314297
Remote Similarity	0.6116	NPC315545
Remote Similarity	0.6116	NPC121658
Remote Similarity	0.6116	NPC14651
Remote Similarity	0.6116	NPC316403
Remote Similarity	0.6113	NPC148183
Remote Similarity	0.6113	NPC152768
Remote Similarity	0.6111	NPC165538
Remote Similarity	0.6111	NPC469961
Remote Similarity	0.6109	NPC470586
Remote Similarity	0.6107	NPC314222
Remote Similarity	0.6107	NPC196449
Remote Similarity	0.6102	NPC194740
Remote Similarity	0.61	NPC472259
Remote Similarity	0.6099	NPC1527
Remote Similarity	0.6098	NPC236668
Remote Similarity	0.6098	NPC250448
Remote Similarity	0.6096	NPC144452
Remote Similarity	0.6094	NPC475196
Remote Similarity	0.6094	NPC122427
Remote Similarity	0.6085	NPC84853
Remote Similarity	0.6083	NPC66815
Remote Similarity	0.6082	NPC87413
Remote Similarity	0.6081	NPC470042
Remote Similarity	0.6075	NPC478030
Remote Similarity	0.6073	NPC118228
Remote Similarity	0.6071	NPC122436
Remote Similarity	0.6071	NPC476518
Remote Similarity	0.6069	NPC316756
Remote Similarity	0.6066	NPC325297
Remote Similarity	0.6064	NPC131885
Remote Similarity	0.6064	NPC309919
Remote Similarity	0.6064	NPC197141
Remote Similarity	0.6063	NPC186351
Remote Similarity	0.6062	NPC184680
Remote Similarity	0.6057	NPC26679
Remote Similarity	0.6056	NPC60621
Remote Similarity	0.6054	NPC99891
Remote Similarity	0.6054	NPC49672
Remote Similarity	0.6054	NPC210296
Remote Similarity	0.6053	NPC183537
Remote Similarity	0.6052	NPC282346
Remote Similarity	0.6048	NPC470799

Drug Structure

NPD3074 OpenBabel08211702562D 28 29 0 0 1 0 0 0 0 0999 V2000 7.7873 1.7251 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6227 3.1341 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6172 3.2386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2160 2.2205 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2050 2.4296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2215 2.1160 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 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1996 2.5341 0.0000 C 0 0 3 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 1.7321 -0.0000 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 2.8147 1.2024 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 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 7.6063 3.4476 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 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 3.3147 0.3364 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.6008 3.5522 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 11 1 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 13 2 0 0 0 0 10 26 1 0 0 0 0 11 21 1 0 0 0 0 12 18 1 0 0 0 0 12 20 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 17 2 0 0 0 0 14 24 1 0 0 0 0 15 19 2 0 0 0 0 15 26 1 0 0 0 0 16 17 1 0 0 0 0 16 20 2 0 0 0 0 17 25 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 21 27 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010177
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	380.14
ALogP	-1.6522
MLogP	2.56
XLogP	2.624
HDA	5
HBD	2
Rotatable Bonds	15
TPSA	130.01
RO5 Violation	0