NPASS drugs

Drug Information

Drug ID:	NPD1955
Drug Name:	PD-155392
Molecular Formula:	C16H15N3O3S
Canonical SMILES:	CCSC(=O)c1ccc(c2c1nc(o2)c1nc(C)ncc1O)C
Standard InCHI:	InChI=1S/C16H15N3O3S/c1-4-23-16(21)10-6-5-8(2)14-12(10)19-15(22-14)13-11(20)7-17-9(3)18-13/h5-7,20H,4H2,1-3H3
Standard InCHIKey:	KKXDONXGYCQDBD-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1955

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	627
0.1-0.2	5078
0.2-0.3	8069
0.3-0.4	8006
0.4-0.5	7337
0.5-0.6	1505
0.6-0.7	263
0.7-0.8	5
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	0.7954	NPC161801
Intermediate Similarity	0.749	NPC314633
Intermediate Similarity	0.7154	NPC205372
Intermediate Similarity	0.7143	NPC196449
Intermediate Similarity	0.7143	NPC314222
Remote Similarity	0.6974	NPC148889
Remote Similarity	0.6966	NPC196718
Remote Similarity	0.6962	NPC131885
Remote Similarity	0.6929	NPC74619
Remote Similarity	0.6921	NPC179896
Remote Similarity	0.692	NPC472066
Remote Similarity	0.692	NPC472067
Remote Similarity	0.692	NPC472031
Remote Similarity	0.6903	NPC102593
Remote Similarity	0.6893	NPC63109
Remote Similarity	0.6852	NPC182222
Remote Similarity	0.6848	NPC472068
Remote Similarity	0.6838	NPC30540
Remote Similarity	0.6833	NPC258048
Remote Similarity	0.6763	NPC91868
Remote Similarity	0.6763	NPC63971
Remote Similarity	0.6754	NPC140296
Remote Similarity	0.6738	NPC53534
Remote Similarity	0.6703	NPC72905
Remote Similarity	0.6691	NPC257851
Remote Similarity	0.6679	NPC142385
Remote Similarity	0.6679	NPC160100
Remote Similarity	0.6667	NPC216612
Remote Similarity	0.6644	NPC315411
Remote Similarity	0.6642	NPC322482
Remote Similarity	0.6641	NPC474428
Remote Similarity	0.663	NPC477590
Remote Similarity	0.663	NPC477585
Remote Similarity	0.663	NPC477586
Remote Similarity	0.663	NPC477588
Remote Similarity	0.6629	NPC470799
Remote Similarity	0.6629	NPC8022
Remote Similarity	0.6628	NPC472259
Remote Similarity	0.6619	NPC316224
Remote Similarity	0.6618	NPC260434
Remote Similarity	0.6615	NPC287208
Remote Similarity	0.6604	NPC478141
Remote Similarity	0.66	NPC315061
Remote Similarity	0.6596	NPC137353
Remote Similarity	0.6591	NPC16066
Remote Similarity	0.6587	NPC77101
Remote Similarity	0.6585	NPC282346
Remote Similarity	0.658	NPC122436
Remote Similarity	0.6573	NPC150447
Remote Similarity	0.6571	NPC72715
Remote Similarity	0.6571	NPC58209
Remote Similarity	0.6569	NPC172222
Remote Similarity	0.6565	NPC269367
Remote Similarity	0.6558	NPC477589
Remote Similarity	0.6558	NPC477587
Remote Similarity	0.6556	NPC97746
Remote Similarity	0.6552	NPC227824
Remote Similarity	0.6551	NPC41982
Remote Similarity	0.6545	NPC34770
Remote Similarity	0.6541	NPC101312
Remote Similarity	0.654	NPC152620
Remote Similarity	0.6536	NPC208522
Remote Similarity	0.6534	NPC230805
Remote Similarity	0.6523	NPC171393
Remote Similarity	0.6523	NPC295452
Remote Similarity	0.6509	NPC329631
Remote Similarity	0.6507	NPC74575
Remote Similarity	0.6505	NPC230683
Remote Similarity	0.6505	NPC209981
Remote Similarity	0.6498	NPC235685
Remote Similarity	0.6493	NPC185197
Remote Similarity	0.6493	NPC288987
Remote Similarity	0.6483	NPC132385
Remote Similarity	0.6475	NPC101350
Remote Similarity	0.6473	NPC477516
Remote Similarity	0.6473	NPC49547
Remote Similarity	0.6469	NPC472435
Remote Similarity	0.6469	NPC478045
Remote Similarity	0.6466	NPC9729
Remote Similarity	0.6464	NPC166712
Remote Similarity	0.646	NPC116622
Remote Similarity	0.6453	NPC38237
Remote Similarity	0.6449	NPC141053
Remote Similarity	0.6444	NPC51854
Remote Similarity	0.6444	NPC26543
Remote Similarity	0.6444	NPC203373
Remote Similarity	0.6442	NPC62995
Remote Similarity	0.6439	NPC472061
Remote Similarity	0.6429	NPC476287
Remote Similarity	0.6429	NPC324361
Remote Similarity	0.6419	NPC478012
Remote Similarity	0.6418	NPC27041
Remote Similarity	0.6413	NPC207686
Remote Similarity	0.6408	NPC270515
Remote Similarity	0.6402	NPC185782
Remote Similarity	0.6401	NPC472436
Remote Similarity	0.6391	NPC26679
Remote Similarity	0.6387	NPC157931
Remote Similarity	0.6386	NPC165964
Remote Similarity	0.6383	NPC291609
Remote Similarity	0.6383	NPC208364
Remote Similarity	0.6382	NPC470042
Remote Similarity	0.638	NPC240384
Remote Similarity	0.6377	NPC160666
Remote Similarity	0.6373	NPC218388
Remote Similarity	0.637	NPC298436
Remote Similarity	0.6367	NPC230403
Remote Similarity	0.6364	NPC316110
Remote Similarity	0.6364	NPC246381
Remote Similarity	0.6364	NPC313587
Remote Similarity	0.6364	NPC315893
Remote Similarity	0.6357	NPC267928
Remote Similarity	0.6353	NPC242923
Remote Similarity	0.635	NPC470018
Remote Similarity	0.6348	NPC124300
Remote Similarity	0.6348	NPC314056
Remote Similarity	0.634	NPC174672
Remote Similarity	0.6337	NPC94842
Remote Similarity	0.6335	NPC41501
Remote Similarity	0.6327	NPC186351
Remote Similarity	0.6321	NPC470022
Remote Similarity	0.6318	NPC477112
Remote Similarity	0.6316	NPC123839
Remote Similarity	0.631	NPC313804
Remote Similarity	0.631	NPC48317
Remote Similarity	0.631	NPC315804
Remote Similarity	0.6309	NPC478011
Remote Similarity	0.6304	NPC471762
Remote Similarity	0.6303	NPC472434
Remote Similarity	0.6302	NPC266249
Remote Similarity	0.6302	NPC82548
Remote Similarity	0.6294	NPC173250
Remote Similarity	0.629	NPC39092
Remote Similarity	0.6288	NPC314176
Remote Similarity	0.6287	NPC323969
Remote Similarity	0.6284	NPC478013
Remote Similarity	0.6283	NPC50511
Remote Similarity	0.6281	NPC310618
Remote Similarity	0.6276	NPC120513
Remote Similarity	0.6274	NPC476138
Remote Similarity	0.6274	NPC245816
Remote Similarity	0.6272	NPC134637
Remote Similarity	0.6268	NPC187145
Remote Similarity	0.6264	NPC193238
Remote Similarity	0.6254	NPC119134
Remote Similarity	0.6232	NPC103687
Remote Similarity	0.6232	NPC132631
Remote Similarity	0.6231	NPC220337
Remote Similarity	0.6224	NPC107123
Remote Similarity	0.6224	NPC178858
Remote Similarity	0.6222	NPC237740
Remote Similarity	0.6221	NPC19872
Remote Similarity	0.6218	NPC207620
Remote Similarity	0.6217	NPC174758
Remote Similarity	0.6212	NPC200836
Remote Similarity	0.6211	NPC188400
Remote Similarity	0.6211	NPC15406
Remote Similarity	0.6211	NPC316756
Remote Similarity	0.6204	NPC60621
Remote Similarity	0.6201	NPC217176
Remote Similarity	0.6199	NPC322064
Remote Similarity	0.6198	NPC169716
Remote Similarity	0.6194	NPC309845
Remote Similarity	0.6194	NPC470020
Remote Similarity	0.6194	NPC183537
Remote Similarity	0.6194	NPC67401
Remote Similarity	0.6192	NPC97902
Remote Similarity	0.619	NPC308906
Remote Similarity	0.619	NPC315499
Remote Similarity	0.6189	NPC78609
Remote Similarity	0.6187	NPC144381
Remote Similarity	0.6187	NPC66777
Remote Similarity	0.6183	NPC476167
Remote Similarity	0.6176	NPC477633
Remote Similarity	0.6176	NPC469727
Remote Similarity	0.6174	NPC57398
Remote Similarity	0.6174	NPC211813
Remote Similarity	0.6171	NPC146418
Remote Similarity	0.617	NPC470017
Remote Similarity	0.617	NPC477549
Remote Similarity	0.6169	NPC90229
Remote Similarity	0.6159	NPC130570
Remote Similarity	0.6154	NPC174576
Remote Similarity	0.6154	NPC473639
Remote Similarity	0.6151	NPC475774
Remote Similarity	0.6145	NPC239954
Remote Similarity	0.6145	NPC192315
Remote Similarity	0.6145	NPC112937
Remote Similarity	0.6138	NPC77878
Remote Similarity	0.6136	NPC215837
Remote Similarity	0.6131	NPC250178
Remote Similarity	0.6122	NPC81535
Remote Similarity	0.6121	NPC200553
Remote Similarity	0.6121	NPC279189
Remote Similarity	0.6117	NPC267811
Remote Similarity	0.6115	NPC198673
Remote Similarity	0.6109	NPC54066
Remote Similarity	0.6101	NPC229893
Remote Similarity	0.61	NPC92803
Remote Similarity	0.6098	NPC477806

Drug Structure

NPD1955 OpenBabel08211701392D 24 26 0 0 0 0 0 0 0 0999 V2000 0.7810 3.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 -1.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 -0.9230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0850 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 1.3090 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 -1.8171 -0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 -0.0570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 1.6750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8171 2.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5878 0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 -0.0570 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 2.5411 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.6831 3.3090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 3.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.0878 3.4071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 23 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 7 17 1 0 0 0 0 8 14 2 0 0 0 0 9 17 2 0 0 0 0 9 18 1 0 0 0 0 10 12 2 0 0 0 0 10 16 1 0 0 0 0 11 13 1 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 15 1 0 0 0 0 13 18 2 0 0 0 0 14 22 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 21 2 0 0 0 0 16 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010742
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	329.08
ALogP	0.8987
MLogP	2.45
XLogP	2.388
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	114.41
RO5 Violation	0