NPASS drugs

Drug Information

Drug ID:	NPD6475
Drug Name:	Sb-649868
Molecular Formula:	C26H24FN3O3S
Canonical SMILES:	Fc1ccc(cc1)c1sc(nc1C(=O)N1CCCC[C@H]1CN=C(c1cccc2c1cco2)O)C
Standard InCHI:	InChI=1S/C26H24FN3O3S/c1-16-29-23(24(34-16)17-8-10-18(27)11-9-17)26(32)30-13-3-2-5-19(30)15-28-25(31)21-6-4-7-22-20(21)12-14-33-22/h4,6-12,14,19H,2-3,5,13,15H2,1H3,(H,28,31)/t19-/m0/s1
Standard InCHIKey:	ZJXIUGNEAIHSBI-IBGZPJMESA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD6475

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	363
0.1-0.2	1988
0.2-0.3	9036
0.3-0.4	3862
0.4-0.5	11329
0.5-0.6	3872
0.6-0.7	438
0.7-0.8	2
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	0.7265	NPC238242
Intermediate Similarity	0.7044	NPC315411
Remote Similarity	0.6932	NPC329631
Remote Similarity	0.6914	NPC75179
Remote Similarity	0.6898	NPC323969
Remote Similarity	0.6871	NPC315061
Remote Similarity	0.6797	NPC477590
Remote Similarity	0.6797	NPC477585
Remote Similarity	0.6797	NPC477588
Remote Similarity	0.6797	NPC477586
Remote Similarity	0.6773	NPC194740
Remote Similarity	0.6767	NPC185197
Remote Similarity	0.6762	NPC146976
Remote Similarity	0.6721	NPC236668
Remote Similarity	0.672	NPC97746
Remote Similarity	0.6719	NPC477587
Remote Similarity	0.6719	NPC477589
Remote Similarity	0.6716	NPC230683
Remote Similarity	0.6708	NPC220337
Remote Similarity	0.6705	NPC161801
Remote Similarity	0.6694	NPC16066
Remote Similarity	0.6692	NPC67401
Remote Similarity	0.668	NPC251036
Remote Similarity	0.668	NPC205372
Remote Similarity	0.668	NPC322482
Remote Similarity	0.668	NPC24019
Remote Similarity	0.6679	NPC478045
Remote Similarity	0.6667	NPC257511
Remote Similarity	0.6667	NPC269367
Remote Similarity	0.6667	NPC322064
Remote Similarity	0.6642	NPC314254
Remote Similarity	0.6642	NPC313966
Remote Similarity	0.6641	NPC210296
Remote Similarity	0.6641	NPC119134
Remote Similarity	0.6629	NPC183537
Remote Similarity	0.6627	NPC469439
Remote Similarity	0.6614	NPC314633
Remote Similarity	0.6612	NPC264176
Remote Similarity	0.6612	NPC472098
Remote Similarity	0.6612	NPC53344
Remote Similarity	0.6604	NPC129897
Remote Similarity	0.6601	NPC157931
Remote Similarity	0.6601	NPC257851
Remote Similarity	0.659	NPC15406
Remote Similarity	0.6589	NPC189903
Remote Similarity	0.6589	NPC182907
Remote Similarity	0.6587	NPC473449
Remote Similarity	0.6586	NPC298436
Remote Similarity	0.6576	NPC253675
Remote Similarity	0.6574	NPC210434
Remote Similarity	0.6573	NPC305984
Remote Similarity	0.6567	NPC258048
Remote Similarity	0.6562	NPC471004
Remote Similarity	0.6562	NPC477516
Remote Similarity	0.6557	NPC14877
Remote Similarity	0.6557	NPC475350
Remote Similarity	0.6557	NPC145178
Remote Similarity	0.6556	NPC75498
Remote Similarity	0.6554	NPC53255
Remote Similarity	0.6554	NPC85879
Remote Similarity	0.6554	NPC475301
Remote Similarity	0.6554	NPC326930
Remote Similarity	0.655	NPC108342
Remote Similarity	0.6546	NPC131885
Remote Similarity	0.6543	NPC193238
Remote Similarity	0.6537	NPC22481
Remote Similarity	0.6531	NPC470020
Remote Similarity	0.6531	NPC328928
Remote Similarity	0.653	NPC13603
Remote Similarity	0.653	NPC318068
Remote Similarity	0.6528	NPC165964
Remote Similarity	0.6527	NPC188400
Remote Similarity	0.6519	NPC473833
Remote Similarity	0.6517	NPC244543
Remote Similarity	0.6512	NPC90875
Remote Similarity	0.6512	NPC39370
Remote Similarity	0.6508	NPC478141
Remote Similarity	0.6504	NPC77878
Remote Similarity	0.6502	NPC124313
Remote Similarity	0.65	NPC101350
Remote Similarity	0.6498	NPC470900
Remote Similarity	0.6498	NPC473186
Remote Similarity	0.6494	NPC472099
Remote Similarity	0.6494	NPC128115
Remote Similarity	0.6492	NPC50562
Remote Similarity	0.6484	NPC278525
Remote Similarity	0.648	NPC303658
Remote Similarity	0.6478	NPC38237
Remote Similarity	0.6478	NPC474428
Remote Similarity	0.6475	NPC270918
Remote Similarity	0.6471	NPC140296
Remote Similarity	0.6466	NPC67658
Remote Similarity	0.6462	NPC235685
Remote Similarity	0.6462	NPC6786
Remote Similarity	0.6449	NPC101312
Remote Similarity	0.6445	NPC471762
Remote Similarity	0.6443	NPC216612
Remote Similarity	0.6442	NPC316110
Remote Similarity	0.6442	NPC315893
Remote Similarity	0.6442	NPC313587
Remote Similarity	0.6442	NPC137353
Remote Similarity	0.6437	NPC166722
Remote Similarity	0.6437	NPC470784
Remote Similarity	0.6437	NPC474183
Remote Similarity	0.6434	NPC233334
Remote Similarity	0.6434	NPC472111
Remote Similarity	0.6434	NPC475196
Remote Similarity	0.6434	NPC196718
Remote Similarity	0.6429	NPC63971
Remote Similarity	0.6429	NPC91868
Remote Similarity	0.6426	NPC72905
Remote Similarity	0.6426	NPC84164
Remote Similarity	0.6426	NPC207283
Remote Similarity	0.6426	NPC216507
Remote Similarity	0.6423	NPC473187
Remote Similarity	0.6418	NPC189079
Remote Similarity	0.6415	NPC475533
Remote Similarity	0.6412	NPC475816
Remote Similarity	0.6407	NPC472589
Remote Similarity	0.6406	NPC478078
Remote Similarity	0.6405	NPC115282
Remote Similarity	0.6403	NPC280799
Remote Similarity	0.6398	NPC184680
Remote Similarity	0.6397	NPC191489
Remote Similarity	0.6397	NPC89549
Remote Similarity	0.6395	NPC217176
Remote Similarity	0.6391	NPC1608
Remote Similarity	0.6391	NPC324619
Remote Similarity	0.6391	NPC475315
Remote Similarity	0.639	NPC280714
Remote Similarity	0.6389	NPC168209
Remote Similarity	0.6389	NPC269270
Remote Similarity	0.6389	NPC288987
Remote Similarity	0.6388	NPC148889
Remote Similarity	0.6386	NPC316181
Remote Similarity	0.6386	NPC151781
Remote Similarity	0.6386	NPC74562
Remote Similarity	0.6382	NPC82548
Remote Similarity	0.6381	NPC66777
Remote Similarity	0.6381	NPC476997
Remote Similarity	0.6381	NPC246381
Remote Similarity	0.6381	NPC133609
Remote Similarity	0.6379	NPC295898
Remote Similarity	0.6375	NPC27041
Remote Similarity	0.6374	NPC470785
Remote Similarity	0.6371	NPC102593
Remote Similarity	0.6371	NPC207686
Remote Similarity	0.6367	NPC472287
Remote Similarity	0.6367	NPC472286
Remote Similarity	0.6364	NPC14686
Remote Similarity	0.6364	NPC150239
Remote Similarity	0.636	NPC196449
Remote Similarity	0.636	NPC314222
Remote Similarity	0.6357	NPC476996
Remote Similarity	0.6357	NPC476998
Remote Similarity	0.6353	NPC94842
Remote Similarity	0.6353	NPC58209
Remote Similarity	0.6353	NPC72715
Remote Similarity	0.635	NPC209981
Remote Similarity	0.635	NPC471978
Remote Similarity	0.635	NPC168922
Remote Similarity	0.6347	NPC53534
Remote Similarity	0.6341	NPC471979
Remote Similarity	0.634	NPC316224
Remote Similarity	0.634	NPC160100
Remote Similarity	0.6339	NPC198503
Remote Similarity	0.6336	NPC249662
Remote Similarity	0.6335	NPC152768
Remote Similarity	0.6335	NPC148183
Remote Similarity	0.6333	NPC472588
Remote Similarity	0.6331	NPC471304
Remote Similarity	0.6321	NPC478012
Remote Similarity	0.632	NPC324361
Remote Similarity	0.6319	NPC470901
Remote Similarity	0.6318	NPC476994
Remote Similarity	0.6318	NPC230403
Remote Similarity	0.6316	NPC471013
Remote Similarity	0.6316	NPC180668
Remote Similarity	0.6316	NPC148896
Remote Similarity	0.6316	NPC78609
Remote Similarity	0.6314	NPC175150
Remote Similarity	0.6314	NPC243633
Remote Similarity	0.6312	NPC131486
Remote Similarity	0.6308	NPC474192
Remote Similarity	0.6308	NPC475720
Remote Similarity	0.6305	NPC9894
Remote Similarity	0.6304	NPC88923
Remote Similarity	0.6304	NPC100734
Remote Similarity	0.6304	NPC315634
Remote Similarity	0.6301	NPC45190
Remote Similarity	0.63	NPC472436
Remote Similarity	0.6299	NPC54066
Remote Similarity	0.6299	NPC225279
Remote Similarity	0.6298	NPC477549
Remote Similarity	0.629	NPC174672
Remote Similarity	0.629	NPC61038
Remote Similarity	0.6289	NPC122436
Remote Similarity	0.6288	NPC41501
Remote Similarity	0.6287	NPC478083
Remote Similarity	0.6286	NPC469440

Drug Structure

NPD6475 OpenBabel08211710072D 35 39 0 0 1 0 0 0 0 0999 V2000 1.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 4.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4680 2.2382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0032 0.5909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4190 2.5472 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9543 0.9000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0380 1.0170 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0326 1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1622 1.8781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 2.5388 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.8301 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -0.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 0.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1132 2.1871 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 1.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -0.4612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.4393 0.2080 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 2.2321 -1.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 3 1 0 0 0 0 2 5 1 0 0 0 0 3 13 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 19 1 0 0 0 0 6 21 1 0 0 0 0 7 22 2 0 0 0 0 8 10 1 0 0 0 0 8 17 2 0 0 0 0 9 11 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 14 2 0 0 0 0 12 20 1 0 0 0 0 13 30 1 0 0 0 0 14 33 1 0 0 0 0 15 28 1 0 0 0 0 16 29 2 0 0 0 0 16 34 1 0 0 0 0 17 24 1 0 0 0 0 18 27 1 0 0 0 0 19 15 1 1 0 0 0 19 30 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 21 25 1 0 0 0 0 22 33 1 0 0 0 0 23 24 2 0 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 24 34 1 0 0 0 0 25 28 2 3 0 0 0 25 31 1 0 0 0 0 26 30 1 0 0 0 0 26 32 2 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000386
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25195495
ChEBI
CAS Number

Drug Properties

Molecular Weight	477.15
ALogP	-0.8643
MLogP	3.44
XLogP	5.271
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	107.17
RO5 Violation	1