NPASS drugs

Drug Information

Drug ID:	NPD3809
Drug Name:	GS-9160
Molecular Formula:	C20H18FN3O4S
Canonical SMILES:	Fc1ccc(cc1)CN1Cc2c(C1=O)c(O)c1c(c2N(S(=O)(=O)C)C)cccn1
Standard InCHI:	InChI=1S/C20H18FN3O4S/c1-23(29(2,27)28)18-14-4-3-9-22-17(14)19(25)16-15(18)11-24(20(16)26)10-12-5-7-13(21)8-6-12/h3-9,25H,10-11H2,1-2H3
Standard InCHIKey:	RJWBOLLTMJMYNV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3809

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	453
0.1-0.2	2625
0.2-0.3	9947
0.3-0.4	7383
0.4-0.5	7671
0.5-0.6	1812
0.6-0.7	963
0.7-0.8	35
0.8-0.85	1
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	0.8	NPC72905
Intermediate Similarity	0.7846	NPC137353
Intermediate Similarity	0.7819	NPC142385
Intermediate Similarity	0.7773	NPC477112
Intermediate Similarity	0.7675	NPC477111
Intermediate Similarity	0.7511	NPC477113
Intermediate Similarity	0.7458	NPC103687
Intermediate Similarity	0.7458	NPC132631
Intermediate Similarity	0.7373	NPC477110
Intermediate Similarity	0.73	NPC476161
Intermediate Similarity	0.7291	NPC208522
Intermediate Similarity	0.7261	NPC216612
Intermediate Similarity	0.7229	NPC470678
Intermediate Similarity	0.7197	NPC293151
Intermediate Similarity	0.7185	NPC237740
Intermediate Similarity	0.7172	NPC470018
Intermediate Similarity	0.7166	NPC49547
Intermediate Similarity	0.7165	NPC161801
Intermediate Similarity	0.7162	NPC90229
Intermediate Similarity	0.7161	NPC309845
Intermediate Similarity	0.716	NPC322482
Intermediate Similarity	0.7149	NPC477549
Intermediate Similarity	0.7143	NPC74575
Intermediate Similarity	0.7137	NPC132385
Intermediate Similarity	0.7131	NPC9894
Intermediate Similarity	0.712	NPC184225
Intermediate Similarity	0.7101	NPC474428
Intermediate Similarity	0.7082	NPC211813
Intermediate Similarity	0.707	NPC270515
Intermediate Similarity	0.7059	NPC294375
Intermediate Similarity	0.7054	NPC469727
Intermediate Similarity	0.7049	NPC478141
Intermediate Similarity	0.7028	NPC477516
Intermediate Similarity	0.702	NPC51388
Intermediate Similarity	0.7012	NPC470017
Intermediate Similarity	0.7008	NPC473312
Remote Similarity	0.6984	NPC470022
Remote Similarity	0.6967	NPC276657
Remote Similarity	0.6962	NPC283117
Remote Similarity	0.6946	NPC470020
Remote Similarity	0.6936	NPC328318
Remote Similarity	0.6936	NPC328596
Remote Similarity	0.6935	NPC186351
Remote Similarity	0.6933	NPC476157
Remote Similarity	0.6929	NPC324361
Remote Similarity	0.6929	NPC74562
Remote Similarity	0.6929	NPC316181
Remote Similarity	0.6929	NPC151781
Remote Similarity	0.692	NPC474701
Remote Similarity	0.6909	NPC314940
Remote Similarity	0.6909	NPC473764
Remote Similarity	0.6907	NPC200836
Remote Similarity	0.6895	NPC214980
Remote Similarity	0.6891	NPC193238
Remote Similarity	0.6891	NPC270918
Remote Similarity	0.6882	NPC475746
Remote Similarity	0.688	NPC476167
Remote Similarity	0.6878	NPC472259
Remote Similarity	0.686	NPC250448
Remote Similarity	0.686	NPC178858
Remote Similarity	0.6857	NPC315804
Remote Similarity	0.6857	NPC313804
Remote Similarity	0.6857	NPC269270
Remote Similarity	0.685	NPC279589
Remote Similarity	0.685	NPC15801
Remote Similarity	0.6849	NPC317373
Remote Similarity	0.6846	NPC208284
Remote Similarity	0.6844	NPC271792
Remote Similarity	0.6838	NPC192315
Remote Similarity	0.6836	NPC196449
Remote Similarity	0.6836	NPC314222
Remote Similarity	0.6831	NPC118228
Remote Similarity	0.6829	NPC14686
Remote Similarity	0.6826	NPC144381
Remote Similarity	0.6825	NPC45048
Remote Similarity	0.6825	NPC207686
Remote Similarity	0.6824	NPC41679
Remote Similarity	0.6813	NPC326363
Remote Similarity	0.6807	NPC475070
Remote Similarity	0.6807	NPC327592
Remote Similarity	0.6805	NPC5145
Remote Similarity	0.6805	NPC303951
Remote Similarity	0.6803	NPC469928
Remote Similarity	0.6802	NPC252590
Remote Similarity	0.6792	NPC18348
Remote Similarity	0.6792	NPC171787
Remote Similarity	0.6787	NPC476818
Remote Similarity	0.6784	NPC6786
Remote Similarity	0.6783	NPC246700
Remote Similarity	0.6783	NPC128751
Remote Similarity	0.678	NPC213308
Remote Similarity	0.678	NPC45459
Remote Similarity	0.678	NPC315491
Remote Similarity	0.6777	NPC23294
Remote Similarity	0.6774	NPC16352
Remote Similarity	0.6773	NPC274640
Remote Similarity	0.6772	NPC182222
Remote Similarity	0.6772	NPC253675
Remote Similarity	0.677	NPC210296
Remote Similarity	0.6769	NPC218388
Remote Similarity	0.6767	NPC99666
Remote Similarity	0.6766	NPC474916
Remote Similarity	0.6766	NPC212213
Remote Similarity	0.6765	NPC475774
Remote Similarity	0.6765	NPC53144
Remote Similarity	0.6763	NPC61038
Remote Similarity	0.676	NPC24370
Remote Similarity	0.676	NPC319232
Remote Similarity	0.6758	NPC166722
Remote Similarity	0.6753	NPC469497
Remote Similarity	0.6753	NPC106833
Remote Similarity	0.675	NPC53344
Remote Similarity	0.6749	NPC38237
Remote Similarity	0.6749	NPC219087
Remote Similarity	0.6748	NPC264285
Remote Similarity	0.6738	NPC230403
Remote Similarity	0.6732	NPC41501
Remote Similarity	0.6732	NPC329631
Remote Similarity	0.6723	NPC156704
Remote Similarity	0.6723	NPC57398
Remote Similarity	0.6723	NPC153042
Remote Similarity	0.6722	NPC287208
Remote Similarity	0.6721	NPC74360
Remote Similarity	0.6721	NPC317752
Remote Similarity	0.6719	NPC476451
Remote Similarity	0.671	NPC183805
Remote Similarity	0.6709	NPC146724
Remote Similarity	0.6708	NPC175602
Remote Similarity	0.6707	NPC27041
Remote Similarity	0.6707	NPC210434
Remote Similarity	0.6706	NPC24802
Remote Similarity	0.6706	NPC325976
Remote Similarity	0.6696	NPC478032
Remote Similarity	0.6696	NPC171171
Remote Similarity	0.6695	NPC471448
Remote Similarity	0.6694	NPC225279
Remote Similarity	0.6693	NPC132329
Remote Similarity	0.6693	NPC473186
Remote Similarity	0.6692	NPC160898
Remote Similarity	0.668	NPC110182
Remote Similarity	0.668	NPC173080
Remote Similarity	0.668	NPC205372
Remote Similarity	0.668	NPC318299
Remote Similarity	0.668	NPC116622
Remote Similarity	0.668	NPC24019
Remote Similarity	0.6667	NPC72715
Remote Similarity	0.6667	NPC22481
Remote Similarity	0.6654	NPC117980
Remote Similarity	0.6654	NPC15406
Remote Similarity	0.6654	NPC472061
Remote Similarity	0.6653	NPC86834
Remote Similarity	0.6653	NPC207866
Remote Similarity	0.6653	NPC82548
Remote Similarity	0.6653	NPC179287
Remote Similarity	0.6653	NPC17565
Remote Similarity	0.6653	NPC77555
Remote Similarity	0.6653	NPC210828
Remote Similarity	0.6652	NPC314002
Remote Similarity	0.6641	NPC39370
Remote Similarity	0.6641	NPC475844
Remote Similarity	0.664	NPC144452
Remote Similarity	0.664	NPC314552
Remote Similarity	0.6629	NPC183537
Remote Similarity	0.6629	NPC315893
Remote Similarity	0.6629	NPC313587
Remote Similarity	0.6629	NPC316110
Remote Similarity	0.6624	NPC239954
Remote Similarity	0.6618	NPC478012
Remote Similarity	0.6617	NPC282346
Remote Similarity	0.6615	NPC108342
Remote Similarity	0.6614	NPC65277
Remote Similarity	0.6614	NPC278525
Remote Similarity	0.6613	NPC184408
Remote Similarity	0.661	NPC472193
Remote Similarity	0.6609	NPC204717
Remote Similarity	0.6602	NPC323752
Remote Similarity	0.6602	NPC172222
Remote Similarity	0.6602	NPC220852
Remote Similarity	0.6601	NPC257851
Remote Similarity	0.66	NPC280799
Remote Similarity	0.6599	NPC322064
Remote Similarity	0.6598	NPC85273
Remote Similarity	0.6597	NPC317727
Remote Similarity	0.6596	NPC198673
Remote Similarity	0.6596	NPC329541
Remote Similarity	0.6593	NPC139763
Remote Similarity	0.659	NPC316224
Remote Similarity	0.6589	NPC189903
Remote Similarity	0.6589	NPC285343
Remote Similarity	0.6589	NPC182907
Remote Similarity	0.6588	NPC474688
Remote Similarity	0.6582	NPC78767
Remote Similarity	0.6582	NPC473814
Remote Similarity	0.6581	NPC473763
Remote Similarity	0.6581	NPC117244
Remote Similarity	0.6575	NPC246381
Remote Similarity	0.6574	NPC118121
Remote Similarity	0.6568	NPC93390
Remote Similarity	0.6568	NPC276517
Remote Similarity	0.6567	NPC255909

Drug Structure

NPD3809 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.8660 1.5000 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 0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9345 -0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9345 -1.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9345 -0.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9345 -1.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4345 -0.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 0.0219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4345 -0.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4345 -0.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 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 1.7321 3.0000 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 2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.8309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4345 -0.9487 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9345 -0.0827 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3194 1.0388 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 1.0000 -0.0000 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 3.4641 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 9 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 12 2 0 0 0 0 6 8 2 0 0 0 0 6 12 1 0 0 0 0 7 13 2 0 0 0 0 8 13 1 0 0 0 0 9 22 2 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 15 1 0 0 0 0 11 24 1 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 18 2 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 19 2 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 25 1 0 0 0 0 20 24 1 0 0 0 0 20 26 2 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003047
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.10
ALogP	-1.3241
MLogP	2.67
XLogP	1.929
HDA	6
HBD	1
Rotatable Bonds	8
TPSA	99.19
RO5 Violation	0