NPASS drugs

Drug Information

Drug ID:	NPD6239
Drug Name:	EHT-1864
Molecular Formula:	C25H27F3N2O4S
Canonical SMILES:	O=c1cc(occ1OCCCCCSc1ccnc2c1ccc(c2)C(F)(F)F)CN1CCOCC1
Standard InCHI:	InChI=1S/C25H27F3N2O4S/c26-25(27,28)18-4-5-20-21(14-18)29-7-6-24(20)35-13-3-1-2-10-33-23-17-34-19(15-22(23)31)16-30-8-11-32-12-9-30/h4-7,14-15,17H,1-3,8-13,16H2
Standard InCHIKey:	MIDUFIRTIFUTQA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6239

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	315
0.1-0.2	2930
0.2-0.3	10227
0.3-0.4	13030
0.4-0.5	2152
0.5-0.6	1667
0.6-0.7	565
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	0.7358	NPC12649
Intermediate Similarity	0.7065	NPC255909
Intermediate Similarity	0.7047	NPC91895
Intermediate Similarity	0.7039	NPC168911
Remote Similarity	0.699	NPC203754
Remote Similarity	0.699	NPC150048
Remote Similarity	0.6957	NPC212213
Remote Similarity	0.6897	NPC103119
Remote Similarity	0.6884	NPC73994
Remote Similarity	0.6875	NPC239954
Remote Similarity	0.6866	NPC258480
Remote Similarity	0.6845	NPC198673
Remote Similarity	0.6839	NPC478182
Remote Similarity	0.68	NPC61011
Remote Similarity	0.6798	NPC118084
Remote Similarity	0.6798	NPC66210
Remote Similarity	0.6788	NPC478185
Remote Similarity	0.6782	NPC46895
Remote Similarity	0.6771	NPC293487
Remote Similarity	0.6762	NPC81535
Remote Similarity	0.6758	NPC314102
Remote Similarity	0.6758	NPC251722
Remote Similarity	0.6744	NPC66699
Remote Similarity	0.6733	NPC163055
Remote Similarity	0.673	NPC121327
Remote Similarity	0.6716	NPC311858
Remote Similarity	0.6701	NPC65080
Remote Similarity	0.67	NPC237188
Remote Similarity	0.67	NPC83774
Remote Similarity	0.67	NPC248454
Remote Similarity	0.67	NPC157583
Remote Similarity	0.67	NPC467063
Remote Similarity	0.6698	NPC175916
Remote Similarity	0.6684	NPC478183
Remote Similarity	0.6682	NPC74413
Remote Similarity	0.6682	NPC327592
Remote Similarity	0.6667	NPC51054
Remote Similarity	0.6667	NPC143977
Remote Similarity	0.6651	NPC317373
Remote Similarity	0.6651	NPC124636
Remote Similarity	0.6651	NPC472064
Remote Similarity	0.6651	NPC238457
Remote Similarity	0.6635	NPC216550
Remote Similarity	0.6621	NPC318299
Remote Similarity	0.6621	NPC193370
Remote Similarity	0.6618	NPC472112
Remote Similarity	0.6616	NPC32534
Remote Similarity	0.6597	NPC216713
Remote Similarity	0.6591	NPC317752
Remote Similarity	0.6591	NPC46358
Remote Similarity	0.6589	NPC260900
Remote Similarity	0.6589	NPC328318
Remote Similarity	0.6589	NPC328596
Remote Similarity	0.6588	NPC272483
Remote Similarity	0.6585	NPC62510
Remote Similarity	0.6582	NPC311276
Remote Similarity	0.6582	NPC478184
Remote Similarity	0.6571	NPC294693
Remote Similarity	0.6564	NPC255229
Remote Similarity	0.6564	NPC81229
Remote Similarity	0.656	NPC472070
Remote Similarity	0.6557	NPC149708
Remote Similarity	0.6555	NPC47190
Remote Similarity	0.6555	NPC472113
Remote Similarity	0.6552	NPC24864
Remote Similarity	0.6552	NPC168486
Remote Similarity	0.6552	NPC222592
Remote Similarity	0.6548	NPC477975
Remote Similarity	0.6545	NPC40070
Remote Similarity	0.6541	NPC169433
Remote Similarity	0.6535	NPC68354
Remote Similarity	0.6535	NPC28848
Remote Similarity	0.6535	NPC14325
Remote Similarity	0.6528	NPC165349
Remote Similarity	0.6528	NPC264166
Remote Similarity	0.6528	NPC329708
Remote Similarity	0.6528	NPC118832
Remote Similarity	0.6528	NPC47059
Remote Similarity	0.6528	NPC274291
Remote Similarity	0.6514	NPC287208
Remote Similarity	0.6512	NPC472063
Remote Similarity	0.6512	NPC472069
Remote Similarity	0.6512	NPC472062
Remote Similarity	0.651	NPC470233
Remote Similarity	0.6509	NPC106824
Remote Similarity	0.6508	NPC285731
Remote Similarity	0.6507	NPC473763
Remote Similarity	0.6507	NPC117244
Remote Similarity	0.6507	NPC129909
Remote Similarity	0.6498	NPC472065
Remote Similarity	0.6489	NPC20144
Remote Similarity	0.6488	NPC143533
Remote Similarity	0.6488	NPC472104
Remote Similarity	0.6485	NPC472122
Remote Similarity	0.6485	NPC24594
Remote Similarity	0.6484	NPC256893
Remote Similarity	0.6477	NPC200214
Remote Similarity	0.6471	NPC471997
Remote Similarity	0.6462	NPC129721
Remote Similarity	0.6462	NPC469762
Remote Similarity	0.6462	NPC472116
Remote Similarity	0.6459	NPC95783
Remote Similarity	0.6456	NPC470003
Remote Similarity	0.6453	NPC326575
Remote Similarity	0.6452	NPC314930
Remote Similarity	0.6452	NPC214827
Remote Similarity	0.6449	NPC284338
Remote Similarity	0.6441	NPC234078
Remote Similarity	0.6441	NPC221100
Remote Similarity	0.6436	NPC37423
Remote Similarity	0.6436	NPC469938
Remote Similarity	0.6436	NPC275305
Remote Similarity	0.6436	NPC139763
Remote Similarity	0.6432	NPC155444
Remote Similarity	0.6432	NPC253987
Remote Similarity	0.6432	NPC216612
Remote Similarity	0.6432	NPC56233
Remote Similarity	0.6429	NPC56765
Remote Similarity	0.6425	NPC280290
Remote Similarity	0.6425	NPC472107
Remote Similarity	0.6425	NPC470823
Remote Similarity	0.6425	NPC79062
Remote Similarity	0.6422	NPC133261
Remote Similarity	0.6417	NPC104483
Remote Similarity	0.641	NPC469785
Remote Similarity	0.6402	NPC470499
Remote Similarity	0.64	NPC70949
Remote Similarity	0.64	NPC63751
Remote Similarity	0.6398	NPC150259
Remote Similarity	0.6392	NPC281094
Remote Similarity	0.639	NPC472105
Remote Similarity	0.639	NPC15840
Remote Similarity	0.639	NPC187827
Remote Similarity	0.6385	NPC128244
Remote Similarity	0.6383	NPC238499
Remote Similarity	0.6377	NPC284559
Remote Similarity	0.6376	NPC88115
Remote Similarity	0.6373	NPC234987
Remote Similarity	0.6372	NPC160127
Remote Similarity	0.6372	NPC50997
Remote Similarity	0.6368	NPC194411
Remote Similarity	0.6368	NPC116961
Remote Similarity	0.6368	NPC24802
Remote Similarity	0.6364	NPC242116
Remote Similarity	0.6364	NPC475024
Remote Similarity	0.6359	NPC106757
Remote Similarity	0.6355	NPC227582
Remote Similarity	0.6354	NPC471957
Remote Similarity	0.6354	NPC477974
Remote Similarity	0.6351	NPC114974
Remote Similarity	0.635	NPC474561
Remote Similarity	0.635	NPC114637
Remote Similarity	0.635	NPC49954
Remote Similarity	0.635	NPC54988
Remote Similarity	0.6345	NPC206819
Remote Similarity	0.6345	NPC318065
Remote Similarity	0.6341	NPC215795
Remote Similarity	0.6341	NPC176199
Remote Similarity	0.6338	NPC135950
Remote Similarity	0.6338	NPC289299
Remote Similarity	0.6338	NPC57994
Remote Similarity	0.6337	NPC470498
Remote Similarity	0.6333	NPC102338
Remote Similarity	0.6333	NPC61435
Remote Similarity	0.6333	NPC196251
Remote Similarity	0.6333	NPC63199
Remote Similarity	0.6333	NPC111602
Remote Similarity	0.6332	NPC469813
Remote Similarity	0.6332	NPC90723
Remote Similarity	0.6332	NPC78375
Remote Similarity	0.6332	NPC469541
Remote Similarity	0.6332	NPC476446
Remote Similarity	0.6332	NPC265100
Remote Similarity	0.6332	NPC40779
Remote Similarity	0.633	NPC143325
Remote Similarity	0.6329	NPC472110
Remote Similarity	0.6329	NPC469358
Remote Similarity	0.6329	NPC325093
Remote Similarity	0.6329	NPC472109
Remote Similarity	0.6318	NPC323927
Remote Similarity	0.6318	NPC225821
Remote Similarity	0.6313	NPC279918
Remote Similarity	0.6313	NPC215584
Remote Similarity	0.6313	NPC44773
Remote Similarity	0.6311	NPC164228
Remote Similarity	0.6311	NPC251936
Remote Similarity	0.6308	NPC469763
Remote Similarity	0.6308	NPC25008
Remote Similarity	0.6308	NPC73952
Remote Similarity	0.6308	NPC469765
Remote Similarity	0.6308	NPC245916
Remote Similarity	0.6308	NPC469786
Remote Similarity	0.6308	NPC259644
Remote Similarity	0.6308	NPC469760
Remote Similarity	0.6306	NPC470020
Remote Similarity	0.6305	NPC313791
Remote Similarity	0.6303	NPC154339
Remote Similarity	0.63	NPC471178
Remote Similarity	0.6298	NPC476140
Remote Similarity	0.6298	NPC228835

Drug Structure

NPD6239 OpenBabel08211709092D 35 38 0 0 0 0 0 0 0 0999 V2000 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 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 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -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 -2.5981 1.5000 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 9.5263 -1.5000 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 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -0.0000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3923 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -1.1340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 10 1 0 0 0 0 3 13 1 0 0 0 0 4 5 2 0 0 0 0 4 18 1 0 0 0 0 5 20 1 0 0 0 0 6 7 1 0 0 0 0 6 24 2 0 0 0 0 7 29 2 0 0 0 0 8 11 1 0 0 0 0 8 30 1 0 0 0 0 9 12 1 0 0 0 0 9 30 1 0 0 0 0 10 33 1 0 0 0 0 11 32 1 0 0 0 0 12 32 1 0 0 0 0 13 35 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 19 1 0 0 0 0 16 30 1 0 0 0 0 17 23 2 0 0 0 0 17 34 1 0 0 0 0 18 25 1 0 0 0 0 19 34 1 0 0 0 0 20 21 2 0 0 0 0 20 24 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 22 31 2 0 0 0 0 23 33 1 0 0 0 0 24 35 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015809
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	508.16
ALogP	-0.3927
MLogP	3.11
XLogP	5.021
HDA	6
HBD	0
Rotatable Bonds	14
TPSA	86.19
RO5 Violation	2