NPASS drugs

Drug Information

Drug ID:	NPD5409
Drug Name:
Molecular Formula:	C23H17BrF2N4O3S
Canonical SMILES:	Brc1ccc(c(c1)NS(=O)(=O)c1cccc2c1nccn2)C(=N[C@@H](c1ccc(cc1F)F)C)O
Standard InCHI:	InChI=1S/C23H17BrF2N4O3S/c1-13(16-8-6-15(25)12-18(16)26)29-23(31)17-7-5-14(24)11-20(17)30-34(32,33)21-4-2-3-19-22(21)28-10-9-27-19/h2-13,30H,1H3,(H,29,31)/t13-/m1/s1
Standard InCHIKey:	TZKCPFFVWLRNRZ-CYBMUJFWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5409

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	495
0.1-0.2	6050
0.2-0.3	11781
0.3-0.4	8527
0.4-0.5	2140
0.5-0.6	1555
0.6-0.7	332
0.7-0.8	10
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	0.7319	NPC470504
Intermediate Similarity	0.7269	NPC470505
Intermediate Similarity	0.7097	NPC473761
Intermediate Similarity	0.7083	NPC106771
Intermediate Similarity	0.7083	NPC303820
Intermediate Similarity	0.7083	NPC23420
Intermediate Similarity	0.7083	NPC205254
Intermediate Similarity	0.7051	NPC94211
Intermediate Similarity	0.7051	NPC475935
Intermediate Similarity	0.7051	NPC52909
Remote Similarity	0.6974	NPC288445
Remote Similarity	0.6942	NPC474958
Remote Similarity	0.6923	NPC476121
Remote Similarity	0.6901	NPC231536
Remote Similarity	0.6897	NPC60006
Remote Similarity	0.6889	NPC193370
Remote Similarity	0.6878	NPC82331
Remote Similarity	0.687	NPC470502
Remote Similarity	0.6857	NPC48938
Remote Similarity	0.6853	NPC245348
Remote Similarity	0.6847	NPC274229
Remote Similarity	0.6844	NPC124636
Remote Similarity	0.684	NPC470501
Remote Similarity	0.6837	NPC324149
Remote Similarity	0.6837	NPC304187
Remote Similarity	0.6837	NPC477166
Remote Similarity	0.6825	NPC108011
Remote Similarity	0.681	NPC470503
Remote Similarity	0.6784	NPC477610
Remote Similarity	0.6771	NPC476124
Remote Similarity	0.6759	NPC477167
Remote Similarity	0.6759	NPC473342
Remote Similarity	0.673	NPC307191
Remote Similarity	0.6726	NPC475070
Remote Similarity	0.6724	NPC216221
Remote Similarity	0.6711	NPC66699
Remote Similarity	0.6699	NPC121903
Remote Similarity	0.6681	NPC77022
Remote Similarity	0.6667	NPC477609
Remote Similarity	0.6653	NPC37152
Remote Similarity	0.6652	NPC470500
Remote Similarity	0.6634	NPC476118
Remote Similarity	0.6619	NPC150048
Remote Similarity	0.6619	NPC203754
Remote Similarity	0.6618	NPC131718
Remote Similarity	0.6606	NPC474916
Remote Similarity	0.6595	NPC149014
Remote Similarity	0.6594	NPC207020
Remote Similarity	0.6593	NPC175916
Remote Similarity	0.6591	NPC222018
Remote Similarity	0.6589	NPC284678
Remote Similarity	0.6579	NPC5145
Remote Similarity	0.6555	NPC477608
Remote Similarity	0.6555	NPC477607
Remote Similarity	0.6552	NPC304926
Remote Similarity	0.6552	NPC476041
Remote Similarity	0.6552	NPC173344
Remote Similarity	0.6542	NPC200553
Remote Similarity	0.6542	NPC279189
Remote Similarity	0.6532	NPC265576
Remote Similarity	0.6524	NPC477611
Remote Similarity	0.6522	NPC128084
Remote Similarity	0.652	NPC469897
Remote Similarity	0.6488	NPC174489
Remote Similarity	0.6481	NPC15102
Remote Similarity	0.648	NPC316811
Remote Similarity	0.6473	NPC102423
Remote Similarity	0.6465	NPC243058
Remote Similarity	0.6461	NPC162002
Remote Similarity	0.6459	NPC63751
Remote Similarity	0.6457	NPC212213
Remote Similarity	0.6456	NPC25899
Remote Similarity	0.6453	NPC141926
Remote Similarity	0.6445	NPC313791
Remote Similarity	0.6442	NPC2165
Remote Similarity	0.6434	NPC26641
Remote Similarity	0.6432	NPC59269
Remote Similarity	0.6429	NPC237414
Remote Similarity	0.6429	NPC97343
Remote Similarity	0.6426	NPC213530
Remote Similarity	0.6426	NPC193267
Remote Similarity	0.6415	NPC469938
Remote Similarity	0.641	NPC477114
Remote Similarity	0.6404	NPC475288
Remote Similarity	0.6376	NPC90415
Remote Similarity	0.6373	NPC469760
Remote Similarity	0.6373	NPC325903
Remote Similarity	0.6373	NPC469765
Remote Similarity	0.6373	NPC73952
Remote Similarity	0.6373	NPC25008
Remote Similarity	0.6373	NPC259644
Remote Similarity	0.6373	NPC469786
Remote Similarity	0.6373	NPC469763
Remote Similarity	0.6359	NPC203635
Remote Similarity	0.6356	NPC268744
Remote Similarity	0.6356	NPC476167
Remote Similarity	0.6356	NPC475914
Remote Similarity	0.6356	NPC220797
Remote Similarity	0.6356	NPC201266
Remote Similarity	0.6356	NPC474318
Remote Similarity	0.6356	NPC153123
Remote Similarity	0.6352	NPC97902
Remote Similarity	0.6349	NPC156003
Remote Similarity	0.6346	NPC471177
Remote Similarity	0.6346	NPC124542
Remote Similarity	0.6346	NPC59779
Remote Similarity	0.6346	NPC48192
Remote Similarity	0.6341	NPC211572
Remote Similarity	0.6341	NPC75540
Remote Similarity	0.6341	NPC80597
Remote Similarity	0.6341	NPC70922
Remote Similarity	0.6341	NPC212376
Remote Similarity	0.6333	NPC49954
Remote Similarity	0.6333	NPC160105
Remote Similarity	0.6333	NPC98187
Remote Similarity	0.6333	NPC474561
Remote Similarity	0.6332	NPC82053
Remote Similarity	0.6329	NPC92796
Remote Similarity	0.6329	NPC135141
Remote Similarity	0.6327	NPC315957
Remote Similarity	0.6327	NPC13456
Remote Similarity	0.6327	NPC166209
Remote Similarity	0.6327	NPC77241
Remote Similarity	0.6327	NPC269203
Remote Similarity	0.6326	NPC233050
Remote Similarity	0.6326	NPC276540
Remote Similarity	0.6316	NPC311276
Remote Similarity	0.6311	NPC192315
Remote Similarity	0.6311	NPC239954
Remote Similarity	0.6309	NPC75726
Remote Similarity	0.6309	NPC31385
Remote Similarity	0.6309	NPC110602
Remote Similarity	0.6308	NPC280852
Remote Similarity	0.6306	NPC99666
Remote Similarity	0.6304	NPC473362
Remote Similarity	0.6304	NPC166492
Remote Similarity	0.6301	NPC94752
Remote Similarity	0.6301	NPC314573
Remote Similarity	0.6293	NPC167860
Remote Similarity	0.6293	NPC123976
Remote Similarity	0.6291	NPC314603
Remote Similarity	0.6291	NPC288074
Remote Similarity	0.629	NPC95783
Remote Similarity	0.6287	NPC292958
Remote Similarity	0.6286	NPC17751
Remote Similarity	0.6286	NPC471178
Remote Similarity	0.6284	NPC472294
Remote Similarity	0.628	NPC469762
Remote Similarity	0.6279	NPC219848
Remote Similarity	0.6279	NPC248454
Remote Similarity	0.6278	NPC88315
Remote Similarity	0.6278	NPC198673
Remote Similarity	0.6277	NPC477111
Remote Similarity	0.6275	NPC24678
Remote Similarity	0.6275	NPC105818
Remote Similarity	0.6271	NPC27041
Remote Similarity	0.6268	NPC282231
Remote Similarity	0.6267	NPC243381
Remote Similarity	0.6267	NPC275292
Remote Similarity	0.6266	NPC246518
Remote Similarity	0.6256	NPC179787
Remote Similarity	0.6256	NPC201380
Remote Similarity	0.6256	NPC470111
Remote Similarity	0.625	NPC195314
Remote Similarity	0.625	NPC256268
Remote Similarity	0.6245	NPC53144
Remote Similarity	0.6245	NPC200836
Remote Similarity	0.6239	NPC471603
Remote Similarity	0.6239	NPC168911
Remote Similarity	0.6238	NPC247987
Remote Similarity	0.6234	NPC323927
Remote Similarity	0.6232	NPC469785
Remote Similarity	0.6228	NPC469308
Remote Similarity	0.6227	NPC62749
Remote Similarity	0.6225	NPC321911
Remote Similarity	0.6224	NPC313884
Remote Similarity	0.6224	NPC98371
Remote Similarity	0.6223	NPC147810
Remote Similarity	0.6221	NPC24864
Remote Similarity	0.622	NPC279918
Remote Similarity	0.6218	NPC255110
Remote Similarity	0.6216	NPC134079
Remote Similarity	0.6215	NPC64055
Remote Similarity	0.6212	NPC314102
Remote Similarity	0.6212	NPC251722
Remote Similarity	0.6211	NPC313421
Remote Similarity	0.6207	NPC475024
Remote Similarity	0.6207	NPC63545
Remote Similarity	0.6204	NPC326575
Remote Similarity	0.6202	NPC129721
Remote Similarity	0.6201	NPC193761
Remote Similarity	0.6201	NPC57398
Remote Similarity	0.6201	NPC211813
Remote Similarity	0.6197	NPC473764
Remote Similarity	0.6197	NPC314940
Remote Similarity	0.6197	NPC194411
Remote Similarity	0.6195	NPC262898
Remote Similarity	0.6193	NPC161887
Remote Similarity	0.6193	NPC314394
Remote Similarity	0.6186	NPC250835

Drug Structure

NPD5409 OpenBabel08211708292D 36 39 0 0 1 0 0 0 0 0999 V2000 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 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 -3.4641 1.0000 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 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 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 2 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 -4.3301 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 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 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 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 3.4641 1.0000 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 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 0.0000 4.0000 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 19 1 0 0 0 0 4 21 2 0 0 0 0 5 7 2 0 0 0 0 5 14 1 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 17 1 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 27 2 0 0 0 0 10 28 2 0 0 0 0 11 14 2 0 0 0 0 11 20 1 0 0 0 0 12 15 2 0 0 0 0 12 18 1 0 0 0 0 13 1 1 1 0 0 0 13 16 1 0 0 0 0 13 29 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 18 2 0 0 0 0 17 20 2 0 0 0 0 17 23 1 0 0 0 0 18 26 1 0 0 0 0 19 22 2 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 34 1 0 0 0 0 22 28 1 0 0 0 0 23 29 2 3 0 0 0 23 31 1 0 0 0 0 30 34 1 0 0 0 0 30 35 1 0 0 0 0 31 36 1 0 0 0 0 32 34 2 0 0 0 0 33 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009865
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11307323
ChEBI
CAS Number

Drug Properties

Molecular Weight	546.02
ALogP	0.7189
MLogP	2.78
XLogP	5.639
HDA	7
HBD	2
Rotatable Bonds	11
TPSA	112.92
RO5 Violation	1