NPASS drugs

Drug Information

Drug ID:	NPD4459
Drug Name:
Molecular Formula:	C21H23F3N6O2
Canonical SMILES:	OC1CCC(CC1)Nc1ncc2c(n1)n([C@@H]1COCC1)c(n2)Nc1c(F)cc(cc1F)F
Standard InCHI:	InChI=1S/C21H23F3N6O2/c22-11-7-15(23)18(16(24)8-11)28-21-27-17-9-25-20(26-12-1-3-14(31)4-2-12)29-19(17)30(21)13-5-6-32-10-13/h7-9,12-14,31H,1-6,10H2,(H,27,28)(H,25,26,29)/t12?,13-,14?/m0/s1
Standard InCHIKey:	IBGLGMOPHJQDJB-MOKVOYLWSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4459

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	396
0.1-0.2	8199
0.2-0.3	16392
0.3-0.4	2482
0.4-0.5	1647
0.5-0.6	1429
0.6-0.7	336
0.7-0.8	9
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	0.7546	NPC107160
Intermediate Similarity	0.7465	NPC250178
Intermediate Similarity	0.7443	NPC21461
Intermediate Similarity	0.7285	NPC160666
Intermediate Similarity	0.7216	NPC317054
Intermediate Similarity	0.7188	NPC158055
Intermediate Similarity	0.7103	NPC471603
Intermediate Similarity	0.7074	NPC120070
Intermediate Similarity	0.7014	NPC130570
Remote Similarity	0.6878	NPC469975
Remote Similarity	0.6872	NPC125659
Remote Similarity	0.6872	NPC168702
Remote Similarity	0.6863	NPC313514
Remote Similarity	0.6862	NPC207633
Remote Similarity	0.6833	NPC150447
Remote Similarity	0.6806	NPC239737
Remote Similarity	0.6792	NPC469308
Remote Similarity	0.6742	NPC238945
Remote Similarity	0.6729	NPC103388
Remote Similarity	0.6711	NPC69843
Remote Similarity	0.6684	NPC469813
Remote Similarity	0.6684	NPC78375
Remote Similarity	0.6684	NPC476446
Remote Similarity	0.6667	NPC54981
Remote Similarity	0.665	NPC314281
Remote Similarity	0.665	NPC40530
Remote Similarity	0.6638	NPC171393
Remote Similarity	0.6638	NPC295452
Remote Similarity	0.663	NPC317821
Remote Similarity	0.6606	NPC282247
Remote Similarity	0.6602	NPC15102
Remote Similarity	0.6598	NPC195140
Remote Similarity	0.6596	NPC42483
Remote Similarity	0.6587	NPC472289
Remote Similarity	0.6579	NPC150853
Remote Similarity	0.6573	NPC265576
Remote Similarity	0.6548	NPC470203
Remote Similarity	0.653	NPC71238
Remote Similarity	0.6524	NPC210123
Remote Similarity	0.6518	NPC267811
Remote Similarity	0.651	NPC328479
Remote Similarity	0.6508	NPC309832
Remote Similarity	0.6505	NPC48938
Remote Similarity	0.6498	NPC39092
Remote Similarity	0.6497	NPC470204
Remote Similarity	0.6491	NPC64216
Remote Similarity	0.6489	NPC107374
Remote Similarity	0.6489	NPC21448
Remote Similarity	0.6489	NPC156461
Remote Similarity	0.6478	NPC476492
Remote Similarity	0.6476	NPC471506
Remote Similarity	0.6473	NPC251936
Remote Similarity	0.6471	NPC59269
Remote Similarity	0.6471	NPC229974
Remote Similarity	0.6471	NPC5145
Remote Similarity	0.6465	NPC253687
Remote Similarity	0.6457	NPC54744
Remote Similarity	0.6455	NPC189068
Remote Similarity	0.6455	NPC164665
Remote Similarity	0.6455	NPC314957
Remote Similarity	0.6455	NPC116555
Remote Similarity	0.6452	NPC161659
Remote Similarity	0.6452	NPC193761
Remote Similarity	0.6452	NPC209525
Remote Similarity	0.6452	NPC216159
Remote Similarity	0.6441	NPC320968
Remote Similarity	0.6438	NPC475288
Remote Similarity	0.6432	NPC317105
Remote Similarity	0.6425	NPC282531
Remote Similarity	0.6425	NPC472110
Remote Similarity	0.6425	NPC472109
Remote Similarity	0.6422	NPC115595
Remote Similarity	0.6421	NPC269827
Remote Similarity	0.6421	NPC219313
Remote Similarity	0.6409	NPC166492
Remote Similarity	0.6409	NPC473362
Remote Similarity	0.6402	NPC316756
Remote Similarity	0.64	NPC472027
Remote Similarity	0.64	NPC177996
Remote Similarity	0.64	NPC33382
Remote Similarity	0.64	NPC147983
Remote Similarity	0.6393	NPC470500
Remote Similarity	0.6386	NPC222174
Remote Similarity	0.6383	NPC314152
Remote Similarity	0.6382	NPC225018
Remote Similarity	0.6378	NPC476219
Remote Similarity	0.6377	NPC233936
Remote Similarity	0.6373	NPC114209
Remote Similarity	0.6368	NPC197068
Remote Similarity	0.6356	NPC50511
Remote Similarity	0.6354	NPC136349
Remote Similarity	0.6352	NPC470729
Remote Similarity	0.6352	NPC470730
Remote Similarity	0.6352	NPC477176
Remote Similarity	0.6352	NPC477175
Remote Similarity	0.6351	NPC478158
Remote Similarity	0.635	NPC311276
Remote Similarity	0.6346	NPC270834
Remote Similarity	0.6344	NPC281049
Remote Similarity	0.6337	NPC63751
Remote Similarity	0.6337	NPC290959
Remote Similarity	0.6332	NPC122141
Remote Similarity	0.6327	NPC471192
Remote Similarity	0.6325	NPC475859
Remote Similarity	0.6325	NPC477177
Remote Similarity	0.6325	NPC475969
Remote Similarity	0.6325	NPC474877
Remote Similarity	0.6321	NPC95783
Remote Similarity	0.6318	NPC470505
Remote Similarity	0.6316	NPC284678
Remote Similarity	0.6313	NPC469762
Remote Similarity	0.631	NPC129756
Remote Similarity	0.6308	NPC302778
Remote Similarity	0.6308	NPC212551
Remote Similarity	0.6301	NPC476874
Remote Similarity	0.6298	NPC89987
Remote Similarity	0.6298	NPC477891
Remote Similarity	0.6298	NPC165743
Remote Similarity	0.6295	NPC242923
Remote Similarity	0.6294	NPC476297
Remote Similarity	0.6293	NPC469938
Remote Similarity	0.6293	NPC313897
Remote Similarity	0.6289	NPC185991
Remote Similarity	0.6289	NPC211025
Remote Similarity	0.6289	NPC85689
Remote Similarity	0.6287	NPC49217
Remote Similarity	0.6283	NPC478157
Remote Similarity	0.6283	NPC250835
Remote Similarity	0.628	NPC141377
Remote Similarity	0.6277	NPC476817
Remote Similarity	0.6276	NPC174802
Remote Similarity	0.6271	NPC63279
Remote Similarity	0.6269	NPC324484
Remote Similarity	0.6269	NPC40779
Remote Similarity	0.6263	NPC469785
Remote Similarity	0.6256	NPC475506
Remote Similarity	0.6256	NPC470732
Remote Similarity	0.6256	NPC94752
Remote Similarity	0.6256	NPC472816
Remote Similarity	0.6256	NPC470731
Remote Similarity	0.6256	NPC321814
Remote Similarity	0.625	NPC313884
Remote Similarity	0.625	NPC98371
Remote Similarity	0.6245	NPC297642
Remote Similarity	0.6245	NPC56271
Remote Similarity	0.6244	NPC224076
Remote Similarity	0.6244	NPC475070
Remote Similarity	0.6244	NPC325903
Remote Similarity	0.6239	NPC156003
Remote Similarity	0.6239	NPC473757
Remote Similarity	0.6238	NPC325906
Remote Similarity	0.6238	NPC108011
Remote Similarity	0.6234	NPC312942
Remote Similarity	0.6234	NPC327095
Remote Similarity	0.6232	NPC68354
Remote Similarity	0.6227	NPC155143
Remote Similarity	0.6224	NPC164952
Remote Similarity	0.6224	NPC130586
Remote Similarity	0.6222	NPC72956
Remote Similarity	0.6218	NPC121222
Remote Similarity	0.6212	NPC226245
Remote Similarity	0.621	NPC23420
Remote Similarity	0.621	NPC303820
Remote Similarity	0.621	NPC106771
Remote Similarity	0.621	NPC205254
Remote Similarity	0.6209	NPC62510
Remote Similarity	0.6207	NPC54988
Remote Similarity	0.6207	NPC40455
Remote Similarity	0.6205	NPC161224
Remote Similarity	0.6205	NPC162860
Remote Similarity	0.6202	NPC133261
Remote Similarity	0.6201	NPC473310
Remote Similarity	0.62	NPC300238
Remote Similarity	0.6195	NPC153980
Remote Similarity	0.6195	NPC6865
Remote Similarity	0.6193	NPC212213
Remote Similarity	0.6193	NPC473640
Remote Similarity	0.619	NPC472108
Remote Similarity	0.619	NPC139291
Remote Similarity	0.6186	NPC324149
Remote Similarity	0.6185	NPC63109
Remote Similarity	0.6184	NPC472122
Remote Similarity	0.6184	NPC24594
Remote Similarity	0.6184	NPC280852
Remote Similarity	0.6182	NPC475935
Remote Similarity	0.6182	NPC54537
Remote Similarity	0.6182	NPC52909
Remote Similarity	0.6182	NPC94211
Remote Similarity	0.618	NPC19170
Remote Similarity	0.6179	NPC474707
Remote Similarity	0.6172	NPC24864
Remote Similarity	0.6172	NPC16659
Remote Similarity	0.6171	NPC473376
Remote Similarity	0.617	NPC314954
Remote Similarity	0.6167	NPC30540
Remote Similarity	0.6165	NPC208060
Remote Similarity	0.6164	NPC100321
Remote Similarity	0.6164	NPC187558
Remote Similarity	0.6164	NPC474767
Remote Similarity	0.6164	NPC313421

Drug Structure

NPD4459 OpenBabel08211705262D 35 39 0 0 1 0 0 0 0 0999 V2000 -3.6720 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0704 1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4612 1.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -2.4781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.5380 -1.4781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4945 0.9706 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 2.7026 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 2.4945 -0.7615 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 -0.8090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 -1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 -0.9781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3272 2.2213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -3.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 1.8366 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 0.0219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 12 1 0 0 0 0 2 4 1 0 0 0 0 2 12 1 0 0 0 0 3 14 1 0 0 0 0 4 14 1 0 0 0 0 5 6 1 0 0 0 0 6 32 1 0 0 0 0 7 11 2 0 0 0 0 7 15 1 0 0 0 0 8 11 1 0 0 0 0 8 16 2 0 0 0 0 9 17 2 0 0 0 0 9 25 1 0 0 0 0 10 13 1 0 0 0 0 10 32 1 0 0 0 0 11 22 1 0 0 0 0 12 26 1 0 0 0 0 13 5 1 1 0 0 0 13 30 1 0 0 0 0 14 31 1 0 0 0 0 15 18 2 0 0 0 0 15 23 1 0 0 0 0 16 18 1 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 17 27 1 0 0 0 0 18 28 1 0 0 0 0 19 29 2 0 0 0 0 19 30 1 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 20 29 1 0 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 21 30 1 0 0 0 0 26 33 1 0 0 0 0 28 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003418
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11597537
ChEBI
CAS Number

Drug Properties

Molecular Weight	448.18
ALogP	-1.5709
MLogP	2.56
XLogP	2.606
HDA	8
HBD	3
Rotatable Bonds	9
TPSA	97.12
RO5 Violation	0