NPASS drugs

Drug Information

Drug ID:	NPD5424
Drug Name:	DuP-532
Molecular Formula:	C23H19F5N6O2
Canonical SMILES:	CCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)C(=O)O)C(C(F)(F)F)(F)F
Standard InCHI:	InChI=1S/C23H19F5N6O2/c1-2-5-17-29-19(22(24,25)23(26,27)28)18(21(35)36)34(17)12-13-8-10-14(11-9-13)15-6-3-4-7-16(15)20-30-32-33-31-20/h3-4,6-11H,2,5,12H2,1H3,(H,35,36)(H,30,31,32,33)
Standard InCHIKey:	RQGDXPDTZWGCQI-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5424

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	2781
0.2-0.3	11047
0.3-0.4	12551
0.4-0.5	2233
0.5-0.6	1772
0.6-0.7	110
0.7-0.8	0
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
Remote Similarity	0.6913	NPC62995
Remote Similarity	0.6778	NPC116622
Remote Similarity	0.6759	NPC74619
Remote Similarity	0.6738	NPC267811
Remote Similarity	0.6726	NPC474916
Remote Similarity	0.6681	NPC116555
Remote Similarity	0.6654	NPC63109
Remote Similarity	0.6608	NPC57398
Remote Similarity	0.6569	NPC229893
Remote Similarity	0.6542	NPC317054
Remote Similarity	0.653	NPC476341
Remote Similarity	0.6506	NPC171393
Remote Similarity	0.6506	NPC295452
Remote Similarity	0.6494	NPC243850
Remote Similarity	0.6478	NPC472259
Remote Similarity	0.6468	NPC282247
Remote Similarity	0.6426	NPC471603
Remote Similarity	0.6419	NPC471944
Remote Similarity	0.6402	NPC48317
Remote Similarity	0.6395	NPC266249
Remote Similarity	0.6395	NPC71238
Remote Similarity	0.6388	NPC141454
Remote Similarity	0.6382	NPC935
Remote Similarity	0.6382	NPC267078
Remote Similarity	0.6367	NPC69843
Remote Similarity	0.6356	NPC474357
Remote Similarity	0.6345	NPC147983
Remote Similarity	0.6345	NPC177996
Remote Similarity	0.6341	NPC470323
Remote Similarity	0.634	NPC123839
Remote Similarity	0.6335	NPC285923
Remote Similarity	0.633	NPC77101
Remote Similarity	0.6314	NPC82370
Remote Similarity	0.6314	NPC54981
Remote Similarity	0.6313	NPC469938
Remote Similarity	0.6293	NPC165599
Remote Similarity	0.624	NPC272174
Remote Similarity	0.6228	NPC280638
Remote Similarity	0.6216	NPC243058
Remote Similarity	0.6214	NPC474896
Remote Similarity	0.6213	NPC470786
Remote Similarity	0.6213	NPC471155
Remote Similarity	0.6208	NPC322064
Remote Similarity	0.6207	NPC54537
Remote Similarity	0.6198	NPC250178
Remote Similarity	0.6189	NPC31097
Remote Similarity	0.6186	NPC270241
Remote Similarity	0.6185	NPC328924
Remote Similarity	0.6176	NPC242923
Remote Similarity	0.617	NPC225400
Remote Similarity	0.6167	NPC477979
Remote Similarity	0.6154	NPC323244
Remote Similarity	0.6154	NPC295548
Remote Similarity	0.6154	NPC317701
Remote Similarity	0.6151	NPC471194
Remote Similarity	0.6151	NPC153980
Remote Similarity	0.6151	NPC471193
Remote Similarity	0.6151	NPC6865
Remote Similarity	0.6144	NPC472538
Remote Similarity	0.6144	NPC244741
Remote Similarity	0.6143	NPC469975
Remote Similarity	0.6135	NPC263937
Remote Similarity	0.6135	NPC94428
Remote Similarity	0.6133	NPC90415
Remote Similarity	0.6129	NPC156003
Remote Similarity	0.6128	NPC473376
Remote Similarity	0.6128	NPC132539
Remote Similarity	0.6123	NPC324091
Remote Similarity	0.6116	NPC203635
Remote Similarity	0.6116	NPC27041
Remote Similarity	0.6116	NPC312645
Remote Similarity	0.6114	NPC326422
Remote Similarity	0.6109	NPC477420
Remote Similarity	0.6109	NPC72956
Remote Similarity	0.6109	NPC477418
Remote Similarity	0.6102	NPC471191
Remote Similarity	0.6098	NPC130570
Remote Similarity	0.6089	NPC187145
Remote Similarity	0.6079	NPC321708
Remote Similarity	0.6078	NPC102008
Remote Similarity	0.6074	NPC36405
Remote Similarity	0.6074	NPC471192
Remote Similarity	0.6073	NPC471615
Remote Similarity	0.6071	NPC158055
Remote Similarity	0.6071	NPC182222
Remote Similarity	0.6064	NPC33949
Remote Similarity	0.6061	NPC472539
Remote Similarity	0.6061	NPC472116
Remote Similarity	0.6061	NPC79356
Remote Similarity	0.6061	NPC470787
Remote Similarity	0.6061	NPC102592
Remote Similarity	0.6061	NPC472540
Remote Similarity	0.6058	NPC89508
Remote Similarity	0.6054	NPC16659
Remote Similarity	0.6049	NPC472285
Remote Similarity	0.6036	NPC219848
Remote Similarity	0.6034	NPC472541
Remote Similarity	0.6034	NPC472542
Remote Similarity	0.6027	NPC191415
Remote Similarity	0.6024	NPC107160
Remote Similarity	0.6017	NPC110182
Remote Similarity	0.6017	NPC118940
Remote Similarity	0.6016	NPC160666
Remote Similarity	0.6009	NPC212213
Remote Similarity	0.6009	NPC265710
Remote Similarity	0.6009	NPC41717
Remote Similarity	0.6009	NPC256268
Remote Similarity	0.6007	NPC477633
Remote Similarity	0.6	NPC469308
Remote Similarity	0.6	NPC150447
Remote Similarity	0.5992	NPC207686
Remote Similarity	0.5992	NPC31700
Remote Similarity	0.5991	NPC135601
Remote Similarity	0.5991	NPC17273
Remote Similarity	0.5991	NPC94752
Remote Similarity	0.5991	NPC141612
Remote Similarity	0.5984	NPC238945
Remote Similarity	0.5983	NPC81535
Remote Similarity	0.5982	NPC91179
Remote Similarity	0.5976	NPC14686
Remote Similarity	0.5973	NPC21429
Remote Similarity	0.5973	NPC207851
Remote Similarity	0.5972	NPC322644
Remote Similarity	0.5965	NPC278434
Remote Similarity	0.5965	NPC254762
Remote Similarity	0.5962	NPC107836
Remote Similarity	0.5961	NPC28945
Remote Similarity	0.5958	NPC61038
Remote Similarity	0.5956	NPC477891
Remote Similarity	0.5947	NPC133003
Remote Similarity	0.5944	NPC98371
Remote Similarity	0.5944	NPC313884
Remote Similarity	0.5939	NPC472289
Remote Similarity	0.5935	NPC269270
Remote Similarity	0.593	NPC39092
Remote Similarity	0.5929	NPC102755
Remote Similarity	0.5929	NPC159125
Remote Similarity	0.5927	NPC220851
Remote Similarity	0.5926	NPC54744
Remote Similarity	0.5924	NPC114209
Remote Similarity	0.5919	NPC151635
Remote Similarity	0.5918	NPC244425
Remote Similarity	0.5918	NPC246658
Remote Similarity	0.5918	NPC471197
Remote Similarity	0.5918	NPC15384
Remote Similarity	0.5917	NPC476118
Remote Similarity	0.5916	NPC51854
Remote Similarity	0.5915	NPC106118
Remote Similarity	0.5915	NPC293917
Remote Similarity	0.5911	NPC314281
Remote Similarity	0.5911	NPC24864
Remote Similarity	0.5911	NPC40530
Remote Similarity	0.5906	NPC220852
Remote Similarity	0.5901	NPC208060
Remote Similarity	0.5898	NPC285343
Remote Similarity	0.5898	NPC15801
Remote Similarity	0.5896	NPC476491
Remote Similarity	0.5894	NPC248601
Remote Similarity	0.5894	NPC471198
Remote Similarity	0.5893	NPC284775
Remote Similarity	0.5893	NPC240088
Remote Similarity	0.5893	NPC473380
Remote Similarity	0.5889	NPC21461
Remote Similarity	0.5889	NPC315062
Remote Similarity	0.5889	NPC260434
Remote Similarity	0.5887	NPC476460
Remote Similarity	0.5885	NPC75634
Remote Similarity	0.5885	NPC470702
Remote Similarity	0.5885	NPC473218
Remote Similarity	0.588	NPC195314
Remote Similarity	0.588	NPC245756
Remote Similarity	0.5878	NPC9729
Remote Similarity	0.5877	NPC241025
Remote Similarity	0.5873	NPC315822
Remote Similarity	0.5872	NPC239954
Remote Similarity	0.587	NPC308906
Remote Similarity	0.5867	NPC219336
Remote Similarity	0.5866	NPC89987
Remote Similarity	0.5864	NPC49217
Remote Similarity	0.5861	NPC207866
Remote Similarity	0.5861	NPC470703
Remote Similarity	0.586	NPC476297
Remote Similarity	0.586	NPC476219
Remote Similarity	0.5859	NPC470205
Remote Similarity	0.5859	NPC143533
Remote Similarity	0.5859	NPC48938
Remote Similarity	0.5858	NPC314648
Remote Similarity	0.5857	NPC2497
Remote Similarity	0.5856	NPC158129
Remote Similarity	0.5856	NPC472066
Remote Similarity	0.5856	NPC476688
Remote Similarity	0.5856	NPC105758
Remote Similarity	0.5856	NPC273532
Remote Similarity	0.5856	NPC476686
Remote Similarity	0.5856	NPC472067
Remote Similarity	0.5856	NPC472031
Remote Similarity	0.5853	NPC472207
Remote Similarity	0.5847	NPC323969
Remote Similarity	0.5845	NPC8104
Remote Similarity	0.5841	NPC88110

Drug Structure

NPD5424 OpenBabel08211708292D 38 41 0 0 0 0 0 0 0 0999 V2000 -5.2165 4.4897 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2654 4.1806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 4.5388 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 -4.0575 3.2025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 4.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0981 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8301 1.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2321 2.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 3.0388 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 -4.8007 2.5334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6097 1.1321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 1.8752 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 -5.8176 0.1540 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.2734 1.7707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8611 2.5797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0824 1.1829 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.1688 0.7762 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.7747 2.9865 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.6702 1.9920 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.4544 3.4933 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.7788 2.7413 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 -0.3090 0.9511 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 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 -4.6962 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0745 -0.5152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7687 -0.1551 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 -0.8090 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9766 -1.1332 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 5 1 0 0 0 0 3 4 2 0 0 0 0 3 6 1 0 0 0 0 4 7 1 0 0 0 0 5 17 1 0 0 0 0 6 15 2 0 0 0 0 7 16 2 0 0 0 0 8 10 1 0 0 0 0 8 13 2 0 0 0 0 9 11 2 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 11 14 1 0 0 0 0 12 13 1 0 0 0 0 12 34 1 0 0 0 0 14 15 1 0 0 0 0 15 16 1 0 0 0 0 16 20 1 0 0 0 0 17 29 2 0 0 0 0 17 34 1 0 0 0 0 18 19 2 0 0 0 0 18 21 1 0 0 0 0 18 34 1 0 0 0 0 19 22 1 0 0 0 0 19 29 1 0 0 0 0 20 30 2 0 0 0 0 20 31 1 0 0 0 0 21 35 2 0 0 0 0 21 36 1 0 0 0 0 22 23 1 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 23 27 1 0 0 0 0 23 28 1 0 0 0 0 30 32 1 0 0 0 0 31 33 2 0 0 0 0 32 33 1 0 0 0 0 32 37 1 0 0 0 0 36 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003843
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	506.15
ALogP	0.4296
MLogP	2.56
XLogP	8.841
HDA	8
HBD	2
Rotatable Bonds	16
TPSA	109.58
RO5 Violation	1