NPASS drugs

Drug Information

Drug ID:	NPD3774
Drug Name:
Molecular Formula:	C20H15F3N4O3
Canonical SMILES:	NC1[C@@H]2[C@H]1CN(C2)c1nc2c(cc1F)c(=O)c(cn2c1ccc(cc1F)F)C(=O)O
Standard InCHI:	InChI=1S/C20H15F3N4O3/c21-8-1-2-15(13(22)3-8)27-7-12(20(29)30)17(28)9-4-14(23)19(25-18(9)27)26-5-10-11(6-26)16(10)24/h1-4,7,10-11,16H,5-6,24H2,(H,29,30)/t10-,11+,16?
Standard InCHIKey:	WVPSKSLAZQPAKQ-SOSAQKQKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3774

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	272
0.1-0.2	2089
0.2-0.3	10828
0.3-0.4	12746
0.4-0.5	2348
0.5-0.6	2028
0.6-0.7	566
0.7-0.8	12
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	0.8486	NPC285923
Intermediate Similarity	0.755	NPC202812
Intermediate Similarity	0.7254	NPC292265
Intermediate Similarity	0.7156	NPC243850
Intermediate Similarity	0.713	NPC177996
Intermediate Similarity	0.713	NPC147983
Intermediate Similarity	0.7109	NPC471191
Intermediate Similarity	0.7103	NPC72956
Intermediate Similarity	0.7077	NPC318183
Intermediate Similarity	0.707	NPC6865
Intermediate Similarity	0.707	NPC471194
Intermediate Similarity	0.707	NPC153980
Intermediate Similarity	0.707	NPC471193
Remote Similarity	0.6972	NPC471192
Remote Similarity	0.6931	NPC21429
Remote Similarity	0.6919	NPC471944
Remote Similarity	0.6875	NPC19692
Remote Similarity	0.6875	NPC220151
Remote Similarity	0.6842	NPC472293
Remote Similarity	0.6827	NPC247735
Remote Similarity	0.6827	NPC269886
Remote Similarity	0.6827	NPC472210
Remote Similarity	0.6827	NPC472295
Remote Similarity	0.6827	NPC81802
Remote Similarity	0.6814	NPC476341
Remote Similarity	0.6796	NPC175474
Remote Similarity	0.6786	NPC220851
Remote Similarity	0.6779	NPC472292
Remote Similarity	0.6763	NPC314333
Remote Similarity	0.6762	NPC472116
Remote Similarity	0.6759	NPC471155
Remote Similarity	0.6759	NPC472538
Remote Similarity	0.6745	NPC472297
Remote Similarity	0.6745	NPC472296
Remote Similarity	0.6732	NPC316141
Remote Similarity	0.6728	NPC270241
Remote Similarity	0.6713	NPC225400
Remote Similarity	0.6698	NPC474916
Remote Similarity	0.6683	NPC183662
Remote Similarity	0.6683	NPC474081
Remote Similarity	0.6683	NPC15573
Remote Similarity	0.6683	NPC217372
Remote Similarity	0.6682	NPC470786
Remote Similarity	0.6667	NPC475594
Remote Similarity	0.6667	NPC62995
Remote Similarity	0.6667	NPC241024
Remote Similarity	0.6667	NPC278434
Remote Similarity	0.6667	NPC74619
Remote Similarity	0.6667	NPC473815
Remote Similarity	0.6651	NPC116555
Remote Similarity	0.665	NPC219336
Remote Similarity	0.665	NPC475761
Remote Similarity	0.6635	NPC111602
Remote Similarity	0.6635	NPC102338
Remote Similarity	0.6635	NPC63199
Remote Similarity	0.6635	NPC196251
Remote Similarity	0.6634	NPC475607
Remote Similarity	0.662	NPC50503
Remote Similarity	0.662	NPC52557
Remote Similarity	0.6618	NPC135601
Remote Similarity	0.6618	NPC88110
Remote Similarity	0.6618	NPC141612
Remote Similarity	0.6618	NPC17273
Remote Similarity	0.6616	NPC471130
Remote Similarity	0.6609	NPC116622
Remote Similarity	0.6608	NPC229893
Remote Similarity	0.6605	NPC98864
Remote Similarity	0.6604	NPC245916
Remote Similarity	0.6603	NPC83111
Remote Similarity	0.6603	NPC329858
Remote Similarity	0.6603	NPC154339
Remote Similarity	0.6599	NPC88970
Remote Similarity	0.659	NPC473376
Remote Similarity	0.6589	NPC106118
Remote Similarity	0.6588	NPC267343
Remote Similarity	0.6587	NPC472323
Remote Similarity	0.6584	NPC110500
Remote Similarity	0.6584	NPC149155
Remote Similarity	0.6584	NPC203468
Remote Similarity	0.6573	NPC472541
Remote Similarity	0.6573	NPC472542
Remote Similarity	0.6569	NPC474041
Remote Similarity	0.6569	NPC55772
Remote Similarity	0.6558	NPC313985
Remote Similarity	0.6558	NPC49196
Remote Similarity	0.6558	NPC195461
Remote Similarity	0.6558	NPC249150
Remote Similarity	0.6558	NPC79129
Remote Similarity	0.6558	NPC81654
Remote Similarity	0.6555	NPC221873
Remote Similarity	0.6553	NPC159125
Remote Similarity	0.6552	NPC267885
Remote Similarity	0.655	NPC78020
Remote Similarity	0.6542	NPC248782
Remote Similarity	0.654	NPC55493
Remote Similarity	0.6537	NPC15840
Remote Similarity	0.6537	NPC475685
Remote Similarity	0.6537	NPC73994
Remote Similarity	0.6526	NPC470787
Remote Similarity	0.6526	NPC472539
Remote Similarity	0.6526	NPC79356
Remote Similarity	0.6526	NPC102592
Remote Similarity	0.6526	NPC472540
Remote Similarity	0.6524	NPC472112
Remote Similarity	0.6522	NPC46895
Remote Similarity	0.6522	NPC203635
Remote Similarity	0.652	NPC14849
Remote Similarity	0.652	NPC219848
Remote Similarity	0.6517	NPC471943
Remote Similarity	0.6505	NPC113626
Remote Similarity	0.6502	NPC469529
Remote Similarity	0.6502	NPC328611
Remote Similarity	0.6502	NPC248862
Remote Similarity	0.6495	NPC78767
Remote Similarity	0.6495	NPC471199
Remote Similarity	0.6495	NPC473814
Remote Similarity	0.649	NPC133003
Remote Similarity	0.6489	NPC2823
Remote Similarity	0.6489	NPC471197
Remote Similarity	0.6488	NPC131450
Remote Similarity	0.6488	NPC126709
Remote Similarity	0.6488	NPC147298
Remote Similarity	0.6488	NPC248041
Remote Similarity	0.6488	NPC283219
Remote Similarity	0.6488	NPC182057
Remote Similarity	0.6488	NPC256268
Remote Similarity	0.6482	NPC113056
Remote Similarity	0.6482	NPC138293
Remote Similarity	0.6481	NPC312870
Remote Similarity	0.6481	NPC294909
Remote Similarity	0.6481	NPC199851
Remote Similarity	0.6481	NPC128265
Remote Similarity	0.6481	NPC254240
Remote Similarity	0.648	NPC84317
Remote Similarity	0.6479	NPC93390
Remote Similarity	0.6476	NPC321708
Remote Similarity	0.6473	NPC243058
Remote Similarity	0.6471	NPC476419
Remote Similarity	0.6468	NPC295548
Remote Similarity	0.6465	NPC102008
Remote Similarity	0.6462	NPC295021
Remote Similarity	0.646	NPC471198
Remote Similarity	0.6459	NPC235684
Remote Similarity	0.6456	NPC61011
Remote Similarity	0.645	NPC157931
Remote Similarity	0.6442	NPC258480
Remote Similarity	0.6442	NPC207851
Remote Similarity	0.6442	NPC470003
Remote Similarity	0.6442	NPC477003
Remote Similarity	0.6441	NPC309845
Remote Similarity	0.6439	NPC111275
Remote Similarity	0.6438	NPC314648
Remote Similarity	0.6436	NPC207554
Remote Similarity	0.6432	NPC473821
Remote Similarity	0.6432	NPC48317
Remote Similarity	0.6429	NPC282247
Remote Similarity	0.6429	NPC54744
Remote Similarity	0.6425	NPC237649
Remote Similarity	0.6425	NPC300596
Remote Similarity	0.6425	NPC285192
Remote Similarity	0.6422	NPC471762
Remote Similarity	0.6422	NPC470548
Remote Similarity	0.6422	NPC162730
Remote Similarity	0.6422	NPC57398
Remote Similarity	0.6422	NPC474116
Remote Similarity	0.6419	NPC74153
Remote Similarity	0.6419	NPC167710
Remote Similarity	0.6419	NPC141454
Remote Similarity	0.6416	NPC267811
Remote Similarity	0.6414	NPC154478
Remote Similarity	0.641	NPC117032
Remote Similarity	0.6408	NPC164340
Remote Similarity	0.6406	NPC214428
Remote Similarity	0.6406	NPC167400
Remote Similarity	0.6404	NPC6982
Remote Similarity	0.6404	NPC272174
Remote Similarity	0.6402	NPC195239
Remote Similarity	0.6402	NPC157828
Remote Similarity	0.6402	NPC295452
Remote Similarity	0.6402	NPC171393
Remote Similarity	0.6393	NPC471536
Remote Similarity	0.6389	NPC195457
Remote Similarity	0.6388	NPC248601
Remote Similarity	0.6387	NPC136002
Remote Similarity	0.6385	NPC472113
Remote Similarity	0.6382	NPC322644
Remote Similarity	0.6381	NPC62749
Remote Similarity	0.6381	NPC90415
Remote Similarity	0.6381	NPC150308
Remote Similarity	0.6377	NPC469896
Remote Similarity	0.6373	NPC252572
Remote Similarity	0.6372	NPC469928
Remote Similarity	0.6372	NPC476114
Remote Similarity	0.6372	NPC330009
Remote Similarity	0.6372	NPC11445
Remote Similarity	0.6368	NPC234999
Remote Similarity	0.6368	NPC324091
Remote Similarity	0.6364	NPC213914
Remote Similarity	0.6359	NPC14113
Remote Similarity	0.6359	NPC234987

Drug Structure

NPD3774 OpenBabel08211704332D 33 37 0 0 1 0 0 0 0 0999 V2000 -0.8660 2.5000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 0.9945 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 -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 3.3147 0.3364 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.8147 1.2024 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 -2.5981 1.5000 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8147 1.2024 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 1.7024 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 1.7321 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 O 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 5.5468 1.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.6808 2.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 8 1 0 0 0 0 2 15 1 0 0 0 0 3 8 2 0 0 0 0 3 13 1 0 0 0 0 4 9 2 0 0 0 0 4 14 1 0 0 0 0 5 26 1 0 0 0 0 6 26 1 0 0 0 0 7 12 2 0 0 0 0 7 27 1 0 0 0 0 8 21 1 0 0 0 0 9 17 1 0 0 0 0 9 18 1 0 0 0 0 10 5 1 1 0 0 0 10 11 1 0 0 0 0 10 16 1 0 0 0 0 11 6 1 1 0 0 0 11 16 1 0 0 0 0 12 17 1 0 0 0 0 12 20 1 0 0 0 0 13 15 2 0 0 0 0 13 22 1 0 0 0 0 14 19 2 0 0 0 0 14 23 1 0 0 0 0 15 27 1 0 0 0 0 16 24 1 0 0 0 0 17 28 2 0 0 0 0 18 25 2 0 0 0 0 18 27 1 0 0 0 0 19 25 1 0 0 0 0 19 26 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 24 31 1 0 0 0 0 24 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000652
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	62959
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.11
ALogP	-0.6762
MLogP	2.56
XLogP	3.2
HDA	7
HBD	2
Rotatable Bonds	8
TPSA	99.76
RO5 Violation	0