NPASS drugs

Drug Information

Drug ID:	NPD2004
Drug Name:
Molecular Formula:	C16H17FN4O3
Canonical SMILES:	N[C@H]1CCN(C1)c1nc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
Standard InCHI:	InChI=1S/C16H17FN4O3/c17-12-5-10-13(22)11(16(23)24)7-21(9-1-2-9)14(10)19-15(12)20-4-3-8(18)6-20/h5,7-9H,1-4,6,18H2,(H,23,24)/t8-/m0/s1
Standard InCHIKey:	MUKSDTOOLRNSIO-QMMMGPOBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2004

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	253
0.1-0.2	2131
0.2-0.3	11491
0.3-0.4	12413
0.4-0.5	2408
0.5-0.6	1900
0.6-0.7	290
0.7-0.8	3
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	0.8352	NPC285923
Intermediate Similarity	0.7323	NPC202812
Intermediate Similarity	0.7287	NPC292265
Intermediate Similarity	0.7005	NPC316141
Remote Similarity	0.6916	NPC147983
Remote Similarity	0.6916	NPC177996
Remote Similarity	0.6887	NPC72956
Remote Similarity	0.6854	NPC6865
Remote Similarity	0.6854	NPC153980
Remote Similarity	0.681	NPC471191
Remote Similarity	0.6776	NPC471193
Remote Similarity	0.6776	NPC471194
Remote Similarity	0.6759	NPC471192
Remote Similarity	0.6753	NPC318183
Remote Similarity	0.6698	NPC243850
Remote Similarity	0.6667	NPC476341
Remote Similarity	0.6619	NPC471944
Remote Similarity	0.6617	NPC21429
Remote Similarity	0.657	NPC19692
Remote Similarity	0.657	NPC220151
Remote Similarity	0.6542	NPC471155
Remote Similarity	0.6535	NPC46895
Remote Similarity	0.6512	NPC270241
Remote Similarity	0.6502	NPC220851
Remote Similarity	0.6495	NPC225400
Remote Similarity	0.6488	NPC175474
Remote Similarity	0.6482	NPC476419
Remote Similarity	0.6473	NPC74619
Remote Similarity	0.6468	NPC61011
Remote Similarity	0.6465	NPC470786
Remote Similarity	0.6465	NPC472538
Remote Similarity	0.6462	NPC98864
Remote Similarity	0.6459	NPC472116
Remote Similarity	0.6459	NPC472293
Remote Similarity	0.645	NPC15573
Remote Similarity	0.645	NPC183662
Remote Similarity	0.645	NPC217372
Remote Similarity	0.6442	NPC247735
Remote Similarity	0.6442	NPC269886
Remote Similarity	0.6442	NPC472210
Remote Similarity	0.6442	NPC472295
Remote Similarity	0.6442	NPC81802
Remote Similarity	0.6435	NPC116555
Remote Similarity	0.6418	NPC219336
Remote Similarity	0.6398	NPC248782
Remote Similarity	0.6398	NPC474916
Remote Similarity	0.6394	NPC472292
Remote Similarity	0.639	NPC141612
Remote Similarity	0.639	NPC17273
Remote Similarity	0.639	NPC135601
Remote Similarity	0.6372	NPC473376
Remote Similarity	0.6368	NPC106118
Remote Similarity	0.6368	NPC14849
Remote Similarity	0.6368	NPC472296
Remote Similarity	0.6368	NPC83774
Remote Similarity	0.6368	NPC472297
Remote Similarity	0.635	NPC328611
Remote Similarity	0.6337	NPC182057
Remote Similarity	0.6337	NPC131450
Remote Similarity	0.6337	NPC164340
Remote Similarity	0.6337	NPC147298
Remote Similarity	0.633	NPC167400
Remote Similarity	0.6329	NPC196251
Remote Similarity	0.6329	NPC102338
Remote Similarity	0.6329	NPC111602
Remote Similarity	0.6329	NPC63199
Remote Similarity	0.6327	NPC229893
Remote Similarity	0.6321	NPC50503
Remote Similarity	0.6321	NPC52557
Remote Similarity	0.6306	NPC62995
Remote Similarity	0.6305	NPC88110
Remote Similarity	0.6303	NPC472539
Remote Similarity	0.6303	NPC102592
Remote Similarity	0.6303	NPC470787
Remote Similarity	0.6303	NPC245916
Remote Similarity	0.6303	NPC79356
Remote Similarity	0.6303	NPC472540
Remote Similarity	0.6298	NPC314333
Remote Similarity	0.6294	NPC471130
Remote Similarity	0.6293	NPC203635
Remote Similarity	0.6291	NPC241024
Remote Similarity	0.6289	NPC213914
Remote Similarity	0.628	NPC278434
Remote Similarity	0.628	NPC472323
Remote Similarity	0.6276	NPC88970
Remote Similarity	0.6275	NPC113626
Remote Similarity	0.6274	NPC473814
Remote Similarity	0.6274	NPC472541
Remote Similarity	0.6274	NPC471199
Remote Similarity	0.6274	NPC78767
Remote Similarity	0.6274	NPC472542
Remote Similarity	0.6271	NPC171393
Remote Similarity	0.6271	NPC295452
Remote Similarity	0.6269	NPC209362
Remote Similarity	0.6269	NPC469529
Remote Similarity	0.6263	NPC105811
Remote Similarity	0.6262	NPC81654
Remote Similarity	0.6262	NPC195461
Remote Similarity	0.6262	NPC133003
Remote Similarity	0.6262	NPC79129
Remote Similarity	0.6262	NPC49196
Remote Similarity	0.6262	NPC249150
Remote Similarity	0.6262	NPC313985
Remote Similarity	0.6262	NPC311282
Remote Similarity	0.6256	NPC93390
Remote Similarity	0.6256	NPC474492
Remote Similarity	0.625	NPC70406
Remote Similarity	0.625	NPC295548
Remote Similarity	0.6244	NPC159125
Remote Similarity	0.6244	NPC243058
Remote Similarity	0.6243	NPC467188
Remote Similarity	0.6238	NPC475607
Remote Similarity	0.6237	NPC84317
Remote Similarity	0.623	NPC123906
Remote Similarity	0.6225	NPC73994
Remote Similarity	0.6225	NPC469896
Remote Similarity	0.6225	NPC15840
Remote Similarity	0.6224	NPC470680
Remote Similarity	0.6224	NPC100104
Remote Similarity	0.6222	NPC48317
Remote Similarity	0.622	NPC83111
Remote Similarity	0.622	NPC472112
Remote Similarity	0.622	NPC154339
Remote Similarity	0.6218	NPC251391
Remote Similarity	0.6216	NPC282247
Remote Similarity	0.6216	NPC54744
Remote Similarity	0.6215	NPC103361
Remote Similarity	0.6214	NPC470003
Remote Similarity	0.621	NPC285192
Remote Similarity	0.6207	NPC219848
Remote Similarity	0.6207	NPC89987
Remote Similarity	0.6207	NPC474081
Remote Similarity	0.6205	NPC471197
Remote Similarity	0.6205	NPC267811
Remote Similarity	0.6204	NPC57398
Remote Similarity	0.6202	NPC473815
Remote Similarity	0.6197	NPC74153
Remote Similarity	0.6197	NPC141454
Remote Similarity	0.6195	NPC272174
Remote Similarity	0.6192	NPC477420
Remote Similarity	0.6192	NPC477418
Remote Similarity	0.619	NPC116622
Remote Similarity	0.6188	NPC248862
Remote Similarity	0.6188	NPC203468
Remote Similarity	0.6188	NPC149155
Remote Similarity	0.6188	NPC110500
Remote Similarity	0.6188	NPC475594
Remote Similarity	0.6186	NPC312870
Remote Similarity	0.6186	NPC263455
Remote Similarity	0.6186	NPC254240
Remote Similarity	0.6186	NPC294909
Remote Similarity	0.6186	NPC199851
Remote Similarity	0.6186	NPC128265
Remote Similarity	0.6184	NPC476423
Remote Similarity	0.6181	NPC41717
Remote Similarity	0.6179	NPC135950
Remote Similarity	0.6178	NPC471198
Remote Similarity	0.6178	NPC100726
Remote Similarity	0.6176	NPC474041
Remote Similarity	0.6176	NPC55772
Remote Similarity	0.6176	NPC475761
Remote Similarity	0.6176	NPC256268
Remote Similarity	0.6174	NPC157931
Remote Similarity	0.6173	NPC154478
Remote Similarity	0.6172	NPC321708
Remote Similarity	0.6172	NPC221873
Remote Similarity	0.6172	NPC44354
Remote Similarity	0.6169	NPC302647
Remote Similarity	0.6169	NPC273532
Remote Similarity	0.6166	NPC217021
Remote Similarity	0.6166	NPC470679
Remote Similarity	0.6163	NPC63109
Remote Similarity	0.6162	NPC113056
Remote Similarity	0.6162	NPC138293
Remote Similarity	0.6161	NPC56170
Remote Similarity	0.6161	NPC55493
Remote Similarity	0.6158	NPC267885
Remote Similarity	0.6154	NPC62749
Remote Similarity	0.6154	NPC90415
Remote Similarity	0.6154	NPC235684
Remote Similarity	0.615	NPC292361
Remote Similarity	0.615	NPC78020
Remote Similarity	0.615	NPC46359
Remote Similarity	0.6147	NPC314648
Remote Similarity	0.6147	NPC471762
Remote Similarity	0.6146	NPC91179
Remote Similarity	0.6143	NPC329858
Remote Similarity	0.6143	NPC324091
Remote Similarity	0.6142	NPC27904
Remote Similarity	0.6136	NPC476524
Remote Similarity	0.6136	NPC71238
Remote Similarity	0.6135	NPC477003
Remote Similarity	0.6135	NPC258480
Remote Similarity	0.6135	NPC207851
Remote Similarity	0.6134	NPC312860
Remote Similarity	0.6132	NPC267343
Remote Similarity	0.6132	NPC473821
Remote Similarity	0.6129	NPC143977
Remote Similarity	0.6127	NPC234987
Remote Similarity	0.6126	NPC54981

Drug Structure

NPD2004 OpenBabel08211701392D 27 30 0 0 1 0 0 0 0 0999 V2000 -1.2321 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2321 -1.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.2024 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 -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 -2.5981 0.5000 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 -1.7321 -1.0000 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 -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 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 2.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3092 -0.2319 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 -3.4641 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 4.8970 -1.0409 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7160 0.6817 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 9 1 0 0 0 0 2 9 1 0 0 0 0 3 4 1 0 0 0 0 3 8 1 0 0 0 0 4 20 1 0 0 0 0 5 10 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 20 1 0 0 0 0 7 11 2 0 0 0 0 7 21 1 0 0 0 0 8 18 1 1 0 0 0 9 21 1 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 13 1 0 0 0 0 11 16 1 0 0 0 0 12 15 2 0 0 0 0 12 17 1 0 0 0 0 13 22 2 0 0 0 0 14 19 2 0 0 0 0 14 21 1 0 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 16 23 2 0 0 0 0 16 24 1 0 0 0 0 18 25 1 0 0 0 0 18 26 1 0 0 0 0 24 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011605
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	72448
ChEBI
CAS Number

Drug Properties

Molecular Weight	332.13
ALogP	-1.9378
MLogP	2.34
XLogP	1.597
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	99.76
RO5 Violation	0