NPASS drugs

Drug Information

Drug ID:	NPD3287
Drug Name:
Molecular Formula:	C19H17FN8O2
Canonical SMILES:	COC(=Nc1c(N)nc([nH]c1=N)c1nn(c2c1cccn2)Cc1ccccc1F)O
Standard InCHI:	InChI=1S/C19H17FN8O2/c1-30-19(29)24-14-15(21)25-17(26-16(14)22)13-11-6-4-8-23-18(11)28(27-13)9-10-5-2-3-7-12(10)20/h2-8H,9H2,1H3,(H,24,29)(H4,21,22,25,26)
Standard InCHIKey:	FTQHGWIXJSSWOY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3287

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	497
0.1-0.2	9835
0.2-0.3	14640
0.3-0.4	2707
0.4-0.5	1601
0.5-0.6	1321
0.6-0.7	283
0.7-0.8	6
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	0.7701	NPC317054
Intermediate Similarity	0.7667	NPC120070
Intermediate Similarity	0.7389	NPC469308
Intermediate Similarity	0.7123	NPC471603
Intermediate Similarity	0.709	NPC225018
Intermediate Similarity	0.7	NPC470203
Remote Similarity	0.6974	NPC471579
Remote Similarity	0.6947	NPC470204
Remote Similarity	0.6947	NPC122141
Remote Similarity	0.6809	NPC470233
Remote Similarity	0.6809	NPC469975
Remote Similarity	0.6791	NPC282531
Remote Similarity	0.6726	NPC130570
Remote Similarity	0.6704	NPC101165
Remote Similarity	0.6704	NPC471322
Remote Similarity	0.6684	NPC143872
Remote Similarity	0.6683	NPC472289
Remote Similarity	0.665	NPC108011
Remote Similarity	0.6649	NPC114209
Remote Similarity	0.6649	NPC476219
Remote Similarity	0.6613	NPC42483
Remote Similarity	0.6579	NPC40070
Remote Similarity	0.6562	NPC476297
Remote Similarity	0.6561	NPC179787
Remote Similarity	0.6561	NPC470111
Remote Similarity	0.6561	NPC201380
Remote Similarity	0.6552	NPC307191
Remote Similarity	0.6548	NPC49217
Remote Similarity	0.6544	NPC116555
Remote Similarity	0.6543	NPC204141
Remote Similarity	0.6532	NPC267811
Remote Similarity	0.6531	NPC478182
Remote Similarity	0.6531	NPC478184
Remote Similarity	0.6531	NPC317105
Remote Similarity	0.6526	NPC321911
Remote Similarity	0.651	NPC325903
Remote Similarity	0.6508	NPC63545
Remote Similarity	0.6502	NPC16659
Remote Similarity	0.6491	NPC107160
Remote Similarity	0.648	NPC478185
Remote Similarity	0.6474	NPC469811
Remote Similarity	0.6466	NPC158055
Remote Similarity	0.6462	NPC300238
Remote Similarity	0.6455	NPC314372
Remote Similarity	0.6453	NPC265710
Remote Similarity	0.6436	NPC190296
Remote Similarity	0.6432	NPC125746
Remote Similarity	0.6432	NPC63751
Remote Similarity	0.641	NPC236711
Remote Similarity	0.6406	NPC105818
Remote Similarity	0.6406	NPC24678
Remote Similarity	0.6404	NPC240088
Remote Similarity	0.6404	NPC59269
Remote Similarity	0.6404	NPC473380
Remote Similarity	0.6396	NPC282247
Remote Similarity	0.6382	NPC474561
Remote Similarity	0.6382	NPC49954
Remote Similarity	0.638	NPC54981
Remote Similarity	0.6378	NPC293487
Remote Similarity	0.6378	NPC92796
Remote Similarity	0.6378	NPC135141
Remote Similarity	0.6377	NPC15102
Remote Similarity	0.6364	NPC311276
Remote Similarity	0.6351	NPC477167
Remote Similarity	0.6351	NPC473342
Remote Similarity	0.6351	NPC304187
Remote Similarity	0.6351	NPC477166
Remote Similarity	0.6344	NPC314102
Remote Similarity	0.6344	NPC251722
Remote Similarity	0.634	NPC25008
Remote Similarity	0.634	NPC469760
Remote Similarity	0.634	NPC259644
Remote Similarity	0.634	NPC73952
Remote Similarity	0.634	NPC469765
Remote Similarity	0.634	NPC469786
Remote Similarity	0.634	NPC469763
Remote Similarity	0.6339	NPC256893
Remote Similarity	0.6339	NPC177996
Remote Similarity	0.6339	NPC62995
Remote Similarity	0.6339	NPC147983
Remote Similarity	0.633	NPC469761
Remote Similarity	0.633	NPC469768
Remote Similarity	0.633	NPC469779
Remote Similarity	0.633	NPC469767
Remote Similarity	0.633	NPC469780
Remote Similarity	0.633	NPC469783
Remote Similarity	0.633	NPC469784
Remote Similarity	0.6327	NPC250178
Remote Similarity	0.6327	NPC469762
Remote Similarity	0.6324	NPC68354
Remote Similarity	0.6321	NPC53947
Remote Similarity	0.6318	NPC164664
Remote Similarity	0.6318	NPC194411
Remote Similarity	0.6313	NPC27740
Remote Similarity	0.6313	NPC282231
Remote Similarity	0.6311	NPC477891
Remote Similarity	0.6308	NPC70922
Remote Similarity	0.6308	NPC212376
Remote Similarity	0.6308	NPC80597
Remote Similarity	0.6308	NPC211572
Remote Similarity	0.6308	NPC75540
Remote Similarity	0.6305	NPC37423
Remote Similarity	0.6305	NPC275305
Remote Similarity	0.6302	NPC471957
Remote Similarity	0.63	NPC478183
Remote Similarity	0.6296	NPC469766
Remote Similarity	0.6293	NPC12649
Remote Similarity	0.6293	NPC69843
Remote Similarity	0.629	NPC216159
Remote Similarity	0.6287	NPC105758
Remote Similarity	0.6287	NPC470498
Remote Similarity	0.6287	NPC476686
Remote Similarity	0.6287	NPC476688
Remote Similarity	0.6283	NPC86288
Remote Similarity	0.6283	NPC159856
Remote Similarity	0.6281	NPC194640
Remote Similarity	0.6277	NPC73767
Remote Similarity	0.6277	NPC110126
Remote Similarity	0.6276	NPC51054
Remote Similarity	0.6276	NPC469785
Remote Similarity	0.6275	NPC280852
Remote Similarity	0.6269	NPC278874
Remote Similarity	0.6263	NPC279918
Remote Similarity	0.6263	NPC44773
Remote Similarity	0.6263	NPC20144
Remote Similarity	0.6263	NPC215584
Remote Similarity	0.6262	NPC24864
Remote Similarity	0.6257	NPC105127
Remote Similarity	0.6257	NPC84911
Remote Similarity	0.6256	NPC208060
Remote Similarity	0.625	NPC17751
Remote Similarity	0.625	NPC280864
Remote Similarity	0.625	NPC288838
Remote Similarity	0.625	NPC467063
Remote Similarity	0.6244	NPC129721
Remote Similarity	0.6244	NPC71238
Remote Similarity	0.6238	NPC91895
Remote Similarity	0.6238	NPC32534
Remote Similarity	0.6236	NPC182570
Remote Similarity	0.6236	NPC265605
Remote Similarity	0.6236	NPC48564
Remote Similarity	0.6231	NPC253687
Remote Similarity	0.6225	NPC469938
Remote Similarity	0.622	NPC308931
Remote Similarity	0.622	NPC99939
Remote Similarity	0.6219	NPC54988
Remote Similarity	0.6219	NPC160105
Remote Similarity	0.6214	NPC176199
Remote Similarity	0.6214	NPC215795
Remote Similarity	0.6214	NPC11126
Remote Similarity	0.6212	NPC56765
Remote Similarity	0.6212	NPC318065
Remote Similarity	0.6212	NPC206819
Remote Similarity	0.6207	NPC82331
Remote Similarity	0.6205	NPC6865
Remote Similarity	0.6205	NPC153980
Remote Similarity	0.6203	NPC29886
Remote Similarity	0.6203	NPC261195
Remote Similarity	0.6203	NPC96102
Remote Similarity	0.62	NPC40779
Remote Similarity	0.6197	NPC470323
Remote Similarity	0.6195	NPC474958
Remote Similarity	0.6193	NPC476464
Remote Similarity	0.619	NPC104483
Remote Similarity	0.6176	NPC314603
Remote Similarity	0.6175	NPC89490
Remote Similarity	0.6173	NPC138842
Remote Similarity	0.6172	NPC228835
Remote Similarity	0.617	NPC935
Remote Similarity	0.617	NPC267078
Remote Similarity	0.617	NPC150259
Remote Similarity	0.6167	NPC46358
Remote Similarity	0.6167	NPC295452
Remote Similarity	0.6167	NPC171393
Remote Similarity	0.6165	NPC248454
Remote Similarity	0.6162	NPC316910
Remote Similarity	0.6162	NPC82295
Remote Similarity	0.6162	NPC216643
Remote Similarity	0.6161	NPC72956
Remote Similarity	0.6158	NPC115611
Remote Similarity	0.6158	NPC284635
Remote Similarity	0.6157	NPC167710
Remote Similarity	0.6154	NPC233936
Remote Similarity	0.6154	NPC144114
Remote Similarity	0.615	NPC198988
Remote Similarity	0.6144	NPC474357
Remote Similarity	0.6141	NPC329896
Remote Similarity	0.6141	NPC475105
Remote Similarity	0.6141	NPC475090
Remote Similarity	0.6139	NPC168702
Remote Similarity	0.6139	NPC125659
Remote Similarity	0.6131	NPC475990
Remote Similarity	0.6127	NPC201634
Remote Similarity	0.6124	NPC163055
Remote Similarity	0.6124	NPC48938
Remote Similarity	0.6123	NPC471192
Remote Similarity	0.6122	NPC216713
Remote Similarity	0.612	NPC471313
Remote Similarity	0.612	NPC471311
Remote Similarity	0.6119	NPC469813

Drug Structure

NPD3287 OpenBabel08211703112D 35 38 0 0 0 0 0 0 0 0999 V2000 6.3296 -2.4499 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 -3.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7226 -2.8966 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 1.3917 -2.1535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2556 -2.6887 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 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 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 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5662 -0.0228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9785 0.7862 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1595 -0.9364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5772 -0.2319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1485 -0.7273 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3852 1.6997 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7473 -1.7454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5646 -1.7377 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5608 0.0817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.9839 0.6817 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.1650 -1.0409 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 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 7.1431 -0.6228 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7418 -1.6409 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7974 2.5088 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.3797 1.8043 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3406 -2.6589 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7582 -1.9544 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7309 -1.4318 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 7 1 0 0 0 0 4 6 2 0 0 0 0 4 8 1 0 0 0 0 5 10 2 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 23 2 0 0 0 0 9 10 1 0 0 0 0 9 28 1 0 0 0 0 10 12 1 0 0 0 0 11 13 1 0 0 0 0 11 18 2 0 0 0 0 12 20 1 0 0 0 0 13 17 1 0 0 0 0 13 27 2 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 15 25 1 0 0 0 0 16 22 2 0 0 0 0 16 26 1 0 0 0 0 17 25 2 0 0 0 0 17 26 1 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 19 24 2 3 0 0 0 19 29 1 0 0 0 0 19 30 1 0 0 0 0 21 31 1 0 0 0 0 21 32 1 0 0 0 0 22 33 1 0 0 0 0 26 34 1 0 0 0 0 27 28 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001823
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11690019
ChEBI
CAS Number

Drug Properties

Molecular Weight	408.15
ALogP	-0.0855
MLogP	2.34
XLogP	2.899
HDA	10
HBD	4
Rotatable Bonds	9
TPSA	146.79
RO5 Violation	0