NPASS drugs

Drug Information

Drug ID:	NPD3378
Drug Name:
Molecular Formula:	C19H20FN5O
Canonical SMILES:	COc1nccc(n1)c1n(cnc1c1ccc(cc1)F)C1CCNCC1
Standard InCHI:	InChI=1S/C19H20FN5O/c1-26-19-22-11-8-16(24-19)18-17(13-2-4-14(20)5-3-13)23-12-25(18)15-6-9-21-10-7-15/h2-5,8,11-12,15,21H,6-7,9-10H2,1H3
Standard InCHIKey:	PDTYLGXVBIWRIM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3378

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	600
0.1-0.2	9664
0.2-0.3	14277
0.3-0.4	2762
0.4-0.5	1561
0.5-0.6	1217
0.6-0.7	708
0.7-0.8	97
0.8-0.85	4
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	0.8448	NPC317054
Intermediate Similarity	0.8225	NPC476219
Intermediate Similarity	0.8092	NPC470203
Intermediate Similarity	0.8035	NPC470204
Intermediate Similarity	0.7907	NPC476297
Intermediate Similarity	0.7895	NPC470233
Intermediate Similarity	0.7865	NPC469308
Intermediate Similarity	0.7829	NPC122141
Intermediate Similarity	0.7784	NPC225018
Intermediate Similarity	0.7733	NPC40070
Intermediate Similarity	0.7674	NPC321911
Intermediate Similarity	0.7644	NPC325903
Intermediate Similarity	0.764	NPC317105
Intermediate Similarity	0.7616	NPC201380
Intermediate Similarity	0.7616	NPC469811
Intermediate Similarity	0.7616	NPC179787
Intermediate Similarity	0.7596	NPC280852
Intermediate Similarity	0.7558	NPC63545
Intermediate Similarity	0.754	NPC108011
Intermediate Similarity	0.7527	NPC307191
Intermediate Similarity	0.7472	NPC300238
Intermediate Similarity	0.745	NPC116555
Intermediate Similarity	0.7446	NPC471579
Intermediate Similarity	0.7444	NPC478182
Intermediate Similarity	0.7444	NPC478184
Intermediate Similarity	0.7416	NPC236711
Intermediate Similarity	0.7414	NPC114209
Intermediate Similarity	0.7414	NPC470111
Intermediate Similarity	0.7399	NPC204141
Intermediate Similarity	0.7389	NPC478185
Intermediate Similarity	0.7389	NPC471603
Intermediate Similarity	0.7382	NPC472289
Intermediate Similarity	0.738	NPC16659
Intermediate Similarity	0.7371	NPC282531
Intermediate Similarity	0.7326	NPC265710
Intermediate Similarity	0.7312	NPC474958
Intermediate Similarity	0.7303	NPC120070
Intermediate Similarity	0.7288	NPC469975
Intermediate Similarity	0.7278	NPC293487
Intermediate Similarity	0.7268	NPC49217
Intermediate Similarity	0.7268	NPC56233
Intermediate Similarity	0.7267	NPC115611
Intermediate Similarity	0.7257	NPC143872
Intermediate Similarity	0.7246	NPC267811
Intermediate Similarity	0.7243	NPC82331
Intermediate Similarity	0.7209	NPC110126
Intermediate Similarity	0.7209	NPC88097
Intermediate Similarity	0.7209	NPC73767
Intermediate Similarity	0.7184	NPC20144
Intermediate Similarity	0.7182	NPC56765
Intermediate Similarity	0.7181	NPC473380
Intermediate Similarity	0.7181	NPC240088
Intermediate Similarity	0.7174	NPC478183
Intermediate Similarity	0.7172	NPC265576
Intermediate Similarity	0.7168	NPC469768
Intermediate Similarity	0.7168	NPC469767
Intermediate Similarity	0.7168	NPC469784
Intermediate Similarity	0.7168	NPC469783
Intermediate Similarity	0.7168	NPC284635
Intermediate Similarity	0.7168	NPC469779
Intermediate Similarity	0.7168	NPC469780
Intermediate Similarity	0.7168	NPC469761
Intermediate Similarity	0.7165	NPC231536
Intermediate Similarity	0.7135	NPC53947
Intermediate Similarity	0.7126	NPC469766
Intermediate Similarity	0.712	NPC195507
Intermediate Similarity	0.712	NPC2165
Intermediate Similarity	0.7102	NPC86288
Intermediate Similarity	0.7102	NPC314372
Intermediate Similarity	0.7097	NPC91895
Intermediate Similarity	0.7093	NPC84911
Intermediate Similarity	0.7093	NPC314102
Intermediate Similarity	0.7093	NPC251722
Intermediate Similarity	0.7093	NPC105127
Intermediate Similarity	0.7088	NPC475990
Intermediate Similarity	0.7088	NPC477591
Intermediate Similarity	0.7088	NPC221786
Intermediate Similarity	0.7088	NPC474880
Intermediate Similarity	0.7086	NPC190296
Intermediate Similarity	0.7072	NPC476464
Intermediate Similarity	0.7062	NPC288838
Intermediate Similarity	0.7059	NPC201634
Intermediate Similarity	0.7053	NPC12649
Intermediate Similarity	0.7049	NPC229173
Intermediate Similarity	0.7048	NPC245244
Intermediate Similarity	0.7048	NPC146373
Intermediate Similarity	0.7048	NPC166424
Intermediate Similarity	0.7039	NPC105818
Intermediate Similarity	0.7039	NPC24678
Intermediate Similarity	0.7035	NPC29886
Intermediate Similarity	0.7035	NPC261195
Intermediate Similarity	0.7035	NPC96102
Intermediate Similarity	0.7035	NPC325252
Intermediate Similarity	0.7027	NPC274229
Intermediate Similarity	0.7022	NPC21605
Intermediate Similarity	0.7019	NPC282247
Intermediate Similarity	0.7011	NPC253687
Intermediate Similarity	0.7011	NPC104483
Intermediate Similarity	0.7005	NPC54981
Intermediate Similarity	0.7005	NPC32534
Intermediate Similarity	0.7	NPC471322
Remote Similarity	0.6995	NPC135141
Remote Similarity	0.6995	NPC92796
Remote Similarity	0.6995	NPC206819
Remote Similarity	0.6995	NPC284678
Remote Similarity	0.6995	NPC318065
Remote Similarity	0.6995	NPC467063
Remote Similarity	0.6994	NPC150259
Remote Similarity	0.6989	NPC42483
Remote Similarity	0.6988	NPC27740
Remote Similarity	0.6977	NPC198988
Remote Similarity	0.6961	NPC259644
Remote Similarity	0.6961	NPC469760
Remote Similarity	0.6961	NPC469765
Remote Similarity	0.6961	NPC469763
Remote Similarity	0.6961	NPC138842
Remote Similarity	0.6961	NPC73952
Remote Similarity	0.6961	NPC200214
Remote Similarity	0.6961	NPC25008
Remote Similarity	0.6961	NPC469786
Remote Similarity	0.6959	NPC69843
Remote Similarity	0.6957	NPC44773
Remote Similarity	0.6957	NPC215584
Remote Similarity	0.6957	NPC255229
Remote Similarity	0.6957	NPC81229
Remote Similarity	0.694	NPC216643
Remote Similarity	0.6936	NPC216159
Remote Similarity	0.6932	NPC63157
Remote Similarity	0.6932	NPC473868
Remote Similarity	0.6927	NPC475288
Remote Similarity	0.6927	NPC471957
Remote Similarity	0.6923	NPC212376
Remote Similarity	0.6923	NPC80597
Remote Similarity	0.6923	NPC75540
Remote Similarity	0.6923	NPC211572
Remote Similarity	0.6923	NPC70922
Remote Similarity	0.6915	NPC97343
Remote Similarity	0.6915	NPC194411
Remote Similarity	0.691	NPC159856
Remote Similarity	0.6902	NPC41257
Remote Similarity	0.6901	NPC82295
Remote Similarity	0.6901	NPC101165
Remote Similarity	0.6897	NPC125746
Remote Similarity	0.6895	NPC37423
Remote Similarity	0.6895	NPC297034
Remote Similarity	0.6895	NPC275305
Remote Similarity	0.6891	NPC191415
Remote Similarity	0.6885	NPC51054
Remote Similarity	0.6885	NPC469785
Remote Similarity	0.6884	NPC130570
Remote Similarity	0.6882	NPC476446
Remote Similarity	0.6882	NPC247987
Remote Similarity	0.6882	NPC469813
Remote Similarity	0.6882	NPC271797
Remote Similarity	0.6882	NPC311276
Remote Similarity	0.6882	NPC21174
Remote Similarity	0.6882	NPC90723
Remote Similarity	0.6882	NPC78375
Remote Similarity	0.6875	NPC279081
Remote Similarity	0.6875	NPC59084
Remote Similarity	0.6875	NPC39092
Remote Similarity	0.6872	NPC99939
Remote Similarity	0.6872	NPC15102
Remote Similarity	0.6872	NPC308931
Remote Similarity	0.6866	NPC107160
Remote Similarity	0.6862	NPC63751
Remote Similarity	0.686	NPC71238
Remote Similarity	0.6856	NPC102755
Remote Similarity	0.6856	NPC472110
Remote Similarity	0.6856	NPC48938
Remote Similarity	0.6856	NPC472109
Remote Similarity	0.6849	NPC470323
Remote Similarity	0.6848	NPC469762
Remote Similarity	0.6848	NPC286427
Remote Similarity	0.6842	NPC69914
Remote Similarity	0.6839	NPC24864
Remote Similarity	0.6837	NPC141612
Remote Similarity	0.6837	NPC135601
Remote Similarity	0.6837	NPC17273
Remote Similarity	0.6825	NPC474897
Remote Similarity	0.6824	NPC89490
Remote Similarity	0.6823	NPC68354
Remote Similarity	0.6823	NPC59269
Remote Similarity	0.6818	NPC267078
Remote Similarity	0.6818	NPC935
Remote Similarity	0.6816	NPC470440
Remote Similarity	0.6812	NPC166492
Remote Similarity	0.6812	NPC473362
Remote Similarity	0.6809	NPC160105
Remote Similarity	0.6809	NPC49954
Remote Similarity	0.6809	NPC474561
Remote Similarity	0.6807	NPC182570
Remote Similarity	0.6807	NPC48564
Remote Similarity	0.6807	NPC265605
Remote Similarity	0.6804	NPC233936
Remote Similarity	0.6792	NPC251936
Remote Similarity	0.6792	NPC472027
Remote Similarity	0.6788	NPC176199
Remote Similarity	0.6788	NPC215795
Remote Similarity	0.6787	NPC474357

Drug Structure

NPD3378 OpenBabel08211703112D 27 30 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3692 2.4479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8340 0.8006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3203 2.1389 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.7851 0.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1020 0.8006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6372 2.4479 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 -2.0530 0.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5882 2.1389 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 0.3660 3.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6261 1.7788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5282 1.1607 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8940 1.7788 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 1.6750 2.0878 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4793 0.8517 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.7962 1.1607 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 3.0388 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 0.0570 2.0878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7472 0.8517 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 4 1 0 0 0 0 2 13 2 0 0 0 0 3 5 2 0 0 0 0 3 13 1 0 0 0 0 4 14 2 0 0 0 0 5 14 1 0 0 0 0 6 9 1 0 0 0 0 6 15 1 0 0 0 0 7 10 1 0 0 0 0 7 15 1 0 0 0 0 8 11 2 0 0 0 0 8 16 1 0 0 0 0 9 21 1 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 23 2 0 0 0 0 12 25 1 0 0 0 0 13 17 1 0 0 0 0 14 20 1 0 0 0 0 15 25 1 0 0 0 0 16 18 1 0 0 0 0 16 24 2 0 0 0 0 17 18 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 22 2 0 0 0 0 19 24 1 0 0 0 0 19 26 1 0 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC009512
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9863367
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.17
ALogP	-0.5825
MLogP	2.78
XLogP	3.053
HDA	5
HBD	1
Rotatable Bonds	6
TPSA	64.86
RO5 Violation	0