NPASS drugs

Drug Information

Drug ID:	NPD4023
Drug Name:
Molecular Formula:	C20H24FN5O
Canonical SMILES:	COc1cncnc1N1CCN(CC1)CCCc1c[nH]c2c1cc(F)cc2
Standard InCHI:	InChI=1S/C20H24FN5O/c1-27-19-13-22-14-24-20(19)26-9-7-25(8-10-26)6-2-3-15-12-23-18-5-4-16(21)11-17(15)18/h4-5,11-14,23H,2-3,6-10H2,1H3
Standard InCHIKey:	NRLXAYBZNVHRFL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4023

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	631
0.1-0.2	9532
0.2-0.3	13170
0.3-0.4	3744
0.4-0.5	1746
0.5-0.6	1142
0.6-0.7	846
0.7-0.8	79
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	0.7742	NPC470203
Intermediate Similarity	0.7696	NPC317054
Intermediate Similarity	0.7688	NPC470204
Intermediate Similarity	0.765	NPC470233
Intermediate Similarity	0.7526	NPC49217
Intermediate Similarity	0.75	NPC122141
Intermediate Similarity	0.7476	NPC469308
Intermediate Similarity	0.7473	NPC476219
Intermediate Similarity	0.7453	NPC471603
Intermediate Similarity	0.7449	NPC16659
Intermediate Similarity	0.7431	NPC130570
Intermediate Similarity	0.7398	NPC265710
Intermediate Similarity	0.7351	NPC321911
Intermediate Similarity	0.7346	NPC116555
Intermediate Similarity	0.7343	NPC19872
Intermediate Similarity	0.733	NPC317105
Intermediate Similarity	0.7326	NPC325903
Intermediate Similarity	0.7297	NPC179787
Intermediate Similarity	0.7297	NPC469811
Intermediate Similarity	0.7297	NPC201380
Intermediate Similarity	0.7283	NPC204141
Intermediate Similarity	0.7259	NPC240088
Intermediate Similarity	0.7259	NPC473380
Intermediate Similarity	0.7243	NPC63545
Intermediate Similarity	0.7243	NPC143872
Intermediate Similarity	0.7236	NPC307191
Intermediate Similarity	0.7235	NPC267811
Intermediate Similarity	0.7219	NPC40070
Intermediate Similarity	0.7208	NPC280852
Intermediate Similarity	0.7198	NPC73767
Intermediate Similarity	0.7198	NPC110126
Intermediate Similarity	0.7196	NPC476297
Intermediate Similarity	0.7189	NPC314372
Intermediate Similarity	0.7188	NPC225018
Intermediate Similarity	0.7174	NPC190296
Intermediate Similarity	0.7164	NPC284678
Intermediate Similarity	0.7163	NPC265576
Intermediate Similarity	0.7158	NPC469768
Intermediate Similarity	0.7158	NPC469784
Intermediate Similarity	0.7158	NPC469779
Intermediate Similarity	0.7158	NPC469780
Intermediate Similarity	0.7158	NPC469761
Intermediate Similarity	0.7158	NPC469767
Intermediate Similarity	0.7158	NPC469783
Intermediate Similarity	0.7156	NPC245816
Intermediate Similarity	0.7156	NPC476138
Intermediate Similarity	0.7143	NPC314954
Intermediate Similarity	0.7128	NPC24678
Intermediate Similarity	0.7128	NPC105818
Intermediate Similarity	0.7128	NPC53947
Intermediate Similarity	0.712	NPC236711
Intermediate Similarity	0.712	NPC469766
Intermediate Similarity	0.7118	NPC30540
Intermediate Similarity	0.7104	NPC88097
Intermediate Similarity	0.7088	NPC84911
Intermediate Similarity	0.7088	NPC105127
Intermediate Similarity	0.7083	NPC135141
Intermediate Similarity	0.7083	NPC92796
Intermediate Similarity	0.7083	NPC56765
Intermediate Similarity	0.7071	NPC471579
Intermediate Similarity	0.7062	NPC311276
Intermediate Similarity	0.7059	NPC288838
Intermediate Similarity	0.7053	NPC469763
Intermediate Similarity	0.7053	NPC469760
Intermediate Similarity	0.7053	NPC469765
Intermediate Similarity	0.7053	NPC73952
Intermediate Similarity	0.7053	NPC469786
Intermediate Similarity	0.7053	NPC25008
Intermediate Similarity	0.7053	NPC259644
Intermediate Similarity	0.7044	NPC15102
Intermediate Similarity	0.7033	NPC261195
Intermediate Similarity	0.7033	NPC29886
Intermediate Similarity	0.7033	NPC96102
Intermediate Similarity	0.7016	NPC212376
Intermediate Similarity	0.7016	NPC80597
Intermediate Similarity	0.7016	NPC75540
Intermediate Similarity	0.7016	NPC70922
Intermediate Similarity	0.7016	NPC211572
Intermediate Similarity	0.7005	NPC159856
Remote Similarity	0.6995	NPC474880
Remote Similarity	0.6995	NPC221786
Remote Similarity	0.6995	NPC475990
Remote Similarity	0.6995	NPC108011
Remote Similarity	0.698	NPC233936
Remote Similarity	0.6979	NPC469785
Remote Similarity	0.6978	NPC132631
Remote Similarity	0.6978	NPC198988
Remote Similarity	0.6978	NPC103687
Remote Similarity	0.6974	NPC21174
Remote Similarity	0.6974	NPC271797
Remote Similarity	0.6973	NPC115611
Remote Similarity	0.697	NPC82331
Remote Similarity	0.697	NPC470498
Remote Similarity	0.6965	NPC12649
Remote Similarity	0.6963	NPC200214
Remote Similarity	0.6959	NPC215584
Remote Similarity	0.6959	NPC44773
Remote Similarity	0.6959	NPC229173
Remote Similarity	0.6955	NPC470731
Remote Similarity	0.6954	NPC63751
Remote Similarity	0.6953	NPC171393
Remote Similarity	0.6953	NPC295452
Remote Similarity	0.6953	NPC39092
Remote Similarity	0.695	NPC474958
Remote Similarity	0.6946	NPC48938
Remote Similarity	0.6943	NPC216643
Remote Similarity	0.6943	NPC469762
Remote Similarity	0.6942	NPC472289
Remote Similarity	0.694	NPC325252
Remote Similarity	0.6931	NPC21605
Remote Similarity	0.6931	NPC471957
Remote Similarity	0.693	NPC475288
Remote Similarity	0.6927	NPC17273
Remote Similarity	0.6927	NPC94752
Remote Similarity	0.6927	NPC135601
Remote Similarity	0.6927	NPC141612
Remote Similarity	0.6923	NPC324149
Remote Similarity	0.6919	NPC194411
Remote Similarity	0.6915	NPC68354
Remote Similarity	0.6915	NPC470440
Remote Similarity	0.6915	NPC59269
Remote Similarity	0.6912	NPC467063
Remote Similarity	0.6908	NPC231536
Remote Similarity	0.6907	NPC206819
Remote Similarity	0.6907	NPC300238
Remote Similarity	0.6907	NPC318065
Remote Similarity	0.6904	NPC49954
Remote Similarity	0.6904	NPC160105
Remote Similarity	0.6904	NPC474561
Remote Similarity	0.69	NPC275305
Remote Similarity	0.69	NPC37423
Remote Similarity	0.69	NPC101543
Remote Similarity	0.69	NPC469554
Remote Similarity	0.6895	NPC26679
Remote Similarity	0.6888	NPC478182
Remote Similarity	0.6888	NPC40779
Remote Similarity	0.6888	NPC90723
Remote Similarity	0.6888	NPC478184
Remote Similarity	0.6887	NPC476167
Remote Similarity	0.6886	NPC69843
Remote Similarity	0.6882	NPC279081
Remote Similarity	0.6882	NPC59084
Remote Similarity	0.6881	NPC167860
Remote Similarity	0.6881	NPC123976
Remote Similarity	0.6881	NPC11126
Remote Similarity	0.6878	NPC99939
Remote Similarity	0.6878	NPC251936
Remote Similarity	0.6878	NPC308931
Remote Similarity	0.6878	NPC472027
Remote Similarity	0.6872	NPC267928
Remote Similarity	0.687	NPC180504
Remote Similarity	0.6866	NPC476465
Remote Similarity	0.6864	NPC282247
Remote Similarity	0.6856	NPC470323
Remote Similarity	0.6856	NPC286427
Remote Similarity	0.6854	NPC176538
Remote Similarity	0.6849	NPC54981
Remote Similarity	0.6845	NPC473868
Remote Similarity	0.6845	NPC63157
Remote Similarity	0.6842	NPC114209
Remote Similarity	0.6842	NPC470111
Remote Similarity	0.684	NPC192315
Remote Similarity	0.6839	NPC120070
Remote Similarity	0.6839	NPC477815
Remote Similarity	0.6837	NPC478185
Remote Similarity	0.6837	NPC282231
Remote Similarity	0.6835	NPC185782
Remote Similarity	0.6829	NPC228835
Remote Similarity	0.6826	NPC935
Remote Similarity	0.6826	NPC267078
Remote Similarity	0.6822	NPC232727
Remote Similarity	0.6821	NPC41257
Remote Similarity	0.682	NPC166492
Remote Similarity	0.682	NPC56271
Remote Similarity	0.682	NPC473362
Remote Similarity	0.6818	NPC153980
Remote Similarity	0.6818	NPC6865
Remote Similarity	0.6814	NPC191415
Remote Similarity	0.6813	NPC82295
Remote Similarity	0.6811	NPC314102
Remote Similarity	0.6811	NPC251722
Remote Similarity	0.6811	NPC125746
Remote Similarity	0.681	NPC474180
Remote Similarity	0.681	NPC188821
Remote Similarity	0.6806	NPC282531
Remote Similarity	0.6806	NPC470500
Remote Similarity	0.6806	NPC475070
Remote Similarity	0.6806	NPC285558
Remote Similarity	0.6802	NPC470732
Remote Similarity	0.6802	NPC471192
Remote Similarity	0.6802	NPC247987
Remote Similarity	0.6798	NPC176199
Remote Similarity	0.6798	NPC215795
Remote Similarity	0.6797	NPC474357
Remote Similarity	0.6794	NPC92111
Remote Similarity	0.6792	NPC167710
Remote Similarity	0.6791	NPC230002
Remote Similarity	0.6791	NPC2949
Remote Similarity	0.6791	NPC284635
Remote Similarity	0.6787	NPC473757

Drug Structure

NPD4023 OpenBabel08211704332D 28 31 0 0 0 0 0 0 0 0999 V2000 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7847 3.3966 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4539 2.6535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -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 3.4641 -0.0000 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 2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4976 2.2377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 0.0933 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8066 3.1887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 1.7024 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1375 3.9319 0.0000 F 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 7.6449 0.8364 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 3.4641 -1.0000 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 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6394 0.7319 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 15 1 0 0 0 0 4 5 2 0 0 0 0 4 16 1 0 0 0 0 5 18 1 0 0 0 0 6 25 1 0 0 0 0 7 9 1 0 0 0 0 7 25 1 0 0 0 0 8 10 1 0 0 0 0 8 25 1 0 0 0 0 9 26 1 0 0 0 0 10 26 1 0 0 0 0 11 16 2 0 0 0 0 11 17 1 0 0 0 0 12 15 2 0 0 0 0 12 23 1 0 0 0 0 13 19 2 0 0 0 0 13 22 1 0 0 0 0 14 22 2 0 0 0 0 14 24 1 0 0 0 0 15 17 1 0 0 0 0 16 21 1 0 0 0 0 17 18 2 0 0 0 0 18 23 1 0 0 0 0 19 20 1 0 0 0 0 19 27 1 0 0 0 0 20 24 2 0 0 0 0 20 26 1 0 0 0 0 23 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007732
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	177836
ChEBI
CAS Number

Drug Properties

Molecular Weight	369.20
ALogP	-0.1337
MLogP	2.89
XLogP	2.16
HDA	5
HBD	1
Rotatable Bonds	8
TPSA	57.28
RO5 Violation	0