NPASS drugs

Drug Information

Drug ID:	NPD3819
Drug Name:	Tonabersat
Molecular Formula:	C20H19ClFNO4
Canonical SMILES:	OC(=N[C@H]1c2cc(ccc2OC([C@H]1O)(C)C)C(=O)C)c1ccc(c(c1)Cl)F
Standard InCHI:	InChI=1S/C20H19ClFNO4/c1-10(24)11-5-7-16-13(8-11)17(18(25)20(2,3)27-16)23-19(26)12-4-6-15(22)14(21)9-12/h4-9,17-18,25H,1-3H3,(H,23,26)/t17-,18-/m0/s1
Standard InCHIKey:	XLIIRNOPGJTBJD-ROUUACIJSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3819

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	202
0.1-0.2	1051
0.2-0.3	3150
0.3-0.4	8818
0.4-0.5	3830
0.5-0.6	8377
0.6-0.7	5382
0.7-0.8	80
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	0.736	NPC264938
Intermediate Similarity	0.7277	NPC134413
Intermediate Similarity	0.7277	NPC263507
Intermediate Similarity	0.7277	NPC45112
Intermediate Similarity	0.7277	NPC271958
Intermediate Similarity	0.7273	NPC184053
Intermediate Similarity	0.7273	NPC269383
Intermediate Similarity	0.7273	NPC151030
Intermediate Similarity	0.7253	NPC244577
Intermediate Similarity	0.7253	NPC471676
Intermediate Similarity	0.7253	NPC263384
Intermediate Similarity	0.7253	NPC472422
Intermediate Similarity	0.7253	NPC472420
Intermediate Similarity	0.7184	NPC471316
Intermediate Similarity	0.7174	NPC7989
Intermediate Similarity	0.7174	NPC472583
Intermediate Similarity	0.7174	NPC223701
Intermediate Similarity	0.7167	NPC153644
Intermediate Similarity	0.7158	NPC471677
Intermediate Similarity	0.715	NPC327005
Intermediate Similarity	0.7135	NPC477958
Intermediate Similarity	0.7127	NPC14875
Intermediate Similarity	0.712	NPC243171
Intermediate Similarity	0.712	NPC473996
Intermediate Similarity	0.712	NPC35567
Intermediate Similarity	0.712	NPC171651
Intermediate Similarity	0.712	NPC475790
Intermediate Similarity	0.7113	NPC86678
Intermediate Similarity	0.7105	NPC49315
Intermediate Similarity	0.7104	NPC58661
Intermediate Similarity	0.7081	NPC469405
Intermediate Similarity	0.7081	NPC293286
Intermediate Similarity	0.7068	NPC227778
Intermediate Similarity	0.7065	NPC474744
Intermediate Similarity	0.7065	NPC472636
Intermediate Similarity	0.7065	NPC254412
Intermediate Similarity	0.7065	NPC262039
Intermediate Similarity	0.7065	NPC474772
Intermediate Similarity	0.7065	NPC472423
Intermediate Similarity	0.7065	NPC474021
Intermediate Similarity	0.7065	NPC262038
Intermediate Similarity	0.7065	NPC474023
Intermediate Similarity	0.7065	NPC278476
Intermediate Similarity	0.7065	NPC472580
Intermediate Similarity	0.7065	NPC319910
Intermediate Similarity	0.7049	NPC89442
Intermediate Similarity	0.7049	NPC472628
Intermediate Similarity	0.7043	NPC207809
Intermediate Similarity	0.7043	NPC304207
Intermediate Similarity	0.7043	NPC259710
Intermediate Similarity	0.7043	NPC477530
Intermediate Similarity	0.7043	NPC470681
Intermediate Similarity	0.7043	NPC217706
Intermediate Similarity	0.7043	NPC48579
Intermediate Similarity	0.7033	NPC472627
Intermediate Similarity	0.7027	NPC161881
Intermediate Similarity	0.7027	NPC285623
Intermediate Similarity	0.7027	NPC10807
Intermediate Similarity	0.7027	NPC138288
Intermediate Similarity	0.7027	NPC56232
Intermediate Similarity	0.7027	NPC31627
Intermediate Similarity	0.7027	NPC216035
Intermediate Similarity	0.7027	NPC244583
Intermediate Similarity	0.7027	NPC477957
Intermediate Similarity	0.7027	NPC476238
Intermediate Similarity	0.7027	NPC217149
Intermediate Similarity	0.7027	NPC150123
Intermediate Similarity	0.7027	NPC327269
Intermediate Similarity	0.7017	NPC87486
Intermediate Similarity	0.7017	NPC474044
Intermediate Similarity	0.7017	NPC124780
Intermediate Similarity	0.7016	NPC68850
Intermediate Similarity	0.7011	NPC472421
Intermediate Similarity	0.7011	NPC105136
Intermediate Similarity	0.7005	NPC215917
Intermediate Similarity	0.7005	NPC20530
Intermediate Similarity	0.7005	NPC10754
Intermediate Similarity	0.7005	NPC78492
Intermediate Similarity	0.7005	NPC208152
Intermediate Similarity	0.7	NPC313414
Remote Similarity	0.6995	NPC478189
Remote Similarity	0.6989	NPC248793
Remote Similarity	0.6989	NPC180301
Remote Similarity	0.6984	NPC471976
Remote Similarity	0.6978	NPC472629
Remote Similarity	0.6978	NPC474302
Remote Similarity	0.6978	NPC316769
Remote Similarity	0.6973	NPC477897
Remote Similarity	0.6973	NPC328740
Remote Similarity	0.6973	NPC209846
Remote Similarity	0.6973	NPC471675
Remote Similarity	0.6973	NPC289774
Remote Similarity	0.6973	NPC56635
Remote Similarity	0.6961	NPC290404
Remote Similarity	0.6957	NPC104172
Remote Similarity	0.6957	NPC88886
Remote Similarity	0.6952	NPC304745
Remote Similarity	0.6952	NPC111341
Remote Similarity	0.6947	NPC3629
Remote Similarity	0.694	NPC51070
Remote Similarity	0.694	NPC222298
Remote Similarity	0.694	NPC85773
Remote Similarity	0.694	NPC470670
Remote Similarity	0.694	NPC47388
Remote Similarity	0.694	NPC91902
Remote Similarity	0.694	NPC473133
Remote Similarity	0.6935	NPC256141
Remote Similarity	0.6935	NPC210597
Remote Similarity	0.6923	NPC470890
Remote Similarity	0.6923	NPC209040
Remote Similarity	0.6919	NPC177308
Remote Similarity	0.6919	NPC61258
Remote Similarity	0.6919	NPC124478
Remote Similarity	0.6911	NPC474033
Remote Similarity	0.6911	NPC474034
Remote Similarity	0.6906	NPC147145
Remote Similarity	0.6902	NPC10097
Remote Similarity	0.6898	NPC326592
Remote Similarity	0.6898	NPC209760
Remote Similarity	0.6898	NPC109594
Remote Similarity	0.6898	NPC244250
Remote Similarity	0.6898	NPC112701
Remote Similarity	0.6898	NPC236756
Remote Similarity	0.6898	NPC311579
Remote Similarity	0.6898	NPC88983
Remote Similarity	0.6898	NPC268193
Remote Similarity	0.6898	NPC20907
Remote Similarity	0.6898	NPC100134
Remote Similarity	0.6895	NPC475784
Remote Similarity	0.689	NPC257266
Remote Similarity	0.6885	NPC470019
Remote Similarity	0.6882	NPC212699
Remote Similarity	0.6882	NPC207675
Remote Similarity	0.6882	NPC471229
Remote Similarity	0.6879	NPC939
Remote Similarity	0.6878	NPC23817
Remote Similarity	0.6878	NPC291508
Remote Similarity	0.6878	NPC474055
Remote Similarity	0.6878	NPC27337
Remote Similarity	0.6878	NPC316461
Remote Similarity	0.6878	NPC472598
Remote Similarity	0.6875	NPC124038
Remote Similarity	0.6868	NPC91560
Remote Similarity	0.6868	NPC106985
Remote Similarity	0.6868	NPC132771
Remote Similarity	0.6868	NPC75049
Remote Similarity	0.6868	NPC221432
Remote Similarity	0.6868	NPC149026
Remote Similarity	0.6868	NPC150408
Remote Similarity	0.6868	NPC175504
Remote Similarity	0.6868	NPC169591
Remote Similarity	0.6868	NPC257097
Remote Similarity	0.6868	NPC310130
Remote Similarity	0.6868	NPC143896
Remote Similarity	0.6868	NPC164980
Remote Similarity	0.6868	NPC316816
Remote Similarity	0.6868	NPC18585
Remote Similarity	0.6868	NPC68104
Remote Similarity	0.6868	NPC478086
Remote Similarity	0.6868	NPC166138
Remote Similarity	0.6868	NPC214166
Remote Similarity	0.6868	NPC39329
Remote Similarity	0.6865	NPC139966
Remote Similarity	0.6865	NPC5173
Remote Similarity	0.6865	NPC307052
Remote Similarity	0.6862	NPC321779
Remote Similarity	0.6862	NPC471116
Remote Similarity	0.6862	NPC476169
Remote Similarity	0.6859	NPC74854
Remote Similarity	0.6859	NPC474038
Remote Similarity	0.6859	NPC472634
Remote Similarity	0.6859	NPC472632
Remote Similarity	0.6859	NPC45124
Remote Similarity	0.6859	NPC30655
Remote Similarity	0.6857	NPC257728
Remote Similarity	0.6856	NPC129578
Remote Similarity	0.6848	NPC110303
Remote Similarity	0.6848	NPC3779
Remote Similarity	0.6848	NPC40086
Remote Similarity	0.6848	NPC476182
Remote Similarity	0.6848	NPC122828
Remote Similarity	0.6848	NPC473077
Remote Similarity	0.6848	NPC211466
Remote Similarity	0.6848	NPC176869
Remote Similarity	0.6848	NPC296998
Remote Similarity	0.6848	NPC23728
Remote Similarity	0.6848	NPC44721
Remote Similarity	0.6848	NPC472918
Remote Similarity	0.6842	NPC71205
Remote Similarity	0.6842	NPC22192
Remote Similarity	0.6842	NPC473990
Remote Similarity	0.6831	NPC131579
Remote Similarity	0.6831	NPC131568
Remote Similarity	0.6831	NPC473013
Remote Similarity	0.6831	NPC197252
Remote Similarity	0.6831	NPC224714
Remote Similarity	0.6831	NPC473015
Remote Similarity	0.6831	NPC236766
Remote Similarity	0.6828	NPC472633
Remote Similarity	0.6828	NPC180351

Drug Structure

NPD3819 OpenBabel08211704332D 29 31 0 0 1 0 0 0 0 0999 V2000 -0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3660 -1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3660 -1.3660 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 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 -0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 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 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 1 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 4.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 20 1 0 0 0 0 3 20 1 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 11 2 0 0 0 0 8 13 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 11 1 0 0 0 0 10 24 2 0 0 0 0 12 19 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 14 15 2 0 0 0 0 14 21 1 0 0 0 0 15 22 1 0 0 0 0 16 27 1 0 0 0 0 17 18 1 0 0 0 0 17 23 1 1 0 0 0 18 20 1 0 0 0 0 18 25 1 1 0 0 0 19 23 2 3 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 25 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003284
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	391.10
ALogP	0.6553
MLogP	2.89
XLogP	3.727
HDA	4
HBD	2
Rotatable Bonds	10
TPSA	79.12
RO5 Violation	0