NPASS drugs

Drug Information

Drug ID:	NPD3408
Drug Name:
Molecular Formula:	C19H20N4O3
Canonical SMILES:	CN=C(N1N=C(c2ccc(cc2)N)c2c(CC1C)cc1c(c2)OCO1)O
Standard InCHI:	InChI=1S/C19H20N4O3/c1-11-7-13-8-16-17(26-10-25-16)9-15(13)18(22-23(11)19(24)21-2)12-3-5-14(20)6-4-12/h3-6,8-9,11H,7,10,20H2,1-2H3,(H,21,24)
Standard InCHIKey:	SMGACXZFVXKEAX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3408

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	292
0.1-0.2	1436
0.2-0.3	8459
0.3-0.4	4354
0.4-0.5	9897
0.5-0.6	5284
0.6-0.7	1092
0.7-0.8	76
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	0.7569	NPC24954
Intermediate Similarity	0.7443	NPC475959
Intermediate Similarity	0.7433	NPC228040
Intermediate Similarity	0.7409	NPC296742
Intermediate Similarity	0.7396	NPC69213
Intermediate Similarity	0.736	NPC13397
Intermediate Similarity	0.7358	NPC224293
Intermediate Similarity	0.7333	NPC79213
Intermediate Similarity	0.7333	NPC292003
Intermediate Similarity	0.732	NPC112676
Intermediate Similarity	0.7292	NPC249405
Intermediate Similarity	0.7258	NPC86144
Intermediate Similarity	0.7258	NPC304659
Intermediate Similarity	0.725	NPC25897
Intermediate Similarity	0.7231	NPC474904
Intermediate Similarity	0.7207	NPC60538
Intermediate Similarity	0.7207	NPC207824
Intermediate Similarity	0.7198	NPC138487
Intermediate Similarity	0.7198	NPC93593
Intermediate Similarity	0.7198	NPC216459
Intermediate Similarity	0.7198	NPC41178
Intermediate Similarity	0.7182	NPC210148
Intermediate Similarity	0.7182	NPC233029
Intermediate Similarity	0.7174	NPC111485
Intermediate Similarity	0.7173	NPC287588
Intermediate Similarity	0.7173	NPC265383
Intermediate Similarity	0.7172	NPC29472
Intermediate Similarity	0.7164	NPC477019
Intermediate Similarity	0.7158	NPC146288
Intermediate Similarity	0.7151	NPC189470
Intermediate Similarity	0.7143	NPC152212
Intermediate Similarity	0.7143	NPC312531
Intermediate Similarity	0.7135	NPC160298
Intermediate Similarity	0.7135	NPC266753
Intermediate Similarity	0.7135	NPC260118
Intermediate Similarity	0.7135	NPC232924
Intermediate Similarity	0.7135	NPC477559
Intermediate Similarity	0.7135	NPC306902
Intermediate Similarity	0.7128	NPC298979
Intermediate Similarity	0.7127	NPC277669
Intermediate Similarity	0.7127	NPC76213
Intermediate Similarity	0.7127	NPC476568
Intermediate Similarity	0.7114	NPC212163
Intermediate Similarity	0.7112	NPC238530
Intermediate Similarity	0.7112	NPC232514
Intermediate Similarity	0.7112	NPC276944
Intermediate Similarity	0.7098	NPC192939
Intermediate Similarity	0.7098	NPC311936
Intermediate Similarity	0.7098	NPC215747
Intermediate Similarity	0.7086	NPC314682
Intermediate Similarity	0.7081	NPC216816
Intermediate Similarity	0.7079	NPC185838
Intermediate Similarity	0.7079	NPC234197
Intermediate Similarity	0.7069	NPC254610
Intermediate Similarity	0.7065	NPC31311
Intermediate Similarity	0.7065	NPC234392
Intermediate Similarity	0.7062	NPC179704
Intermediate Similarity	0.7062	NPC119579
Intermediate Similarity	0.7059	NPC470706
Intermediate Similarity	0.7053	NPC6152
Intermediate Similarity	0.7045	NPC188163
Intermediate Similarity	0.7045	NPC213206
Intermediate Similarity	0.7045	NPC474915
Intermediate Similarity	0.7045	NPC328750
Intermediate Similarity	0.7044	NPC295676
Intermediate Similarity	0.7039	NPC313189
Intermediate Similarity	0.7037	NPC85482
Intermediate Similarity	0.7031	NPC477558
Intermediate Similarity	0.7026	NPC28425
Intermediate Similarity	0.7021	NPC225774
Intermediate Similarity	0.7011	NPC78733
Intermediate Similarity	0.7011	NPC7018
Intermediate Similarity	0.7	NPC321505
Intermediate Similarity	0.7	NPC66573
Intermediate Similarity	0.7	NPC179825
Intermediate Similarity	0.7	NPC191376
Remote Similarity	0.6995	NPC148898
Remote Similarity	0.699	NPC204385
Remote Similarity	0.699	NPC135772
Remote Similarity	0.6989	NPC77572
Remote Similarity	0.6989	NPC477080
Remote Similarity	0.6984	NPC24264
Remote Similarity	0.6984	NPC476432
Remote Similarity	0.6984	NPC219341
Remote Similarity	0.6983	NPC145304
Remote Similarity	0.6979	NPC285941
Remote Similarity	0.6976	NPC159101
Remote Similarity	0.6974	NPC477561
Remote Similarity	0.6974	NPC155442
Remote Similarity	0.6974	NPC312918
Remote Similarity	0.6974	NPC476574
Remote Similarity	0.6971	NPC253429
Remote Similarity	0.6961	NPC428
Remote Similarity	0.6961	NPC135538
Remote Similarity	0.6961	NPC24233
Remote Similarity	0.6961	NPC147390
Remote Similarity	0.6961	NPC246587
Remote Similarity	0.6961	NPC476571
Remote Similarity	0.6959	NPC206201
Remote Similarity	0.6957	NPC477564
Remote Similarity	0.6957	NPC2295
Remote Similarity	0.6952	NPC97072
Remote Similarity	0.6952	NPC215829
Remote Similarity	0.6952	NPC202768
Remote Similarity	0.6952	NPC296482
Remote Similarity	0.6952	NPC53069
Remote Similarity	0.6952	NPC251160
Remote Similarity	0.6947	NPC247389
Remote Similarity	0.6942	NPC156728
Remote Similarity	0.6942	NPC244606
Remote Similarity	0.6931	NPC302527
Remote Similarity	0.6931	NPC167546
Remote Similarity	0.6931	NPC16805
Remote Similarity	0.6923	NPC267408
Remote Similarity	0.6919	NPC76079
Remote Similarity	0.6911	NPC241055
Remote Similarity	0.6908	NPC261388
Remote Similarity	0.6907	NPC112575
Remote Similarity	0.6906	NPC476151
Remote Similarity	0.6904	NPC33902
Remote Similarity	0.6904	NPC276674
Remote Similarity	0.6902	NPC223124
Remote Similarity	0.6901	NPC246974
Remote Similarity	0.6901	NPC147247
Remote Similarity	0.69	NPC195268
Remote Similarity	0.69	NPC133140
Remote Similarity	0.6891	NPC2314
Remote Similarity	0.6888	NPC32413
Remote Similarity	0.6888	NPC474506
Remote Similarity	0.6882	NPC203784
Remote Similarity	0.6882	NPC126519
Remote Similarity	0.6882	NPC170503
Remote Similarity	0.6882	NPC301713
Remote Similarity	0.6878	NPC59567
Remote Similarity	0.6875	NPC135549
Remote Similarity	0.6872	NPC23219
Remote Similarity	0.6872	NPC114364
Remote Similarity	0.6872	NPC476567
Remote Similarity	0.6872	NPC320223
Remote Similarity	0.6872	NPC136860
Remote Similarity	0.6872	NPC128019
Remote Similarity	0.6869	NPC180253
Remote Similarity	0.6869	NPC219170
Remote Similarity	0.6859	NPC310894
Remote Similarity	0.6859	NPC210918
Remote Similarity	0.6857	NPC11147
Remote Similarity	0.6856	NPC199465
Remote Similarity	0.6856	NPC229166
Remote Similarity	0.6856	NPC128560
Remote Similarity	0.6853	NPC275132
Remote Similarity	0.6853	NPC476575
Remote Similarity	0.6853	NPC276060
Remote Similarity	0.6845	NPC235628
Remote Similarity	0.6842	NPC157740
Remote Similarity	0.6842	NPC191302
Remote Similarity	0.6842	NPC168409
Remote Similarity	0.6842	NPC99798
Remote Similarity	0.6837	NPC258695
Remote Similarity	0.6837	NPC126284
Remote Similarity	0.6837	NPC470879
Remote Similarity	0.6834	NPC57036
Remote Similarity	0.6834	NPC477186
Remote Similarity	0.6833	NPC294249
Remote Similarity	0.6831	NPC211296
Remote Similarity	0.6831	NPC477565
Remote Similarity	0.6831	NPC103379
Remote Similarity	0.6831	NPC219162
Remote Similarity	0.6828	NPC187022
Remote Similarity	0.6828	NPC80129
Remote Similarity	0.6823	NPC82533
Remote Similarity	0.6823	NPC290759
Remote Similarity	0.6823	NPC158148
Remote Similarity	0.6823	NPC266176
Remote Similarity	0.6821	NPC476570
Remote Similarity	0.6821	NPC283999
Remote Similarity	0.682	NPC280272
Remote Similarity	0.6814	NPC71124
Remote Similarity	0.6813	NPC16107
Remote Similarity	0.6813	NPC51957
Remote Similarity	0.6813	NPC210437
Remote Similarity	0.6813	NPC476144
Remote Similarity	0.6813	NPC106295
Remote Similarity	0.6811	NPC18614
Remote Similarity	0.681	NPC168250
Remote Similarity	0.6809	NPC69360
Remote Similarity	0.6806	NPC81247
Remote Similarity	0.6806	NPC476573
Remote Similarity	0.6806	NPC35627
Remote Similarity	0.6806	NPC476002
Remote Similarity	0.6802	NPC469977
Remote Similarity	0.68	NPC476576
Remote Similarity	0.68	NPC186546
Remote Similarity	0.6798	NPC162653
Remote Similarity	0.6793	NPC192768
Remote Similarity	0.6793	NPC97221
Remote Similarity	0.6793	NPC220858
Remote Similarity	0.6793	NPC223125
Remote Similarity	0.6793	NPC88249
Remote Similarity	0.6793	NPC151895
Remote Similarity	0.6792	NPC96405

Drug Structure

NPD3408 OpenBabel08211703112D 29 32 0 0 1 0 0 0 0 0999 V2000 1.5522 -0.6772 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5644 -2.1337 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3904 1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5243 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2564 2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3904 3.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 1.0151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8565 2.6261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0546 3.2156 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6098 5.2189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9888 0.1490 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.5243 2.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1235 1.9459 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2564 3.1774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1679 2.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6340 3.6010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6784 3.8958 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6583 1.6774 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2948 -0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1224 3.6774 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2697 -1.1781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7331 0.6802 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 0.3854 -1.6886 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2096 4.4188 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6635 4.8957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1224 4.6774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9884 3.1774 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0907 -2.6442 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 21 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 14 2 0 0 0 0 6 14 1 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 13 2 0 0 0 0 8 16 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 10 25 1 0 0 0 0 10 26 1 0 0 0 0 11 23 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 14 20 1 0 0 0 0 15 18 1 0 0 0 0 16 17 2 0 0 0 0 16 25 1 0 0 0 0 17 26 1 0 0 0 0 18 22 2 0 0 0 0 19 21 2 3 0 0 0 19 23 1 0 0 0 0 19 24 1 0 0 0 0 20 27 1 0 0 0 0 20 28 1 0 0 0 0 22 23 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012329
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	126758
ChEBI
CAS Number

Drug Properties

Molecular Weight	352.15
ALogP	-1.4034
MLogP	2.78
XLogP	3.502
HDA	5
HBD	2
Rotatable Bonds	6
TPSA	92.67
RO5 Violation	0