NPASS drugs

Drug Information

Drug ID:	NPD3837
Drug Name:
Molecular Formula:	C20H19N3O3
Canonical SMILES:	OC1CCN(CC1)Cc1ccc2c(c1)c1nnc(c3c1c(O2)ccc3)O
Standard InCHI:	InChI=1S/C20H19N3O3/c24-13-6-8-23(9-7-13)11-12-4-5-16-15(10-12)19-18-14(20(25)22-21-19)2-1-3-17(18)26-16/h1-5,10,13,24H,6-9,11H2,(H,22,25)
Standard InCHIKey:	HAVFFEMDLROBGI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3837

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	350
0.1-0.2	1534
0.2-0.3	7120
0.3-0.4	5601
0.4-0.5	7492
0.5-0.6	7674
0.6-0.7	1019
0.7-0.8	100
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	0.75	NPC202605
Intermediate Similarity	0.75	NPC112206
Intermediate Similarity	0.7476	NPC470931
Intermediate Similarity	0.7475	NPC280964
Intermediate Similarity	0.7475	NPC114335
Intermediate Similarity	0.7475	NPC141915
Intermediate Similarity	0.7451	NPC469440
Intermediate Similarity	0.7438	NPC31930
Intermediate Similarity	0.7337	NPC469390
Intermediate Similarity	0.733	NPC16452
Intermediate Similarity	0.733	NPC476581
Intermediate Similarity	0.733	NPC36229
Intermediate Similarity	0.7295	NPC472111
Intermediate Similarity	0.7277	NPC473053
Intermediate Similarity	0.7277	NPC472193
Intermediate Similarity	0.726	NPC476997
Intermediate Similarity	0.7246	NPC137929
Intermediate Similarity	0.7246	NPC164374
Intermediate Similarity	0.7236	NPC139783
Intermediate Similarity	0.7236	NPC65312
Intermediate Similarity	0.7227	NPC476998
Intermediate Similarity	0.7227	NPC476996
Intermediate Similarity	0.7225	NPC477888
Intermediate Similarity	0.7195	NPC201508
Intermediate Similarity	0.7186	NPC95426
Intermediate Similarity	0.7186	NPC302245
Intermediate Similarity	0.7186	NPC16357
Intermediate Similarity	0.7182	NPC476994
Intermediate Similarity	0.7136	NPC11017
Intermediate Similarity	0.713	NPC255800
Intermediate Similarity	0.713	NPC96584
Intermediate Similarity	0.7129	NPC476106
Intermediate Similarity	0.7114	NPC22115
Intermediate Similarity	0.7114	NPC275680
Intermediate Similarity	0.711	NPC280272
Intermediate Similarity	0.7109	NPC469589
Intermediate Similarity	0.71	NPC66083
Intermediate Similarity	0.7089	NPC202768
Intermediate Similarity	0.7089	NPC53069
Intermediate Similarity	0.7089	NPC48353
Intermediate Similarity	0.7089	NPC296482
Intermediate Similarity	0.7087	NPC476578
Intermediate Similarity	0.7087	NPC476582
Intermediate Similarity	0.7087	NPC4071
Intermediate Similarity	0.7081	NPC329708
Intermediate Similarity	0.7081	NPC118832
Intermediate Similarity	0.7081	NPC47059
Intermediate Similarity	0.7081	NPC165349
Intermediate Similarity	0.7081	NPC274291
Intermediate Similarity	0.7081	NPC264166
Intermediate Similarity	0.7075	NPC290689
Intermediate Similarity	0.7074	NPC2413
Intermediate Similarity	0.7074	NPC189266
Intermediate Similarity	0.7074	NPC249797
Intermediate Similarity	0.7074	NPC110416
Intermediate Similarity	0.7074	NPC295691
Intermediate Similarity	0.7074	NPC172765
Intermediate Similarity	0.7074	NPC469817
Intermediate Similarity	0.7074	NPC278799
Intermediate Similarity	0.7074	NPC276588
Intermediate Similarity	0.7074	NPC54379
Intermediate Similarity	0.7074	NPC184026
Intermediate Similarity	0.7074	NPC5238
Intermediate Similarity	0.7074	NPC127674
Intermediate Similarity	0.7074	NPC204828
Intermediate Similarity	0.7074	NPC193949
Intermediate Similarity	0.7074	NPC39701
Intermediate Similarity	0.7074	NPC207757
Intermediate Similarity	0.7068	NPC79402
Intermediate Similarity	0.7068	NPC80759
Intermediate Similarity	0.7065	NPC476151
Intermediate Similarity	0.7062	NPC66573
Intermediate Similarity	0.7059	NPC85381
Intermediate Similarity	0.7059	NPC256124
Intermediate Similarity	0.7056	NPC241704
Intermediate Similarity	0.7053	NPC221864
Intermediate Similarity	0.705	NPC33902
Intermediate Similarity	0.705	NPC61350
Intermediate Similarity	0.705	NPC276674
Intermediate Similarity	0.7048	NPC304183
Intermediate Similarity	0.7047	NPC240841
Intermediate Similarity	0.7047	NPC250846
Intermediate Similarity	0.7047	NPC42549
Intermediate Similarity	0.7047	NPC317272
Intermediate Similarity	0.7047	NPC256012
Intermediate Similarity	0.7047	NPC268503
Intermediate Similarity	0.7047	NPC195392
Intermediate Similarity	0.7041	NPC283152
Intermediate Similarity	0.7032	NPC118121
Intermediate Similarity	0.7027	NPC252251
Intermediate Similarity	0.7016	NPC230956
Intermediate Similarity	0.7016	NPC235143
Intermediate Similarity	0.7016	NPC271388
Intermediate Similarity	0.7016	NPC119649
Intermediate Similarity	0.7016	NPC205255
Intermediate Similarity	0.7014	NPC193777
Intermediate Similarity	0.7009	NPC96405
Intermediate Similarity	0.7009	NPC171409
Intermediate Similarity	0.7005	NPC473822
Intermediate Similarity	0.7	NPC79328
Remote Similarity	0.6995	NPC134858
Remote Similarity	0.6995	NPC206900
Remote Similarity	0.6995	NPC169743
Remote Similarity	0.699	NPC224928
Remote Similarity	0.6989	NPC103379
Remote Similarity	0.6989	NPC477565
Remote Similarity	0.6986	NPC475085
Remote Similarity	0.6986	NPC291535
Remote Similarity	0.6986	NPC475112
Remote Similarity	0.6985	NPC32154
Remote Similarity	0.6981	NPC475910
Remote Similarity	0.6979	NPC60186
Remote Similarity	0.6977	NPC469592
Remote Similarity	0.6977	NPC471080
Remote Similarity	0.6965	NPC274716
Remote Similarity	0.6965	NPC254441
Remote Similarity	0.6965	NPC167116
Remote Similarity	0.6964	NPC477531
Remote Similarity	0.696	NPC476995
Remote Similarity	0.6948	NPC209769
Remote Similarity	0.6947	NPC29647
Remote Similarity	0.6946	NPC474904
Remote Similarity	0.6943	NPC233650
Remote Similarity	0.6943	NPC1229
Remote Similarity	0.6942	NPC162653
Remote Similarity	0.6927	NPC23614
Remote Similarity	0.6927	NPC166014
Remote Similarity	0.6927	NPC100079
Remote Similarity	0.6927	NPC27410
Remote Similarity	0.6923	NPC210140
Remote Similarity	0.692	NPC209174
Remote Similarity	0.6916	NPC11464
Remote Similarity	0.6915	NPC223690
Remote Similarity	0.6915	NPC222661
Remote Similarity	0.6915	NPC239824
Remote Similarity	0.6915	NPC229373
Remote Similarity	0.6915	NPC185639
Remote Similarity	0.6915	NPC49075
Remote Similarity	0.6915	NPC181796
Remote Similarity	0.6915	NPC251735
Remote Similarity	0.6915	NPC279228
Remote Similarity	0.6915	NPC7715
Remote Similarity	0.6915	NPC182052
Remote Similarity	0.6915	NPC258657
Remote Similarity	0.6915	NPC271013
Remote Similarity	0.6915	NPC54654
Remote Similarity	0.6915	NPC285931
Remote Similarity	0.6915	NPC328155
Remote Similarity	0.6915	NPC90998
Remote Similarity	0.6915	NPC217748
Remote Similarity	0.6915	NPC290005
Remote Similarity	0.6915	NPC15414
Remote Similarity	0.6915	NPC290582
Remote Similarity	0.6915	NPC311973
Remote Similarity	0.6915	NPC104196
Remote Similarity	0.6915	NPC42663
Remote Similarity	0.6915	NPC8836
Remote Similarity	0.6909	NPC477532
Remote Similarity	0.6908	NPC70956
Remote Similarity	0.6908	NPC243834
Remote Similarity	0.6908	NPC234318
Remote Similarity	0.6898	NPC92541
Remote Similarity	0.6897	NPC477186
Remote Similarity	0.6897	NPC320088
Remote Similarity	0.6897	NPC116465
Remote Similarity	0.6897	NPC212237
Remote Similarity	0.6892	NPC473449
Remote Similarity	0.6882	NPC210437
Remote Similarity	0.6882	NPC16107
Remote Similarity	0.6882	NPC51957
Remote Similarity	0.6882	NPC106295
Remote Similarity	0.6882	NPC476144
Remote Similarity	0.6878	NPC133140
Remote Similarity	0.6878	NPC195268
Remote Similarity	0.6878	NPC318805
Remote Similarity	0.6878	NPC41122
Remote Similarity	0.6875	NPC216816
Remote Similarity	0.6872	NPC162484
Remote Similarity	0.6869	NPC201697
Remote Similarity	0.6869	NPC285941
Remote Similarity	0.6869	NPC2314
Remote Similarity	0.6866	NPC235076
Remote Similarity	0.6866	NPC286119
Remote Similarity	0.6866	NPC230276
Remote Similarity	0.6865	NPC185838
Remote Similarity	0.6864	NPC174049
Remote Similarity	0.6862	NPC97221
Remote Similarity	0.6862	NPC192768
Remote Similarity	0.6862	NPC151895
Remote Similarity	0.6862	NPC220858
Remote Similarity	0.6862	NPC88249
Remote Similarity	0.6859	NPC25084
Remote Similarity	0.6859	NPC247639
Remote Similarity	0.6854	NPC313189
Remote Similarity	0.6849	NPC469594
Remote Similarity	0.6849	NPC204446
Remote Similarity	0.6847	NPC249996
Remote Similarity	0.6845	NPC478093
Remote Similarity	0.6845	NPC7467
Remote Similarity	0.6845	NPC476565

Drug Structure

NPD3837 OpenBabel08211704332D 28 32 0 0 0 0 0 0 0 0999 V2000 -3.2357 0.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4370 -0.4334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2234 0.9734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7736 4.2370 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5890 3.7662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4706 2.3640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 3.7662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6610 2.8314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4706 4.2336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0419 2.8246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8514 4.2336 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0419 3.7662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2802 2.8314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6149 0.0213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7736 2.3538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5890 2.8246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4123 1.4391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6026 0.9520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7859 1.4176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8106 -0.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0123 0.9307 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 1.6610 3.7662 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.0897 2.3640 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8229 -1.3844 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3999 2.3753 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8993 2.8314 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0241 -1.8597 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 17 2 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 16 1 0 0 0 0 6 8 1 0 0 0 0 6 13 1 0 0 0 0 7 9 1 0 0 0 0 7 13 1 0 0 0 0 8 23 1 0 0 0 0 9 23 1 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 12 1 0 0 0 0 11 23 1 0 0 0 0 13 24 1 0 0 0 0 14 18 2 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 19 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 18 19 1 0 0 0 0 19 21 2 0 0 0 0 20 22 2 0 0 0 0 20 25 1 0 0 0 0 21 22 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003525
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11660296
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.14
ALogP	-1.6531
MLogP	3
XLogP	2.32
HDA	4
HBD	2
Rotatable Bonds	4
TPSA	78.71
RO5 Violation	0