NPASS drugs

Drug Information

Drug ID:	NPD2819
Drug Name:
Molecular Formula:	C18H17N5O2
Canonical SMILES:	CC(n1c(=O)c2c(ncn2c2c1cccc2)c1noc(n1)C1CC1)C
Standard InCHI:	InChI=1S/C18H17N5O2/c1-10(2)23-13-6-4-3-5-12(13)22-9-19-14(15(22)18(23)24)16-20-17(25-21-16)11-7-8-11/h3-6,9-11H,7-8H2,1-2H3
Standard InCHIKey:	ZGEGOFCLSWVVKG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2819

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	608
0.1-0.2	11466
0.2-0.3	13757
0.3-0.4	1980
0.4-0.5	1866
0.5-0.6	1089
0.6-0.7	120
0.7-0.8	4
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	0.7079	NPC40530
Intermediate Similarity	0.7079	NPC314281
Intermediate Similarity	0.7059	NPC267811
Intermediate Similarity	0.7005	NPC116555
Remote Similarity	0.6965	NPC317054
Remote Similarity	0.6779	NPC476341
Remote Similarity	0.6777	NPC210123
Remote Similarity	0.6763	NPC270834
Remote Similarity	0.6718	NPC472260
Remote Similarity	0.6695	NPC470323
Remote Similarity	0.6667	NPC935
Remote Similarity	0.6667	NPC267078
Remote Similarity	0.6638	NPC474357
Remote Similarity	0.6591	NPC317701
Remote Similarity	0.6569	NPC32534
Remote Similarity	0.6507	NPC16659
Remote Similarity	0.6482	NPC120070
Remote Similarity	0.6476	NPC282247
Remote Similarity	0.6473	NPC71238
Remote Similarity	0.6459	NPC265710
Remote Similarity	0.6441	NPC69843
Remote Similarity	0.6432	NPC135601
Remote Similarity	0.6432	NPC476527
Remote Similarity	0.6432	NPC17273
Remote Similarity	0.6432	NPC141612
Remote Similarity	0.6388	NPC54981
Remote Similarity	0.6377	NPC226835
Remote Similarity	0.6373	NPC478182
Remote Similarity	0.6364	NPC136441
Remote Similarity	0.6348	NPC147983
Remote Similarity	0.6348	NPC177996
Remote Similarity	0.6343	NPC324091
Remote Similarity	0.6338	NPC21429
Remote Similarity	0.6333	NPC240088
Remote Similarity	0.6333	NPC473380
Remote Similarity	0.633	NPC326422
Remote Similarity	0.6321	NPC191415
Remote Similarity	0.6308	NPC133003
Remote Similarity	0.6302	NPC76544
Remote Similarity	0.6302	NPC226184
Remote Similarity	0.6298	NPC476421
Remote Similarity	0.6298	NPC28096
Remote Similarity	0.6298	NPC227489
Remote Similarity	0.6293	NPC478184
Remote Similarity	0.6283	NPC243850
Remote Similarity	0.6274	NPC61011
Remote Similarity	0.6274	NPC73994
Remote Similarity	0.627	NPC63109
Remote Similarity	0.6256	NPC83774
Remote Similarity	0.6244	NPC174281
Remote Similarity	0.6244	NPC475286
Remote Similarity	0.6239	NPC476460
Remote Similarity	0.6238	NPC469529
Remote Similarity	0.6234	NPC116622
Remote Similarity	0.6233	NPC121327
Remote Similarity	0.6225	NPC293487
Remote Similarity	0.6218	NPC167285
Remote Similarity	0.6218	NPC216159
Remote Similarity	0.6217	NPC6865
Remote Similarity	0.6217	NPC471194
Remote Similarity	0.6217	NPC153980
Remote Similarity	0.6217	NPC471193
Remote Similarity	0.6215	NPC102755
Remote Similarity	0.6188	NPC19696
Remote Similarity	0.6188	NPC81535
Remote Similarity	0.6188	NPC136957
Remote Similarity	0.6186	NPC46895
Remote Similarity	0.6178	NPC143977
Remote Similarity	0.6174	NPC72956
Remote Similarity	0.6154	NPC478183
Remote Similarity	0.6154	NPC114637
Remote Similarity	0.6154	NPC56233
Remote Similarity	0.6143	NPC54214
Remote Similarity	0.614	NPC470205
Remote Similarity	0.6132	NPC158055
Remote Similarity	0.6132	NPC151635
Remote Similarity	0.6126	NPC128244
Remote Similarity	0.6126	NPC476526
Remote Similarity	0.6126	NPC329765
Remote Similarity	0.6126	NPC48117
Remote Similarity	0.6125	NPC156003
Remote Similarity	0.6123	NPC472259
Remote Similarity	0.6111	NPC469814
Remote Similarity	0.6111	NPC477003
Remote Similarity	0.6101	NPC310633
Remote Similarity	0.6099	NPC167710
Remote Similarity	0.6095	NPC91895
Remote Similarity	0.6094	NPC50511
Remote Similarity	0.6091	NPC117244
Remote Similarity	0.6091	NPC473763
Remote Similarity	0.6087	NPC478185
Remote Similarity	0.6083	NPC107160
Remote Similarity	0.6078	NPC473218
Remote Similarity	0.6078	NPC470702
Remote Similarity	0.6071	NPC474916
Remote Similarity	0.607	NPC470111
Remote Similarity	0.607	NPC114209
Remote Similarity	0.6068	NPC471192
Remote Similarity	0.6062	NPC469308
Remote Similarity	0.6058	NPC476418
Remote Similarity	0.6055	NPC111566
Remote Similarity	0.6055	NPC63571
Remote Similarity	0.6055	NPC74619
Remote Similarity	0.6054	NPC102592
Remote Similarity	0.6054	NPC79356
Remote Similarity	0.6052	NPC470703
Remote Similarity	0.6044	NPC313421
Remote Similarity	0.6044	NPC237414
Remote Similarity	0.6043	NPC476525
Remote Similarity	0.6038	NPC161861
Remote Similarity	0.6036	NPC19342
Remote Similarity	0.603	NPC42483
Remote Similarity	0.6028	NPC157583
Remote Similarity	0.6025	NPC476817
Remote Similarity	0.602	NPC478186
Remote Similarity	0.601	NPC242116
Remote Similarity	0.6009	NPC97106
Remote Similarity	0.6009	NPC308931
Remote Similarity	0.6009	NPC99939
Remote Similarity	0.6008	NPC21461
Remote Similarity	0.6	NPC471615
Remote Similarity	0.6	NPC476297
Remote Similarity	0.6	NPC12649
Remote Similarity	0.6	NPC476219
Remote Similarity	0.5983	NPC473376
Remote Similarity	0.5982	NPC112489
Remote Similarity	0.5982	NPC472116
Remote Similarity	0.5982	NPC94752
Remote Similarity	0.598	NPC469975
Remote Similarity	0.598	NPC197068
Remote Similarity	0.5975	NPC238945
Remote Similarity	0.5974	NPC476524
Remote Similarity	0.5972	NPC24864
Remote Similarity	0.5972	NPC88110
Remote Similarity	0.5965	NPC182507
Remote Similarity	0.5964	NPC474180
Remote Similarity	0.5964	NPC188821
Remote Similarity	0.5962	NPC252572
Remote Similarity	0.5962	NPC77101
Remote Similarity	0.5957	NPC471191
Remote Similarity	0.5953	NPC284775
Remote Similarity	0.5951	NPC281094
Remote Similarity	0.5943	NPC471943
Remote Similarity	0.5942	NPC236711
Remote Similarity	0.5939	NPC472288
Remote Similarity	0.5935	NPC469938
Remote Similarity	0.5933	NPC253687
Remote Similarity	0.5933	NPC470203
Remote Similarity	0.5933	NPC225018
Remote Similarity	0.5929	NPC474389
Remote Similarity	0.5928	NPC213629
Remote Similarity	0.5928	NPC472289
Remote Similarity	0.5926	NPC315822
Remote Similarity	0.5924	NPC250178
Remote Similarity	0.592	NPC295452
Remote Similarity	0.592	NPC171393
Remote Similarity	0.5919	NPC272458
Remote Similarity	0.5919	NPC216550
Remote Similarity	0.5917	NPC253987
Remote Similarity	0.5917	NPC312942
Remote Similarity	0.5917	NPC327095
Remote Similarity	0.5913	NPC300238
Remote Similarity	0.5913	NPC214827
Remote Similarity	0.5913	NPC314930
Remote Similarity	0.5909	NPC46022
Remote Similarity	0.5902	NPC115595
Remote Similarity	0.5902	NPC217021
Remote Similarity	0.5902	NPC470679
Remote Similarity	0.5897	NPC242923
Remote Similarity	0.5895	NPC57398
Remote Similarity	0.5893	NPC304203
Remote Similarity	0.5892	NPC40455
Remote Similarity	0.589	NPC285923
Remote Similarity	0.5885	NPC470204
Remote Similarity	0.5885	NPC134657
Remote Similarity	0.588	NPC14325
Remote Similarity	0.588	NPC28848
Remote Similarity	0.5877	NPC233380
Remote Similarity	0.5874	NPC472833
Remote Similarity	0.5872	NPC471603
Remote Similarity	0.5868	NPC19170
Remote Similarity	0.5865	NPC470731
Remote Similarity	0.5865	NPC470732
Remote Similarity	0.5865	NPC62995
Remote Similarity	0.5865	NPC18308
Remote Similarity	0.5865	NPC124276
Remote Similarity	0.5865	NPC472832
Remote Similarity	0.5859	NPC65408
Remote Similarity	0.5857	NPC194881
Remote Similarity	0.5856	NPC255909
Remote Similarity	0.5845	NPC471609
Remote Similarity	0.5837	NPC266249
Remote Similarity	0.5837	NPC475024
Remote Similarity	0.5833	NPC293917
Remote Similarity	0.583	NPC141053
Remote Similarity	0.583	NPC320968
Remote Similarity	0.5829	NPC206148
Remote Similarity	0.5826	NPC472069
Remote Similarity	0.5826	NPC472063
Remote Similarity	0.5826	NPC130570

Drug Structure

NPD2819 OpenBabel08211702552D 25 29 0 0 0 0 0 0 0 0999 V2000 -5.5136 -0.4484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9313 -1.1529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8757 2.9968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2825 2.0832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8812 3.1013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6947 1.2742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4538 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4538 0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7111 3.2058 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5191 -0.3438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2934 2.2923 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7002 1.3787 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 1.8968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7111 1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1179 0.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 2.8968 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.6180 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 0.3090 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2989 2.3968 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1124 0.5697 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5301 -0.1348 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 1 10 1 0 0 0 0 2 10 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 2 0 0 0 0 6 13 2 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 11 1 0 0 0 0 9 19 2 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 22 1 0 0 0 0 13 23 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 22 1 0 0 0 0 16 20 1 0 0 0 0 16 21 2 0 0 0 0 17 20 2 0 0 0 0 17 25 1 0 0 0 0 18 23 1 0 0 0 0 18 24 2 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC011862
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3033821
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.14
ALogP	-0.5184
MLogP	2.67
XLogP	3.365
HDA	5
HBD	0
Rotatable Bonds	5
TPSA	76.53
RO5 Violation	0