NPASS drugs

Drug Information

Drug ID:	NPD2126
Drug Name:
Molecular Formula:	C16H20N4O
Canonical SMILES:	COc1ccc(nn1)N1CCN(CC1)c1cccc(c1)C
Standard InCHI:	InChI=1S/C16H20N4O/c1-13-4-3-5-14(12-13)19-8-10-20(11-9-19)15-6-7-16(21-2)18-17-15/h3-7,12H,8-11H2,1-2H3
Standard InCHIKey:	DDOAUTHWSCUHQA-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2126

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	478
0.1-0.2	5238
0.2-0.3	7515
0.3-0.4	9579
0.4-0.5	5798
0.5-0.6	2127
0.6-0.7	155
0.7-0.8	0
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
Remote Similarity	0.6857	NPC26872
Remote Similarity	0.6836	NPC26850
Remote Similarity	0.6816	NPC177404
Remote Similarity	0.6804	NPC194967
Remote Similarity	0.6721	NPC477888
Remote Similarity	0.6601	NPC476465
Remote Similarity	0.6592	NPC315257
Remote Similarity	0.6546	NPC471593
Remote Similarity	0.6541	NPC476518
Remote Similarity	0.6524	NPC312872
Remote Similarity	0.6505	NPC121658
Remote Similarity	0.6505	NPC14651
Remote Similarity	0.6503	NPC118511
Remote Similarity	0.6502	NPC472111
Remote Similarity	0.65	NPC329793
Remote Similarity	0.6471	NPC111624
Remote Similarity	0.6435	NPC315822
Remote Similarity	0.6418	NPC315957
Remote Similarity	0.6408	NPC469589
Remote Similarity	0.6393	NPC285635
Remote Similarity	0.6387	NPC168486
Remote Similarity	0.6387	NPC222592
Remote Similarity	0.6373	NPC47059
Remote Similarity	0.6373	NPC329708
Remote Similarity	0.6373	NPC264166
Remote Similarity	0.6373	NPC274291
Remote Similarity	0.6373	NPC118832
Remote Similarity	0.6373	NPC165349
Remote Similarity	0.6368	NPC4071
Remote Similarity	0.6368	NPC476578
Remote Similarity	0.6368	NPC476582
Remote Similarity	0.6359	NPC124542
Remote Similarity	0.6359	NPC471177
Remote Similarity	0.6359	NPC59779
Remote Similarity	0.6332	NPC198401
Remote Similarity	0.633	NPC476686
Remote Similarity	0.633	NPC85482
Remote Similarity	0.633	NPC105758
Remote Similarity	0.633	NPC476688
Remote Similarity	0.6316	NPC472098
Remote Similarity	0.6313	NPC133140
Remote Similarity	0.6313	NPC195268
Remote Similarity	0.631	NPC278874
Remote Similarity	0.63	NPC472193
Remote Similarity	0.6293	NPC476581
Remote Similarity	0.6293	NPC36229
Remote Similarity	0.6293	NPC16452
Remote Similarity	0.629	NPC471178
Remote Similarity	0.6287	NPC287437
Remote Similarity	0.6286	NPC469592
Remote Similarity	0.6286	NPC471080
Remote Similarity	0.6283	NPC283152
Remote Similarity	0.6269	NPC161887
Remote Similarity	0.6269	NPC219963
Remote Similarity	0.6269	NPC267928
Remote Similarity	0.6269	NPC266551
Remote Similarity	0.6256	NPC329747
Remote Similarity	0.6238	NPC264176
Remote Similarity	0.6237	NPC176127
Remote Similarity	0.6226	NPC152768
Remote Similarity	0.6226	NPC148183
Remote Similarity	0.6224	NPC204385
Remote Similarity	0.6211	NPC208060
Remote Similarity	0.6202	NPC475910
Remote Similarity	0.619	NPC242923
Remote Similarity	0.6186	NPC118776
Remote Similarity	0.6186	NPC206201
Remote Similarity	0.6186	NPC477891
Remote Similarity	0.6181	NPC92111
Remote Similarity	0.6176	NPC19872
Remote Similarity	0.6176	NPC176538
Remote Similarity	0.6173	NPC20249
Remote Similarity	0.6168	NPC469594
Remote Similarity	0.6166	NPC472168
Remote Similarity	0.6163	NPC184437
Remote Similarity	0.6162	NPC84508
Remote Similarity	0.6158	NPC258773
Remote Similarity	0.6158	NPC471648
Remote Similarity	0.6154	NPC313189
Remote Similarity	0.615	NPC79213
Remote Similarity	0.6146	NPC288943
Remote Similarity	0.6146	NPC470586
Remote Similarity	0.6146	NPC31930
Remote Similarity	0.6143	NPC290689
Remote Similarity	0.6143	NPC123976
Remote Similarity	0.6143	NPC167860
Remote Similarity	0.6141	NPC477889
Remote Similarity	0.6138	NPC1527
Remote Similarity	0.6134	NPC70092
Remote Similarity	0.6131	NPC76748
Remote Similarity	0.6126	NPC471294
Remote Similarity	0.6124	NPC82548
Remote Similarity	0.6124	NPC287208
Remote Similarity	0.6122	NPC84478
Remote Similarity	0.6121	NPC305984
Remote Similarity	0.612	NPC471132
Remote Similarity	0.6117	NPC295898
Remote Similarity	0.6114	NPC285941
Remote Similarity	0.6114	NPC208284
Remote Similarity	0.6111	NPC206251
Remote Similarity	0.6111	NPC472099
Remote Similarity	0.6111	NPC21425
Remote Similarity	0.6111	NPC74382
Remote Similarity	0.6111	NPC66083
Remote Similarity	0.6106	NPC323345
Remote Similarity	0.6106	NPC470164
Remote Similarity	0.6105	NPC164664
Remote Similarity	0.6103	NPC144114
Remote Similarity	0.6098	NPC477019
Remote Similarity	0.6096	NPC230942
Remote Similarity	0.6096	NPC315498
Remote Similarity	0.6096	NPC224632
Remote Similarity	0.6095	NPC174672
Remote Similarity	0.6091	NPC187145
Remote Similarity	0.6091	NPC257851
Remote Similarity	0.6091	NPC157931
Remote Similarity	0.6087	NPC223427
Remote Similarity	0.6085	NPC296482
Remote Similarity	0.6085	NPC202768
Remote Similarity	0.6085	NPC112206
Remote Similarity	0.6085	NPC53069
Remote Similarity	0.6085	NPC202605
Remote Similarity	0.6082	NPC232340
Remote Similarity	0.608	NPC296527
Remote Similarity	0.608	NPC224327
Remote Similarity	0.608	NPC472289
Remote Similarity	0.6071	NPC133306
Remote Similarity	0.6068	NPC232727
Remote Similarity	0.6067	NPC60553
Remote Similarity	0.6066	NPC471304
Remote Similarity	0.6062	NPC473432
Remote Similarity	0.6058	NPC285558
Remote Similarity	0.6056	NPC478074
Remote Similarity	0.6055	NPC280272
Remote Similarity	0.605	NPC134079
Remote Similarity	0.6044	NPC288445
Remote Similarity	0.6043	NPC255229
Remote Similarity	0.6043	NPC81229
Remote Similarity	0.6041	NPC62069
Remote Similarity	0.604	NPC307963
Remote Similarity	0.6032	NPC24954
Remote Similarity	0.6029	NPC474145
Remote Similarity	0.6029	NPC475841
Remote Similarity	0.6027	NPC180504
Remote Similarity	0.602	NPC470474
Remote Similarity	0.6019	NPC174758
Remote Similarity	0.6019	NPC249040
Remote Similarity	0.601	NPC476138
Remote Similarity	0.601	NPC42591
Remote Similarity	0.601	NPC245816
Remote Similarity	0.601	NPC280638
Remote Similarity	0.6009	NPC56271
Remote Similarity	0.6	NPC471323
Remote Similarity	0.6	NPC110741
Remote Similarity	0.6	NPC135549
Remote Similarity	0.5991	NPC193267
Remote Similarity	0.5991	NPC314954
Remote Similarity	0.5991	NPC213530
Remote Similarity	0.5991	NPC308906
Remote Similarity	0.5991	NPC30540
Remote Similarity	0.5991	NPC66777
Remote Similarity	0.5991	NPC471762
Remote Similarity	0.5979	NPC134586
Remote Similarity	0.5978	NPC13397
Remote Similarity	0.5973	NPC2497
Remote Similarity	0.597	NPC473569
Remote Similarity	0.5962	NPC52801
Remote Similarity	0.5961	NPC226202
Remote Similarity	0.5961	NPC289786
Remote Similarity	0.596	NPC284559
Remote Similarity	0.5959	NPC259545
Remote Similarity	0.5957	NPC25899
Remote Similarity	0.5957	NPC93653
Remote Similarity	0.5954	NPC476685
Remote Similarity	0.5954	NPC476687
Remote Similarity	0.5954	NPC476689
Remote Similarity	0.5949	NPC211997
Remote Similarity	0.5942	NPC121772
Remote Similarity	0.5942	NPC234197
Remote Similarity	0.5942	NPC25897
Remote Similarity	0.5939	NPC190461
Remote Similarity	0.5938	NPC160666
Remote Similarity	0.5935	NPC96405
Remote Similarity	0.5935	NPC171409
Remote Similarity	0.5933	NPC475774
Remote Similarity	0.593	NPC471321
Remote Similarity	0.593	NPC471306
Remote Similarity	0.5928	NPC21638
Remote Similarity	0.5926	NPC62995
Remote Similarity	0.5926	NPC47298
Remote Similarity	0.5926	NPC216816
Remote Similarity	0.5926	NPC315214
Remote Similarity	0.5917	NPC17565
Remote Similarity	0.5911	NPC141915
Remote Similarity	0.5911	NPC114335
Remote Similarity	0.5911	NPC280964
Remote Similarity	0.5909	NPC237227
Remote Similarity	0.5907	NPC162530
Remote Similarity	0.5906	NPC476950
Remote Similarity	0.5902	NPC13880

Drug Structure

NPD2126 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 -5.1962 6.0000 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 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 4.5000 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 -0.0000 2.0000 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 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 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 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 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 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 21 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 13 1 0 0 0 0 5 14 2 0 0 0 0 6 7 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 10 1 0 0 0 0 8 19 1 0 0 0 0 9 11 1 0 0 0 0 9 19 1 0 0 0 0 10 20 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 14 19 1 0 0 0 0 15 17 2 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 21 1 0 0 0 0 17 18 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003030
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	127504
ChEBI
CAS Number

Drug Properties

Molecular Weight	284.16
ALogP	0.663
MLogP	2.67
XLogP	3.598
HDA	4
HBD	0
Rotatable Bonds	5
TPSA	41.49
RO5 Violation	0