NPASS drugs

Drug Information

Drug ID:	NPD3440
Drug Name:
Molecular Formula:	C19H21N5O3
Canonical SMILES:	COc1ccc2c(c1)c1[nH]n(c3c1c(n2)c(cc3)N(=O)=O)CCCN(C)C
Standard InCHI:	InChI=1S/C19H21N5O3/c1-22(2)9-4-10-23-15-7-8-16(24(25)26)19-17(15)18(21-23)13-11-12(27-3)5-6-14(13)20-19/h5-8,11,21H,4,9-10H2,1-3H3
Standard InCHIKey:	HVRZAFDJOWIDMM-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3440

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	540
0.1-0.2	3571
0.2-0.3	9326
0.3-0.4	9666
0.4-0.5	4925
0.5-0.6	2100
0.6-0.7	693
0.7-0.8	69
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	0.763	NPC223427
Intermediate Similarity	0.7571	NPC315957
Intermediate Similarity	0.7571	NPC329793
Intermediate Similarity	0.7571	NPC176538
Intermediate Similarity	0.7438	NPC176127
Intermediate Similarity	0.7429	NPC267928
Intermediate Similarity	0.7419	NPC471304
Intermediate Similarity	0.7407	NPC82548
Intermediate Similarity	0.74	NPC312872
Intermediate Similarity	0.7397	NPC478074
Intermediate Similarity	0.7395	NPC472111
Intermediate Similarity	0.7385	NPC208284
Intermediate Similarity	0.7371	NPC26850
Intermediate Similarity	0.7356	NPC92111
Intermediate Similarity	0.7308	NPC76748
Intermediate Similarity	0.7286	NPC307963
Intermediate Similarity	0.726	NPC296527
Intermediate Similarity	0.7259	NPC177404
Intermediate Similarity	0.7252	NPC274982
Intermediate Similarity	0.7246	NPC204385
Intermediate Similarity	0.7243	NPC329747
Intermediate Similarity	0.7235	NPC470164
Intermediate Similarity	0.7235	NPC323345
Intermediate Similarity	0.7222	NPC476138
Intermediate Similarity	0.7222	NPC245816
Intermediate Similarity	0.722	NPC206201
Intermediate Similarity	0.7216	NPC26872
Intermediate Similarity	0.7212	NPC280272
Intermediate Similarity	0.7195	NPC472098
Intermediate Similarity	0.7189	NPC475070
Intermediate Similarity	0.7188	NPC96321
Intermediate Similarity	0.7169	NPC476465
Intermediate Similarity	0.7163	NPC19872
Intermediate Similarity	0.713	NPC232727
Intermediate Similarity	0.7124	NPC472099
Intermediate Similarity	0.7118	NPC227908
Intermediate Similarity	0.7117	NPC26679
Intermediate Similarity	0.7104	NPC167860
Intermediate Similarity	0.7104	NPC123976
Intermediate Similarity	0.7089	NPC131017
Intermediate Similarity	0.7087	NPC157931
Intermediate Similarity	0.7083	NPC249040
Intermediate Similarity	0.7082	NPC180504
Intermediate Similarity	0.7064	NPC162484
Intermediate Similarity	0.7062	NPC471593
Intermediate Similarity	0.7059	NPC185782
Intermediate Similarity	0.7056	NPC251090
Intermediate Similarity	0.705	NPC118511
Intermediate Similarity	0.7048	NPC86078
Intermediate Similarity	0.7045	NPC193777
Intermediate Similarity	0.704	NPC94157
Intermediate Similarity	0.7032	NPC264166
Intermediate Similarity	0.7032	NPC274291
Intermediate Similarity	0.7032	NPC329708
Intermediate Similarity	0.7032	NPC47059
Intermediate Similarity	0.7032	NPC285558
Intermediate Similarity	0.7032	NPC118832
Intermediate Similarity	0.7032	NPC165349
Intermediate Similarity	0.7021	NPC295228
Intermediate Similarity	0.7014	NPC475910
Intermediate Similarity	0.7014	NPC287208
Intermediate Similarity	0.7009	NPC471080
Intermediate Similarity	0.7009	NPC266931
Intermediate Similarity	0.7009	NPC469592
Intermediate Similarity	0.7005	NPC121772
Intermediate Similarity	0.7004	NPC213530
Intermediate Similarity	0.7004	NPC193267
Intermediate Similarity	0.7	NPC474145
Intermediate Similarity	0.7	NPC475841
Remote Similarity	0.6992	NPC184225
Remote Similarity	0.6986	NPC84478
Remote Similarity	0.6986	NPC475774
Remote Similarity	0.6983	NPC314954
Remote Similarity	0.6982	NPC174672
Remote Similarity	0.6982	NPC174758
Remote Similarity	0.6982	NPC469589
Remote Similarity	0.6982	NPC201697
Remote Similarity	0.6977	NPC194967
Remote Similarity	0.6967	NPC66083
Remote Similarity	0.6966	NPC469554
Remote Similarity	0.6966	NPC101543
Remote Similarity	0.6959	NPC287437
Remote Similarity	0.6951	NPC5145
Remote Similarity	0.695	NPC285635
Remote Similarity	0.6936	NPC141053
Remote Similarity	0.6934	NPC242928
Remote Similarity	0.6933	NPC476287
Remote Similarity	0.6927	NPC234197
Remote Similarity	0.6916	NPC133140
Remote Similarity	0.6916	NPC195268
Remote Similarity	0.6906	NPC476116
Remote Similarity	0.6904	NPC477066
Remote Similarity	0.6898	NPC472193
Remote Similarity	0.689	NPC474798
Remote Similarity	0.6889	NPC48353
Remote Similarity	0.6886	NPC469594
Remote Similarity	0.6881	NPC476578
Remote Similarity	0.6881	NPC476582
Remote Similarity	0.6881	NPC4071
Remote Similarity	0.6875	NPC477067
Remote Similarity	0.6875	NPC473540
Remote Similarity	0.6875	NPC478081
Remote Similarity	0.6875	NPC478082
Remote Similarity	0.6875	NPC199667
Remote Similarity	0.6875	NPC472168
Remote Similarity	0.6872	NPC152768
Remote Similarity	0.6872	NPC8022
Remote Similarity	0.6872	NPC470799
Remote Similarity	0.6872	NPC148183
Remote Similarity	0.687	NPC310118
Remote Similarity	0.6867	NPC257851
Remote Similarity	0.6867	NPC478078
Remote Similarity	0.6866	NPC474188
Remote Similarity	0.6864	NPC295898
Remote Similarity	0.6864	NPC199277
Remote Similarity	0.6864	NPC135887
Remote Similarity	0.6861	NPC477111
Remote Similarity	0.6858	NPC151781
Remote Similarity	0.6858	NPC74562
Remote Similarity	0.6858	NPC316181
Remote Similarity	0.6856	NPC17565
Remote Similarity	0.6849	NPC477019
Remote Similarity	0.6842	NPC168486
Remote Similarity	0.6842	NPC305984
Remote Similarity	0.6842	NPC304926
Remote Similarity	0.6842	NPC222592
Remote Similarity	0.6842	NPC476041
Remote Similarity	0.6838	NPC311906
Remote Similarity	0.6837	NPC99666
Remote Similarity	0.6835	NPC72211
Remote Similarity	0.683	NPC473181
Remote Similarity	0.6829	NPC476518
Remote Similarity	0.6826	NPC132642
Remote Similarity	0.6826	NPC323969
Remote Similarity	0.6822	NPC475720
Remote Similarity	0.6822	NPC474192
Remote Similarity	0.6818	NPC470586
Remote Similarity	0.6816	NPC313189
Remote Similarity	0.6814	NPC264176
Remote Similarity	0.6814	NPC473180
Remote Similarity	0.6812	NPC473041
Remote Similarity	0.6802	NPC36229
Remote Similarity	0.6802	NPC476581
Remote Similarity	0.6802	NPC16452
Remote Similarity	0.6796	NPC258773
Remote Similarity	0.6796	NPC14651
Remote Similarity	0.6796	NPC121658
Remote Similarity	0.6789	NPC243834
Remote Similarity	0.6789	NPC70956
Remote Similarity	0.6787	NPC211813
Remote Similarity	0.6784	NPC162530
Remote Similarity	0.6784	NPC149471
Remote Similarity	0.6784	NPC271215
Remote Similarity	0.6776	NPC128751
Remote Similarity	0.6776	NPC246700
Remote Similarity	0.6771	NPC45190
Remote Similarity	0.6771	NPC300156
Remote Similarity	0.6762	NPC17437
Remote Similarity	0.6761	NPC171171
Remote Similarity	0.6759	NPC324149
Remote Similarity	0.675	NPC30540
Remote Similarity	0.6746	NPC283152
Remote Similarity	0.6744	NPC469497
Remote Similarity	0.6744	NPC106833
Remote Similarity	0.6743	NPC70259
Remote Similarity	0.6741	NPC53344
Remote Similarity	0.674	NPC202768
Remote Similarity	0.674	NPC296482
Remote Similarity	0.674	NPC53069
Remote Similarity	0.6738	NPC65277
Remote Similarity	0.6736	NPC470017
Remote Similarity	0.6728	NPC198673
Remote Similarity	0.6727	NPC18487
Remote Similarity	0.6727	NPC128823
Remote Similarity	0.6726	NPC188420
Remote Similarity	0.6725	NPC170114
Remote Similarity	0.6725	NPC469928
Remote Similarity	0.6724	NPC280799
Remote Similarity	0.6724	NPC60621
Remote Similarity	0.6723	NPC110151
Remote Similarity	0.6723	NPC470126
Remote Similarity	0.6717	NPC288445
Remote Similarity	0.6714	NPC88363
Remote Similarity	0.6714	NPC314002
Remote Similarity	0.6712	NPC77555
Remote Similarity	0.671	NPC292958
Remote Similarity	0.6708	NPC470022
Remote Similarity	0.6707	NPC26543
Remote Similarity	0.6699	NPC44161
Remote Similarity	0.6697	NPC205934
Remote Similarity	0.6697	NPC11017
Remote Similarity	0.6697	NPC43787
Remote Similarity	0.6696	NPC469727
Remote Similarity	0.6696	NPC477113
Remote Similarity	0.6695	NPC471762
Remote Similarity	0.6695	NPC253580
Remote Similarity	0.6695	NPC24802
Remote Similarity	0.6682	NPC168911
Remote Similarity	0.6681	NPC470549
Remote Similarity	0.6667	NPC135549

Drug Structure

NPD3440 OpenBabel08211703112D 28 31 0 0 0 0 0 0 0 0999 V2000 0.1513 3.7985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0870 2.7954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8227 0.0711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0713 1.3656 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9838 -2.3012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1869 -2.7610 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7972 -1.3802 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7974 -2.3003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4009 2.2246 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6504 0.6507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1872 -0.9210 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9839 -1.3811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3904 -1.3808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3902 -2.3009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 -0.9200 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0005 -2.7604 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7964 -1.3805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5935 -0.9203 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7962 -2.3006 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5931 -2.7607 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5936 -0.0003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1783 2.9395 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 0.0006 -3.6804 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9143 -3.7766 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5414 -4.4246 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.8226 -0.8971 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2625 0.6683 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 22 1 0 0 0 0 3 27 1 0 0 0 0 4 9 1 0 0 0 0 4 10 1 0 0 0 0 5 6 2 0 0 0 0 5 12 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 16 1 0 0 0 0 9 22 1 0 0 0 0 10 23 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 27 1 0 0 0 0 13 14 1 0 0 0 0 13 18 2 0 0 0 0 14 20 2 0 0 0 0 15 17 2 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 21 23 1 0 0 0 0 21 28 1 0 0 0 0 24 25 2 0 0 0 0 24 26 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005198
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5351360
ChEBI
CAS Number

Drug Properties

Molecular Weight	367.16
ALogP	0.1541
MLogP	2.67
XLogP	2.778
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	83.77
RO5 Violation	0