NPASS drugs

Drug Information

Drug ID:	NPD3514
Drug Name:
Molecular Formula:	C19H23N5O2
Canonical SMILES:	CCOc1cc(cc(c1n1cccc1)OCC)Cc1c[nH]c(=N)[nH]c1=N
Standard InCHI:	InChI=1S/C19H23N5O2/c1-3-25-15-10-13(9-14-12-22-19(21)23-18(14)20)11-16(26-4-2)17(15)24-7-5-6-8-24/h5-8,10-12H,3-4,9H2,1-2H3,(H4,20,21,22,23)
Standard InCHIKey:	NMARPFMJVCXSAV-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3514

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	459
0.1-0.2	3391
0.2-0.3	9428
0.3-0.4	4962
0.4-0.5	9642
0.5-0.6	2224
0.6-0.7	736
0.7-0.8	48
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	0.7725	NPC475774
Intermediate Similarity	0.7685	NPC26679
Intermediate Similarity	0.7581	NPC476465
Intermediate Similarity	0.7559	NPC476138
Intermediate Similarity	0.7559	NPC245816
Intermediate Similarity	0.7546	NPC185782
Intermediate Similarity	0.75	NPC288349
Intermediate Similarity	0.7489	NPC476287
Intermediate Similarity	0.7452	NPC92111
Intermediate Similarity	0.7404	NPC76748
Intermediate Similarity	0.7381	NPC307963
Intermediate Similarity	0.7364	NPC94157
Intermediate Similarity	0.7356	NPC296527
Intermediate Similarity	0.7348	NPC469554
Intermediate Similarity	0.7342	NPC470799
Intermediate Similarity	0.7342	NPC8022
Intermediate Similarity	0.7339	NPC30540
Intermediate Similarity	0.7273	NPC101543
Intermediate Similarity	0.7273	NPC242928
Intermediate Similarity	0.7256	NPC19872
Intermediate Similarity	0.7243	NPC127085
Intermediate Similarity	0.7236	NPC118511
Intermediate Similarity	0.723	NPC251090
Intermediate Similarity	0.7212	NPC132642
Intermediate Similarity	0.7202	NPC329708
Intermediate Similarity	0.7202	NPC47059
Intermediate Similarity	0.7202	NPC165349
Intermediate Similarity	0.7202	NPC264166
Intermediate Similarity	0.7202	NPC274291
Intermediate Similarity	0.7202	NPC118832
Intermediate Similarity	0.7196	NPC267928
Intermediate Similarity	0.7182	NPC287208
Intermediate Similarity	0.7167	NPC180504
Intermediate Similarity	0.7155	NPC475253
Intermediate Similarity	0.7137	NPC54066
Intermediate Similarity	0.7137	NPC26543
Intermediate Similarity	0.7136	NPC84853
Intermediate Similarity	0.713	NPC128823
Intermediate Similarity	0.7123	NPC470930
Intermediate Similarity	0.7098	NPC162530
Intermediate Similarity	0.7067	NPC474798
Intermediate Similarity	0.7056	NPC475190
Intermediate Similarity	0.7048	NPC42591
Intermediate Similarity	0.7045	NPC285558
Intermediate Similarity	0.7033	NPC176127
Intermediate Similarity	0.7018	NPC292958
Intermediate Similarity	0.7018	NPC176538
Intermediate Similarity	0.7009	NPC208284
Remote Similarity	0.6972	NPC187558
Remote Similarity	0.6968	NPC210256
Remote Similarity	0.6964	NPC199667
Remote Similarity	0.6959	NPC224928
Remote Similarity	0.6957	NPC224764
Remote Similarity	0.6953	NPC473185
Remote Similarity	0.6951	NPC82548
Remote Similarity	0.6947	NPC266931
Remote Similarity	0.6941	NPC315957
Remote Similarity	0.694	NPC125597
Remote Similarity	0.6937	NPC472111
Remote Similarity	0.6927	NPC473764
Remote Similarity	0.6927	NPC314940
Remote Similarity	0.6923	NPC314954
Remote Similarity	0.6923	NPC476997
Remote Similarity	0.692	NPC473181
Remote Similarity	0.6912	NPC13880
Remote Similarity	0.691	NPC132631
Remote Similarity	0.691	NPC103687
Remote Similarity	0.6907	NPC473186
Remote Similarity	0.6903	NPC473180
Remote Similarity	0.6901	NPC472434
Remote Similarity	0.6895	NPC476167
Remote Similarity	0.6894	NPC476998
Remote Similarity	0.6894	NPC476996
Remote Similarity	0.6893	NPC252590
Remote Similarity	0.689	NPC42979
Remote Similarity	0.6889	NPC219664
Remote Similarity	0.6864	NPC476999
Remote Similarity	0.6854	NPC171171
Remote Similarity	0.6851	NPC476994
Remote Similarity	0.6849	NPC192315
Remote Similarity	0.6849	NPC39370
Remote Similarity	0.6847	NPC177404
Remote Similarity	0.6844	NPC209769
Remote Similarity	0.684	NPC84478
Remote Similarity	0.6835	NPC242209
Remote Similarity	0.6835	NPC49547
Remote Similarity	0.6833	NPC232727
Remote Similarity	0.6833	NPC11408
Remote Similarity	0.6828	NPC203168
Remote Similarity	0.6826	NPC473822
Remote Similarity	0.682	NPC289786
Remote Similarity	0.682	NPC226202
Remote Similarity	0.682	NPC198673
Remote Similarity	0.6818	NPC476582
Remote Similarity	0.6818	NPC4071
Remote Similarity	0.6818	NPC476578
Remote Similarity	0.6812	NPC170114
Remote Similarity	0.681	NPC473317
Remote Similarity	0.6809	NPC257851
Remote Similarity	0.6808	NPC314002
Remote Similarity	0.6802	NPC470678
Remote Similarity	0.68	NPC477111
Remote Similarity	0.6797	NPC308906
Remote Similarity	0.6797	NPC17565
Remote Similarity	0.6793	NPC160666
Remote Similarity	0.679	NPC477805
Remote Similarity	0.679	NPC477795
Remote Similarity	0.679	NPC477796
Remote Similarity	0.679	NPC477806
Remote Similarity	0.6787	NPC329793
Remote Similarity	0.6787	NPC121772
Remote Similarity	0.6787	NPC477019
Remote Similarity	0.6784	NPC187501
Remote Similarity	0.6784	NPC242923
Remote Similarity	0.6778	NPC24802
Remote Similarity	0.6777	NPC217554
Remote Similarity	0.6777	NPC148889
Remote Similarity	0.6774	NPC133140
Remote Similarity	0.6774	NPC99666
Remote Similarity	0.6774	NPC195268
Remote Similarity	0.6773	NPC72211
Remote Similarity	0.6773	NPC168911
Remote Similarity	0.6771	NPC162484
Remote Similarity	0.677	NPC174758
Remote Similarity	0.6769	NPC470549
Remote Similarity	0.6767	NPC174049
Remote Similarity	0.6762	NPC284141
Remote Similarity	0.6762	NPC283152
Remote Similarity	0.6761	NPC204717
Remote Similarity	0.6761	NPC284678
Remote Similarity	0.6756	NPC313189
Remote Similarity	0.6754	NPC316981
Remote Similarity	0.6752	NPC65277
Remote Similarity	0.6747	NPC472435
Remote Similarity	0.6745	NPC161887
Remote Similarity	0.6743	NPC279401
Remote Similarity	0.6743	NPC79293
Remote Similarity	0.6741	NPC36229
Remote Similarity	0.6741	NPC476581
Remote Similarity	0.6741	NPC16452
Remote Similarity	0.674	NPC290689
Remote Similarity	0.6737	NPC187145
Remote Similarity	0.6736	NPC141053
Remote Similarity	0.6736	NPC255800
Remote Similarity	0.6736	NPC96584
Remote Similarity	0.6729	NPC20249
Remote Similarity	0.6726	NPC66815
Remote Similarity	0.6724	NPC473179
Remote Similarity	0.6723	NPC201508
Remote Similarity	0.6722	NPC473183
Remote Similarity	0.6721	NPC472067
Remote Similarity	0.6721	NPC472066
Remote Similarity	0.6721	NPC472031
Remote Similarity	0.672	NPC53534
Remote Similarity	0.6714	NPC220765
Remote Similarity	0.6711	NPC477113
Remote Similarity	0.6711	NPC146418
Remote Similarity	0.671	NPC473513
Remote Similarity	0.6708	NPC473184
Remote Similarity	0.6698	NPC61350
Remote Similarity	0.6697	NPC239954
Remote Similarity	0.6696	NPC174672
Remote Similarity	0.6695	NPC196718
Remote Similarity	0.6695	NPC470018
Remote Similarity	0.6695	NPC225279
Remote Similarity	0.6682	NPC473053
Remote Similarity	0.6682	NPC70259
Remote Similarity	0.6682	NPC184964
Remote Similarity	0.6681	NPC202768
Remote Similarity	0.6681	NPC173080
Remote Similarity	0.6681	NPC296482
Remote Similarity	0.6681	NPC53069
Remote Similarity	0.6667	NPC123976
Remote Similarity	0.6667	NPC66083
Remote Similarity	0.6667	NPC477110
Remote Similarity	0.6667	NPC310118
Remote Similarity	0.6667	NPC74575
Remote Similarity	0.6667	NPC287437
Remote Similarity	0.6667	NPC118776
Remote Similarity	0.6667	NPC219963
Remote Similarity	0.6667	NPC18487
Remote Similarity	0.6667	NPC470500
Remote Similarity	0.6667	NPC472436
Remote Similarity	0.6667	NPC11464
Remote Similarity	0.6667	NPC167860
Remote Similarity	0.6653	NPC476995
Remote Similarity	0.6652	NPC39500
Remote Similarity	0.6652	NPC168209
Remote Similarity	0.6651	NPC469390
Remote Similarity	0.664	NPC471891
Remote Similarity	0.664	NPC472068
Remote Similarity	0.6639	NPC99891
Remote Similarity	0.6638	NPC122463
Remote Similarity	0.6637	NPC234197
Remote Similarity	0.6637	NPC329747
Remote Similarity	0.6636	NPC43787
Remote Similarity	0.6636	NPC205934
Remote Similarity	0.6634	NPC26872
Remote Similarity	0.6627	NPC152620
Remote Similarity	0.6627	NPC56271

Drug Structure

NPD3514 OpenBabel08211703112D 30 32 0 0 0 0 0 0 0 0999 V2000 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6449 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9757 1.0933 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 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 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 6.0622 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 6 1 0 0 0 0 5 7 2 0 0 0 0 6 8 2 0 0 0 0 7 24 1 0 0 0 0 8 24 1 0 0 0 0 9 13 1 0 0 0 0 9 14 1 0 0 0 0 10 13 2 0 0 0 0 10 15 1 0 0 0 0 11 13 1 0 0 0 0 11 16 2 0 0 0 0 12 14 2 0 0 0 0 12 22 1 0 0 0 0 14 18 1 0 0 0 0 15 17 2 0 0 0 0 15 25 1 0 0 0 0 16 17 1 0 0 0 0 16 26 1 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000615
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	68916
ChEBI
CAS Number

Drug Properties

Molecular Weight	353.19
ALogP	0.183
MLogP	2.78
XLogP	4.06
HDA	5
HBD	4
Rotatable Bonds	9
TPSA	94.63
RO5 Violation	0