NPASS drugs

Drug Information

Drug ID:	NPD2540
Drug Name:
Molecular Formula:	C17H21N3O4
Canonical SMILES:	COc1ccc2c(c1)n(C(=O)OC1CC3CCC(C1)N3C)c(n2)O
Standard InCHI:	InChI=1S/C17H21N3O4/c1-19-10-3-4-11(19)8-13(7-10)24-17(22)20-15-9-12(23-2)5-6-14(15)18-16(20)21/h5-6,9-11,13H,3-4,7-8H2,1-2H3,(H,18,21)
Standard InCHIKey:	HKBNGEJJECJLOW-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2540

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	359
0.1-0.2	4344
0.2-0.3	8716
0.3-0.4	12068
0.4-0.5	3010
0.5-0.6	1973
0.6-0.7	401
0.7-0.8	19
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	0.7487	NPC285635
Intermediate Similarity	0.7477	NPC187145
Intermediate Similarity	0.7315	NPC242923
Intermediate Similarity	0.731	NPC258773
Intermediate Similarity	0.7302	NPC469589
Intermediate Similarity	0.7301	NPC160666
Intermediate Similarity	0.7162	NPC308906
Intermediate Similarity	0.7119	NPC472068
Intermediate Similarity	0.7091	NPC469592
Intermediate Similarity	0.7091	NPC471080
Intermediate Similarity	0.7083	NPC472111
Intermediate Similarity	0.7064	NPC316756
Intermediate Similarity	0.7059	NPC118776
Intermediate Similarity	0.7045	NPC472098
Intermediate Similarity	0.704	NPC469594
Intermediate Similarity	0.7039	NPC30540
Intermediate Similarity	0.7035	NPC1527
Intermediate Similarity	0.7019	NPC110741
Intermediate Similarity	0.7014	NPC280638
Remote Similarity	0.6987	NPC472031
Remote Similarity	0.6987	NPC472067
Remote Similarity	0.6987	NPC472066
Remote Similarity	0.6986	NPC174672
Remote Similarity	0.6965	NPC121658
Remote Similarity	0.6965	NPC14651
Remote Similarity	0.6959	NPC36168
Remote Similarity	0.693	NPC315957
Remote Similarity	0.6915	NPC476518
Remote Similarity	0.6909	NPC174758
Remote Similarity	0.6903	NPC128115
Remote Similarity	0.6893	NPC219963
Remote Similarity	0.6875	NPC152768
Remote Similarity	0.6875	NPC148183
Remote Similarity	0.6864	NPC82548
Remote Similarity	0.6864	NPC471614
Remote Similarity	0.6858	NPC250178
Remote Similarity	0.6849	NPC471736
Remote Similarity	0.6844	NPC12100
Remote Similarity	0.6844	NPC305984
Remote Similarity	0.684	NPC315822
Remote Similarity	0.6822	NPC474183
Remote Similarity	0.6814	NPC303658
Remote Similarity	0.6812	NPC266551
Remote Similarity	0.6812	NPC161887
Remote Similarity	0.6789	NPC295898
Remote Similarity	0.6781	NPC21461
Remote Similarity	0.678	NPC184680
Remote Similarity	0.6778	NPC477796
Remote Similarity	0.6778	NPC477795
Remote Similarity	0.6778	NPC477805
Remote Similarity	0.6778	NPC477806
Remote Similarity	0.6765	NPC111624
Remote Similarity	0.6751	NPC470784
Remote Similarity	0.6751	NPC470785
Remote Similarity	0.6743	NPC470586
Remote Similarity	0.6741	NPC264176
Remote Similarity	0.674	NPC467439
Remote Similarity	0.6736	NPC295452
Remote Similarity	0.6736	NPC171393
Remote Similarity	0.6726	NPC274982
Remote Similarity	0.6725	NPC17305
Remote Similarity	0.6712	NPC308392
Remote Similarity	0.6712	NPC475910
Remote Similarity	0.6698	NPC472289
Remote Similarity	0.6697	NPC474145
Remote Similarity	0.6697	NPC475841
Remote Similarity	0.6682	NPC223427
Remote Similarity	0.6681	NPC472099
Remote Similarity	0.6667	NPC177404
Remote Similarity	0.6667	NPC232727
Remote Similarity	0.6667	NPC62069
Remote Similarity	0.6652	NPC60621
Remote Similarity	0.6652	NPC110151
Remote Similarity	0.6652	NPC310118
Remote Similarity	0.6638	NPC193267
Remote Similarity	0.6638	NPC213530
Remote Similarity	0.6638	NPC35761
Remote Similarity	0.6638	NPC21638
Remote Similarity	0.6637	NPC287208
Remote Similarity	0.6635	NPC20249
Remote Similarity	0.6634	NPC476688
Remote Similarity	0.6634	NPC476686
Remote Similarity	0.6634	NPC105758
Remote Similarity	0.6625	NPC99891
Remote Similarity	0.6624	NPC194740
Remote Similarity	0.6624	NPC237978
Remote Similarity	0.6621	NPC329747
Remote Similarity	0.6621	NPC176538
Remote Similarity	0.6618	NPC278874
Remote Similarity	0.6598	NPC39092
Remote Similarity	0.6589	NPC134079
Remote Similarity	0.6587	NPC283152
Remote Similarity	0.6584	NPC224632
Remote Similarity	0.6584	NPC79911
Remote Similarity	0.6575	NPC18487
Remote Similarity	0.6574	NPC226202
Remote Similarity	0.6574	NPC84853
Remote Similarity	0.6574	NPC279401
Remote Similarity	0.6574	NPC79293
Remote Similarity	0.6573	NPC74382
Remote Similarity	0.6573	NPC206251
Remote Similarity	0.6571	NPC144114
Remote Similarity	0.6571	NPC477891
Remote Similarity	0.6565	NPC136924
Remote Similarity	0.656	NPC267928
Remote Similarity	0.6553	NPC314954
Remote Similarity	0.6553	NPC471762
Remote Similarity	0.6553	NPC85482
Remote Similarity	0.6552	NPC46970
Remote Similarity	0.6545	NPC329793
Remote Similarity	0.6538	NPC227908
Remote Similarity	0.6535	NPC25899
Remote Similarity	0.6535	NPC120798
Remote Similarity	0.6533	NPC26872
Remote Similarity	0.6532	NPC200836
Remote Similarity	0.6511	NPC157931
Remote Similarity	0.6509	NPC84478
Remote Similarity	0.6505	NPC164664
Remote Similarity	0.6504	NPC123976
Remote Similarity	0.6504	NPC167860
Remote Similarity	0.65	NPC187558
Remote Similarity	0.6496	NPC471615
Remote Similarity	0.6491	NPC74562
Remote Similarity	0.6491	NPC478074
Remote Similarity	0.6491	NPC151781
Remote Similarity	0.6491	NPC316181
Remote Similarity	0.6483	NPC66777
Remote Similarity	0.6471	NPC249040
Remote Similarity	0.6471	NPC474192
Remote Similarity	0.6471	NPC121772
Remote Similarity	0.6471	NPC475720
Remote Similarity	0.6468	NPC2497
Remote Similarity	0.6466	NPC303374
Remote Similarity	0.6462	NPC176127
Remote Similarity	0.6457	NPC53144
Remote Similarity	0.6457	NPC475774
Remote Similarity	0.6456	NPC115595
Remote Similarity	0.6454	NPC150447
Remote Similarity	0.645	NPC96321
Remote Similarity	0.645	NPC473041
Remote Similarity	0.6447	NPC471603
Remote Similarity	0.6446	NPC475816
Remote Similarity	0.6444	NPC473105
Remote Similarity	0.6444	NPC141053
Remote Similarity	0.6444	NPC53344
Remote Similarity	0.6442	NPC208060
Remote Similarity	0.6436	NPC26850
Remote Similarity	0.6432	NPC471304
Remote Similarity	0.6422	NPC48192
Remote Similarity	0.6422	NPC307963
Remote Similarity	0.6419	NPC66083
Remote Similarity	0.6414	NPC311906
Remote Similarity	0.6413	NPC211813
Remote Similarity	0.6411	NPC95898
Remote Similarity	0.6411	NPC56271
Remote Similarity	0.6408	NPC472434
Remote Similarity	0.6402	NPC469554
Remote Similarity	0.6396	NPC19872
Remote Similarity	0.6395	NPC86078
Remote Similarity	0.6389	NPC230805
Remote Similarity	0.6389	NPC224327
Remote Similarity	0.6383	NPC130570
Remote Similarity	0.6378	NPC42483
Remote Similarity	0.6376	NPC26679
Remote Similarity	0.6372	NPC314573
Remote Similarity	0.6368	NPC54537
Remote Similarity	0.6364	NPC251090
Remote Similarity	0.6356	NPC118832
Remote Similarity	0.6356	NPC165349
Remote Similarity	0.6356	NPC285558
Remote Similarity	0.6356	NPC47059
Remote Similarity	0.6356	NPC329708
Remote Similarity	0.6356	NPC264166
Remote Similarity	0.6356	NPC274291
Remote Similarity	0.6355	NPC320394
Remote Similarity	0.6344	NPC476465
Remote Similarity	0.6341	NPC230942
Remote Similarity	0.6341	NPC315498
Remote Similarity	0.634	NPC280272
Remote Similarity	0.6335	NPC243834
Remote Similarity	0.6335	NPC474188
Remote Similarity	0.6335	NPC70956
Remote Similarity	0.633	NPC92111
Remote Similarity	0.6325	NPC477533
Remote Similarity	0.6324	NPC74619
Remote Similarity	0.6318	NPC131017
Remote Similarity	0.6309	NPC197141
Remote Similarity	0.6307	NPC220852
Remote Similarity	0.6304	NPC202768
Remote Similarity	0.6304	NPC171409
Remote Similarity	0.6304	NPC296482
Remote Similarity	0.6304	NPC96405
Remote Similarity	0.6304	NPC53069
Remote Similarity	0.6303	NPC107160
Remote Similarity	0.6303	NPC288943
Remote Similarity	0.6303	NPC473185
Remote Similarity	0.6303	NPC323244
Remote Similarity	0.63	NPC193777
Remote Similarity	0.6293	NPC170114
Remote Similarity	0.6291	NPC168486

Drug Structure

NPD2540 OpenBabel08211702172D 25 28 0 0 1 0 0 0 0 0999 V2000 -2.3893 -1.2352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4072 -1.1434 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1496 -1.7352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1496 -0.7352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5758 1.2567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7444 1.7367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0995 -1.8840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0995 -0.5864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7444 -0.1833 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8015 -2.0442 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8015 -0.4262 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5758 0.2967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2130 -1.2352 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9130 1.2567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9130 0.2967 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5643 0.7767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2967 -0.9130 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.5533 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.3893 -1.2352 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 1.5243 0.7767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2357 -1.1126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4072 -0.1833 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3457 -1.6265 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7239 1.7157 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 23 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 11 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 10 1 0 0 0 0 7 13 1 0 0 0 0 8 11 1 0 0 0 0 8 13 1 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 19 1 0 0 0 0 11 19 1 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 15 2 0 0 0 0 14 18 1 0 0 0 0 15 20 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 16 21 1 0 0 0 0 17 20 1 0 0 0 0 17 22 2 0 0 0 0 17 24 1 0 0 0 0 21 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007397
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	129928
ChEBI
CAS Number

Drug Properties

Molecular Weight	331.15
ALogP	-1.7838
MLogP	2.56
XLogP	2.385
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	76.82
RO5 Violation	0