NPASS drugs

Drug Information

Drug ID:	NPD2011
Drug Name:
Molecular Formula:	C16H17N3O3
Canonical SMILES:	N#Cc1cc(ccc1OCC(C)(C)C)n1ncc(c1)C(=O)O
Standard InCHI:	InChI=1S/C16H17N3O3/c1-16(2,3)10-22-14-5-4-13(6-11(14)7-17)19-9-12(8-18-19)15(20)21/h4-6,8-9H,10H2,1-3H3,(H,20,21)
Standard InCHIKey:	AETHRPHBGJAIBT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2011

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	272
0.1-0.2	2606
0.2-0.3	9895
0.3-0.4	3805
0.4-0.5	11523
0.5-0.6	1918
0.6-0.7	861
0.7-0.8	10
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	0.7429	NPC194967
Intermediate Similarity	0.7248	NPC193238
Intermediate Similarity	0.7183	NPC13880
Intermediate Similarity	0.717	NPC307963
Intermediate Similarity	0.7124	NPC74360
Intermediate Similarity	0.7103	NPC251090
Intermediate Similarity	0.7072	NPC11464
Intermediate Similarity	0.7028	NPC76748
Intermediate Similarity	0.7012	NPC161801
Intermediate Similarity	0.7	NPC282103
Remote Similarity	0.6996	NPC309845
Remote Similarity	0.6995	NPC92111
Remote Similarity	0.6991	NPC90229
Remote Similarity	0.6981	NPC296527
Remote Similarity	0.6972	NPC121772
Remote Similarity	0.6948	NPC471593
Remote Similarity	0.6923	NPC165349
Remote Similarity	0.6923	NPC118832
Remote Similarity	0.6923	NPC47059
Remote Similarity	0.6923	NPC329708
Remote Similarity	0.6923	NPC264166
Remote Similarity	0.6923	NPC274291
Remote Similarity	0.6916	NPC62995
Remote Similarity	0.6912	NPC156704
Remote Similarity	0.6893	NPC111624
Remote Similarity	0.6881	NPC177404
Remote Similarity	0.6875	NPC174672
Remote Similarity	0.687	NPC128115
Remote Similarity	0.687	NPC54066
Remote Similarity	0.6842	NPC170114
Remote Similarity	0.684	NPC295158
Remote Similarity	0.6837	NPC138370
Remote Similarity	0.6835	NPC180504
Remote Similarity	0.683	NPC476465
Remote Similarity	0.683	NPC82548
Remote Similarity	0.6828	NPC266931
Remote Similarity	0.6809	NPC246381
Remote Similarity	0.6802	NPC475774
Remote Similarity	0.6798	NPC470549
Remote Similarity	0.6794	NPC283152
Remote Similarity	0.6789	NPC472193
Remote Similarity	0.6784	NPC316981
Remote Similarity	0.6784	NPC472098
Remote Similarity	0.6777	NPC219963
Remote Similarity	0.6767	NPC60621
Remote Similarity	0.6761	NPC314002
Remote Similarity	0.6758	NPC267928
Remote Similarity	0.6756	NPC171787
Remote Similarity	0.6756	NPC287208
Remote Similarity	0.6754	NPC316181
Remote Similarity	0.6754	NPC74562
Remote Similarity	0.6754	NPC151781
Remote Similarity	0.6753	NPC168209
Remote Similarity	0.6742	NPC315491
Remote Similarity	0.6742	NPC315957
Remote Similarity	0.6742	NPC45459
Remote Similarity	0.6741	NPC472111
Remote Similarity	0.6732	NPC471178
Remote Similarity	0.6729	NPC171171
Remote Similarity	0.6724	NPC472099
Remote Similarity	0.6723	NPC196718
Remote Similarity	0.6716	NPC59779
Remote Similarity	0.6716	NPC124542
Remote Similarity	0.6716	NPC471177
Remote Similarity	0.6714	NPC204717
Remote Similarity	0.6711	NPC321428
Remote Similarity	0.6711	NPC219087
Remote Similarity	0.6709	NPC322482
Remote Similarity	0.6698	NPC278434
Remote Similarity	0.6698	NPC266551
Remote Similarity	0.6698	NPC161887
Remote Similarity	0.6697	NPC289786
Remote Similarity	0.6696	NPC288349
Remote Similarity	0.6696	NPC152768
Remote Similarity	0.6696	NPC148183
Remote Similarity	0.6695	NPC280799
Remote Similarity	0.6695	NPC172222
Remote Similarity	0.6693	NPC216369
Remote Similarity	0.6683	NPC121658
Remote Similarity	0.6683	NPC14651
Remote Similarity	0.6681	NPC300114
Remote Similarity	0.6681	NPC476287
Remote Similarity	0.6679	NPC314222
Remote Similarity	0.6679	NPC196449
Remote Similarity	0.6667	NPC213308
Remote Similarity	0.6667	NPC176538
Remote Similarity	0.6667	NPC175150
Remote Similarity	0.6667	NPC243633
Remote Similarity	0.6667	NPC220765
Remote Similarity	0.6667	NPC208284
Remote Similarity	0.6653	NPC102593
Remote Similarity	0.6652	NPC174758
Remote Similarity	0.6651	NPC99666
Remote Similarity	0.664	NPC475301
Remote Similarity	0.664	NPC326930
Remote Similarity	0.6638	NPC96321
Remote Similarity	0.6638	NPC112206
Remote Similarity	0.6638	NPC202605
Remote Similarity	0.6637	NPC88008
Remote Similarity	0.6635	NPC476518
Remote Similarity	0.6635	NPC184964
Remote Similarity	0.6624	NPC310118
Remote Similarity	0.6622	NPC287437
Remote Similarity	0.662	NPC66083
Remote Similarity	0.6614	NPC13603
Remote Similarity	0.6611	NPC260434
Remote Similarity	0.6609	NPC478074
Remote Similarity	0.6598	NPC182222
Remote Similarity	0.6596	NPC216612
Remote Similarity	0.6593	NPC309498
Remote Similarity	0.6592	NPC19872
Remote Similarity	0.6591	NPC93390
Remote Similarity	0.659	NPC44354
Remote Similarity	0.6584	NPC26872
Remote Similarity	0.6583	NPC475720
Remote Similarity	0.6583	NPC474192
Remote Similarity	0.6578	NPC200836
Remote Similarity	0.6577	NPC474916
Remote Similarity	0.6574	NPC85879
Remote Similarity	0.6574	NPC472435
Remote Similarity	0.6574	NPC53255
Remote Similarity	0.6574	NPC194040
Remote Similarity	0.6571	NPC313791
Remote Similarity	0.657	NPC477549
Remote Similarity	0.6568	NPC122436
Remote Similarity	0.6567	NPC173080
Remote Similarity	0.6565	NPC296482
Remote Similarity	0.6565	NPC48353
Remote Similarity	0.6565	NPC53069
Remote Similarity	0.6565	NPC202768
Remote Similarity	0.6564	NPC183777
Remote Similarity	0.6564	NPC193777
Remote Similarity	0.6561	NPC109922
Remote Similarity	0.6555	NPC110151
Remote Similarity	0.655	NPC470020
Remote Similarity	0.6549	NPC289086
Remote Similarity	0.6549	NPC285558
Remote Similarity	0.6549	NPC16452
Remote Similarity	0.6549	NPC476581
Remote Similarity	0.6549	NPC36229
Remote Similarity	0.6549	NPC328928
Remote Similarity	0.6544	NPC46580
Remote Similarity	0.6543	NPC15801
Remote Similarity	0.6543	NPC477587
Remote Similarity	0.6543	NPC477589
Remote Similarity	0.6538	NPC213530
Remote Similarity	0.6538	NPC193267
Remote Similarity	0.6538	NPC315804
Remote Similarity	0.6538	NPC313804
Remote Similarity	0.6535	NPC473833
Remote Similarity	0.6533	NPC295898
Remote Similarity	0.6533	NPC211813
Remote Similarity	0.6532	NPC78767
Remote Similarity	0.6532	NPC77555
Remote Similarity	0.6532	NPC224928
Remote Similarity	0.6532	NPC473814
Remote Similarity	0.6531	NPC99891
Remote Similarity	0.6524	NPC249614
Remote Similarity	0.652	NPC470164
Remote Similarity	0.652	NPC472286
Remote Similarity	0.652	NPC472287
Remote Similarity	0.652	NPC323345
Remote Similarity	0.6518	NPC472434
Remote Similarity	0.6518	NPC180668
Remote Similarity	0.6518	NPC148896
Remote Similarity	0.6518	NPC471013
Remote Similarity	0.6516	NPC135950
Remote Similarity	0.6514	NPC224327
Remote Similarity	0.6513	NPC24370
Remote Similarity	0.6513	NPC319232
Remote Similarity	0.6512	NPC176127
Remote Similarity	0.6511	NPC276657
Remote Similarity	0.6509	NPC288943
Remote Similarity	0.6507	NPC469589
Remote Similarity	0.6502	NPC107287
Remote Similarity	0.65	NPC133140
Remote Similarity	0.65	NPC195268
Remote Similarity	0.6496	NPC473822
Remote Similarity	0.6496	NPC314270
Remote Similarity	0.6496	NPC472436
Remote Similarity	0.6495	NPC222592
Remote Similarity	0.6495	NPC168486
Remote Similarity	0.6494	NPC251160
Remote Similarity	0.6492	NPC475533
Remote Similarity	0.6491	NPC53344
Remote Similarity	0.649	NPC477585
Remote Similarity	0.649	NPC477588
Remote Similarity	0.649	NPC477590
Remote Similarity	0.649	NPC477586
Remote Similarity	0.6489	NPC232727
Remote Similarity	0.6488	NPC26850
Remote Similarity	0.6485	NPC74575
Remote Similarity	0.6484	NPC471978
Remote Similarity	0.6481	NPC320394
Remote Similarity	0.6481	NPC469928
Remote Similarity	0.6481	NPC274982
Remote Similarity	0.6478	NPC471304
Remote Similarity	0.6476	NPC210256
Remote Similarity	0.6475	NPC6786
Remote Similarity	0.6471	NPC84853

Drug Structure

NPD2011 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 -5.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 2.6340 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 -1.7321 0.0000 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 -0.8660 1.5000 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 1.5827 -0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 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 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 -1.2024 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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4894 -2.1160 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 -1.7321 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 0.4067 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 0.9016 -2.9250 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4839 -2.2205 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8907 -3.1341 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 16 1 0 0 0 0 3 16 1 0 0 0 0 4 5 1 0 0 0 0 4 13 2 0 0 0 0 5 14 2 0 0 0 0 6 11 2 0 0 0 0 6 13 1 0 0 0 0 7 11 1 0 0 0 0 7 17 3 0 0 0 0 8 12 1 0 0 0 0 8 18 2 0 0 0 0 9 12 2 0 0 0 0 9 19 1 0 0 0 0 10 16 1 0 0 0 0 10 22 1 0 0 0 0 11 14 1 0 0 0 0 12 15 1 0 0 0 0 13 19 1 0 0 0 0 14 22 1 0 0 0 0 15 20 2 0 0 0 0 15 21 1 0 0 0 0 18 19 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003212
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	449035
ChEBI
CAS Number

Drug Properties

Molecular Weight	299.13
ALogP	1.2218
MLogP	2.56
XLogP	2.143
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	87.62
RO5 Violation	0