NPASS drugs

Drug Information

Drug ID:	NPD3017
Drug Name:
Molecular Formula:	C18H22N6O
Canonical SMILES:	CC[C@H](CN=c1ccnc([nH]1)c1cc(ccc1O)c1cnn(c1)C)N
Standard InCHI:	InChI=1S/C18H22N6O/c1-3-14(19)10-21-17-6-7-20-18(23-17)15-8-12(4-5-16(15)25)13-9-22-24(2)11-13/h4-9,11,14,25H,3,10,19H2,1-2H3,(H,20,21,23)/t14-/m1/s1
Standard InCHIKey:	SCJXQZZYGYLKJG-CQSZACIVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3017

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	394
0.1-0.2	2508
0.2-0.3	9984
0.3-0.4	6960
0.4-0.5	7945
0.5-0.6	2510
0.6-0.7	572
0.7-0.8	17
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	0.7513	NPC242209
Intermediate Similarity	0.7424	NPC472193
Intermediate Similarity	0.7391	NPC59779
Intermediate Similarity	0.7391	NPC471177
Intermediate Similarity	0.7391	NPC124542
Intermediate Similarity	0.7273	NPC99666
Intermediate Similarity	0.7245	NPC46580
Intermediate Similarity	0.7219	NPC471178
Intermediate Similarity	0.7194	NPC171171
Intermediate Similarity	0.7186	NPC324149
Intermediate Similarity	0.7179	NPC204717
Intermediate Similarity	0.7143	NPC314002
Intermediate Similarity	0.7128	NPC220765
Intermediate Similarity	0.7062	NPC72980
Intermediate Similarity	0.7044	NPC78767
Intermediate Similarity	0.7044	NPC473814
Intermediate Similarity	0.701	NPC96890
Remote Similarity	0.6995	NPC194967
Remote Similarity	0.6984	NPC97367
Remote Similarity	0.6981	NPC128084
Remote Similarity	0.6971	NPC475070
Remote Similarity	0.697	NPC94943
Remote Similarity	0.6967	NPC11464
Remote Similarity	0.6961	NPC77555
Remote Similarity	0.6961	NPC74153
Remote Similarity	0.6959	NPC473317
Remote Similarity	0.6946	NPC93390
Remote Similarity	0.6923	NPC184964
Remote Similarity	0.6919	NPC80596
Remote Similarity	0.6919	NPC190007
Remote Similarity	0.6895	NPC130570
Remote Similarity	0.6895	NPC473057
Remote Similarity	0.689	NPC470500
Remote Similarity	0.6878	NPC131718
Remote Similarity	0.6872	NPC476465
Remote Similarity	0.6869	NPC212535
Remote Similarity	0.6864	NPC125597
Remote Similarity	0.6814	NPC473821
Remote Similarity	0.6814	NPC106937
Remote Similarity	0.6806	NPC194640
Remote Similarity	0.6806	NPC183407
Remote Similarity	0.6796	NPC156704
Remote Similarity	0.6794	NPC470678
Remote Similarity	0.6792	NPC477111
Remote Similarity	0.6777	NPC175602
Remote Similarity	0.6777	NPC477113
Remote Similarity	0.6768	NPC271792
Remote Similarity	0.6761	NPC61038
Remote Similarity	0.6759	NPC470549
Remote Similarity	0.6744	NPC471603
Remote Similarity	0.6736	NPC474561
Remote Similarity	0.6736	NPC49954
Remote Similarity	0.6732	NPC307963
Remote Similarity	0.6732	NPC329541
Remote Similarity	0.6731	NPC476167
Remote Similarity	0.673	NPC285558
Remote Similarity	0.6728	NPC170114
Remote Similarity	0.6726	NPC180504
Remote Similarity	0.6719	NPC102423
Remote Similarity	0.6714	NPC18348
Remote Similarity	0.6713	NPC266931
Remote Similarity	0.67	NPC472289
Remote Similarity	0.6699	NPC45459
Remote Similarity	0.6699	NPC315491
Remote Similarity	0.6699	NPC326634
Remote Similarity	0.6697	NPC162748
Remote Similarity	0.6684	NPC313791
Remote Similarity	0.6683	NPC192315
Remote Similarity	0.6682	NPC319232
Remote Similarity	0.6682	NPC24370
Remote Similarity	0.6682	NPC53144
Remote Similarity	0.6667	NPC282231
Remote Similarity	0.6667	NPC76748
Remote Similarity	0.6667	NPC110182
Remote Similarity	0.6652	NPC477861
Remote Similarity	0.6651	NPC62995
Remote Similarity	0.6651	NPC5145
Remote Similarity	0.6649	NPC108469
Remote Similarity	0.6636	NPC207866
Remote Similarity	0.6636	NPC477610
Remote Similarity	0.6635	NPC243834
Remote Similarity	0.6635	NPC70956
Remote Similarity	0.6635	NPC153042
Remote Similarity	0.6634	NPC92111
Remote Similarity	0.6621	NPC469727
Remote Similarity	0.6621	NPC304926
Remote Similarity	0.6621	NPC476041
Remote Similarity	0.6619	NPC121772
Remote Similarity	0.6618	NPC246700
Remote Similarity	0.6618	NPC296527
Remote Similarity	0.6618	NPC128751
Remote Similarity	0.6618	NPC32771
Remote Similarity	0.6615	NPC63751
Remote Similarity	0.6615	NPC279918
Remote Similarity	0.6614	NPC73952
Remote Similarity	0.6614	NPC259644
Remote Similarity	0.6614	NPC469763
Remote Similarity	0.6614	NPC469760
Remote Similarity	0.6614	NPC25008
Remote Similarity	0.6614	NPC469765
Remote Similarity	0.6614	NPC469786
Remote Similarity	0.6607	NPC2497
Remote Similarity	0.6605	NPC476116
Remote Similarity	0.6604	NPC200836
Remote Similarity	0.6603	NPC306376
Remote Similarity	0.6599	NPC259545
Remote Similarity	0.6599	NPC474409
Remote Similarity	0.6593	NPC326363
Remote Similarity	0.6591	NPC477609
Remote Similarity	0.659	NPC316981
Remote Similarity	0.6588	NPC232727
Remote Similarity	0.6587	NPC13880
Remote Similarity	0.6587	NPC251090
Remote Similarity	0.6585	NPC469497
Remote Similarity	0.6585	NPC106833
Remote Similarity	0.6579	NPC212376
Remote Similarity	0.6579	NPC70922
Remote Similarity	0.6579	NPC75540
Remote Similarity	0.6579	NPC80597
Remote Similarity	0.6579	NPC211572
Remote Similarity	0.6575	NPC477110
Remote Similarity	0.6564	NPC160105
Remote Similarity	0.6561	NPC213530
Remote Similarity	0.6561	NPC193267
Remote Similarity	0.6557	NPC475085
Remote Similarity	0.6557	NPC291535
Remote Similarity	0.6557	NPC475112
Remote Similarity	0.6555	NPC224928
Remote Similarity	0.6555	NPC314882
Remote Similarity	0.6552	NPC15102
Remote Similarity	0.655	NPC232340
Remote Similarity	0.655	NPC42979
Remote Similarity	0.655	NPC88363
Remote Similarity	0.6546	NPC311276
Remote Similarity	0.654	NPC249040
Remote Similarity	0.654	NPC213308
Remote Similarity	0.6535	NPC48938
Remote Similarity	0.6533	NPC132631
Remote Similarity	0.6533	NPC224764
Remote Similarity	0.6533	NPC103687
Remote Similarity	0.6516	NPC264285
Remote Similarity	0.6515	NPC34508
Remote Similarity	0.6515	NPC314603
Remote Similarity	0.6515	NPC471294
Remote Similarity	0.6508	NPC105818
Remote Similarity	0.6508	NPC24678
Remote Similarity	0.6507	NPC323752
Remote Similarity	0.6502	NPC84478
Remote Similarity	0.65	NPC59269
Remote Similarity	0.65	NPC151939
Remote Similarity	0.6498	NPC85273
Remote Similarity	0.6497	NPC314940
Remote Similarity	0.6497	NPC194411
Remote Similarity	0.6497	NPC164664
Remote Similarity	0.6497	NPC473764
Remote Similarity	0.6488	NPC254762
Remote Similarity	0.6485	NPC144114
Remote Similarity	0.648	NPC54988
Remote Similarity	0.648	NPC49217
Remote Similarity	0.6479	NPC211813
Remote Similarity	0.6478	NPC325976
Remote Similarity	0.6468	NPC215795
Remote Similarity	0.6468	NPC176199
Remote Similarity	0.6459	NPC133366
Remote Similarity	0.6458	NPC469785
Remote Similarity	0.6453	NPC295452
Remote Similarity	0.6453	NPC39092
Remote Similarity	0.6453	NPC171393
Remote Similarity	0.6447	NPC201700
Remote Similarity	0.6442	NPC304187
Remote Similarity	0.6442	NPC477167
Remote Similarity	0.6442	NPC473342
Remote Similarity	0.6442	NPC477166
Remote Similarity	0.6442	NPC471448
Remote Similarity	0.6436	NPC300688
Remote Similarity	0.6435	NPC183777
Remote Similarity	0.6432	NPC6215
Remote Similarity	0.6429	NPC310118
Remote Similarity	0.6429	NPC222018
Remote Similarity	0.6425	NPC95783
Remote Similarity	0.6425	NPC3715
Remote Similarity	0.6425	NPC469762
Remote Similarity	0.6422	NPC309845
Remote Similarity	0.6422	NPC123976
Remote Similarity	0.6422	NPC165495
Remote Similarity	0.6422	NPC184225
Remote Similarity	0.6422	NPC167860
Remote Similarity	0.6418	NPC248454
Remote Similarity	0.6413	NPC269270
Remote Similarity	0.6411	NPC474177
Remote Similarity	0.641	NPC47298
Remote Similarity	0.641	NPC315214
Remote Similarity	0.6408	NPC317030
Remote Similarity	0.6406	NPC475910
Remote Similarity	0.6405	NPC63109
Remote Similarity	0.6404	NPC477608
Remote Similarity	0.6404	NPC477607
Remote Similarity	0.6404	NPC233936
Remote Similarity	0.64	NPC220851
Remote Similarity	0.64	NPC275305

Drug Structure

NPD3017 OpenBabel08211702562D 29 31 0 0 1 0 0 0 0 0999 V2000 -7.1449 4.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1449 3.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8147 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2788 1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 -1.7024 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 -6.2788 2.7976 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6808 -1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 -2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 3.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 1.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 -0.2024 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 -4.5468 -3.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 4.2976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5468 2.7976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 0.2976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.4128 -2.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 24 1 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 16 1 0 0 0 0 6 7 2 0 0 0 0 6 17 1 0 0 0 0 7 20 1 0 0 0 0 8 12 2 0 0 0 0 8 15 1 0 0 0 0 9 13 1 0 0 0 0 9 22 2 0 0 0 0 10 14 1 0 0 0 0 10 21 1 0 0 0 0 11 13 2 0 0 0 0 11 24 1 0 0 0 0 12 13 1 0 0 0 0 14 3 1 1 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 15 18 1 0 0 0 0 16 25 1 0 0 0 0 17 21 2 3 0 0 0 17 23 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 22 24 1 0 0 0 0 23 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002387
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	338.19
ALogP	-2.7513
MLogP	2.67
XLogP	0.672
HDA	6
HBD	3
Rotatable Bonds	9
TPSA	100.82
RO5 Violation	0