NPASS drugs

Drug Information

Drug ID:	NPD1690
Drug Name:
Molecular Formula:	C15H18N6O
Canonical SMILES:	OCCN=c1[nH]c(NCc2ccccc2)c2c(n1)n(C)cn2
Standard InCHI:	InChI=1S/C15H18N6O/c1-21-10-18-12-13(17-9-11-5-3-2-4-6-11)19-15(16-7-8-22)20-14(12)21/h2-6,10,22H,7-9H2,1H3,(H2,16,17,19,20)
Standard InCHIKey:	GTVPOLSIJWJJNY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1690

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	222
0.1-0.2	3826
0.2-0.3	15179
0.3-0.4	7759
0.4-0.5	2586
0.5-0.6	1195
0.6-0.7	119
0.7-0.8	3
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

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
High Similarity	0.9645	NPC469975
Intermediate Similarity	0.7405	NPC282531
Intermediate Similarity	0.7381	NPC317054
Intermediate Similarity	0.7117	NPC120070
Remote Similarity	0.6988	NPC300238
Remote Similarity	0.6842	NPC71238
Remote Similarity	0.681	NPC114209
Remote Similarity	0.6751	NPC250178
Remote Similarity	0.6736	NPC54981
Remote Similarity	0.6667	NPC42483
Remote Similarity	0.6625	NPC8590
Remote Similarity	0.6608	NPC225018
Remote Similarity	0.659	NPC49217
Remote Similarity	0.655	NPC470204
Remote Similarity	0.6512	NPC470203
Remote Similarity	0.6509	NPC476219
Remote Similarity	0.6509	NPC476297
Remote Similarity	0.65	NPC216159
Remote Similarity	0.6484	NPC476341
Remote Similarity	0.6453	NPC122141
Remote Similarity	0.6389	NPC265710
Remote Similarity	0.6354	NPC469308
Remote Similarity	0.6354	NPC16659
Remote Similarity	0.6347	NPC143872
Remote Similarity	0.6346	NPC160666
Remote Similarity	0.6333	NPC223223
Remote Similarity	0.6333	NPC158055
Remote Similarity	0.6313	NPC242923
Remote Similarity	0.6299	NPC283130
Remote Similarity	0.6299	NPC328683
Remote Similarity	0.6287	NPC314372
Remote Similarity	0.6287	NPC204141
Remote Similarity	0.6265	NPC190296
Remote Similarity	0.6258	NPC125746
Remote Similarity	0.625	NPC471322
Remote Similarity	0.6243	NPC473380
Remote Similarity	0.6243	NPC240088
Remote Similarity	0.6243	NPC68354
Remote Similarity	0.6238	NPC238945
Remote Similarity	0.6232	NPC108339
Remote Similarity	0.6222	NPC275305
Remote Similarity	0.6222	NPC37423
Remote Similarity	0.6218	NPC52764
Remote Similarity	0.6215	NPC54988
Remote Similarity	0.6201	NPC470498
Remote Similarity	0.62	NPC471603
Remote Similarity	0.6193	NPC478184
Remote Similarity	0.6193	NPC469813
Remote Similarity	0.6193	NPC478182
Remote Similarity	0.6193	NPC476446
Remote Similarity	0.6193	NPC194640
Remote Similarity	0.6193	NPC78375
Remote Similarity	0.6185	NPC469785
Remote Similarity	0.6176	NPC321911
Remote Similarity	0.6162	NPC116555
Remote Similarity	0.6162	NPC108011
Remote Similarity	0.6149	NPC469762
Remote Similarity	0.6149	NPC256893
Remote Similarity	0.6149	NPC101165
Remote Similarity	0.614	NPC24678
Remote Similarity	0.614	NPC105818
Remote Similarity	0.6136	NPC282231
Remote Similarity	0.6135	NPC296437
Remote Similarity	0.6127	NPC470507
Remote Similarity	0.6126	NPC280638
Remote Similarity	0.6124	NPC474561
Remote Similarity	0.6124	NPC49954
Remote Similarity	0.612	NPC11126
Remote Similarity	0.612	NPC176199
Remote Similarity	0.612	NPC215795
Remote Similarity	0.6118	NPC470111
Remote Similarity	0.6118	NPC469811
Remote Similarity	0.6118	NPC179787
Remote Similarity	0.6118	NPC201380
Remote Similarity	0.6117	NPC472289
Remote Similarity	0.6114	NPC293487
Remote Similarity	0.6108	NPC147983
Remote Similarity	0.6108	NPC471609
Remote Similarity	0.6108	NPC177996
Remote Similarity	0.6103	NPC54537
Remote Similarity	0.6098	NPC308906
Remote Similarity	0.6095	NPC159856
Remote Similarity	0.6089	NPC282247
Remote Similarity	0.6087	NPC24864
Remote Similarity	0.6084	NPC73767
Remote Similarity	0.608	NPC279918
Remote Similarity	0.6071	NPC471320
Remote Similarity	0.6071	NPC471319
Remote Similarity	0.6069	NPC469763
Remote Similarity	0.6069	NPC469786
Remote Similarity	0.6069	NPC259644
Remote Similarity	0.6069	NPC469765
Remote Similarity	0.6069	NPC469760
Remote Similarity	0.6069	NPC73952
Remote Similarity	0.6069	NPC25008
Remote Similarity	0.6066	NPC115595
Remote Similarity	0.6059	NPC63545
Remote Similarity	0.6056	NPC194411
Remote Similarity	0.6056	NPC164664
Remote Similarity	0.6054	NPC307191
Remote Similarity	0.6048	NPC476521
Remote Similarity	0.6048	NPC107160
Remote Similarity	0.6034	NPC70922
Remote Similarity	0.6034	NPC212376
Remote Similarity	0.6034	NPC211572
Remote Similarity	0.6034	NPC80597
Remote Similarity	0.6034	NPC75540
Remote Similarity	0.6024	NPC476528
Remote Similarity	0.6024	NPC476433
Remote Similarity	0.6023	NPC471957
Remote Similarity	0.6022	NPC163055
Remote Similarity	0.6022	NPC48938
Remote Similarity	0.6021	NPC477166
Remote Similarity	0.6021	NPC477167
Remote Similarity	0.6021	NPC473342
Remote Similarity	0.6021	NPC304187
Remote Similarity	0.6012	NPC472834
Remote Similarity	0.6011	NPC40779
Remote Similarity	0.6011	NPC311276
Remote Similarity	0.6	NPC201700
Remote Similarity	0.6	NPC63751
Remote Similarity	0.6	NPC470266
Remote Similarity	0.6	NPC267811
Remote Similarity	0.5991	NPC69843
Remote Similarity	0.5989	NPC228835
Remote Similarity	0.5988	NPC110126
Remote Similarity	0.5988	NPC476522
Remote Similarity	0.5988	NPC187951
Remote Similarity	0.5988	NPC476013
Remote Similarity	0.5988	NPC37548
Remote Similarity	0.5988	NPC474986
Remote Similarity	0.5977	NPC325903
Remote Similarity	0.5976	NPC476408
Remote Similarity	0.5967	NPC91895
Remote Similarity	0.5966	NPC236711
Remote Similarity	0.5964	NPC84911
Remote Similarity	0.5963	NPC226662
Remote Similarity	0.5959	NPC294693
Remote Similarity	0.5955	NPC478185
Remote Similarity	0.5952	NPC469783
Remote Similarity	0.5952	NPC115611
Remote Similarity	0.5952	NPC469767
Remote Similarity	0.5952	NPC469761
Remote Similarity	0.5952	NPC469784
Remote Similarity	0.5952	NPC469768
Remote Similarity	0.5952	NPC469779
Remote Similarity	0.5952	NPC469780
Remote Similarity	0.5946	NPC12649
Remote Similarity	0.5946	NPC164802
Remote Similarity	0.5944	NPC160105
Remote Similarity	0.5944	NPC478183
Remote Similarity	0.5941	NPC113369
Remote Similarity	0.5941	NPC242556
Remote Similarity	0.5939	NPC198988
Remote Similarity	0.5932	NPC92796
Remote Similarity	0.5932	NPC135141
Remote Similarity	0.5932	NPC230869
Remote Similarity	0.5917	NPC469766
Remote Similarity	0.5912	NPC27740
Remote Similarity	0.5906	NPC470440
Remote Similarity	0.5904	NPC325252
Remote Similarity	0.5904	NPC96102
Remote Similarity	0.5904	NPC165495
Remote Similarity	0.5904	NPC29886
Remote Similarity	0.5904	NPC261195
Remote Similarity	0.5902	NPC314557
Remote Similarity	0.5893	NPC476520
Remote Similarity	0.5893	NPC104483
Remote Similarity	0.5892	NPC59269
Remote Similarity	0.5892	NPC248454
Remote Similarity	0.589	NPC22079
Remote Similarity	0.5889	NPC470508
Remote Similarity	0.5889	NPC280864
Remote Similarity	0.5889	NPC17751
Remote Similarity	0.5886	NPC200214
Remote Similarity	0.5882	NPC233936
Remote Similarity	0.5882	NPC20144
Remote Similarity	0.5879	NPC32534
Remote Similarity	0.5876	NPC129721
Remote Similarity	0.5876	NPC124276
Remote Similarity	0.5874	NPC471192
Remote Similarity	0.5873	NPC15102
Remote Similarity	0.5872	NPC478186
Remote Similarity	0.5872	NPC129042
Remote Similarity	0.587	NPC469938
Remote Similarity	0.5868	NPC150259
Remote Similarity	0.5868	NPC105127
Remote Similarity	0.5854	NPC82295
Remote Similarity	0.5852	NPC38736
Remote Similarity	0.5852	NPC207726
Remote Similarity	0.5851	NPC472109
Remote Similarity	0.5851	NPC472110
Remote Similarity	0.5847	NPC476686
Remote Similarity	0.5847	NPC105758
Remote Similarity	0.5847	NPC476688
Remote Similarity	0.5843	NPC206819
Remote Similarity	0.5843	NPC318065
Remote Similarity	0.5842	NPC94752
Remote Similarity	0.5838	NPC315715
Remote Similarity	0.5833	NPC162268

Drug Structure

NPD1690 OpenBabel08211701082D 25 27 0 0 0 0 0 0 0 0999 V2000 -1.7213 1.4612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 2.5000 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 5.1962 3.0000 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 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 2.5827 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 0.8660 1.5000 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 0.0000 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 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 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 -0.7431 1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 7 8 1 0 0 0 0 7 16 1 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 10 21 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 20 2 0 0 0 0 14 21 1 0 0 0 0 15 16 2 3 0 0 0 15 19 1 0 0 0 0 15 20 1 0 0 0 0 17 23 1 0 0 0 0 19 24 1 0 0 0 0 22 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001057
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4592
ChEBI
CAS Number

Drug Properties

Molecular Weight	298.15
ALogP	-2.0185
MLogP	2.34
XLogP	2.898
HDA	7
HBD	3
Rotatable Bonds	7
TPSA	86.83
RO5 Violation	0