NPASS drugs

Drug Information

Drug ID:	NPD3523
Drug Name:
Molecular Formula:	C19H23N9O
Canonical SMILES:	N[C@H]1CCCC[C@H]1Nc1ncc(c(=Nc2cccc(c2)n2nccn2)[nH]1)C(=N)O
Standard InCHI:	InChI=1S/C19H23N9O/c20-15-6-1-2-7-16(15)26-19-22-11-14(17(21)29)18(27-19)25-12-4-3-5-13(10-12)28-23-8-9-24-28/h3-5,8-11,15-16H,1-2,6-7,20H2,(H2,21,29)(H2,22,25,26,27)/t15-,16+/m0/s1
Standard InCHIKey:	TXGKRVFSSHPBAJ-JKSUJKDBSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3523

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	625
0.1-0.2	9962
0.2-0.3	13725
0.3-0.4	3400
0.4-0.5	2160
0.5-0.6	959
0.6-0.7	59
0.7-0.8	0
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
Remote Similarity	0.6919	NPC120070
Remote Similarity	0.6494	NPC282531
Remote Similarity	0.6444	NPC470203
Remote Similarity	0.6444	NPC225018
Remote Similarity	0.6432	NPC471579
Remote Similarity	0.6389	NPC470204
Remote Similarity	0.6389	NPC122141
Remote Similarity	0.6339	NPC49217
Remote Similarity	0.627	NPC194411
Remote Similarity	0.6243	NPC176199
Remote Similarity	0.6243	NPC215795
Remote Similarity	0.6236	NPC469975
Remote Similarity	0.6224	NPC304187
Remote Similarity	0.6224	NPC477166
Remote Similarity	0.6216	NPC63751
Remote Similarity	0.6207	NPC42483
Remote Similarity	0.6193	NPC143872
Remote Similarity	0.618	NPC105818
Remote Similarity	0.618	NPC24678
Remote Similarity	0.617	NPC37423
Remote Similarity	0.617	NPC317054
Remote Similarity	0.617	NPC275305
Remote Similarity	0.6166	NPC15102
Remote Similarity	0.6158	NPC114209
Remote Similarity	0.6154	NPC92796
Remote Similarity	0.6154	NPC135141
Remote Similarity	0.6141	NPC317105
Remote Similarity	0.614	NPC216159
Remote Similarity	0.6136	NPC204141
Remote Similarity	0.6136	NPC159856
Remote Similarity	0.6136	NPC314372
Remote Similarity	0.6126	NPC16659
Remote Similarity	0.6114	NPC108011
Remote Similarity	0.6111	NPC325903
Remote Similarity	0.6105	NPC68354
Remote Similarity	0.6105	NPC59269
Remote Similarity	0.6105	NPC125746
Remote Similarity	0.6078	NPC24060
Remote Similarity	0.6077	NPC476219
Remote Similarity	0.6075	NPC49954
Remote Similarity	0.6075	NPC474561
Remote Similarity	0.6073	NPC265710
Remote Similarity	0.6061	NPC477167
Remote Similarity	0.6061	NPC473342
Remote Similarity	0.6042	NPC40530
Remote Similarity	0.6042	NPC314281
Remote Similarity	0.6034	NPC37548
Remote Similarity	0.6033	NPC279918
Remote Similarity	0.6023	NPC190296
Remote Similarity	0.6022	NPC25008
Remote Similarity	0.6022	NPC469763
Remote Similarity	0.6022	NPC73952
Remote Similarity	0.6022	NPC469765
Remote Similarity	0.6022	NPC469786
Remote Similarity	0.6022	NPC259644
Remote Similarity	0.6022	NPC469760
Remote Similarity	0.601	NPC307191
Remote Similarity	0.6	NPC282231
Remote Similarity	0.6	NPC253687
Remote Similarity	0.5991	NPC147983
Remote Similarity	0.5991	NPC177996
Remote Similarity	0.599	NPC265576
Remote Similarity	0.5989	NPC212376
Remote Similarity	0.5989	NPC75540
Remote Similarity	0.5989	NPC80597
Remote Similarity	0.5989	NPC70922
Remote Similarity	0.5989	NPC211572
Remote Similarity	0.5989	NPC476297
Remote Similarity	0.5978	NPC469811
Remote Similarity	0.5978	NPC300238
Remote Similarity	0.5968	NPC478184
Remote Similarity	0.5956	NPC469785
Remote Similarity	0.5952	NPC72956
Remote Similarity	0.5947	NPC314603
Remote Similarity	0.5946	NPC131718
Remote Similarity	0.5944	NPC321911
Remote Similarity	0.5938	NPC240088
Remote Similarity	0.5938	NPC473380
Remote Similarity	0.5928	NPC233936
Remote Similarity	0.5924	NPC469762
Remote Similarity	0.5924	NPC153980
Remote Similarity	0.5924	NPC471603
Remote Similarity	0.5924	NPC6865
Remote Similarity	0.5922	NPC63545
Remote Similarity	0.5918	NPC308931
Remote Similarity	0.5918	NPC99939
Remote Similarity	0.5907	NPC11126
Remote Similarity	0.5906	NPC471322
Remote Similarity	0.5904	NPC54988
Remote Similarity	0.5904	NPC160105
Remote Similarity	0.5902	NPC38736
Remote Similarity	0.5902	NPC470507
Remote Similarity	0.59	NPC324149
Remote Similarity	0.5897	NPC48938
Remote Similarity	0.5895	NPC470498
Remote Similarity	0.5892	NPC318065
Remote Similarity	0.5892	NPC206819
Remote Similarity	0.5889	NPC201380
Remote Similarity	0.5889	NPC179787
Remote Similarity	0.5882	NPC478182
Remote Similarity	0.5882	NPC194640
Remote Similarity	0.5877	NPC54981
Remote Similarity	0.5876	NPC24864
Remote Similarity	0.5867	NPC228835
Remote Similarity	0.5856	NPC187951
Remote Similarity	0.5849	NPC471194
Remote Similarity	0.5849	NPC471193
Remote Similarity	0.5843	NPC328683
Remote Similarity	0.5843	NPC283130
Remote Similarity	0.5843	NPC477890
Remote Similarity	0.5841	NPC471192
Remote Similarity	0.5839	NPC317031
Remote Similarity	0.5829	NPC105127
Remote Similarity	0.5829	NPC472289
Remote Similarity	0.5824	NPC226662
Remote Similarity	0.5822	NPC282247
Remote Similarity	0.5819	NPC469779
Remote Similarity	0.5819	NPC469784
Remote Similarity	0.5819	NPC469768
Remote Similarity	0.5819	NPC469767
Remote Similarity	0.5819	NPC469761
Remote Similarity	0.5819	NPC469780
Remote Similarity	0.5819	NPC284635
Remote Similarity	0.5819	NPC469783
Remote Similarity	0.5814	NPC267811
Remote Similarity	0.5814	NPC101165
Remote Similarity	0.5813	NPC242209
Remote Similarity	0.581	NPC242556
Remote Similarity	0.5808	NPC94752
Remote Similarity	0.5806	NPC293487
Remote Similarity	0.5803	NPC280852
Remote Similarity	0.5801	NPC470111
Remote Similarity	0.5801	NPC471957
Remote Similarity	0.5799	NPC476950
Remote Similarity	0.5798	NPC311276
Remote Similarity	0.5798	NPC162268
Remote Similarity	0.5798	NPC102423
Remote Similarity	0.5789	NPC201700
Remote Similarity	0.5789	NPC475288
Remote Similarity	0.5787	NPC469766
Remote Similarity	0.5779	NPC17059
Remote Similarity	0.5779	NPC317030
Remote Similarity	0.5777	NPC106771
Remote Similarity	0.5777	NPC303820
Remote Similarity	0.5777	NPC23420
Remote Similarity	0.5777	NPC205254
Remote Similarity	0.5775	NPC193370
Remote Similarity	0.5773	NPC248454
Remote Similarity	0.5771	NPC210123
Remote Similarity	0.5771	NPC96102
Remote Similarity	0.5769	NPC288445
Remote Similarity	0.5767	NPC280864
Remote Similarity	0.5767	NPC17751
Remote Similarity	0.5763	NPC73767
Remote Similarity	0.5763	NPC110126
Remote Similarity	0.5762	NPC175916
Remote Similarity	0.5756	NPC476689
Remote Similarity	0.5756	NPC476687
Remote Similarity	0.5756	NPC476685
Remote Similarity	0.5753	NPC236711
Remote Similarity	0.5752	NPC321915
Remote Similarity	0.5751	NPC469938
Remote Similarity	0.5749	NPC469308
Remote Similarity	0.5749	NPC52909
Remote Similarity	0.5749	NPC475935
Remote Similarity	0.5749	NPC94211
Remote Similarity	0.5746	NPC288838
Remote Similarity	0.5742	NPC475070
Remote Similarity	0.5739	NPC84911
Remote Similarity	0.5738	NPC53947
Remote Similarity	0.5737	NPC478183
Remote Similarity	0.5735	NPC71238
Remote Similarity	0.573	NPC115611
Remote Similarity	0.5729	NPC474707
Remote Similarity	0.5728	NPC124636
Remote Similarity	0.5727	NPC130570
Remote Similarity	0.5723	NPC82295
Remote Similarity	0.5722	NPC41257
Remote Similarity	0.5722	NPC474958
Remote Similarity	0.5722	NPC56765
Remote Similarity	0.5722	NPC475990
Remote Similarity	0.5714	NPC247987
Remote Similarity	0.5714	NPC474177
Remote Similarity	0.5714	NPC40779
Remote Similarity	0.5708	NPC216221
Remote Similarity	0.5707	NPC216713
Remote Similarity	0.5707	NPC21429
Remote Similarity	0.5707	NPC467063
Remote Similarity	0.57	NPC204565
Remote Similarity	0.5699	NPC313791
Remote Similarity	0.5699	NPC51054
Remote Similarity	0.5699	NPC285469
Remote Similarity	0.5696	NPC164802
Remote Similarity	0.5692	NPC151939
Remote Similarity	0.5687	NPC166492
Remote Similarity	0.5687	NPC473362
Remote Similarity	0.5686	NPC133366
Remote Similarity	0.5683	NPC124005
Remote Similarity	0.5682	NPC29886
Remote Similarity	0.5682	NPC218268

Drug Structure

NPD3523 OpenBabel08211703112D 35 38 0 0 1 0 0 0 0 0999 V2000 7.7942 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -5.0000 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 2.5981 -1.5000 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 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -4.5000 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 -1.0827 1.2024 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 -5.0000 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 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 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 6.9282 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 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 -0.1045 0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 1.7321 -6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 6 1 0 0 0 0 2 7 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 15 1 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 23 2 0 0 0 0 9 24 2 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 22 1 0 0 0 0 12 25 1 0 0 0 0 13 28 1 0 0 0 0 14 17 1 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 1 0 0 0 16 26 1 1 0 0 0 17 21 2 0 0 0 0 17 29 1 0 0 0 0 18 25 2 3 0 0 0 18 27 1 0 0 0 0 19 22 2 0 0 0 0 19 26 1 0 0 0 0 19 27 1 0 0 0 0 20 30 1 0 0 0 0 20 31 1 0 0 0 0 21 32 1 0 0 0 0 23 28 1 0 0 0 0 24 28 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 29 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001989
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44462758
ChEBI
CAS Number

Drug Properties

Molecular Weight	393.20
ALogP	-3.3098
MLogP	2.45
XLogP	2.673
HDA	10
HBD	5
Rotatable Bonds	7
TPSA	149.07
RO5 Violation	0