NPASS drugs

Drug Information

Drug ID:	NPD4964
Drug Name:
Molecular Formula:	C22H22N8
Canonical SMILES:	CCc1cn(n2c1nc(n2)CC)Cc1ccc(cc1)c1ccccc1c1n[nH]nn1
Standard InCHI:	InChI=1S/C22H22N8/c1-3-16-14-29(30-22(16)23-20(4-2)26-30)13-15-9-11-17(12-10-15)18-7-5-6-8-19(18)21-24-27-28-25-21/h5-12,14H,3-4,13H2,1-2H3,(H,24,25,27,28)
Standard InCHIKey:	LASWNZRBIPFGHP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4964

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	995
0.1-0.2	10162
0.2-0.3	13867
0.3-0.4	3231
0.4-0.5	1759
0.5-0.6	775
0.6-0.7	100
0.7-0.8	1
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	0.7059	NPC317054
Remote Similarity	0.6878	NPC471579
Remote Similarity	0.6739	NPC216643
Remote Similarity	0.6667	NPC267811
Remote Similarity	0.6648	NPC53947
Remote Similarity	0.6575	NPC288838
Remote Similarity	0.6508	NPC317105
Remote Similarity	0.6473	NPC469308
Remote Similarity	0.6455	NPC470203
Remote Similarity	0.6409	NPC130570
Remote Similarity	0.6402	NPC470204
Remote Similarity	0.6402	NPC44773
Remote Similarity	0.6402	NPC215584
Remote Similarity	0.64	NPC101165
Remote Similarity	0.6374	NPC52764
Remote Similarity	0.6349	NPC135141
Remote Similarity	0.6349	NPC92796
Remote Similarity	0.6339	NPC86288
Remote Similarity	0.631	NPC143603
Remote Similarity	0.631	NPC91958
Remote Similarity	0.6304	NPC143872
Remote Similarity	0.6283	NPC267078
Remote Similarity	0.6283	NPC935
Remote Similarity	0.6256	NPC474357
Remote Similarity	0.6244	NPC280852
Remote Similarity	0.6239	NPC470323
Remote Similarity	0.6231	NPC16659
Remote Similarity	0.6231	NPC314919
Remote Similarity	0.6224	NPC477611
Remote Similarity	0.6222	NPC314102
Remote Similarity	0.6222	NPC251722
Remote Similarity	0.6222	NPC150259
Remote Similarity	0.6215	NPC116555
Remote Similarity	0.6215	NPC471322
Remote Similarity	0.6211	NPC286427
Remote Similarity	0.6209	NPC469780
Remote Similarity	0.6209	NPC469783
Remote Similarity	0.6209	NPC469779
Remote Similarity	0.6209	NPC469768
Remote Similarity	0.6209	NPC469761
Remote Similarity	0.6209	NPC469767
Remote Similarity	0.6209	NPC469784
Remote Similarity	0.6203	NPC40070
Remote Similarity	0.6199	NPC48564
Remote Similarity	0.6199	NPC182570
Remote Similarity	0.6199	NPC265605
Remote Similarity	0.6186	NPC49217
Remote Similarity	0.6183	NPC114209
Remote Similarity	0.6181	NPC265710
Remote Similarity	0.6178	NPC41257
Remote Similarity	0.6178	NPC56765
Remote Similarity	0.6178	NPC300238
Remote Similarity	0.6178	NPC318065
Remote Similarity	0.6178	NPC206819
Remote Similarity	0.6175	NPC469766
Remote Similarity	0.617	NPC470233
Remote Similarity	0.6158	NPC69914
Remote Similarity	0.6158	NPC51054
Remote Similarity	0.6158	NPC282398
Remote Similarity	0.6154	NPC110126
Remote Similarity	0.6154	NPC73767
Remote Similarity	0.6146	NPC122141
Remote Similarity	0.6138	NPC138842
Remote Similarity	0.6138	NPC325903
Remote Similarity	0.6133	NPC105127
Remote Similarity	0.6133	NPC84911
Remote Similarity	0.6114	NPC225018
Remote Similarity	0.6105	NPC120070
Remote Similarity	0.6102	NPC476131
Remote Similarity	0.6096	NPC470111
Remote Similarity	0.6096	NPC201380
Remote Similarity	0.6096	NPC179787
Remote Similarity	0.6092	NPC27740
Remote Similarity	0.6092	NPC476322
Remote Similarity	0.6087	NPC314058
Remote Similarity	0.6087	NPC315617
Remote Similarity	0.6087	NPC316359
Remote Similarity	0.6087	NPC316018
Remote Similarity	0.6082	NPC90723
Remote Similarity	0.6077	NPC29886
Remote Similarity	0.6077	NPC96102
Remote Similarity	0.6077	NPC261195
Remote Similarity	0.6069	NPC329825
Remote Similarity	0.6064	NPC321911
Remote Similarity	0.6059	NPC471402
Remote Similarity	0.6059	NPC240136
Remote Similarity	0.6059	NPC297486
Remote Similarity	0.605	NPC240088
Remote Similarity	0.605	NPC473380
Remote Similarity	0.605	NPC59269
Remote Similarity	0.6043	NPC63545
Remote Similarity	0.6042	NPC316910
Remote Similarity	0.604	NPC307191
Remote Similarity	0.6034	NPC290094
Remote Similarity	0.6027	NPC471603
Remote Similarity	0.6021	NPC476297
Remote Similarity	0.6021	NPC476219
Remote Similarity	0.6019	NPC472289
Remote Similarity	0.6011	NPC169433
Remote Similarity	0.6011	NPC469811
Remote Similarity	0.601	NPC201634
Remote Similarity	0.599	NPC231536
Remote Similarity	0.5989	NPC204141
Remote Similarity	0.5989	NPC314372
Remote Similarity	0.5983	NPC69843
Remote Similarity	0.5982	NPC54981
Remote Similarity	0.598	NPC108011
Remote Similarity	0.5971	NPC254762
Remote Similarity	0.5968	NPC190296
Remote Similarity	0.5966	NPC245244
Remote Similarity	0.5966	NPC166424
Remote Similarity	0.5966	NPC146373
Remote Similarity	0.5955	NPC89490
Remote Similarity	0.5951	NPC15102
Remote Similarity	0.5951	NPC99939
Remote Similarity	0.5951	NPC308931
Remote Similarity	0.595	NPC297034
Remote Similarity	0.5947	NPC105818
Remote Similarity	0.5947	NPC24678
Remote Similarity	0.5946	NPC279081
Remote Similarity	0.5941	NPC84268
Remote Similarity	0.5932	NPC75999
Remote Similarity	0.5932	NPC202957
Remote Similarity	0.5932	NPC169625
Remote Similarity	0.5931	NPC83381
Remote Similarity	0.5928	NPC282247
Remote Similarity	0.5922	NPC475105
Remote Similarity	0.5922	NPC329896
Remote Similarity	0.5922	NPC475090
Remote Similarity	0.5916	NPC469975
Remote Similarity	0.5914	NPC476454
Remote Similarity	0.5905	NPC304203
Remote Similarity	0.5904	NPC285731
Remote Similarity	0.5897	NPC229173
Remote Similarity	0.5892	NPC316811
Remote Similarity	0.5892	NPC32002
Remote Similarity	0.5892	NPC315348
Remote Similarity	0.5888	NPC280864
Remote Similarity	0.5888	NPC17751
Remote Similarity	0.5885	NPC73952
Remote Similarity	0.5885	NPC259644
Remote Similarity	0.5885	NPC469760
Remote Similarity	0.5885	NPC469786
Remote Similarity	0.5885	NPC469765
Remote Similarity	0.5885	NPC25008
Remote Similarity	0.5885	NPC469763
Remote Similarity	0.5879	NPC194411
Remote Similarity	0.5876	NPC236711
Remote Similarity	0.5874	NPC62995
Remote Similarity	0.587	NPC125746
Remote Similarity	0.586	NPC230002
Remote Similarity	0.5856	NPC82295
Remote Similarity	0.5855	NPC477815
Remote Similarity	0.5855	NPC212376
Remote Similarity	0.5855	NPC80597
Remote Similarity	0.5855	NPC75540
Remote Similarity	0.5855	NPC211572
Remote Similarity	0.5855	NPC70922
Remote Similarity	0.5852	NPC46358
Remote Similarity	0.5845	NPC71238
Remote Similarity	0.5842	NPC471957
Remote Similarity	0.5838	NPC478182
Remote Similarity	0.5833	NPC27802
Remote Similarity	0.582	NPC159856
Remote Similarity	0.5812	NPC282531
Remote Similarity	0.581	NPC471311
Remote Similarity	0.581	NPC471313
Remote Similarity	0.5806	NPC312092
Remote Similarity	0.5803	NPC200214
Remote Similarity	0.58	NPC474897
Remote Similarity	0.5795	NPC167635
Remote Similarity	0.5795	NPC193740
Remote Similarity	0.5795	NPC129721
Remote Similarity	0.5792	NPC275305
Remote Similarity	0.5792	NPC37423
Remote Similarity	0.5789	NPC321708
Remote Similarity	0.5784	NPC215795
Remote Similarity	0.5784	NPC176199
Remote Similarity	0.5781	NPC33421
Remote Similarity	0.5775	NPC59084
Remote Similarity	0.5775	NPC476521
Remote Similarity	0.5772	NPC63109
Remote Similarity	0.5771	NPC82331
Remote Similarity	0.5769	NPC180504
Remote Similarity	0.5769	NPC475450
Remote Similarity	0.5765	NPC221786
Remote Similarity	0.5765	NPC475990
Remote Similarity	0.5765	NPC474880
Remote Similarity	0.5765	NPC477591
Remote Similarity	0.5764	NPC474958
Remote Similarity	0.5761	NPC296437
Remote Similarity	0.5759	NPC477974
Remote Similarity	0.5758	NPC194640
Remote Similarity	0.5758	NPC478184
Remote Similarity	0.5758	NPC107160
Remote Similarity	0.5756	NPC164228
Remote Similarity	0.5753	NPC476433
Remote Similarity	0.5753	NPC476528
Remote Similarity	0.5751	NPC470823
Remote Similarity	0.575	NPC63751

Drug Structure

NPD4964 OpenBabel08211706322D 31 35 0 0 0 0 0 0 0 0999 V2000 3.0605 -0.0464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7044 -3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4727 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 -2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.0055 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 -5.3007 0.9945 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 1.0827 -1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1097 1.5823 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.4917 1.5823 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 -5.8007 2.5334 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8007 2.5334 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 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3885 3.3424 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 16 1 0 0 0 0 4 20 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 17 2 0 0 0 0 12 17 1 0 0 0 0 13 15 1 0 0 0 0 13 29 1 0 0 0 0 14 16 2 0 0 0 0 14 29 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 18 19 1 0 0 0 0 19 21 1 0 0 0 0 20 23 1 0 0 0 0 20 26 2 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 23 2 0 0 0 0 22 30 1 0 0 0 0 24 27 1 0 0 0 0 25 28 2 0 0 0 0 26 30 1 0 0 0 0 27 28 1 0 0 0 0 27 31 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008680
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	398.20
ALogP	-0.561
MLogP	3
XLogP	6.324
HDA	8
HBD	1
Rotatable Bonds	8
TPSA	89.58
RO5 Violation	1