NPASS drugs

Drug Information

Drug ID:	NPD725
Drug Name:	PNQX
Molecular Formula:	C12H12N4O4
Canonical SMILES:	CN1CCc2c(C1)c1nc(O)c(nc1cc2N(=O)=O)O
Standard InCHI:	InChI=1S/C12H12N4O4/c1-15-3-2-6-7(5-15)10-8(4-9(6)16(19)20)13-11(17)12(18)14-10/h4H,2-3,5H2,1H3,(H,13,17)(H,14,18)
Standard InCHIKey:	GDSGJOIKTYTOQG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD725

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	466
0.1-0.2	8384
0.2-0.3	14382
0.3-0.4	4121
0.4-0.5	2032
0.5-0.6	1329
0.6-0.7	176
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	0.6825	NPC297034
Remote Similarity	0.6667	NPC470111
Remote Similarity	0.6612	NPC138842
Remote Similarity	0.66	NPC272458
Remote Similarity	0.6579	NPC32534
Remote Similarity	0.6559	NPC6436
Remote Similarity	0.6555	NPC66699
Remote Similarity	0.6538	NPC288445
Remote Similarity	0.6526	NPC44161
Remote Similarity	0.6515	NPC314573
Remote Similarity	0.6505	NPC236711
Remote Similarity	0.6497	NPC169433
Remote Similarity	0.6486	NPC476219
Remote Similarity	0.6462	NPC124636
Remote Similarity	0.6462	NPC133261
Remote Similarity	0.6461	NPC88097
Remote Similarity	0.6459	NPC475288
Remote Similarity	0.6452	NPC51054
Remote Similarity	0.6444	NPC20144
Remote Similarity	0.6441	NPC314102
Remote Similarity	0.6441	NPC251722
Remote Similarity	0.6432	NPC193370
Remote Similarity	0.6429	NPC175916
Remote Similarity	0.6429	NPC478186
Remote Similarity	0.6425	NPC115611
Remote Similarity	0.642	NPC198988
Remote Similarity	0.6402	NPC225018
Remote Similarity	0.6389	NPC88121
Remote Similarity	0.6374	NPC470440
Remote Similarity	0.6369	NPC215519
Remote Similarity	0.6333	NPC284635
Remote Similarity	0.6325	NPC148140
Remote Similarity	0.6324	NPC40070
Remote Similarity	0.6324	NPC33421
Remote Similarity	0.6316	NPC122718
Remote Similarity	0.6313	NPC173344
Remote Similarity	0.6304	NPC21605
Remote Similarity	0.6302	NPC56233
Remote Similarity	0.6296	NPC293487
Remote Similarity	0.6292	NPC325252
Remote Similarity	0.6287	NPC81561
Remote Similarity	0.6286	NPC282398
Remote Similarity	0.6284	NPC469525
Remote Similarity	0.6284	NPC86288
Remote Similarity	0.6284	NPC149014
Remote Similarity	0.6283	NPC469541
Remote Similarity	0.6283	NPC478182
Remote Similarity	0.6283	NPC478184
Remote Similarity	0.6278	NPC104483
Remote Similarity	0.6277	NPC184476
Remote Similarity	0.6263	NPC81229
Remote Similarity	0.6263	NPC255229
Remote Similarity	0.625	NPC162689
Remote Similarity	0.625	NPC54102
Remote Similarity	0.6244	NPC157583
Remote Similarity	0.6244	NPC477111
Remote Similarity	0.6232	NPC134657
Remote Similarity	0.623	NPC194881
Remote Similarity	0.6227	NPC77022
Remote Similarity	0.6224	NPC95898
Remote Similarity	0.6223	NPC476297
Remote Similarity	0.6221	NPC250835
Remote Similarity	0.6216	NPC201380
Remote Similarity	0.6216	NPC179787
Remote Similarity	0.6212	NPC12649
Remote Similarity	0.6209	NPC277157
Remote Similarity	0.6205	NPC143156
Remote Similarity	0.6202	NPC265576
Remote Similarity	0.6199	NPC216221
Remote Similarity	0.6198	NPC472587
Remote Similarity	0.6198	NPC271797
Remote Similarity	0.6198	NPC21174
Remote Similarity	0.6193	NPC24594
Remote Similarity	0.6193	NPC472122
Remote Similarity	0.6186	NPC317430
Remote Similarity	0.6183	NPC321911
Remote Similarity	0.6175	NPC250448
Remote Similarity	0.6173	NPC472123
Remote Similarity	0.617	NPC281094
Remote Similarity	0.6169	NPC467063
Remote Similarity	0.6163	NPC46358
Remote Similarity	0.6162	NPC63545
Remote Similarity	0.6162	NPC68354
Remote Similarity	0.6162	NPC237188
Remote Similarity	0.6162	NPC326575
Remote Similarity	0.6154	NPC238499
Remote Similarity	0.6154	NPC194411
Remote Similarity	0.6154	NPC91895
Remote Similarity	0.6154	NPC59084
Remote Similarity	0.6154	NPC267928
Remote Similarity	0.6154	NPC474188
Remote Similarity	0.6154	NPC280548
Remote Similarity	0.615	NPC477113
Remote Similarity	0.6146	NPC117244
Remote Similarity	0.6146	NPC473763
Remote Similarity	0.6146	NPC478185
Remote Similarity	0.6142	NPC471579
Remote Similarity	0.6138	NPC38736
Remote Similarity	0.6134	NPC478183
Remote Similarity	0.6129	NPC469811
Remote Similarity	0.6126	NPC221786
Remote Similarity	0.6126	NPC474880
Remote Similarity	0.6126	NPC475990
Remote Similarity	0.6126	NPC56765
Remote Similarity	0.6122	NPC201634
Remote Similarity	0.612	NPC63157
Remote Similarity	0.612	NPC473868
Remote Similarity	0.6114	NPC317105
Remote Similarity	0.6108	NPC285731
Remote Similarity	0.6108	NPC478077
Remote Similarity	0.6106	NPC128244
Remote Similarity	0.61	NPC15840
Remote Similarity	0.61	NPC187827
Remote Similarity	0.61	NPC472105
Remote Similarity	0.61	NPC24864
Remote Similarity	0.6096	NPC37548
Remote Similarity	0.6096	NPC124005
Remote Similarity	0.6094	NPC473320
Remote Similarity	0.6094	NPC229173
Remote Similarity	0.6094	NPC44773
Remote Similarity	0.6094	NPC215584
Remote Similarity	0.6093	NPC18348
Remote Similarity	0.6091	NPC161861
Remote Similarity	0.6091	NPC471294
Remote Similarity	0.6089	NPC470003
Remote Similarity	0.6087	NPC190296
Remote Similarity	0.6085	NPC325903
Remote Similarity	0.6077	NPC229332
Remote Similarity	0.6077	NPC232130
Remote Similarity	0.6077	NPC469736
Remote Similarity	0.607	NPC314394
Remote Similarity	0.6067	NPC256893
Remote Similarity	0.6066	NPC2949
Remote Similarity	0.6061	NPC37423
Remote Similarity	0.6061	NPC469938
Remote Similarity	0.6061	NPC275305
Remote Similarity	0.6058	NPC57994
Remote Similarity	0.6058	NPC289299
Remote Similarity	0.6054	NPC242556
Remote Similarity	0.6053	NPC471458
Remote Similarity	0.605	NPC256268
Remote Similarity	0.605	NPC232340
Remote Similarity	0.6042	NPC477591
Remote Similarity	0.6041	NPC158129
Remote Similarity	0.6041	NPC470498
Remote Similarity	0.604	NPC143533
Remote Similarity	0.604	NPC139291
Remote Similarity	0.604	NPC472109
Remote Similarity	0.604	NPC243058
Remote Similarity	0.604	NPC48938
Remote Similarity	0.604	NPC19679
Remote Similarity	0.604	NPC133306
Remote Similarity	0.604	NPC472108
Remote Similarity	0.604	NPC472110
Remote Similarity	0.6037	NPC147810
Remote Similarity	0.6031	NPC271734
Remote Similarity	0.6031	NPC90723
Remote Similarity	0.603	NPC150048
Remote Similarity	0.603	NPC203754
Remote Similarity	0.603	NPC280852
Remote Similarity	0.6029	NPC474707
Remote Similarity	0.6022	NPC204141
Remote Similarity	0.6022	NPC314372
Remote Similarity	0.6021	NPC94167
Remote Similarity	0.6021	NPC172937
Remote Similarity	0.6019	NPC192674
Remote Similarity	0.6019	NPC476167
Remote Similarity	0.6011	NPC187951
Remote Similarity	0.6011	NPC22079
Remote Similarity	0.601	NPC122141
Remote Similarity	0.601	NPC472294
Remote Similarity	0.6	NPC204565
Remote Similarity	0.6	NPC472323
Remote Similarity	0.6	NPC2165
Remote Similarity	0.6	NPC195507
Remote Similarity	0.6	NPC219848
Remote Similarity	0.5991	NPC173080
Remote Similarity	0.599	NPC314940
Remote Similarity	0.599	NPC233936
Remote Similarity	0.599	NPC473764
Remote Similarity	0.599	NPC299594
Remote Similarity	0.599	NPC129721
Remote Similarity	0.5989	NPC129042
Remote Similarity	0.5981	NPC195314
Remote Similarity	0.598	NPC189812
Remote Similarity	0.598	NPC329688
Remote Similarity	0.598	NPC20249
Remote Similarity	0.598	NPC317054
Remote Similarity	0.5979	NPC16667
Remote Similarity	0.5979	NPC79911
Remote Similarity	0.5973	NPC98371
Remote Similarity	0.5973	NPC313884
Remote Similarity	0.5973	NPC477110
Remote Similarity	0.5972	NPC166492
Remote Similarity	0.5972	NPC473362
Remote Similarity	0.5972	NPC192315
Remote Similarity	0.5972	NPC212213
Remote Similarity	0.5972	NPC239954
Remote Similarity	0.5971	NPC65215
Remote Similarity	0.5971	NPC173028

Drug Structure

NPD725 OpenBabel08201723412D 22 24 0 0 0 0 0 0 0 0999 V2000 -3.4641 -1.0000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 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 -0.8660 -2.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 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 1.7321 -0.0000 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 1.7321 -1.0000 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 -2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 15 1 0 0 0 0 4 8 1 0 0 0 0 4 9 2 0 0 0 0 5 7 1 0 0 0 0 5 15 1 0 0 0 0 6 7 2 0 0 0 0 6 9 1 0 0 0 0 7 10 1 0 0 0 0 8 10 1 0 0 0 0 8 13 2 0 0 0 0 9 16 1 0 0 0 0 10 14 2 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 16 19 2 0 0 0 0 16 20 2 0 0 0 0 17 21 1 0 0 0 0 18 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012660
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	276.09
ALogP	0.1338
MLogP	1.9
XLogP	0.575
HDA	3
HBD	2
Rotatable Bonds	5
TPSA	112.62
RO5 Violation	0