NPASS drugs

Drug Information

Drug ID:	NPD5493
Drug Name:
Molecular Formula:	C23H22N8O
Canonical SMILES:	CCCc1nc(C)n2c(c1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)nc(n2)O
Standard InCHI:	InChI=1S/C23H22N8O/c1-3-6-20-19(22-25-23(32)28-31(22)14(2)24-20)13-15-9-11-16(12-10-15)17-7-4-5-8-18(17)21-26-29-30-27-21/h4-5,7-12H,3,6,13H2,1-2H3,(H,28,32)(H,26,27,29,30)
Standard InCHIKey:	OLJAPHMBAMBVKL-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5493

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	706
0.1-0.2	5897
0.2-0.3	15877
0.3-0.4	5322
0.4-0.5	2010
0.5-0.6	997
0.6-0.7	80
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	0.7005	NPC317054
Remote Similarity	0.6772	NPC208060
Remote Similarity	0.6736	NPC477891
Remote Similarity	0.6667	NPC120070
Remote Similarity	0.6667	NPC114209
Remote Similarity	0.6632	NPC476686
Remote Similarity	0.6632	NPC476688
Remote Similarity	0.6632	NPC105758
Remote Similarity	0.6614	NPC278874
Remote Similarity	0.659	NPC130570
Remote Similarity	0.6566	NPC254762
Remote Similarity	0.6564	NPC144114
Remote Similarity	0.6562	NPC471579
Remote Similarity	0.6505	NPC316910
Remote Similarity	0.6425	NPC469308
Remote Similarity	0.6398	NPC476219
Remote Similarity	0.6337	NPC75999
Remote Similarity	0.6333	NPC284635
Remote Similarity	0.6316	NPC224632
Remote Similarity	0.631	NPC476297
Remote Similarity	0.6284	NPC204141
Remote Similarity	0.6283	NPC317105
Remote Similarity	0.6278	NPC312092
Remote Similarity	0.6263	NPC229173
Remote Similarity	0.6256	NPC48317
Remote Similarity	0.6239	NPC267811
Remote Similarity	0.6211	NPC135141
Remote Similarity	0.6211	NPC92796
Remote Similarity	0.6207	NPC472289
Remote Similarity	0.6204	NPC471603
Remote Similarity	0.6178	NPC44773
Remote Similarity	0.6178	NPC215584
Remote Similarity	0.6168	NPC116555
Remote Similarity	0.6158	NPC475450
Remote Similarity	0.6154	NPC54102
Remote Similarity	0.6154	NPC162689
Remote Similarity	0.6154	NPC164664
Remote Similarity	0.615	NPC53947
Remote Similarity	0.615	NPC33421
Remote Similarity	0.6146	NPC470203
Remote Similarity	0.6127	NPC122718
Remote Similarity	0.6127	NPC230805
Remote Similarity	0.6126	NPC221786
Remote Similarity	0.6126	NPC474880
Remote Similarity	0.6126	NPC475990
Remote Similarity	0.6126	NPC300238
Remote Similarity	0.6124	NPC473930
Remote Similarity	0.6111	NPC216159
Remote Similarity	0.6108	NPC86288
Remote Similarity	0.6106	NPC315822
Remote Similarity	0.6099	NPC104483
Remote Similarity	0.6095	NPC81561
Remote Similarity	0.6094	NPC470204
Remote Similarity	0.6085	NPC200743
Remote Similarity	0.6082	NPC195507
Remote Similarity	0.6082	NPC2165
Remote Similarity	0.6075	NPC288838
Remote Similarity	0.6073	NPC216643
Remote Similarity	0.6071	NPC474897
Remote Similarity	0.6066	NPC59084
Remote Similarity	0.6066	NPC115611
Remote Similarity	0.6062	NPC225018
Remote Similarity	0.6059	NPC476341
Remote Similarity	0.6057	NPC250361
Remote Similarity	0.6054	NPC242556
Remote Similarity	0.6051	NPC49217
Remote Similarity	0.6045	NPC473587
Remote Similarity	0.6045	NPC62995
Remote Similarity	0.6043	NPC158055
Remote Similarity	0.6043	NPC477134
Remote Similarity	0.6042	NPC6436
Remote Similarity	0.6036	NPC148140
Remote Similarity	0.6033	NPC63157
Remote Similarity	0.6033	NPC473868
Remote Similarity	0.6032	NPC469975
Remote Similarity	0.603	NPC280852
Remote Similarity	0.602	NPC16659
Remote Similarity	0.6011	NPC475428
Remote Similarity	0.6	NPC138842
Remote Similarity	0.6	NPC59269
Remote Similarity	0.6	NPC42483
Remote Similarity	0.5989	NPC251722
Remote Similarity	0.5989	NPC314102
Remote Similarity	0.5989	NPC478186
Remote Similarity	0.5989	NPC473762
Remote Similarity	0.5979	NPC40070
Remote Similarity	0.5978	NPC2949
Remote Similarity	0.5978	NPC179365
Remote Similarity	0.597	NPC265710
Remote Similarity	0.5967	NPC198988
Remote Similarity	0.5959	NPC56765
Remote Similarity	0.5957	NPC470111
Remote Similarity	0.5957	NPC21605
Remote Similarity	0.5949	NPC472587
Remote Similarity	0.5947	NPC470233
Remote Similarity	0.5941	NPC476566
Remote Similarity	0.5938	NPC184476
Remote Similarity	0.5938	NPC51054
Remote Similarity	0.5934	NPC325252
Remote Similarity	0.5931	NPC472294
Remote Similarity	0.5928	NPC122141
Remote Similarity	0.5926	NPC187951
Remote Similarity	0.5926	NPC124005
Remote Similarity	0.5926	NPC37548
Remote Similarity	0.5924	NPC88097
Remote Similarity	0.5922	NPC22079
Remote Similarity	0.5916	NPC325903
Remote Similarity	0.5914	NPC20144
Remote Similarity	0.5911	NPC47596
Remote Similarity	0.5904	NPC129042
Remote Similarity	0.5902	NPC125746
Remote Similarity	0.5902	NPC15102
Remote Similarity	0.5899	NPC243850
Remote Similarity	0.5896	NPC215519
Remote Similarity	0.5892	NPC476521
Remote Similarity	0.5889	NPC471322
Remote Similarity	0.5887	NPC267078
Remote Similarity	0.5887	NPC935
Remote Similarity	0.5874	NPC17273
Remote Similarity	0.5874	NPC135601
Remote Similarity	0.5874	NPC141612
Remote Similarity	0.587	NPC476433
Remote Similarity	0.587	NPC476528
Remote Similarity	0.5867	NPC8104
Remote Similarity	0.5867	NPC247987
Remote Similarity	0.5862	NPC474357
Remote Similarity	0.5854	NPC108011
Remote Similarity	0.5854	NPC21429
Remote Similarity	0.5852	NPC52764
Remote Similarity	0.5851	NPC470440
Remote Similarity	0.5851	NPC314372
Remote Similarity	0.5844	NPC470323
Remote Similarity	0.5843	NPC278451
Remote Similarity	0.5842	NPC473380
Remote Similarity	0.5842	NPC240088
Remote Similarity	0.5838	NPC476522
Remote Similarity	0.5838	NPC474986
Remote Similarity	0.5838	NPC476013
Remote Similarity	0.5829	NPC476408
Remote Similarity	0.5829	NPC194411
Remote Similarity	0.5829	NPC41174
Remote Similarity	0.5829	NPC190296
Remote Similarity	0.5825	NPC129721
Remote Similarity	0.5825	NPC286427
Remote Similarity	0.5822	NPC250178
Remote Similarity	0.5821	NPC329688
Remote Similarity	0.5821	NPC189812
Remote Similarity	0.582	NPC143872
Remote Similarity	0.5812	NPC24678
Remote Similarity	0.5812	NPC105818
Remote Similarity	0.5811	NPC282247
Remote Similarity	0.5805	NPC470205
Remote Similarity	0.5805	NPC19679
Remote Similarity	0.5803	NPC471458
Remote Similarity	0.5803	NPC207726
Remote Similarity	0.5803	NPC38736
Remote Similarity	0.5803	NPC470507
Remote Similarity	0.5802	NPC472193
Remote Similarity	0.5801	NPC101165
Remote Similarity	0.58	NPC201634
Remote Similarity	0.5799	NPC71238
Remote Similarity	0.5795	NPC318065
Remote Similarity	0.5795	NPC41257
Remote Similarity	0.5795	NPC206819
Remote Similarity	0.5792	NPC56618
Remote Similarity	0.5792	NPC296437
Remote Similarity	0.5789	NPC231536
Remote Similarity	0.5789	NPC179787
Remote Similarity	0.5789	NPC201380
Remote Similarity	0.5787	NPC478182
Remote Similarity	0.5787	NPC90723
Remote Similarity	0.5787	NPC159319
Remote Similarity	0.5784	NPC169433
Remote Similarity	0.5784	NPC88110
Remote Similarity	0.5779	NPC154293
Remote Similarity	0.5773	NPC285469
Remote Similarity	0.5771	NPC471294
Remote Similarity	0.5771	NPC477611
Remote Similarity	0.5771	NPC97525
Remote Similarity	0.5771	NPC161861
Remote Similarity	0.5759	NPC282531
Remote Similarity	0.5759	NPC321911
Remote Similarity	0.5756	NPC39092
Remote Similarity	0.5756	NPC307191
Remote Similarity	0.5755	NPC195314
Remote Similarity	0.5753	NPC476520
Remote Similarity	0.5751	NPC25008
Remote Similarity	0.5751	NPC469786
Remote Similarity	0.5751	NPC469760
Remote Similarity	0.5751	NPC259644
Remote Similarity	0.5751	NPC73952
Remote Similarity	0.5751	NPC469763
Remote Similarity	0.5751	NPC469765
Remote Similarity	0.5749	NPC99939
Remote Similarity	0.5749	NPC308931
Remote Similarity	0.5744	NPC51854
Remote Similarity	0.5744	NPC299594
Remote Similarity	0.5744	NPC477887
Remote Similarity	0.5743	NPC297034
Remote Similarity	0.5743	NPC37423

Drug Structure

NPD5493 OpenBabel08211708292D 34 38 0 0 0 0 0 0 0 0999 V2000 -1.8814 6.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4795 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 5.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 4.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8814 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 3.8364 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 -1.8814 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5450 0.7537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6135 3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1383 1.6673 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5395 0.8583 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.7475 1.8364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0450 -0.1123 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5450 -0.9783 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 14 1 0 0 0 0 3 6 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 20 1 0 0 0 0 7 17 2 0 0 0 0 8 18 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 16 2 0 0 0 0 12 16 1 0 0 0 0 13 15 1 0 0 0 0 13 19 1 0 0 0 0 14 24 2 0 0 0 0 14 31 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 24 1 0 0 0 0 21 26 2 0 0 0 0 21 27 1 0 0 0 0 22 25 2 0 0 0 0 22 31 1 0 0 0 0 23 25 1 0 0 0 0 23 28 2 0 0 0 0 23 32 1 0 0 0 0 26 29 1 0 0 0 0 27 30 2 0 0 0 0 28 31 1 0 0 0 0 29 30 1 0 0 0 0 29 33 1 0 0 0 0 32 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010437
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	426.19
ALogP	-0.3411
MLogP	3
XLogP	7.65
HDA	8
HBD	2
Rotatable Bonds	9
TPSA	117.77
RO5 Violation	1