NPASS drugs

Drug Information

Drug ID:	NPD2524
Drug Name:	M-216765
Molecular Formula:	C17H20N4O
Canonical SMILES:	CCCc1nc(n2c1nc(nc2O)c1ccccc1)CCC
Standard InCHI:	InChI=1S/C17H20N4O/c1-3-8-13-16-19-15(12-10-6-5-7-11-12)20-17(22)21(16)14(18-13)9-4-2/h5-7,10-11H,3-4,8-9H2,1-2H3,(H,19,20,22)
Standard InCHIKey:	CRNFFHAXKBXWIU-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2524

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	526
0.1-0.2	7962
0.2-0.3	14156
0.3-0.4	4800
0.4-0.5	1866
0.5-0.6	1269
0.6-0.7	292
0.7-0.8	18
0.8-0.85	1
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	0.8333	NPC317054
Intermediate Similarity	0.7771	NPC114209
Intermediate Similarity	0.7423	NPC476219
Intermediate Similarity	0.7423	NPC476297
Intermediate Similarity	0.7407	NPC469975
Intermediate Similarity	0.7355	NPC216159
Intermediate Similarity	0.733	NPC476341
Intermediate Similarity	0.7188	NPC42483
Intermediate Similarity	0.716	NPC478186
Intermediate Similarity	0.7151	NPC105758
Intermediate Similarity	0.7151	NPC476686
Intermediate Similarity	0.7151	NPC469308
Intermediate Similarity	0.7151	NPC476688
Intermediate Similarity	0.7135	NPC278874
Intermediate Similarity	0.7108	NPC120070
Intermediate Similarity	0.7101	NPC470203
Intermediate Similarity	0.7041	NPC470204
Intermediate Similarity	0.7012	NPC470111
Intermediate Similarity	0.7011	NPC208060
Remote Similarity	0.6994	NPC204141
Remote Similarity	0.6966	NPC477891
Remote Similarity	0.6957	NPC115611
Remote Similarity	0.6901	NPC225018
Remote Similarity	0.6894	NPC104483
Remote Similarity	0.6882	NPC300238
Remote Similarity	0.6872	NPC471603
Remote Similarity	0.686	NPC478182
Remote Similarity	0.6852	NPC284635
Remote Similarity	0.6846	NPC81561
Remote Similarity	0.6831	NPC472289
Remote Similarity	0.6802	NPC224632
Remote Similarity	0.6779	NPC148140
Remote Similarity	0.6779	NPC476566
Remote Similarity	0.6778	NPC144114
Remote Similarity	0.6768	NPC20144
Remote Similarity	0.6766	NPC282531
Remote Similarity	0.675	NPC198988
Remote Similarity	0.6744	NPC122141
Remote Similarity	0.674	NPC471609
Remote Similarity	0.6726	NPC40070
Remote Similarity	0.6724	NPC195507
Remote Similarity	0.6724	NPC2165
Remote Similarity	0.6707	NPC201380
Remote Similarity	0.6707	NPC179787
Remote Similarity	0.6703	NPC108011
Remote Similarity	0.6689	NPC162689
Remote Similarity	0.6689	NPC54102
Remote Similarity	0.6686	NPC293487
Remote Similarity	0.6667	NPC321911
Remote Similarity	0.6647	NPC63545
Remote Similarity	0.6645	NPC122718
Remote Similarity	0.6644	NPC143156
Remote Similarity	0.661	NPC164664
Remote Similarity	0.6607	NPC469811
Remote Similarity	0.6606	NPC88121
Remote Similarity	0.6605	NPC325252
Remote Similarity	0.6601	NPC215519
Remote Similarity	0.6593	NPC307191
Remote Similarity	0.6591	NPC478183
Remote Similarity	0.659	NPC477591
Remote Similarity	0.6587	NPC470440
Remote Similarity	0.6585	NPC88097
Remote Similarity	0.6571	NPC478184
Remote Similarity	0.6564	NPC125746
Remote Similarity	0.6562	NPC475450
Remote Similarity	0.6561	NPC75999
Remote Similarity	0.6559	NPC230805
Remote Similarity	0.655	NPC325903
Remote Similarity	0.6545	NPC59084
Remote Similarity	0.6545	NPC2949
Remote Similarity	0.6532	NPC236711
Remote Similarity	0.6532	NPC129721
Remote Similarity	0.6527	NPC242556
Remote Similarity	0.6517	NPC91895
Remote Similarity	0.6516	NPC41174
Remote Similarity	0.6514	NPC478185
Remote Similarity	0.6506	NPC63157
Remote Similarity	0.6506	NPC473868
Remote Similarity	0.6502	NPC250178
Remote Similarity	0.6497	NPC116555
Remote Similarity	0.6497	NPC56233
Remote Similarity	0.6497	NPC49217
Remote Similarity	0.6477	NPC247987
Remote Similarity	0.6471	NPC288445
Remote Similarity	0.6463	NPC251722
Remote Similarity	0.6463	NPC150259
Remote Similarity	0.6463	NPC314102
Remote Similarity	0.646	NPC471322
Remote Similarity	0.6457	NPC229173
Remote Similarity	0.6457	NPC81229
Remote Similarity	0.6457	NPC255229
Remote Similarity	0.6456	NPC250361
Remote Similarity	0.6448	NPC16659
Remote Similarity	0.6446	NPC238499
Remote Similarity	0.6442	NPC296437
Remote Similarity	0.6438	NPC473587
Remote Similarity	0.6425	NPC32534
Remote Similarity	0.642	NPC194881
Remote Similarity	0.6415	NPC278451
Remote Similarity	0.6407	NPC277157
Remote Similarity	0.64	NPC474880
Remote Similarity	0.64	NPC475990
Remote Similarity	0.64	NPC221786
Remote Similarity	0.6398	NPC475428
Remote Similarity	0.6398	NPC22079
Remote Similarity	0.6395	NPC470233
Remote Similarity	0.6393	NPC265710
Remote Similarity	0.6387	NPC280638
Remote Similarity	0.6375	NPC473762
Remote Similarity	0.6374	NPC37548
Remote Similarity	0.6374	NPC280852
Remote Similarity	0.6374	NPC187951
Remote Similarity	0.6374	NPC124005
Remote Similarity	0.6364	NPC107160
Remote Similarity	0.6359	NPC24864
Remote Similarity	0.6358	NPC179365
Remote Similarity	0.6358	NPC256893
Remote Similarity	0.6354	NPC314557
Remote Similarity	0.6353	NPC129042
Remote Similarity	0.6352	NPC476140
Remote Similarity	0.6347	NPC476521
Remote Similarity	0.6346	NPC48564
Remote Similarity	0.6346	NPC182570
Remote Similarity	0.6346	NPC265605
Remote Similarity	0.6343	NPC299594
Remote Similarity	0.6332	NPC71238
Remote Similarity	0.6329	NPC476322
Remote Similarity	0.6325	NPC476433
Remote Similarity	0.6325	NPC476528
Remote Similarity	0.6324	NPC267811
Remote Similarity	0.6319	NPC469938
Remote Similarity	0.6319	NPC473930
Remote Similarity	0.6318	NPC242923
Remote Similarity	0.6316	NPC21605
Remote Similarity	0.6304	NPC12649
Remote Similarity	0.6303	NPC470266
Remote Similarity	0.6303	NPC218268
Remote Similarity	0.6298	NPC82331
Remote Similarity	0.6294	NPC213774
Remote Similarity	0.6294	NPC314372
Remote Similarity	0.6292	NPC271797
Remote Similarity	0.6292	NPC317105
Remote Similarity	0.6292	NPC21174
Remote Similarity	0.6287	NPC476522
Remote Similarity	0.6287	NPC476013
Remote Similarity	0.6287	NPC474986
Remote Similarity	0.6284	NPC315715
Remote Similarity	0.6284	NPC24594
Remote Similarity	0.6284	NPC121903
Remote Similarity	0.6284	NPC472122
Remote Similarity	0.6278	NPC317430
Remote Similarity	0.6277	NPC17273
Remote Similarity	0.6277	NPC135601
Remote Similarity	0.6277	NPC141612
Remote Similarity	0.6274	NPC160666
Remote Similarity	0.6272	NPC190296
Remote Similarity	0.6272	NPC476408
Remote Similarity	0.6266	NPC46358
Remote Similarity	0.6264	NPC472123
Remote Similarity	0.6264	NPC281094
Remote Similarity	0.6262	NPC158055
Remote Similarity	0.6257	NPC285923
Remote Similarity	0.6257	NPC143872
Remote Similarity	0.6257	NPC21429
Remote Similarity	0.6256	NPC282247
Remote Similarity	0.625	NPC240088
Remote Similarity	0.625	NPC473380
Remote Similarity	0.625	NPC326575
Remote Similarity	0.6243	NPC105818
Remote Similarity	0.6243	NPC24678
Remote Similarity	0.6243	NPC474897
Remote Similarity	0.6243	NPC33421
Remote Similarity	0.6243	NPC254762
Remote Similarity	0.6238	NPC2497
Remote Similarity	0.6238	NPC54981
Remote Similarity	0.6235	NPC476131
Remote Similarity	0.6229	NPC470507
Remote Similarity	0.6229	NPC471458
Remote Similarity	0.6229	NPC207726
Remote Similarity	0.6229	NPC38736
Remote Similarity	0.622	NPC130570
Remote Similarity	0.6216	NPC133261
Remote Similarity	0.6215	NPC92796
Remote Similarity	0.6215	NPC135141
Remote Similarity	0.6215	NPC6436
Remote Similarity	0.6209	NPC158129
Remote Similarity	0.6207	NPC472834
Remote Similarity	0.6201	NPC271734
Remote Similarity	0.62	NPC243850
Remote Similarity	0.6199	NPC469525
Remote Similarity	0.6196	NPC474958
Remote Similarity	0.6196	NPC151635
Remote Similarity	0.6196	NPC69914
Remote Similarity	0.6194	NPC240136
Remote Similarity	0.6194	NPC471402
Remote Similarity	0.6194	NPC297486
Remote Similarity	0.6193	NPC285469
Remote Similarity	0.6193	NPC184476
Remote Similarity	0.619	NPC476520
Remote Similarity	0.619	NPC73767

Drug Structure

NPD2524 OpenBabel08211702172D 23 25 0 0 0 0 0 0 0 0999 V2000 -2.5472 3.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5472 -2.4190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 2.4680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2382 -1.4680 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 2.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2601 -1.2601 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 2.5981 2.5000 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 -0.9511 1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9511 -0.3090 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 -1.5388 0.5000 0.0000 N 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 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 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 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 10 1 0 0 0 0 7 11 2 0 0 0 0 8 13 1 0 0 0 0 9 14 1 0 0 0 0 10 12 2 0 0 0 0 11 12 1 0 0 0 0 12 15 1 0 0 0 0 13 16 2 0 0 0 0 13 18 1 0 0 0 0 14 18 2 0 0 0 0 14 21 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 16 21 1 0 0 0 0 17 20 2 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 22 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008106
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	296.16
ALogP	-0.9529
MLogP	2.78
XLogP	5.6
HDA	4
HBD	1
Rotatable Bonds	8
TPSA	63.31
RO5 Violation	1