NPASS drugs

Drug Information

Drug ID:	NPD5269
Drug Name:
Molecular Formula:	C22H30N6O2
Canonical SMILES:	CCCCOc1nc2N(Cc3cccc(c3)CN3CCCC3)CC(=Nc2c(n1)N)O
Standard InCHI:	InChI=1S/C22H30N6O2/c1-2-3-11-30-22-25-20(23)19-21(26-22)28(15-18(29)24-19)14-17-8-6-7-16(12-17)13-27-9-4-5-10-27/h6-8,12H,2-5,9-11,13-15H2,1H3,(H,24,29)(H2,23,25,26)
Standard InCHIKey:	VFOKSTCIRGDTBR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5269

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	243
0.1-0.2	2581
0.2-0.3	12850
0.3-0.4	10539
0.4-0.5	2609
0.5-0.6	1757
0.6-0.7	307
0.7-0.8	4
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	0.7963	NPC469975
Intermediate Similarity	0.744	NPC120070
Intermediate Similarity	0.7288	NPC317054
Intermediate Similarity	0.703	NPC250178
Remote Similarity	0.6842	NPC114209
Remote Similarity	0.684	NPC158055
Remote Similarity	0.6839	NPC476219
Remote Similarity	0.6805	NPC42483
Remote Similarity	0.6784	NPC71238
Remote Similarity	0.6777	NPC160666
Remote Similarity	0.6743	NPC476297
Remote Similarity	0.6705	NPC282531
Remote Similarity	0.6702	NPC476341
Remote Similarity	0.6683	NPC54981
Remote Similarity	0.6628	NPC204141
Remote Similarity	0.6612	NPC105758
Remote Similarity	0.6612	NPC476688
Remote Similarity	0.6612	NPC476686
Remote Similarity	0.6609	NPC187951
Remote Similarity	0.6593	NPC278874
Remote Similarity	0.6557	NPC107160
Remote Similarity	0.6556	NPC225018
Remote Similarity	0.6554	NPC207726
Remote Similarity	0.6548	NPC216159
Remote Similarity	0.6543	NPC477891
Remote Similarity	0.6491	NPC476521
Remote Similarity	0.6489	NPC473585
Remote Similarity	0.6486	NPC208060
Remote Similarity	0.6484	NPC470508
Remote Similarity	0.6482	NPC469308
Remote Similarity	0.6471	NPC476433
Remote Similarity	0.6471	NPC476528
Remote Similarity	0.6464	NPC224632
Remote Similarity	0.6464	NPC470203
Remote Similarity	0.6461	NPC38736
Remote Similarity	0.6461	NPC470507
Remote Similarity	0.6448	NPC49217
Remote Similarity	0.6444	NPC300238
Remote Similarity	0.6444	NPC67056
Remote Similarity	0.6441	NPC472834
Remote Similarity	0.6433	NPC104483
Remote Similarity	0.6433	NPC476522
Remote Similarity	0.6433	NPC476013
Remote Similarity	0.6433	NPC474986
Remote Similarity	0.6429	NPC194640
Remote Similarity	0.6425	NPC472289
Remote Similarity	0.642	NPC124005
Remote Similarity	0.642	NPC37548
Remote Similarity	0.6416	NPC20144
Remote Similarity	0.6416	NPC476408
Remote Similarity	0.6413	NPC317430
Remote Similarity	0.6409	NPC470204
Remote Similarity	0.6409	NPC122141
Remote Similarity	0.6409	NPC255229
Remote Similarity	0.6409	NPC81229
Remote Similarity	0.6408	NPC471603
Remote Similarity	0.64	NPC129042
Remote Similarity	0.6398	NPC472123
Remote Similarity	0.6391	NPC198988
Remote Similarity	0.6391	NPC296437
Remote Similarity	0.6383	NPC14325
Remote Similarity	0.6383	NPC28848
Remote Similarity	0.6383	NPC326575
Remote Similarity	0.6379	NPC242556
Remote Similarity	0.6378	NPC164664
Remote Similarity	0.6374	NPC16667
Remote Similarity	0.6368	NPC144114
Remote Similarity	0.6364	NPC189812
Remote Similarity	0.6364	NPC329688
Remote Similarity	0.6358	NPC328683
Remote Similarity	0.6358	NPC283130
Remote Similarity	0.6354	NPC265111
Remote Similarity	0.6353	NPC470266
Remote Similarity	0.6349	NPC133261
Remote Similarity	0.6343	NPC470440
Remote Similarity	0.634	NPC230805
Remote Similarity	0.6339	NPC478184
Remote Similarity	0.6339	NPC271734
Remote Similarity	0.6339	NPC78375
Remote Similarity	0.6339	NPC469813
Remote Similarity	0.6339	NPC478182
Remote Similarity	0.6339	NPC476446
Remote Similarity	0.6337	NPC88097
Remote Similarity	0.6337	NPC476520
Remote Similarity	0.6335	NPC472108
Remote Similarity	0.6335	NPC472109
Remote Similarity	0.6335	NPC472110
Remote Similarity	0.6335	NPC139291
Remote Similarity	0.6333	NPC285469
Remote Similarity	0.633	NPC24594
Remote Similarity	0.633	NPC472122
Remote Similarity	0.6319	NPC473320
Remote Similarity	0.6316	NPC125746
Remote Similarity	0.6316	NPC147983
Remote Similarity	0.6316	NPC177996
Remote Similarity	0.631	NPC101165
Remote Similarity	0.631	NPC34508
Remote Similarity	0.631	NPC471322
Remote Similarity	0.6307	NPC478186
Remote Similarity	0.6302	NPC470003
Remote Similarity	0.6302	NPC21429
Remote Similarity	0.6301	NPC59084
Remote Similarity	0.6301	NPC115611
Remote Similarity	0.6301	NPC284635
Remote Similarity	0.63	NPC192674
Remote Similarity	0.6298	NPC299594
Remote Similarity	0.6296	NPC68354
Remote Similarity	0.6289	NPC254762
Remote Similarity	0.6278	NPC471458
Remote Similarity	0.6277	NPC472586
Remote Similarity	0.6271	NPC21605
Remote Similarity	0.6267	NPC115595
Remote Similarity	0.6264	NPC475990
Remote Similarity	0.6264	NPC473868
Remote Similarity	0.6264	NPC63157
Remote Similarity	0.6263	NPC280638
Remote Similarity	0.6263	NPC12649
Remote Similarity	0.6257	NPC158129
Remote Similarity	0.6257	NPC325252
Remote Similarity	0.625	NPC472587
Remote Similarity	0.625	NPC471609
Remote Similarity	0.6243	NPC134586
Remote Similarity	0.6243	NPC184476
Remote Similarity	0.6239	NPC21461
Remote Similarity	0.6237	NPC474707
Remote Similarity	0.623	NPC472105
Remote Similarity	0.623	NPC187827
Remote Similarity	0.623	NPC16659
Remote Similarity	0.623	NPC91179
Remote Similarity	0.6218	NPC165495
Remote Similarity	0.6216	NPC2165
Remote Similarity	0.6216	NPC195507
Remote Similarity	0.6211	NPC211997
Remote Similarity	0.6211	NPC293472
Remote Similarity	0.6209	NPC472832
Remote Similarity	0.6209	NPC18308
Remote Similarity	0.6207	NPC2949
Remote Similarity	0.6205	NPC204565
Remote Similarity	0.6203	NPC280548
Remote Similarity	0.6202	NPC242923
Remote Similarity	0.6198	NPC233936
Remote Similarity	0.6193	NPC129909
Remote Similarity	0.619	NPC275305
Remote Similarity	0.619	NPC37423
Remote Similarity	0.6188	NPC476566
Remote Similarity	0.6186	NPC130570
Remote Similarity	0.6185	NPC8590
Remote Similarity	0.6184	NPC472066
Remote Similarity	0.6184	NPC472031
Remote Similarity	0.6184	NPC472067
Remote Similarity	0.6183	NPC474561
Remote Similarity	0.6183	NPC49954
Remote Similarity	0.618	NPC470111
Remote Similarity	0.6178	NPC472443
Remote Similarity	0.6178	NPC265710
Remote Similarity	0.6178	NPC270009
Remote Similarity	0.6175	NPC293487
Remote Similarity	0.6173	NPC175474
Remote Similarity	0.6173	NPC173028
Remote Similarity	0.6173	NPC65215
Remote Similarity	0.6173	NPC61435
Remote Similarity	0.6167	NPC472068
Remote Similarity	0.6166	NPC472444
Remote Similarity	0.6162	NPC311276
Remote Similarity	0.6162	NPC247987
Remote Similarity	0.6162	NPC476118
Remote Similarity	0.6162	NPC21174
Remote Similarity	0.6162	NPC271797
Remote Similarity	0.6154	NPC141612
Remote Similarity	0.6154	NPC135601
Remote Similarity	0.6154	NPC311858
Remote Similarity	0.6154	NPC22079
Remote Similarity	0.6154	NPC17273
Remote Similarity	0.615	NPC63751
Remote Similarity	0.6146	NPC15840
Remote Similarity	0.6146	NPC24864
Remote Similarity	0.6146	NPC73994
Remote Similarity	0.6146	NPC88110
Remote Similarity	0.6142	NPC469470
Remote Similarity	0.6142	NPC469501
Remote Similarity	0.6135	NPC116555
Remote Similarity	0.6134	NPC228835
Remote Similarity	0.6134	NPC108011
Remote Similarity	0.6134	NPC285923
Remote Similarity	0.6133	NPC472833
Remote Similarity	0.6133	NPC281094
Remote Similarity	0.6124	NPC143872
Remote Similarity	0.6122	NPC317030
Remote Similarity	0.612	NPC129721
Remote Similarity	0.612	NPC469762
Remote Similarity	0.6119	NPC69843
Remote Similarity	0.6118	NPC256893
Remote Similarity	0.6117	NPC471191
Remote Similarity	0.6117	NPC194411
Remote Similarity	0.6114	NPC238499
Remote Similarity	0.6114	NPC192270
Remote Similarity	0.6111	NPC33421
Remote Similarity	0.6111	NPC40070
Remote Similarity	0.6108	NPC282231
Remote Similarity	0.6103	NPC15102

Drug Structure

NPD5269 OpenBabel08211706322D 33 36 0 0 0 0 0 0 0 0999 V2000 -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 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6962 -1.5388 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 4.3301 2.5000 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 6.0052 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3871 -0.5878 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 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 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 2.5981 -0.5000 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 2.5981 1.5000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 0.0000 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 3.4641 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 11 1 0 0 0 0 4 5 1 0 0 0 0 4 9 1 0 0 0 0 5 10 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 16 1 0 0 0 0 8 17 2 0 0 0 0 9 27 1 0 0 0 0 10 27 1 0 0 0 0 11 30 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 16 1 0 0 0 0 13 27 1 0 0 0 0 14 17 1 0 0 0 0 14 28 1 0 0 0 0 15 18 1 0 0 0 0 15 28 1 0 0 0 0 18 24 2 0 0 0 0 18 29 1 0 0 0 0 19 20 2 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 23 1 0 0 0 0 20 25 1 0 0 0 0 21 26 2 0 0 0 0 21 28 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 23 32 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003552
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	46241268
ChEBI
CAS Number

Drug Properties

Molecular Weight	410.24
ALogP	-2.2037
MLogP	3
XLogP	3.268
HDA	7
HBD	2
Rotatable Bonds	11
TPSA	100.1
RO5 Violation	0