NPASS drugs

Drug Information

Drug ID:	NPD5584
Drug Name:
Molecular Formula:	C23H26N6O2
Canonical SMILES:	Cc1cccc(c1)/C=N/Nc1nc(OCCc2ccccn2)nc(c1)N1CCOCC1
Standard InCHI:	InChI=1S/C23H26N6O2/c1-18-5-4-6-19(15-18)17-25-28-21-16-22(29-10-13-30-14-11-29)27-23(26-21)31-12-8-20-7-2-3-9-24-20/h2-7,9,15-17H,8,10-14H2,1H3,(H,26,27,28)/b25-17+
Standard InCHIKey:	HSKAZIJJKRAJAV-KOEQRZSOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5584

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	439
0.1-0.2	4221
0.2-0.3	14479
0.3-0.4	7656
0.4-0.5	2059
0.5-0.6	1686
0.6-0.7	349
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	0.7021	NPC120070
Remote Similarity	0.699	NPC317054
Remote Similarity	0.6946	NPC472289
Remote Similarity	0.6804	NPC78375
Remote Similarity	0.6804	NPC469813
Remote Similarity	0.6804	NPC476446
Remote Similarity	0.68	NPC107160
Remote Similarity	0.6784	NPC150048
Remote Similarity	0.6784	NPC203754
Remote Similarity	0.6667	NPC164664
Remote Similarity	0.6667	NPC130570
Remote Similarity	0.6611	NPC56271
Remote Similarity	0.6608	NPC103687
Remote Similarity	0.6608	NPC132631
Remote Similarity	0.6585	NPC284678
Remote Similarity	0.6585	NPC284559
Remote Similarity	0.6574	NPC327592
Remote Similarity	0.6567	NPC471579
Remote Similarity	0.6552	NPC141377
Remote Similarity	0.655	NPC105758
Remote Similarity	0.655	NPC201634
Remote Similarity	0.655	NPC476688
Remote Similarity	0.655	NPC476686
Remote Similarity	0.6544	NPC317373
Remote Similarity	0.6533	NPC278874
Remote Similarity	0.6517	NPC208060
Remote Similarity	0.6509	NPC180504
Remote Similarity	0.6502	NPC251936
Remote Similarity	0.6494	NPC160666
Remote Similarity	0.6494	NPC21461
Remote Similarity	0.649	NPC254762
Remote Similarity	0.6489	NPC250178
Remote Similarity	0.6488	NPC477891
Remote Similarity	0.6484	NPC69914
Remote Similarity	0.6481	NPC328596
Remote Similarity	0.6481	NPC328318
Remote Similarity	0.6477	NPC470233
Remote Similarity	0.6465	NPC311276
Remote Similarity	0.645	NPC116622
Remote Similarity	0.6447	NPC255229
Remote Similarity	0.6447	NPC81229
Remote Similarity	0.6441	NPC471603
Remote Similarity	0.6441	NPC318299
Remote Similarity	0.6432	NPC477975
Remote Similarity	0.6432	NPC471178
Remote Similarity	0.6429	NPC476131
Remote Similarity	0.6414	NPC59779
Remote Similarity	0.6414	NPC124542
Remote Similarity	0.6414	NPC471177
Remote Similarity	0.6414	NPC470203
Remote Similarity	0.6414	NPC224632
Remote Similarity	0.6413	NPC317752
Remote Similarity	0.641	NPC476219
Remote Similarity	0.6409	NPC477111
Remote Similarity	0.6408	NPC233936
Remote Similarity	0.6408	NPC144114
Remote Similarity	0.64	NPC49217
Remote Similarity	0.6394	NPC62510
Remote Similarity	0.6393	NPC472064
Remote Similarity	0.6382	NPC97367
Remote Similarity	0.6377	NPC472109
Remote Similarity	0.6377	NPC48938
Remote Similarity	0.6377	NPC472110
Remote Similarity	0.6372	NPC265576
Remote Similarity	0.6364	NPC251722
Remote Similarity	0.6364	NPC474707
Remote Similarity	0.6364	NPC470204
Remote Similarity	0.6364	NPC314102
Remote Similarity	0.6359	NPC101165
Remote Similarity	0.6359	NPC256893
Remote Similarity	0.6359	NPC469308
Remote Similarity	0.6359	NPC471322
Remote Similarity	0.6356	NPC472027
Remote Similarity	0.6355	NPC472123
Remote Similarity	0.6351	NPC95783
Remote Similarity	0.6345	NPC469762
Remote Similarity	0.634	NPC158055
Remote Similarity	0.634	NPC40070
Remote Similarity	0.6337	NPC116961
Remote Similarity	0.6335	NPC314957
Remote Similarity	0.6335	NPC476465
Remote Similarity	0.6333	NPC204565
Remote Similarity	0.6333	NPC317030
Remote Similarity	0.6332	NPC71079
Remote Similarity	0.633	NPC193761
Remote Similarity	0.6319	NPC471313
Remote Similarity	0.6319	NPC471311
Remote Similarity	0.6318	NPC472065
Remote Similarity	0.6316	NPC15102
Remote Similarity	0.6311	NPC133261
Remote Similarity	0.6308	NPC469975
Remote Similarity	0.6303	NPC173028
Remote Similarity	0.6303	NPC65215
Remote Similarity	0.6302	NPC86288
Remote Similarity	0.63	NPC474217
Remote Similarity	0.6298	NPC166424
Remote Similarity	0.6298	NPC472104
Remote Similarity	0.6298	NPC139291
Remote Similarity	0.6298	NPC146373
Remote Similarity	0.6298	NPC245244
Remote Similarity	0.6298	NPC472108
Remote Similarity	0.6294	NPC469785
Remote Similarity	0.6293	NPC24594
Remote Similarity	0.6293	NPC476492
Remote Similarity	0.6293	NPC472122
Remote Similarity	0.6293	NPC280852
Remote Similarity	0.6287	NPC63751
Remote Similarity	0.6286	NPC118084
Remote Similarity	0.6284	NPC89490
Remote Similarity	0.6283	NPC477110
Remote Similarity	0.628	NPC187827
Remote Similarity	0.628	NPC472105
Remote Similarity	0.6276	NPC25008
Remote Similarity	0.6276	NPC469765
Remote Similarity	0.6276	NPC469763
Remote Similarity	0.6276	NPC73952
Remote Similarity	0.6276	NPC469786
Remote Similarity	0.6276	NPC469760
Remote Similarity	0.6276	NPC259644
Remote Similarity	0.6273	NPC274291
Remote Similarity	0.6273	NPC264166
Remote Similarity	0.6273	NPC329708
Remote Similarity	0.6273	NPC47059
Remote Similarity	0.6273	NPC165349
Remote Similarity	0.6273	NPC118832
Remote Similarity	0.6267	NPC473757
Remote Similarity	0.6267	NPC282247
Remote Similarity	0.6266	NPC314954
Remote Similarity	0.6263	NPC129721
Remote Similarity	0.6263	NPC193740
Remote Similarity	0.6263	NPC167635
Remote Similarity	0.6262	NPC68354
Remote Similarity	0.6262	NPC157583
Remote Similarity	0.6262	NPC198673
Remote Similarity	0.6262	NPC59269
Remote Similarity	0.6261	NPC30540
Remote Similarity	0.6256	NPC472062
Remote Similarity	0.6256	NPC472063
Remote Similarity	0.6256	NPC472069
Remote Similarity	0.625	NPC475105
Remote Similarity	0.625	NPC106824
Remote Similarity	0.625	NPC329896
Remote Similarity	0.625	NPC2497
Remote Similarity	0.625	NPC54981
Remote Similarity	0.625	NPC475090
Remote Similarity	0.6244	NPC70922
Remote Similarity	0.6244	NPC477113
Remote Similarity	0.6244	NPC75540
Remote Similarity	0.6244	NPC80597
Remote Similarity	0.6244	NPC211572
Remote Similarity	0.6244	NPC212376
Remote Similarity	0.6244	NPC475288
Remote Similarity	0.6243	NPC476322
Remote Similarity	0.6239	NPC470730
Remote Similarity	0.6239	NPC477175
Remote Similarity	0.6239	NPC69843
Remote Similarity	0.6238	NPC127730
Remote Similarity	0.6238	NPC474561
Remote Similarity	0.6238	NPC125659
Remote Similarity	0.6238	NPC160105
Remote Similarity	0.6238	NPC49954
Remote Similarity	0.6238	NPC278366
Remote Similarity	0.6238	NPC188387
Remote Similarity	0.6238	NPC168702
Remote Similarity	0.6238	NPC163421
Remote Similarity	0.6233	NPC472070
Remote Similarity	0.6221	NPC168911
Remote Similarity	0.622	NPC143533
Remote Similarity	0.6219	NPC194640
Remote Similarity	0.6217	NPC471506
Remote Similarity	0.6216	NPC243850
Remote Similarity	0.6213	NPC475859
Remote Similarity	0.6213	NPC475969
Remote Similarity	0.6207	NPC317430
Remote Similarity	0.6207	NPC201700
Remote Similarity	0.6202	NPC16659
Remote Similarity	0.62	NPC122141
Remote Similarity	0.6197	NPC469470
Remote Similarity	0.6197	NPC469501
Remote Similarity	0.6195	NPC314603
Remote Similarity	0.6193	NPC138842
Remote Similarity	0.6193	NPC284338
Remote Similarity	0.619	NPC467063
Remote Similarity	0.619	NPC327095
Remote Similarity	0.619	NPC312942
Remote Similarity	0.6188	NPC85918
Remote Similarity	0.6186	NPC165743
Remote Similarity	0.6186	NPC474177
Remote Similarity	0.6184	NPC211997
Remote Similarity	0.6184	NPC151939
Remote Similarity	0.6169	NPC225018
Remote Similarity	0.6169	NPC282231
Remote Similarity	0.6166	NPC471323
Remote Similarity	0.6165	NPC37423
Remote Similarity	0.6165	NPC275305
Remote Similarity	0.6165	NPC469938
Remote Similarity	0.6164	NPC40455
Remote Similarity	0.6164	NPC64216
Remote Similarity	0.6162	NPC476297
Remote Similarity	0.6158	NPC34300

Drug Structure

NPD5584 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 -3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 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 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 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 -2.5981 0.5000 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 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 0.5000 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 5.1962 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 0.0000 -0.0000 0.0000 N 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 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 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 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 18 1 0 0 0 0 6 19 2 0 0 0 0 7 20 2 0 0 0 0 8 12 1 0 0 0 0 8 20 1 0 0 0 0 9 24 2 0 0 0 0 10 13 1 0 0 0 0 10 29 1 0 0 0 0 11 14 1 0 0 0 0 11 29 1 0 0 0 0 12 31 1 0 0 0 0 13 30 1 0 0 0 0 14 30 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 21 2 0 0 0 0 16 22 1 0 0 0 0 17 19 1 0 0 0 0 17 25 2 0 0 0 0 20 24 1 0 0 0 0 21 26 1 0 0 0 0 21 28 1 0 0 0 0 22 27 2 0 0 0 0 22 29 1 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 23 31 1 0 0 0 0 25 28 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000235
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10173277
ChEBI
CAS Number

Drug Properties

Molecular Weight	418.21
ALogP	-0.3376
MLogP	3.11
XLogP	6.337
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	84.76
RO5 Violation	1