NPASS drugs

Drug Information

Drug ID:	NPD3913
Drug Name:
Molecular Formula:	C20H21N5O2
Canonical SMILES:	OCCCn1c(nc2c1cccc2)Cn1c(=O)n(c2c1cncc2)C1CC1
Standard InCHI:	InChI=1S/C20H21N5O2/c26-11-3-10-23-16-5-2-1-4-15(16)22-19(23)13-24-18-12-21-9-8-17(18)25(20(24)27)14-6-7-14/h1-2,4-5,8-9,12,14,26H,3,6-7,10-11,13H2
Standard InCHIKey:	ANQAHRBJLMNFAK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3913

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	392
0.1-0.2	11120
0.2-0.3	13817
0.3-0.4	2296
0.4-0.5	1553
0.5-0.6	1389
0.6-0.7	315
0.7-0.8	8
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	0.7637	NPC317054
Intermediate Similarity	0.7207	NPC120070
Intermediate Similarity	0.7183	NPC107160
Intermediate Similarity	0.7029	NPC197068
Intermediate Similarity	0.7026	NPC472289
Intermediate Similarity	0.7016	NPC40530
Intermediate Similarity	0.7016	NPC314281
Intermediate Similarity	0.7016	NPC24864
Remote Similarity	0.6909	NPC158055
Remote Similarity	0.6906	NPC469975
Remote Similarity	0.6893	NPC42483
Remote Similarity	0.6882	NPC478182
Remote Similarity	0.6881	NPC69843
Remote Similarity	0.6856	NPC270834
Remote Similarity	0.6849	NPC21461
Remote Similarity	0.6842	NPC54981
Remote Similarity	0.6839	NPC216159
Remote Similarity	0.6828	NPC470203
Remote Similarity	0.6828	NPC253687
Remote Similarity	0.6811	NPC293487
Remote Similarity	0.6791	NPC478184
Remote Similarity	0.6779	NPC116555
Remote Similarity	0.6777	NPC282247
Remote Similarity	0.6776	NPC250178
Remote Similarity	0.6774	NPC470204
Remote Similarity	0.6761	NPC267811
Remote Similarity	0.6753	NPC16659
Remote Similarity	0.674	NPC114209
Remote Similarity	0.672	NPC478183
Remote Similarity	0.6701	NPC265710
Remote Similarity	0.67	NPC210123
Remote Similarity	0.6699	NPC71238
Remote Similarity	0.6651	NPC471603
Remote Similarity	0.665	NPC469308
Remote Similarity	0.6649	NPC32534
Remote Similarity	0.6649	NPC478185
Remote Similarity	0.6649	NPC225018
Remote Similarity	0.6648	NPC470111
Remote Similarity	0.6634	NPC313421
Remote Similarity	0.6632	NPC56233
Remote Similarity	0.6618	NPC182507
Remote Similarity	0.6614	NPC317105
Remote Similarity	0.6612	NPC282531
Remote Similarity	0.6605	NPC238945
Remote Similarity	0.6604	NPC242923
Remote Similarity	0.6576	NPC40070
Remote Similarity	0.6575	NPC130570
Remote Similarity	0.6575	NPC476817
Remote Similarity	0.6564	NPC473380
Remote Similarity	0.6564	NPC240088
Remote Similarity	0.6562	NPC91895
Remote Similarity	0.6559	NPC476297
Remote Similarity	0.6559	NPC476219
Remote Similarity	0.6558	NPC470732
Remote Similarity	0.6558	NPC470731
Remote Similarity	0.6547	NPC160666
Remote Similarity	0.6546	NPC469938
Remote Similarity	0.6541	NPC472260
Remote Similarity	0.6533	NPC476341
Remote Similarity	0.6531	NPC12649
Remote Similarity	0.653	NPC327095
Remote Similarity	0.653	NPC253987
Remote Similarity	0.653	NPC312942
Remote Similarity	0.6508	NPC122141
Remote Similarity	0.65	NPC40455
Remote Similarity	0.6482	NPC108011
Remote Similarity	0.6477	NPC164664
Remote Similarity	0.6476	NPC214827
Remote Similarity	0.6476	NPC314930
Remote Similarity	0.6471	NPC19170
Remote Similarity	0.6458	NPC168702
Remote Similarity	0.6458	NPC125659
Remote Similarity	0.6455	NPC300238
Remote Similarity	0.6449	NPC320968
Remote Similarity	0.6435	NPC171393
Remote Similarity	0.6435	NPC295452
Remote Similarity	0.6432	NPC48938
Remote Similarity	0.6429	NPC280852
Remote Similarity	0.6425	NPC473640
Remote Similarity	0.642	NPC256893
Remote Similarity	0.6413	NPC63545
Remote Similarity	0.6406	NPC177996
Remote Similarity	0.6406	NPC147983
Remote Similarity	0.64	NPC470323
Remote Similarity	0.6398	NPC473376
Remote Similarity	0.6386	NPC17059
Remote Similarity	0.6385	NPC475024
Remote Similarity	0.6384	NPC297862
Remote Similarity	0.6384	NPC156003
Remote Similarity	0.6382	NPC477891
Remote Similarity	0.6382	NPC307191
Remote Similarity	0.6378	NPC469811
Remote Similarity	0.6378	NPC201380
Remote Similarity	0.6378	NPC179787
Remote Similarity	0.6373	NPC49217
Remote Similarity	0.6373	NPC473763
Remote Similarity	0.6373	NPC117244
Remote Similarity	0.6372	NPC267078
Remote Similarity	0.6372	NPC935
Remote Similarity	0.6368	NPC92796
Remote Similarity	0.6368	NPC308931
Remote Similarity	0.6368	NPC99939
Remote Similarity	0.6368	NPC135141
Remote Similarity	0.6364	NPC39092
Remote Similarity	0.6359	NPC476688
Remote Similarity	0.6359	NPC476686
Remote Similarity	0.6359	NPC105758
Remote Similarity	0.6355	NPC213629
Remote Similarity	0.635	NPC471609
Remote Similarity	0.6346	NPC212213
Remote Similarity	0.6344	NPC207633
Remote Similarity	0.6344	NPC321911
Remote Similarity	0.6344	NPC474357
Remote Similarity	0.634	NPC278874
Remote Similarity	0.6337	NPC94752
Remote Similarity	0.6333	NPC475506
Remote Similarity	0.633	NPC325903
Remote Similarity	0.633	NPC471192
Remote Similarity	0.6327	NPC208060
Remote Similarity	0.6318	NPC308906
Remote Similarity	0.6316	NPC100321
Remote Similarity	0.6316	NPC469762
Remote Similarity	0.6316	NPC129721
Remote Similarity	0.6313	NPC59269
Remote Similarity	0.6313	NPC54744
Remote Similarity	0.6313	NPC64436
Remote Similarity	0.6303	NPC155143
Remote Similarity	0.6287	NPC143156
Remote Similarity	0.6287	NPC15102
Remote Similarity	0.6283	NPC477591
Remote Similarity	0.6281	NPC11126
Remote Similarity	0.6281	NPC248462
Remote Similarity	0.6268	NPC239954
Remote Similarity	0.6263	NPC469785
Remote Similarity	0.6262	NPC54420
Remote Similarity	0.6256	NPC476527
Remote Similarity	0.625	NPC25899
Remote Similarity	0.6243	NPC65408
Remote Similarity	0.6238	NPC228835
Remote Similarity	0.6237	NPC478186
Remote Similarity	0.6236	NPC471322
Remote Similarity	0.6234	NPC30540
Remote Similarity	0.6232	NPC198673
Remote Similarity	0.6231	NPC68354
Remote Similarity	0.6231	NPC326575
Remote Similarity	0.623	NPC236711
Remote Similarity	0.6224	NPC150447
Remote Similarity	0.6221	NPC72956
Remote Similarity	0.6219	NPC144114
Remote Similarity	0.6219	NPC233936
Remote Similarity	0.6218	NPC48192
Remote Similarity	0.6218	NPC224632
Remote Similarity	0.6212	NPC275305
Remote Similarity	0.6212	NPC471579
Remote Similarity	0.6212	NPC37423
Remote Similarity	0.6211	NPC115595
Remote Similarity	0.6211	NPC477175
Remote Similarity	0.6211	NPC470730
Remote Similarity	0.6211	NPC470729
Remote Similarity	0.6211	NPC477176
Remote Similarity	0.6205	NPC64216
Remote Similarity	0.6204	NPC162860
Remote Similarity	0.6197	NPC317701
Remote Similarity	0.6193	NPC153980
Remote Similarity	0.6193	NPC75634
Remote Similarity	0.6193	NPC6865
Remote Similarity	0.619	NPC265576
Remote Similarity	0.619	NPC168911
Remote Similarity	0.619	NPC474916
Remote Similarity	0.6186	NPC166492
Remote Similarity	0.6186	NPC473362
Remote Similarity	0.6184	NPC477177
Remote Similarity	0.6184	NPC474877
Remote Similarity	0.6184	NPC475859
Remote Similarity	0.6184	NPC475969
Remote Similarity	0.6183	NPC63109
Remote Similarity	0.6183	NPC204141
Remote Similarity	0.6183	NPC314372
Remote Similarity	0.6181	NPC24594
Remote Similarity	0.6181	NPC472122
Remote Similarity	0.6179	NPC54537
Remote Similarity	0.6176	NPC62749
Remote Similarity	0.6169	NPC15840
Remote Similarity	0.6162	NPC314557
Remote Similarity	0.6161	NPC293917
Remote Similarity	0.6158	NPC470003
Remote Similarity	0.6157	NPC165743
Remote Similarity	0.6154	NPC472288
Remote Similarity	0.6154	NPC474180
Remote Similarity	0.6154	NPC188821
Remote Similarity	0.6154	NPC314102
Remote Similarity	0.6154	NPC251722
Remote Similarity	0.6154	NPC84268
Remote Similarity	0.6154	NPC150259
Remote Similarity	0.615	NPC288838
Remote Similarity	0.614	NPC116622
Remote Similarity	0.6138	NPC53947
Remote Similarity	0.6131	NPC297034
Remote Similarity	0.613	NPC63279
Remote Similarity	0.6129	NPC223791

Drug Structure

NPD3913 OpenBabel08211704332D 28 32 0 0 0 0 0 0 0 0999 V2000 -6.0461 -1.1061 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.4529 -0.1926 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1455 2.5823 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0516 -1.2106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.8651 0.6164 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3799 -1.7872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1230 -2.4563 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2320 2.1756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9545 1.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2820 -1.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3479 1.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4638 -0.4016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8706 0.5119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2614 0.6810 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0741 -2.1473 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4693 -0.2971 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1274 1.1810 0.0000 N 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 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.8681 2.4013 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2788 1.7601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6771 1.8135 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 10 1 0 0 0 0 3 11 1 0 0 0 0 4 15 2 0 0 0 0 5 16 2 0 0 0 0 6 7 1 0 0 0 0 6 14 1 0 0 0 0 7 14 1 0 0 0 0 8 9 1 0 0 0 0 8 17 2 0 0 0 0 9 21 2 0 0 0 0 10 23 1 0 0 0 0 11 26 1 0 0 0 0 12 18 2 0 0 0 0 12 21 1 0 0 0 0 13 19 1 0 0 0 0 13 24 1 0 0 0 0 14 25 1 0 0 0 0 15 16 1 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 25 1 0 0 0 0 18 24 1 0 0 0 0 19 22 2 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 20 25 1 0 0 0 0 20 27 2 0 0 0 0 26 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000025
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	500516
ChEBI
CAS Number

Drug Properties

Molecular Weight	363.17
ALogP	-1.9544
MLogP	2.89
XLogP	2.129
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	74.49
RO5 Violation	0