NPASS drugs

Drug Information

Drug ID:	NPD5001
Drug Name:
Molecular Formula:	C22H23N5O4
Canonical SMILES:	OC(=O)C[C@@H]1Nc2ccc(cc2CN(C1=O)C)C(=O)N(Cc1nc2c([nH]1)cccc2)C
Standard InCHI:	InChI=1S/C22H23N5O4/c1-26-11-14-9-13(7-8-15(14)23-18(22(26)31)10-20(28)29)21(30)27(2)12-19-24-16-5-3-4-6-17(16)25-19/h3-9,18,23H,10-12H2,1-2H3,(H,24,25)(H,28,29)/t18-/m0/s1
Standard InCHIKey:	PVNQAXDNDZYXIW-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5001

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	387
0.1-0.2	3658
0.2-0.3	13218
0.3-0.4	9677
0.4-0.5	1673
0.5-0.6	1667
0.6-0.7	581
0.7-0.8	29
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	0.7557	NPC177996
Intermediate Similarity	0.7557	NPC147983
Intermediate Similarity	0.7385	NPC471191
Intermediate Similarity	0.7366	NPC267811
Intermediate Similarity	0.7356	NPC133003
Intermediate Similarity	0.7299	NPC324091
Intermediate Similarity	0.7273	NPC476341
Intermediate Similarity	0.7241	NPC69843
Intermediate Similarity	0.724	NPC116555
Intermediate Similarity	0.7238	NPC141612
Intermediate Similarity	0.7238	NPC17273
Intermediate Similarity	0.7238	NPC135601
Intermediate Similarity	0.7225	NPC21429
Intermediate Similarity	0.7209	NPC102592
Intermediate Similarity	0.7209	NPC79356
Intermediate Similarity	0.7202	NPC471944
Intermediate Similarity	0.7188	NPC153980
Intermediate Similarity	0.7188	NPC6865
Intermediate Similarity	0.7188	NPC471194
Intermediate Similarity	0.7188	NPC471193
Intermediate Similarity	0.7162	NPC71238
Intermediate Similarity	0.7143	NPC72956
Intermediate Similarity	0.7104	NPC473376
Intermediate Similarity	0.7095	NPC470205
Intermediate Similarity	0.708	NPC282247
Intermediate Similarity	0.7067	NPC54981
Intermediate Similarity	0.704	NPC243850
Intermediate Similarity	0.7018	NPC471192
Intermediate Similarity	0.7	NPC88110
Remote Similarity	0.6982	NPC317701
Remote Similarity	0.6981	NPC477003
Remote Similarity	0.697	NPC272174
Remote Similarity	0.6962	NPC267078
Remote Similarity	0.6962	NPC935
Remote Similarity	0.6938	NPC151635
Remote Similarity	0.6933	NPC474357
Remote Similarity	0.692	NPC74619
Remote Similarity	0.6919	NPC91179
Remote Similarity	0.6919	NPC114209
Remote Similarity	0.6913	NPC238945
Remote Similarity	0.6905	NPC14849
Remote Similarity	0.688	NPC64216
Remote Similarity	0.6878	NPC293917
Remote Similarity	0.6872	NPC171393
Remote Similarity	0.6872	NPC295452
Remote Similarity	0.687	NPC322064
Remote Similarity	0.6867	NPC474896
Remote Similarity	0.6866	NPC476460
Remote Similarity	0.6864	NPC187145
Remote Similarity	0.6856	NPC54744
Remote Similarity	0.6849	NPC470323
Remote Similarity	0.6842	NPC161861
Remote Similarity	0.684	NPC16659
Remote Similarity	0.6838	NPC31097
Remote Similarity	0.6837	NPC94752
Remote Similarity	0.6826	NPC477979
Remote Similarity	0.6822	NPC228835
Remote Similarity	0.682	NPC328924
Remote Similarity	0.682	NPC329858
Remote Similarity	0.6818	NPC472293
Remote Similarity	0.6813	NPC63109
Remote Similarity	0.681	NPC248862
Remote Similarity	0.681	NPC328611
Remote Similarity	0.6797	NPC470732
Remote Similarity	0.6792	NPC219336
Remote Similarity	0.6792	NPC265710
Remote Similarity	0.6792	NPC182057
Remote Similarity	0.6792	NPC147298
Remote Similarity	0.6792	NPC131450
Remote Similarity	0.6792	NPC11126
Remote Similarity	0.679	NPC472207
Remote Similarity	0.6763	NPC115232
Remote Similarity	0.6762	NPC252572
Remote Similarity	0.6758	NPC472292
Remote Similarity	0.6745	NPC473380
Remote Similarity	0.6745	NPC183662
Remote Similarity	0.6745	NPC217372
Remote Similarity	0.6745	NPC15573
Remote Similarity	0.6745	NPC240088
Remote Similarity	0.6727	NPC269886
Remote Similarity	0.6727	NPC81802
Remote Similarity	0.6727	NPC247735
Remote Similarity	0.6727	NPC472295
Remote Similarity	0.6727	NPC472210
Remote Similarity	0.6726	NPC472297
Remote Similarity	0.6726	NPC472296
Remote Similarity	0.6723	NPC323244
Remote Similarity	0.6713	NPC308931
Remote Similarity	0.6713	NPC99939
Remote Similarity	0.6712	NPC141454
Remote Similarity	0.671	NPC31700
Remote Similarity	0.6695	NPC156003
Remote Similarity	0.6683	NPC76982
Remote Similarity	0.6682	NPC62749
Remote Similarity	0.6681	NPC478158
Remote Similarity	0.668	NPC89987
Remote Similarity	0.6667	NPC314333
Remote Similarity	0.6667	NPC471943
Remote Similarity	0.6653	NPC476491
Remote Similarity	0.6651	NPC17059
Remote Similarity	0.6639	NPC474877
Remote Similarity	0.6627	NPC472846
Remote Similarity	0.6624	NPC220851
Remote Similarity	0.662	NPC243058
Remote Similarity	0.6608	NPC165599
Remote Similarity	0.6605	NPC469896
Remote Similarity	0.6598	NPC477176
Remote Similarity	0.6598	NPC470729
Remote Similarity	0.6598	NPC116622
Remote Similarity	0.6597	NPC40455
Remote Similarity	0.6597	NPC476817
Remote Similarity	0.6596	NPC281049
Remote Similarity	0.6594	NPC471155
Remote Similarity	0.6594	NPC244741
Remote Similarity	0.6591	NPC83111
Remote Similarity	0.659	NPC203635
Remote Similarity	0.6586	NPC477420
Remote Similarity	0.6586	NPC477418
Remote Similarity	0.6581	NPC470731
Remote Similarity	0.6578	NPC477004
Remote Similarity	0.6577	NPC326422
Remote Similarity	0.6574	NPC191415
Remote Similarity	0.6574	NPC472861
Remote Similarity	0.6574	NPC184932
Remote Similarity	0.657	NPC300238
Remote Similarity	0.6565	NPC270241
Remote Similarity	0.6565	NPC476524
Remote Similarity	0.6564	NPC162730
Remote Similarity	0.6564	NPC474116
Remote Similarity	0.6561	NPC210123
Remote Similarity	0.6558	NPC256268
Remote Similarity	0.6557	NPC6982
Remote Similarity	0.6555	NPC271797
Remote Similarity	0.6555	NPC21174
Remote Similarity	0.6553	NPC312645
Remote Similarity	0.6552	NPC320968
Remote Similarity	0.655	NPC225400
Remote Similarity	0.655	NPC42483
Remote Similarity	0.6545	NPC321708
Remote Similarity	0.6545	NPC473666
Remote Similarity	0.6545	NPC175474
Remote Similarity	0.654	NPC323969
Remote Similarity	0.6538	NPC478157
Remote Similarity	0.6537	NPC469743
Remote Similarity	0.6533	NPC474389
Remote Similarity	0.653	NPC90415
Remote Similarity	0.653	NPC160381
Remote Similarity	0.6528	NPC314281
Remote Similarity	0.6528	NPC40530
Remote Similarity	0.6527	NPC229893
Remote Similarity	0.6524	NPC233380
Remote Similarity	0.6524	NPC75634
Remote Similarity	0.6524	NPC473218
Remote Similarity	0.6524	NPC470702
Remote Similarity	0.6522	NPC54420
Remote Similarity	0.6522	NPC470786
Remote Similarity	0.6522	NPC472538
Remote Similarity	0.6512	NPC284775
Remote Similarity	0.6512	NPC219848
Remote Similarity	0.6511	NPC62995
Remote Similarity	0.6505	NPC476297
Remote Similarity	0.6504	NPC106118
Remote Similarity	0.6502	NPC304203
Remote Similarity	0.65	NPC278434
Remote Similarity	0.6497	NPC216159
Remote Similarity	0.6496	NPC470703
Remote Similarity	0.6496	NPC89508
Remote Similarity	0.6481	NPC283219
Remote Similarity	0.6481	NPC213468
Remote Similarity	0.6481	NPC248041
Remote Similarity	0.6481	NPC126709
Remote Similarity	0.6477	NPC77101
Remote Similarity	0.6476	NPC271734
Remote Similarity	0.6473	NPC202812
Remote Similarity	0.6471	NPC213629
Remote Similarity	0.6471	NPC196251
Remote Similarity	0.6471	NPC102338
Remote Similarity	0.6471	NPC63199
Remote Similarity	0.6471	NPC111602
Remote Similarity	0.6468	NPC102755
Remote Similarity	0.6466	NPC162860
Remote Similarity	0.6465	NPC267885
Remote Similarity	0.646	NPC171317
Remote Similarity	0.646	NPC52557
Remote Similarity	0.6456	NPC477714
Remote Similarity	0.6456	NPC248601
Remote Similarity	0.6455	NPC235684
Remote Similarity	0.6453	NPC475778
Remote Similarity	0.645	NPC270918
Remote Similarity	0.645	NPC477065
Remote Similarity	0.6446	NPC257851
Remote Similarity	0.6444	NPC477633
Remote Similarity	0.6441	NPC469928
Remote Similarity	0.6438	NPC285923
Remote Similarity	0.6435	NPC14113
Remote Similarity	0.6435	NPC84827
Remote Similarity	0.6435	NPC145885
Remote Similarity	0.6435	NPC111275
Remote Similarity	0.6434	NPC475859
Remote Similarity	0.6434	NPC475969

Drug Structure

NPD5001 OpenBabel08211706322D 34 37 0 0 1 0 0 0 0 0999 V2000 -0.6235 0.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 1.5990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6696 -0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1696 -0.1034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6696 -0.9694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6696 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 -1.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6228 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6235 -2.5838 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2209 1.5990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4888 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -0.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7568 -1.4010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1696 -0.1034 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6696 0.7626 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.8019 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0869 1.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2581 -3.5146 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3548 0.0990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4339 -0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 -2.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.1914 0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0004 1.5058 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 4.3548 1.0990 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8816 -4.2965 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7307 -3.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2209 -0.4010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4339 -0.9010 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1974 -2.9994 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.2083 2.4839 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0960 -4.5946 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 27 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 16 2 0 0 0 0 6 17 2 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 15 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 20 1 0 0 0 0 11 14 1 0 0 0 0 11 26 1 0 0 0 0 12 19 1 0 0 0 0 12 27 1 0 0 0 0 13 21 1 0 0 0 0 14 15 2 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 24 1 0 0 0 0 17 25 1 0 0 0 0 18 10 1 1 0 0 0 18 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 21 27 1 0 0 0 0 21 30 2 0 0 0 0 22 26 1 0 0 0 0 22 31 2 0 0 0 0 23 32 1 0 0 0 0 25 33 1 0 0 0 0 29 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004015
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9823503
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.18
ALogP	-2.2447
MLogP	2.89
XLogP	2.211
HDA	9
HBD	3
Rotatable Bonds	9
TPSA	118.63
RO5 Violation	0