NPASS drugs

Drug Information

Drug ID:	NPD5887
Drug Name:
Molecular Formula:	C24H25N5O5
Canonical SMILES:	Cc1ccc(cc1)C(=O)c1ccc(n1C)CC(=O)OCCn1cnc2c1c(=O)n(C)c(=O)n2C
Standard InCHI:	InChI=1S/C24H25N5O5/c1-15-5-7-16(8-6-15)21(31)18-10-9-17(26(18)2)13-19(30)34-12-11-29-14-25-22-20(29)23(32)28(4)24(33)27(22)3/h5-10,14H,11-13H2,1-4H3
Standard InCHIKey:	TYIRBZOAKBEYEJ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5887

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	329
0.1-0.2	2348
0.2-0.3	11142
0.3-0.4	12590
0.4-0.5	1869
0.5-0.6	1887
0.6-0.7	704
0.7-0.8	21
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	0.7455	NPC116555
Intermediate Similarity	0.7333	NPC477979
Intermediate Similarity	0.733	NPC243850
Intermediate Similarity	0.7317	NPC74619
Intermediate Similarity	0.7248	NPC81535
Intermediate Similarity	0.7195	NPC317701
Intermediate Similarity	0.7193	NPC267811
Intermediate Similarity	0.7156	NPC123839
Intermediate Similarity	0.7149	NPC147983
Intermediate Similarity	0.7149	NPC116622
Intermediate Similarity	0.7149	NPC177996
Intermediate Similarity	0.7123	NPC46895
Intermediate Similarity	0.711	NPC79356
Intermediate Similarity	0.711	NPC102592
Intermediate Similarity	0.711	NPC472116
Intermediate Similarity	0.7072	NPC143977
Intermediate Similarity	0.7072	NPC57398
Intermediate Similarity	0.7067	NPC266249
Intermediate Similarity	0.7059	NPC121327
Intermediate Similarity	0.7042	NPC285923
Intermediate Similarity	0.7018	NPC118940
Remote Similarity	0.6987	NPC54744
Remote Similarity	0.6981	NPC61011
Remote Similarity	0.6981	NPC73994
Remote Similarity	0.697	NPC244425
Remote Similarity	0.697	NPC15384
Remote Similarity	0.697	NPC471197
Remote Similarity	0.6968	NPC474916
Remote Similarity	0.6959	NPC324091
Remote Similarity	0.694	NPC471198
Remote Similarity	0.6936	NPC229893
Remote Similarity	0.6933	NPC132539
Remote Similarity	0.6933	NPC69843
Remote Similarity	0.693	NPC476341
Remote Similarity	0.6926	NPC171393
Remote Similarity	0.6926	NPC295452
Remote Similarity	0.6916	NPC71238
Remote Similarity	0.6897	NPC238945
Remote Similarity	0.6887	NPC83774
Remote Similarity	0.6878	NPC472540
Remote Similarity	0.6878	NPC470787
Remote Similarity	0.6878	NPC472539
Remote Similarity	0.6872	NPC469529
Remote Similarity	0.6852	NPC133003
Remote Similarity	0.6847	NPC472542
Remote Similarity	0.6847	NPC472541
Remote Similarity	0.6842	NPC285192
Remote Similarity	0.6833	NPC135950
Remote Similarity	0.6826	NPC54981
Remote Similarity	0.6812	NPC478158
Remote Similarity	0.681	NPC478157
Remote Similarity	0.6805	NPC935
Remote Similarity	0.6805	NPC267078
Remote Similarity	0.68	NPC54537
Remote Similarity	0.6798	NPC63109
Remote Similarity	0.6798	NPC472260
Remote Similarity	0.6797	NPC471194
Remote Similarity	0.6797	NPC471193
Remote Similarity	0.6797	NPC153980
Remote Similarity	0.6797	NPC6865
Remote Similarity	0.6793	NPC64216
Remote Similarity	0.6786	NPC103361
Remote Similarity	0.6786	NPC123395
Remote Similarity	0.6784	NPC473376
Remote Similarity	0.6784	NPC472259
Remote Similarity	0.6781	NPC471192
Remote Similarity	0.6777	NPC474357
Remote Similarity	0.6773	NPC476460
Remote Similarity	0.6767	NPC282247
Remote Similarity	0.6763	NPC470323
Remote Similarity	0.6761	NPC151635
Remote Similarity	0.6753	NPC72956
Remote Similarity	0.6752	NPC312645
Remote Similarity	0.6743	NPC141612
Remote Similarity	0.6743	NPC17273
Remote Similarity	0.6743	NPC135601
Remote Similarity	0.6739	NPC472070
Remote Similarity	0.6736	NPC328924
Remote Similarity	0.6736	NPC89987
Remote Similarity	0.6726	NPC471944
Remote Similarity	0.6723	NPC476817
Remote Similarity	0.6713	NPC191415
Remote Similarity	0.6712	NPC326422
Remote Similarity	0.6709	NPC62995
Remote Similarity	0.6708	NPC323244
Remote Similarity	0.6695	NPC474196
Remote Similarity	0.6695	NPC313804
Remote Similarity	0.6695	NPC315804
Remote Similarity	0.6694	NPC475859
Remote Similarity	0.6694	NPC475969
Remote Similarity	0.6694	NPC474877
Remote Similarity	0.6682	NPC143533
Remote Similarity	0.6682	NPC470894
Remote Similarity	0.6681	NPC238457
Remote Similarity	0.6681	NPC253987
Remote Similarity	0.6667	NPC165599
Remote Similarity	0.6667	NPC272174
Remote Similarity	0.6667	NPC323969
Remote Similarity	0.6667	NPC314281
Remote Similarity	0.6667	NPC40530
Remote Similarity	0.6667	NPC295548
Remote Similarity	0.6653	NPC477175
Remote Similarity	0.6653	NPC470729
Remote Similarity	0.6653	NPC470730
Remote Similarity	0.6653	NPC477176
Remote Similarity	0.6652	NPC469489
Remote Similarity	0.6652	NPC471155
Remote Similarity	0.6652	NPC318299
Remote Similarity	0.6652	NPC472293
Remote Similarity	0.6651	NPC472119
Remote Similarity	0.6651	NPC207851
Remote Similarity	0.6651	NPC477003
Remote Similarity	0.6651	NPC21429
Remote Similarity	0.6639	NPC474896
Remote Similarity	0.6639	NPC63279
Remote Similarity	0.6639	NPC220852
Remote Similarity	0.6639	NPC186351
Remote Similarity	0.6638	NPC322064
Remote Similarity	0.6638	NPC36405
Remote Similarity	0.6637	NPC472210
Remote Similarity	0.6637	NPC472296
Remote Similarity	0.6637	NPC472297
Remote Similarity	0.6637	NPC198673
Remote Similarity	0.6637	NPC269886
Remote Similarity	0.6637	NPC472295
Remote Similarity	0.6637	NPC81802
Remote Similarity	0.6637	NPC247735
Remote Similarity	0.6636	NPC317054
Remote Similarity	0.6626	NPC477177
Remote Similarity	0.6624	NPC89508
Remote Similarity	0.6624	NPC317752
Remote Similarity	0.6623	NPC270241
Remote Similarity	0.6622	NPC473763
Remote Similarity	0.6622	NPC117244
Remote Similarity	0.6612	NPC297642
Remote Similarity	0.6611	NPC31097
Remote Similarity	0.6609	NPC472064
Remote Similarity	0.6609	NPC225400
Remote Similarity	0.6609	NPC242923
Remote Similarity	0.6609	NPC277350
Remote Similarity	0.6606	NPC159125
Remote Similarity	0.6606	NPC102755
Remote Similarity	0.6598	NPC165743
Remote Similarity	0.6597	NPC474195
Remote Similarity	0.6593	NPC168911
Remote Similarity	0.659	NPC16659
Remote Similarity	0.6582	NPC281049
Remote Similarity	0.658	NPC470786
Remote Similarity	0.658	NPC472538
Remote Similarity	0.658	NPC244741
Remote Similarity	0.6571	NPC141053
Remote Similarity	0.6564	NPC474767
Remote Similarity	0.6559	NPC285343
Remote Similarity	0.6558	NPC469938
Remote Similarity	0.6557	NPC114637
Remote Similarity	0.6557	NPC260434
Remote Similarity	0.6553	NPC472291
Remote Similarity	0.6552	NPC476525
Remote Similarity	0.6549	NPC141454
Remote Similarity	0.6544	NPC265710
Remote Similarity	0.6544	NPC12649
Remote Similarity	0.6542	NPC327095
Remote Similarity	0.6542	NPC312942
Remote Similarity	0.654	NPC472285
Remote Similarity	0.6537	NPC471191
Remote Similarity	0.6527	NPC14686
Remote Similarity	0.6526	NPC70949
Remote Similarity	0.652	NPC239954
Remote Similarity	0.652	NPC212213
Remote Similarity	0.6518	NPC472292
Remote Similarity	0.6516	NPC90415
Remote Similarity	0.6515	NPC40455
Remote Similarity	0.6513	NPC248601
Remote Similarity	0.6508	NPC477420
Remote Similarity	0.6508	NPC477418
Remote Similarity	0.6506	NPC472207
Remote Similarity	0.6504	NPC128244
Remote Similarity	0.6502	NPC476491
Remote Similarity	0.65	NPC258480
Remote Similarity	0.6498	NPC470731
Remote Similarity	0.6498	NPC470732
Remote Similarity	0.6498	NPC14325
Remote Similarity	0.6498	NPC234987
Remote Similarity	0.6498	NPC28848
Remote Similarity	0.6494	NPC327592
Remote Similarity	0.6494	NPC314648
Remote Similarity	0.6488	NPC19170
Remote Similarity	0.6486	NPC472323
Remote Similarity	0.6485	NPC269270
Remote Similarity	0.6484	NPC314882
Remote Similarity	0.6483	NPC234078
Remote Similarity	0.6483	NPC221100
Remote Similarity	0.648	NPC148889
Remote Similarity	0.6479	NPC41717
Remote Similarity	0.6479	NPC56233
Remote Similarity	0.6478	NPC472062
Remote Similarity	0.6478	NPC182222
Remote Similarity	0.6478	NPC472069
Remote Similarity	0.6478	NPC472063
Remote Similarity	0.6476	NPC106824

Drug Structure

NPD5887 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 3.3574 -5.2102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7093 -1.7713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 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 4.0618 -3.6279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0799 -5.0292 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8709 -3.0401 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8889 -4.4414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8253 -0.2819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.2320 -1.1954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5873 -1.9612 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8963 -1.0102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1616 0.3567 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2024 -3.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1664 -4.6225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7844 -3.4469 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.8308 -0.3864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4889 -1.8646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1835 0.1488 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 6.5934 -2.8591 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 0.2079 -2.9781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.6229 -1.3646 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 1.6092 -2.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5144 0.8920 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.5070 -3.2658 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.8745 -0.8023 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 26 1 0 0 0 0 3 27 1 0 0 0 0 4 28 1 0 0 0 0 5 7 1 0 0 0 0 5 15 2 0 0 0 0 6 8 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 9 17 2 0 0 0 0 10 18 2 0 0 0 0 11 12 1 0 0 0 0 11 29 1 0 0 0 0 12 34 1 0 0 0 0 13 17 1 0 0 0 0 13 19 1 0 0 0 0 14 25 2 0 0 0 0 14 29 1 0 0 0 0 16 21 1 0 0 0 0 17 26 1 0 0 0 0 18 21 1 0 0 0 0 18 26 1 0 0 0 0 19 30 2 0 0 0 0 19 34 1 0 0 0 0 20 22 2 0 0 0 0 20 23 1 0 0 0 0 20 29 1 0 0 0 0 21 31 2 0 0 0 0 22 25 1 0 0 0 0 22 27 1 0 0 0 0 23 28 1 0 0 0 0 23 32 2 0 0 0 0 24 27 1 0 0 0 0 24 28 1 0 0 0 0 24 33 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003023
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3080969
ChEBI
CAS Number

Drug Properties

Molecular Weight	463.19
ALogP	-0.0728
MLogP	3
XLogP	3.12
HDA	10
HBD	0
Rotatable Bonds	12
TPSA	106.74
RO5 Violation	0