NPASS drugs

Drug Information

Drug ID:	NPD5533
Drug Name:	DMP-811
Molecular Formula:	C23H24N6O2
Canonical SMILES:	CCCc1nc(c(n1Cc1ccc(cc1)c1ccccc1c1nn[nH]n1)C(=O)O)CC
Standard InCHI:	InChI=1S/C23H24N6O2/c1-3-7-20-24-19(4-2)21(23(30)31)29(20)14-15-10-12-16(13-11-15)17-8-5-6-9-18(17)22-25-27-28-26-22/h5-6,8-13H,3-4,7,14H2,1-2H3,(H,30,31)(H,25,26,27,28)
Standard InCHIKey:	OFYWYKMCRWMPPQ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5533

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	358
0.1-0.2	2555
0.2-0.3	10715
0.3-0.4	12926
0.4-0.5	2205
0.5-0.6	1957
0.6-0.7	173
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	0.7067	NPC62995
Remote Similarity	0.6923	NPC116622
Remote Similarity	0.6895	NPC74619
Remote Similarity	0.6886	NPC267811
Remote Similarity	0.6881	NPC474916
Remote Similarity	0.683	NPC116555
Remote Similarity	0.6787	NPC63109
Remote Similarity	0.6757	NPC57398
Remote Similarity	0.6709	NPC229893
Remote Similarity	0.6699	NPC317054
Remote Similarity	0.6682	NPC476341
Remote Similarity	0.6639	NPC171393
Remote Similarity	0.6639	NPC295452
Remote Similarity	0.6637	NPC243850
Remote Similarity	0.6622	NPC472259
Remote Similarity	0.6609	NPC282247
Remote Similarity	0.6562	NPC471944
Remote Similarity	0.6538	NPC48317
Remote Similarity	0.6535	NPC266249
Remote Similarity	0.6535	NPC71238
Remote Similarity	0.6532	NPC141454
Remote Similarity	0.6515	NPC935
Remote Similarity	0.6515	NPC267078
Remote Similarity	0.65	NPC69843
Remote Similarity	0.6488	NPC474357
Remote Similarity	0.6481	NPC147983
Remote Similarity	0.6481	NPC177996
Remote Similarity	0.6481	NPC285923
Remote Similarity	0.6478	NPC123839
Remote Similarity	0.6473	NPC470323
Remote Similarity	0.6462	NPC469938
Remote Similarity	0.645	NPC77101
Remote Similarity	0.645	NPC82370
Remote Similarity	0.645	NPC54981
Remote Similarity	0.6432	NPC165599
Remote Similarity	0.6422	NPC471603
Remote Similarity	0.6371	NPC272174
Remote Similarity	0.6368	NPC280638
Remote Similarity	0.6359	NPC243058
Remote Similarity	0.6348	NPC471155
Remote Similarity	0.6348	NPC470786
Remote Similarity	0.6345	NPC474896
Remote Similarity	0.6344	NPC54537
Remote Similarity	0.634	NPC322064
Remote Similarity	0.6329	NPC250178
Remote Similarity	0.632	NPC270241
Remote Similarity	0.6318	NPC31097
Remote Similarity	0.6311	NPC328924
Remote Similarity	0.6309	NPC242923
Remote Similarity	0.6304	NPC225400
Remote Similarity	0.6298	NPC477979
Remote Similarity	0.6293	NPC469975
Remote Similarity	0.6288	NPC295548
Remote Similarity	0.6288	NPC317701
Remote Similarity	0.6282	NPC471194
Remote Similarity	0.6282	NPC471193
Remote Similarity	0.6282	NPC153980
Remote Similarity	0.6282	NPC6865
Remote Similarity	0.6281	NPC323244
Remote Similarity	0.6277	NPC244741
Remote Similarity	0.6277	NPC472538
Remote Similarity	0.6273	NPC90415
Remote Similarity	0.6261	NPC324091
Remote Similarity	0.6261	NPC473376
Remote Similarity	0.6261	NPC132539
Remote Similarity	0.626	NPC94428
Remote Similarity	0.626	NPC263937
Remote Similarity	0.6256	NPC203635
Remote Similarity	0.6255	NPC156003
Remote Similarity	0.625	NPC326422
Remote Similarity	0.6245	NPC27041
Remote Similarity	0.6245	NPC312645
Remote Similarity	0.6239	NPC72956
Remote Similarity	0.6234	NPC471191
Remote Similarity	0.623	NPC477420
Remote Similarity	0.623	NPC477418
Remote Similarity	0.6224	NPC130570
Remote Similarity	0.6216	NPC321708
Remote Similarity	0.6214	NPC187145
Remote Similarity	0.6203	NPC36405
Remote Similarity	0.6203	NPC471192
Remote Similarity	0.6195	NPC472539
Remote Similarity	0.6195	NPC79356
Remote Similarity	0.6195	NPC472116
Remote Similarity	0.6195	NPC470787
Remote Similarity	0.6195	NPC472540
Remote Similarity	0.6195	NPC102592
Remote Similarity	0.6194	NPC158055
Remote Similarity	0.6194	NPC182222
Remote Similarity	0.6193	NPC16659
Remote Similarity	0.6189	NPC33949
Remote Similarity	0.6186	NPC89508
Remote Similarity	0.6176	NPC472285
Remote Similarity	0.6175	NPC219848
Remote Similarity	0.6167	NPC472542
Remote Similarity	0.6167	NPC472541
Remote Similarity	0.6164	NPC191415
Remote Similarity	0.615	NPC41717
Remote Similarity	0.6148	NPC107160
Remote Similarity	0.6147	NPC265710
Remote Similarity	0.6147	NPC256268
Remote Similarity	0.6144	NPC118940
Remote Similarity	0.6144	NPC110182
Remote Similarity	0.614	NPC212213
Remote Similarity	0.6138	NPC160666
Remote Similarity	0.6126	NPC141612
Remote Similarity	0.6126	NPC135601
Remote Similarity	0.6126	NPC17273
Remote Similarity	0.6126	NPC94752
Remote Similarity	0.6119	NPC91179
Remote Similarity	0.6118	NPC31700
Remote Similarity	0.6117	NPC477633
Remote Similarity	0.6115	NPC150447
Remote Similarity	0.6114	NPC322644
Remote Similarity	0.6114	NPC81535
Remote Similarity	0.6113	NPC207686
Remote Similarity	0.6109	NPC21429
Remote Similarity	0.6109	NPC207851
Remote Similarity	0.6109	NPC238945
Remote Similarity	0.61	NPC14686
Remote Similarity	0.6099	NPC254762
Remote Similarity	0.6099	NPC278434
Remote Similarity	0.6091	NPC477891
Remote Similarity	0.6085	NPC61038
Remote Similarity	0.6081	NPC133003
Remote Similarity	0.608	NPC28945
Remote Similarity	0.6078	NPC107836
Remote Similarity	0.6071	NPC472289
Remote Similarity	0.607	NPC102008
Remote Similarity	0.6068	NPC114209
Remote Similarity	0.6066	NPC313884
Remote Similarity	0.6066	NPC98371
Remote Similarity	0.6063	NPC159125
Remote Similarity	0.6063	NPC102755
Remote Similarity	0.6058	NPC269270
Remote Similarity	0.6055	NPC151635
Remote Similarity	0.605	NPC54744
Remote Similarity	0.6049	NPC220851
Remote Similarity	0.6047	NPC39092
Remote Similarity	0.6045	NPC24864
Remote Similarity	0.6045	NPC40530
Remote Similarity	0.6045	NPC314281
Remote Similarity	0.6043	NPC106118
Remote Similarity	0.6043	NPC293917
Remote Similarity	0.6042	NPC246658
Remote Similarity	0.6042	NPC244425
Remote Similarity	0.6042	NPC15384
Remote Similarity	0.6042	NPC471197
Remote Similarity	0.6037	NPC208060
Remote Similarity	0.6031	NPC51854
Remote Similarity	0.6027	NPC284775
Remote Similarity	0.6027	NPC473380
Remote Similarity	0.6027	NPC240088
Remote Similarity	0.6024	NPC220852
Remote Similarity	0.6018	NPC476460
Remote Similarity	0.6017	NPC471198
Remote Similarity	0.6017	NPC248601
Remote Similarity	0.6016	NPC15801
Remote Similarity	0.6016	NPC285343
Remote Similarity	0.6016	NPC476491
Remote Similarity	0.6009	NPC195314
Remote Similarity	0.6009	NPC241025
Remote Similarity	0.6008	NPC75634
Remote Similarity	0.6008	NPC315062
Remote Similarity	0.6008	NPC21461
Remote Similarity	0.6008	NPC470702
Remote Similarity	0.6008	NPC473218
Remote Similarity	0.6008	NPC260434
Remote Similarity	0.6	NPC239954
Remote Similarity	0.6	NPC49217
Remote Similarity	0.6	NPC245756
Remote Similarity	0.6	NPC219336
Remote Similarity	0.6	NPC476297
Remote Similarity	0.6	NPC476219
Remote Similarity	0.5992	NPC9729
Remote Similarity	0.5992	NPC315822
Remote Similarity	0.5992	NPC308906
Remote Similarity	0.5991	NPC469308
Remote Similarity	0.5991	NPC273532
Remote Similarity	0.5991	NPC476686
Remote Similarity	0.5991	NPC470205
Remote Similarity	0.5991	NPC105758
Remote Similarity	0.5991	NPC48938
Remote Similarity	0.5991	NPC158129
Remote Similarity	0.5991	NPC476688
Remote Similarity	0.5991	NPC143533
Remote Similarity	0.5984	NPC89987
Remote Similarity	0.5983	NPC470703
Remote Similarity	0.5983	NPC314648
Remote Similarity	0.5983	NPC207866
Remote Similarity	0.5981	NPC8104
Remote Similarity	0.5976	NPC2497
Remote Similarity	0.5973	NPC88110
Remote Similarity	0.5972	NPC278874
Remote Similarity	0.5969	NPC472067
Remote Similarity	0.5969	NPC472031
Remote Similarity	0.5969	NPC472066
Remote Similarity	0.5968	NPC472207
Remote Similarity	0.5967	NPC323969
Remote Similarity	0.5965	NPC198673

Drug Structure

NPD5533 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 -2.4018 0.3856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0464 2.2955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4507 0.6946 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4586 3.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2428 1.6728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7167 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0154 3.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1494 3.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 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 -1.9860 2.3419 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7950 3.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0029 4.7213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9641 2.1340 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -0.6581 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -1.8814 3.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2597 5.3904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.9539 5.0303 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0933 -1.7796 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.1619 6.0085 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 19 1 0 0 0 0 5 6 2 0 0 0 0 5 8 1 0 0 0 0 6 9 1 0 0 0 0 7 20 1 0 0 0 0 8 17 2 0 0 0 0 9 18 2 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 16 1 0 0 0 0 14 15 1 0 0 0 0 14 29 1 0 0 0 0 16 17 1 0 0 0 0 17 18 1 0 0 0 0 18 22 1 0 0 0 0 19 21 2 0 0 0 0 19 24 1 0 0 0 0 20 24 2 0 0 0 0 20 29 1 0 0 0 0 21 23 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 23 30 2 0 0 0 0 23 31 1 0 0 0 0 25 27 1 0 0 0 0 26 28 2 0 0 0 0 27 28 1 0 0 0 0 27 32 1 0 0 0 0 31 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002284
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.20
ALogP	-1.3968
MLogP	3.11
XLogP	7.316
HDA	8
HBD	2
Rotatable Bonds	11
TPSA	109.58
RO5 Violation	1