NPASS drugs

Drug Information

Drug ID:	NPD6022
Drug Name:
Molecular Formula:	C24H31N5O2
Canonical SMILES:	CCN(CC1CCCCN1CC(=O)N1c2ccccc2C(=Nc2c1nccc2)O)CC
Standard InCHI:	InChI=1S/C24H31N5O2/c1-3-27(4-2)16-18-10-7-8-15-28(18)17-22(30)29-21-13-6-5-11-19(21)24(31)26-20-12-9-14-25-23(20)29/h5-6,9,11-14,18H,3-4,7-8,10,15-17H2,1-2H3,(H,26,31)
Standard InCHIKey:	UBRKDAVQCKZSPO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6022

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	328
0.1-0.2	3012
0.2-0.3	10343
0.3-0.4	12234
0.4-0.5	2319
0.5-0.6	1815
0.6-0.7	816
0.7-0.8	23
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	0.7322	NPC471177
Intermediate Similarity	0.7322	NPC59779
Intermediate Similarity	0.7322	NPC124542
Intermediate Similarity	0.7249	NPC203754
Intermediate Similarity	0.7249	NPC150048
Intermediate Similarity	0.7243	NPC471178
Intermediate Similarity	0.7231	NPC472289
Intermediate Similarity	0.7225	NPC177996
Intermediate Similarity	0.7225	NPC147983
Intermediate Similarity	0.7219	NPC164664
Intermediate Similarity	0.72	NPC212213
Intermediate Similarity	0.7182	NPC471132
Intermediate Similarity	0.7143	NPC116622
Intermediate Similarity	0.709	NPC105758
Intermediate Similarity	0.709	NPC476686
Intermediate Similarity	0.709	NPC476688
Intermediate Similarity	0.7074	NPC278874
Intermediate Similarity	0.7059	NPC471130
Intermediate Similarity	0.7033	NPC54981
Intermediate Similarity	0.7033	NPC242923
Intermediate Similarity	0.703	NPC239954
Intermediate Similarity	0.7016	NPC469938
Intermediate Similarity	0.7	NPC198673
Remote Similarity	0.6989	NPC25899
Remote Similarity	0.6971	NPC29702
Remote Similarity	0.6963	NPC208060
Remote Similarity	0.6959	NPC16659
Remote Similarity	0.6959	NPC24864
Remote Similarity	0.6954	NPC94752
Remote Similarity	0.6952	NPC88970
Remote Similarity	0.6952	NPC224632
Remote Similarity	0.6946	NPC474916
Remote Similarity	0.6946	NPC168911
Remote Similarity	0.6942	NPC200836
Remote Similarity	0.6942	NPC53144
Remote Similarity	0.6927	NPC317054
Remote Similarity	0.6923	NPC477891
Remote Similarity	0.6923	NPC288445
Remote Similarity	0.6919	NPC471603
Remote Similarity	0.6915	NPC478182
Remote Similarity	0.6907	NPC265710
Remote Similarity	0.6901	NPC212125
Remote Similarity	0.69	NPC473763
Remote Similarity	0.69	NPC117244
Remote Similarity	0.6893	NPC211813
Remote Similarity	0.689	NPC71238
Remote Similarity	0.6888	NPC48938
Remote Similarity	0.6887	NPC282247
Remote Similarity	0.6885	NPC40070
Remote Similarity	0.6862	NPC48192
Remote Similarity	0.6852	NPC272174
Remote Similarity	0.6842	NPC98187
Remote Similarity	0.6837	NPC144114
Remote Similarity	0.6825	NPC97367
Remote Similarity	0.6821	NPC248462
Remote Similarity	0.682	NPC474896
Remote Similarity	0.6812	NPC57398
Remote Similarity	0.6809	NPC131718
Remote Similarity	0.6802	NPC471311
Remote Similarity	0.6802	NPC471313
Remote Similarity	0.6791	NPC129721
Remote Similarity	0.6789	NPC31097
Remote Similarity	0.678	NPC328029
Remote Similarity	0.6773	NPC2497
Remote Similarity	0.6769	NPC240088
Remote Similarity	0.6769	NPC326575
Remote Similarity	0.6769	NPC473380
Remote Similarity	0.6757	NPC477175
Remote Similarity	0.6757	NPC69843
Remote Similarity	0.6757	NPC470730
Remote Similarity	0.6755	NPC293487
Remote Similarity	0.6754	NPC295452
Remote Similarity	0.6754	NPC171393
Remote Similarity	0.6754	NPC56233
Remote Similarity	0.6754	NPC41717
Remote Similarity	0.6746	NPC473376
Remote Similarity	0.6745	NPC85273
Remote Similarity	0.6737	NPC162268
Remote Similarity	0.6737	NPC476118
Remote Similarity	0.6731	NPC328318
Remote Similarity	0.6731	NPC328596
Remote Similarity	0.6726	NPC475969
Remote Similarity	0.6726	NPC475859
Remote Similarity	0.6721	NPC254798
Remote Similarity	0.6716	NPC213629
Remote Similarity	0.6705	NPC306397
Remote Similarity	0.6703	NPC471323
Remote Similarity	0.67	NPC324149
Remote Similarity	0.6699	NPC265576
Remote Similarity	0.6697	NPC132631
Remote Similarity	0.6697	NPC103687
Remote Similarity	0.6696	NPC165743
Remote Similarity	0.6683	NPC228835
Remote Similarity	0.6682	NPC477176
Remote Similarity	0.6682	NPC130570
Remote Similarity	0.6682	NPC243850
Remote Similarity	0.6682	NPC470729
Remote Similarity	0.6667	NPC470731
Remote Similarity	0.6667	NPC254762
Remote Similarity	0.6667	NPC475070
Remote Similarity	0.6667	NPC49217
Remote Similarity	0.6667	NPC478183
Remote Similarity	0.6667	NPC313421
Remote Similarity	0.6652	NPC474877
Remote Similarity	0.6651	NPC308906
Remote Similarity	0.6649	NPC473057
Remote Similarity	0.6649	NPC158129
Remote Similarity	0.6649	NPC102423
Remote Similarity	0.6649	NPC478184
Remote Similarity	0.6648	NPC256893
Remote Similarity	0.6648	NPC324611
Remote Similarity	0.6635	NPC317373
Remote Similarity	0.6633	NPC243058
Remote Similarity	0.6616	NPC15840
Remote Similarity	0.6615	NPC313791
Remote Similarity	0.6614	NPC212742
Remote Similarity	0.6609	NPC165370
Remote Similarity	0.6606	NPC64216
Remote Similarity	0.6605	NPC471194
Remote Similarity	0.6605	NPC153980
Remote Similarity	0.6605	NPC471193
Remote Similarity	0.6605	NPC6865
Remote Similarity	0.6602	NPC472540
Remote Similarity	0.6602	NPC470787
Remote Similarity	0.6602	NPC472539
Remote Similarity	0.66	NPC285923
Remote Similarity	0.66	NPC284678
Remote Similarity	0.66	NPC203635
Remote Similarity	0.66	NPC207851
Remote Similarity	0.66	NPC165495
Remote Similarity	0.6599	NPC64436
Remote Similarity	0.6598	NPC32534
Remote Similarity	0.6598	NPC314940
Remote Similarity	0.6598	NPC473764
Remote Similarity	0.6598	NPC91895
Remote Similarity	0.6597	NPC478185
Remote Similarity	0.6597	NPC470203
Remote Similarity	0.6596	NPC120070
Remote Similarity	0.6592	NPC107160
Remote Similarity	0.6592	NPC186351
Remote Similarity	0.659	NPC470732
Remote Similarity	0.6588	NPC329708
Remote Similarity	0.6588	NPC165349
Remote Similarity	0.6588	NPC118832
Remote Similarity	0.6588	NPC47059
Remote Similarity	0.6588	NPC327592
Remote Similarity	0.6588	NPC264166
Remote Similarity	0.6588	NPC274291
Remote Similarity	0.6578	NPC477177
Remote Similarity	0.6575	NPC315804
Remote Similarity	0.6575	NPC313804
Remote Similarity	0.6573	NPC287208
Remote Similarity	0.6571	NPC182507
Remote Similarity	0.657	NPC472542
Remote Similarity	0.657	NPC472541
Remote Similarity	0.6566	NPC11126
Remote Similarity	0.656	NPC476041
Remote Similarity	0.656	NPC304926
Remote Similarity	0.6558	NPC72956
Remote Similarity	0.6558	NPC320968
Remote Similarity	0.6557	NPC475288
Remote Similarity	0.6556	NPC251722
Remote Similarity	0.6556	NPC314102
Remote Similarity	0.6554	NPC471322
Remote Similarity	0.6549	NPC89987
Remote Similarity	0.6548	NPC472122
Remote Similarity	0.6548	NPC24594
Remote Similarity	0.6546	NPC317430
Remote Similarity	0.6545	NPC470204
Remote Similarity	0.6543	NPC469765
Remote Similarity	0.6543	NPC469763
Remote Similarity	0.6543	NPC73952
Remote Similarity	0.6543	NPC25008
Remote Similarity	0.6543	NPC469786
Remote Similarity	0.6543	NPC469760
Remote Similarity	0.6543	NPC259644
Remote Similarity	0.6542	NPC174758
Remote Similarity	0.6542	NPC174672
Remote Similarity	0.654	NPC143325
Remote Similarity	0.6538	NPC473640
Remote Similarity	0.6538	NPC171317
Remote Similarity	0.6535	NPC90415
Remote Similarity	0.6535	NPC478077
Remote Similarity	0.6532	NPC476817
Remote Similarity	0.6532	NPC40455
Remote Similarity	0.652	NPC63279
Remote Similarity	0.6517	NPC470003
Remote Similarity	0.6517	NPC184437
Remote Similarity	0.6515	NPC219848
Remote Similarity	0.651	NPC225018
Remote Similarity	0.6509	NPC472259
Remote Similarity	0.6509	NPC314930
Remote Similarity	0.6509	NPC470500
Remote Similarity	0.6509	NPC214827
Remote Similarity	0.6508	NPC476219
Remote Similarity	0.6508	NPC80597
Remote Similarity	0.6508	NPC212376
Remote Similarity	0.6508	NPC75540
Remote Similarity	0.6508	NPC211572
Remote Similarity	0.6508	NPC70922

Drug Structure

NPD6022 OpenBabel08211708292D 32 35 0 0 1 0 0 0 0 0999 V2000 5.6113 -2.3377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3433 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 -1.8377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3433 -0.3377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6669 -2.2848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4000 -1.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1452 2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7114 -1.9900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3677 1.6110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1775 -0.6297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8104 2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -0.3377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 0.6623 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.4888 -1.0151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2219 -0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5434 2.2006 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 6.4773 -0.8377 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 1.1623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 0.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 2.1623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0633 -1.6923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3706 -2.5932 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 27 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 10 1 0 0 0 0 8 15 1 0 0 0 0 9 12 2 0 0 0 0 9 14 1 0 0 0 0 10 18 1 0 0 0 0 11 19 2 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 14 25 2 0 0 0 0 15 28 1 0 0 0 0 16 18 1 0 0 0 0 16 27 1 0 0 0 0 17 22 1 0 0 0 0 17 28 1 0 0 0 0 18 28 1 0 0 0 0 19 21 1 0 0 0 0 19 24 1 0 0 0 0 20 23 2 0 0 0 0 20 26 1 0 0 0 0 21 29 1 0 0 0 0 22 29 1 0 0 0 0 22 30 2 0 0 0 0 23 25 1 0 0 0 0 23 29 1 0 0 0 0 24 26 2 0 0 0 0 24 31 1 0 0 0 0 31 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000167; DNC001068
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	107867
ChEBI
CAS Number

Drug Properties

Molecular Weight	421.25
ALogP	-1.0776
MLogP	3.33
XLogP	4.106
HDA	7
HBD	1
Rotatable Bonds	10
TPSA	72.27
RO5 Violation	0