NPASS drugs

Drug Information

Drug ID:	NPD6403
Drug Name:
Molecular Formula:	C25H37N5O3
Canonical SMILES:	COC(=O)N1CCC(CC1)CN1CCC(CC1)CN=C(c1cccc2c1[nH]c(n2)C(C)C)O
Standard InCHI:	InChI=1S/C25H37N5O3/c1-17(2)23-27-21-6-4-5-20(22(21)28-23)24(31)26-15-18-7-11-29(12-8-18)16-19-9-13-30(14-10-19)25(32)33-3/h4-6,17-19H,7-16H2,1-3H3,(H,26,31)(H,27,28)
Standard InCHIKey:	MZOITCJKGUIQEI-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6403

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	333
0.1-0.2	2660
0.2-0.3	10373
0.3-0.4	12458
0.4-0.5	2336
0.5-0.6	1782
0.6-0.7	918
0.7-0.8	30
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	0.7351	NPC288445
Intermediate Similarity	0.733	NPC187145
Intermediate Similarity	0.733	NPC476118
Intermediate Similarity	0.732	NPC476686
Intermediate Similarity	0.732	NPC105758
Intermediate Similarity	0.732	NPC476688
Intermediate Similarity	0.7306	NPC317430
Intermediate Similarity	0.7297	NPC114209
Intermediate Similarity	0.7268	NPC42483
Intermediate Similarity	0.7236	NPC477891
Intermediate Similarity	0.7216	NPC278874
Intermediate Similarity	0.7209	NPC471603
Intermediate Similarity	0.7183	NPC71238
Intermediate Similarity	0.7176	NPC282247
Intermediate Similarity	0.7164	NPC472294
Intermediate Similarity	0.7107	NPC472123
Intermediate Similarity	0.7107	NPC208060
Intermediate Similarity	0.7095	NPC249040
Intermediate Similarity	0.7083	NPC54981
Intermediate Similarity	0.7056	NPC243850
Intermediate Similarity	0.7035	NPC69843
Intermediate Similarity	0.7033	NPC216159
Intermediate Similarity	0.703	NPC139291
Intermediate Similarity	0.703	NPC472108
Intermediate Similarity	0.703	NPC48938
Intermediate Similarity	0.7027	NPC474896
Intermediate Similarity	0.7026	NPC171393
Intermediate Similarity	0.7026	NPC295452
Intermediate Similarity	0.7024	NPC175474
Intermediate Similarity	0.701	NPC224632
Remote Similarity	0.6996	NPC31097
Remote Similarity	0.6995	NPC300238
Remote Similarity	0.6982	NPC272174
Remote Similarity	0.698	NPC144114
Remote Similarity	0.698	NPC314394
Remote Similarity	0.6964	NPC130570
Remote Similarity	0.6946	NPC243058
Remote Similarity	0.6935	NPC313791
Remote Similarity	0.6927	NPC90415
Remote Similarity	0.6919	NPC164664
Remote Similarity	0.6919	NPC265576
Remote Similarity	0.6912	NPC203635
Remote Similarity	0.6908	NPC469470
Remote Similarity	0.6908	NPC469501
Remote Similarity	0.6889	NPC64216
Remote Similarity	0.6884	NPC473376
Remote Similarity	0.6878	NPC476341
Remote Similarity	0.6872	NPC131718
Remote Similarity	0.6863	NPC19679
Remote Similarity	0.686	NPC472289
Remote Similarity	0.686	NPC196251
Remote Similarity	0.686	NPC111602
Remote Similarity	0.686	NPC102338
Remote Similarity	0.686	NPC63199
Remote Similarity	0.6857	NPC195314
Remote Similarity	0.684	NPC52557
Remote Similarity	0.6839	NPC476219
Remote Similarity	0.6832	NPC219848
Remote Similarity	0.6829	NPC284678
Remote Similarity	0.6825	NPC470440
Remote Similarity	0.6825	NPC204141
Remote Similarity	0.6822	NPC471944
Remote Similarity	0.6816	NPC317054
Remote Similarity	0.6812	NPC116622
Remote Similarity	0.6809	NPC39092
Remote Similarity	0.6806	NPC282531
Remote Similarity	0.6804	NPC141353
Remote Similarity	0.6802	NPC102423
Remote Similarity	0.6798	NPC256268
Remote Similarity	0.6798	NPC323244
Remote Similarity	0.6787	NPC54744
Remote Similarity	0.6786	NPC250178
Remote Similarity	0.678	NPC472109
Remote Similarity	0.678	NPC472110
Remote Similarity	0.6774	NPC475288
Remote Similarity	0.6773	NPC242923
Remote Similarity	0.6769	NPC156003
Remote Similarity	0.6763	NPC94752
Remote Similarity	0.6762	NPC324149
Remote Similarity	0.6758	NPC476116
Remote Similarity	0.6758	NPC477548
Remote Similarity	0.6753	NPC328924
Remote Similarity	0.6751	NPC470203
Remote Similarity	0.6733	NPC329688
Remote Similarity	0.6733	NPC189812
Remote Similarity	0.6729	NPC32200
Remote Similarity	0.6728	NPC475070
Remote Similarity	0.6725	NPC107160
Remote Similarity	0.6717	NPC311276
Remote Similarity	0.6715	NPC476319
Remote Similarity	0.6712	NPC471080
Remote Similarity	0.6712	NPC469592
Remote Similarity	0.6701	NPC470204
Remote Similarity	0.6699	NPC230805
Remote Similarity	0.6698	NPC81654
Remote Similarity	0.6698	NPC79129
Remote Similarity	0.6698	NPC313985
Remote Similarity	0.6698	NPC249150
Remote Similarity	0.6698	NPC49196
Remote Similarity	0.6698	NPC195461
Remote Similarity	0.6697	NPC320968
Remote Similarity	0.6696	NPC304926
Remote Similarity	0.6696	NPC476041
Remote Similarity	0.6696	NPC33949
Remote Similarity	0.6683	NPC141612
Remote Similarity	0.6683	NPC34508
Remote Similarity	0.6683	NPC161861
Remote Similarity	0.6683	NPC17273
Remote Similarity	0.6683	NPC135601
Remote Similarity	0.6682	NPC212213
Remote Similarity	0.6682	NPC223427
Remote Similarity	0.6682	NPC55493
Remote Similarity	0.6681	NPC89987
Remote Similarity	0.6667	NPC473362
Remote Similarity	0.6667	NPC329858
Remote Similarity	0.6667	NPC470003
Remote Similarity	0.6667	NPC14325
Remote Similarity	0.6667	NPC205403
Remote Similarity	0.6667	NPC314333
Remote Similarity	0.6667	NPC472112
Remote Similarity	0.6667	NPC166492
Remote Similarity	0.6667	NPC326575
Remote Similarity	0.6667	NPC28848
Remote Similarity	0.6667	NPC95783
Remote Similarity	0.6652	NPC147983
Remote Similarity	0.6652	NPC476491
Remote Similarity	0.6652	NPC5145
Remote Similarity	0.6652	NPC148183
Remote Similarity	0.6652	NPC152768
Remote Similarity	0.6652	NPC470126
Remote Similarity	0.6652	NPC473317
Remote Similarity	0.6652	NPC469928
Remote Similarity	0.6652	NPC475422
Remote Similarity	0.6652	NPC177996
Remote Similarity	0.6651	NPC293917
Remote Similarity	0.6651	NPC470500
Remote Similarity	0.6651	NPC241024
Remote Similarity	0.665	NPC49217
Remote Similarity	0.6649	NPC88097
Remote Similarity	0.6639	NPC472066
Remote Similarity	0.6639	NPC472031
Remote Similarity	0.6639	NPC472067
Remote Similarity	0.6638	NPC125597
Remote Similarity	0.6637	NPC193267
Remote Similarity	0.6637	NPC213530
Remote Similarity	0.6636	NPC141454
Remote Similarity	0.6636	NPC475910
Remote Similarity	0.6635	NPC280290
Remote Similarity	0.6635	NPC243716
Remote Similarity	0.6633	NPC21174
Remote Similarity	0.6633	NPC271797
Remote Similarity	0.6632	NPC37548
Remote Similarity	0.6628	NPC477633
Remote Similarity	0.6624	NPC158055
Remote Similarity	0.6623	NPC253580
Remote Similarity	0.6623	NPC220851
Remote Similarity	0.6622	NPC238945
Remote Similarity	0.662	NPC128265
Remote Similarity	0.662	NPC254240
Remote Similarity	0.662	NPC199851
Remote Similarity	0.662	NPC312870
Remote Similarity	0.662	NPC280638
Remote Similarity	0.662	NPC294909
Remote Similarity	0.6619	NPC213629
Remote Similarity	0.6618	NPC472122
Remote Similarity	0.6618	NPC24594
Remote Similarity	0.6615	NPC469760
Remote Similarity	0.6615	NPC259644
Remote Similarity	0.6615	NPC469786
Remote Similarity	0.6615	NPC469765
Remote Similarity	0.6615	NPC73952
Remote Similarity	0.6615	NPC469763
Remote Similarity	0.6615	NPC25008
Remote Similarity	0.6609	NPC319232
Remote Similarity	0.6609	NPC2497
Remote Similarity	0.6609	NPC24370
Remote Similarity	0.6607	NPC477979
Remote Similarity	0.6606	NPC165599
Remote Similarity	0.6605	NPC50503
Remote Similarity	0.6604	NPC472113
Remote Similarity	0.6603	NPC62749
Remote Similarity	0.6602	NPC16659
Remote Similarity	0.6599	NPC299594
Remote Similarity	0.6599	NPC469762
Remote Similarity	0.6595	NPC470730
Remote Similarity	0.6595	NPC477175
Remote Similarity	0.6593	NPC469594
Remote Similarity	0.6589	NPC242209
Remote Similarity	0.6589	NPC245916
Remote Similarity	0.6585	NPC150447
Remote Similarity	0.6585	NPC74619
Remote Similarity	0.6582	NPC470507
Remote Similarity	0.6582	NPC476297
Remote Similarity	0.6582	NPC211572
Remote Similarity	0.6582	NPC80597
Remote Similarity	0.6582	NPC75540
Remote Similarity	0.6582	NPC212376
Remote Similarity	0.6582	NPC70922
Remote Similarity	0.658	NPC261251
Remote Similarity	0.658	NPC34580

Drug Structure

NPD6403 OpenBabel08211709092D 35 38 0 0 0 0 0 0 0 0999 V2000 0.4067 2.6456 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.6492 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5870 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7210 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1851 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0511 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4530 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5870 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0511 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.9171 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8549 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3190 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7210 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1851 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.7831 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9889 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 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 -4.4530 -0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.9171 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1229 -3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.6492 -1.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.7831 -3.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -3.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 17 1 0 0 0 0 3 33 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 20 1 0 0 0 0 6 21 2 0 0 0 0 7 11 1 0 0 0 0 7 18 1 0 0 0 0 8 12 1 0 0 0 0 8 18 1 0 0 0 0 9 13 1 0 0 0 0 9 19 1 0 0 0 0 10 14 1 0 0 0 0 10 19 1 0 0 0 0 11 29 1 0 0 0 0 12 29 1 0 0 0 0 13 30 1 0 0 0 0 14 30 1 0 0 0 0 15 18 1 0 0 0 0 15 26 1 0 0 0 0 16 19 1 0 0 0 0 16 29 1 0 0 0 0 17 23 1 0 0 0 0 20 22 2 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 26 2 3 0 0 0 24 31 1 0 0 0 0 25 30 1 0 0 0 0 25 32 2 0 0 0 0 25 33 1 0 0 0 0 28 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL001947
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11961293
ChEBI
CAS Number

Drug Properties

Molecular Weight	455.29
ALogP	-1.8164
MLogP	3.33
XLogP	3.896
HDA	8
HBD	2
Rotatable Bonds	12
TPSA	94.05
RO5 Violation	0