NPASS drugs

Drug Information

Drug ID:	NPD5628
Drug Name:
Molecular Formula:	C23H28FN3OS
Canonical SMILES:	Fc1ccc(cc1)OCCCCN1CCC(CC1)N(c1nc2c(s1)cccc2)C
Standard InCHI:	InChI=1S/C23H28FN3OS/c1-26(23-25-21-6-2-3-7-22(21)29-23)19-12-15-27(16-13-19)14-4-5-17-28-20-10-8-18(24)9-11-20/h2-3,6-11,19H,4-5,12-17H2,1H3
Standard InCHIKey:	PZPXREFPAFDHNG-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5628

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	572
0.1-0.2	10076
0.2-0.3	4141
0.3-0.4	11575
0.4-0.5	3343
0.5-0.6	1088
0.6-0.7	95
0.7-0.8	0
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
Remote Similarity	0.6893	NPC188104
Remote Similarity	0.686	NPC134079
Remote Similarity	0.6798	NPC222592
Remote Similarity	0.6798	NPC168486
Remote Similarity	0.6753	NPC315257
Remote Similarity	0.6683	NPC206251
Remote Similarity	0.6683	NPC74382
Remote Similarity	0.6651	NPC224327
Remote Similarity	0.6597	NPC316756
Remote Similarity	0.6566	NPC285635
Remote Similarity	0.6565	NPC153467
Remote Similarity	0.6548	NPC26850
Remote Similarity	0.6522	NPC118776
Remote Similarity	0.6509	NPC315822
Remote Similarity	0.6429	NPC273714
Remote Similarity	0.6396	NPC26872
Remote Similarity	0.6395	NPC187145
Remote Similarity	0.6368	NPC177404
Remote Similarity	0.6349	NPC39092
Remote Similarity	0.6347	NPC329793
Remote Similarity	0.6347	NPC329747
Remote Similarity	0.6341	NPC258773
Remote Similarity	0.6338	NPC110741
Remote Similarity	0.6324	NPC1527
Remote Similarity	0.6321	NPC320863
Remote Similarity	0.6316	NPC249662
Remote Similarity	0.6304	NPC151779
Remote Similarity	0.6301	NPC56271
Remote Similarity	0.6293	NPC476518
Remote Similarity	0.628	NPC312872
Remote Similarity	0.6278	NPC472111
Remote Similarity	0.6262	NPC14651
Remote Similarity	0.6262	NPC121658
Remote Similarity	0.6261	NPC470889
Remote Similarity	0.6237	NPC287895
Remote Similarity	0.6233	NPC471593
Remote Similarity	0.6232	NPC111624
Remote Similarity	0.622	NPC283152
Remote Similarity	0.6209	NPC144114
Remote Similarity	0.6209	NPC477891
Remote Similarity	0.6168	NPC204385
Remote Similarity	0.6167	NPC471304
Remote Similarity	0.6162	NPC69277
Remote Similarity	0.6154	NPC208060
Remote Similarity	0.615	NPC475910
Remote Similarity	0.614	NPC242923
Remote Similarity	0.614	NPC238242
Remote Similarity	0.6132	NPC219963
Remote Similarity	0.6132	NPC206201
Remote Similarity	0.6123	NPC469589
Remote Similarity	0.6114	NPC472098
Remote Similarity	0.6114	NPC471603
Remote Similarity	0.6109	NPC160666
Remote Similarity	0.6106	NPC476686
Remote Similarity	0.6106	NPC476688
Remote Similarity	0.6106	NPC105758
Remote Similarity	0.6103	NPC176127
Remote Similarity	0.6098	NPC118511
Remote Similarity	0.6089	NPC285558
Remote Similarity	0.6087	NPC278874
Remote Similarity	0.6079	NPC476465
Remote Similarity	0.607	NPC161108
Remote Similarity	0.6063	NPC267928
Remote Similarity	0.6056	NPC266551
Remote Similarity	0.6056	NPC161887
Remote Similarity	0.6055	NPC92111
Remote Similarity	0.6054	NPC11017
Remote Similarity	0.605	NPC157931
Remote Similarity	0.605	NPC257851
Remote Similarity	0.6043	NPC264176
Remote Similarity	0.6037	NPC472289
Remote Similarity	0.6036	NPC72211
Remote Similarity	0.6027	NPC195268
Remote Similarity	0.6027	NPC133140
Remote Similarity	0.6025	NPC30540
Remote Similarity	0.6019	NPC288943
Remote Similarity	0.6018	NPC264166
Remote Similarity	0.6018	NPC70259
Remote Similarity	0.6018	NPC47059
Remote Similarity	0.6018	NPC329708
Remote Similarity	0.6018	NPC274291
Remote Similarity	0.6018	NPC118832
Remote Similarity	0.6018	NPC165349
Remote Similarity	0.6017	NPC471080
Remote Similarity	0.6017	NPC469592
Remote Similarity	0.6017	NPC478074
Remote Similarity	0.6009	NPC76748
Remote Similarity	0.6009	NPC476582
Remote Similarity	0.6009	NPC4071
Remote Similarity	0.6009	NPC287437
Remote Similarity	0.6009	NPC476578
Remote Similarity	0.6	NPC279401
Remote Similarity	0.6	NPC208284
Remote Similarity	0.6	NPC84478
Remote Similarity	0.6	NPC79293
Remote Similarity	0.5992	NPC477805
Remote Similarity	0.5992	NPC477806
Remote Similarity	0.5992	NPC477796
Remote Similarity	0.5992	NPC477795
Remote Similarity	0.5991	NPC471736
Remote Similarity	0.5991	NPC66083
Remote Similarity	0.5983	NPC96321
Remote Similarity	0.5982	NPC19872
Remote Similarity	0.5982	NPC176538
Remote Similarity	0.5982	NPC477019
Remote Similarity	0.5982	NPC121772
Remote Similarity	0.5981	NPC164664
Remote Similarity	0.5973	NPC43787
Remote Similarity	0.5973	NPC223427
Remote Similarity	0.5973	NPC280638
Remote Similarity	0.5973	NPC162484
Remote Similarity	0.5973	NPC475774
Remote Similarity	0.5973	NPC205934
Remote Similarity	0.5972	NPC20249
Remote Similarity	0.5971	NPC224632
Remote Similarity	0.5966	NPC152768
Remote Similarity	0.5966	NPC148183
Remote Similarity	0.5965	NPC313189
Remote Similarity	0.5963	NPC296527
Remote Similarity	0.5958	NPC471762
Remote Similarity	0.5958	NPC66777
Remote Similarity	0.5957	NPC308906
Remote Similarity	0.5957	NPC290689
Remote Similarity	0.5947	NPC36229
Remote Similarity	0.5947	NPC476581
Remote Similarity	0.5947	NPC16452
Remote Similarity	0.5939	NPC82548
Remote Similarity	0.5939	NPC470931
Remote Similarity	0.5939	NPC287208
Remote Similarity	0.5935	NPC471614
Remote Similarity	0.5934	NPC115595
Remote Similarity	0.5932	NPC472099
Remote Similarity	0.5928	NPC307963
Remote Similarity	0.5926	NPC180504
Remote Similarity	0.5921	NPC475841
Remote Similarity	0.5921	NPC474145
Remote Similarity	0.5915	NPC469594
Remote Similarity	0.5915	NPC473041
Remote Similarity	0.5913	NPC174672
Remote Similarity	0.5911	NPC36168
Remote Similarity	0.5911	NPC234197
Remote Similarity	0.5905	NPC296482
Remote Similarity	0.5905	NPC94157
Remote Similarity	0.5905	NPC53069
Remote Similarity	0.5905	NPC202768
Remote Similarity	0.5902	NPC24802
Remote Similarity	0.59	NPC471615
Remote Similarity	0.5895	NPC243850
Remote Similarity	0.5887	NPC167860
Remote Similarity	0.5887	NPC123976
Remote Similarity	0.5885	NPC476044
Remote Similarity	0.5885	NPC232727
Remote Similarity	0.5885	NPC469308
Remote Similarity	0.5885	NPC470586
Remote Similarity	0.5885	NPC267423
Remote Similarity	0.5882	NPC280272
Remote Similarity	0.5877	NPC257511
Remote Similarity	0.5875	NPC2497
Remote Similarity	0.5873	NPC472031
Remote Similarity	0.5873	NPC472066
Remote Similarity	0.5873	NPC472067
Remote Similarity	0.587	NPC308392
Remote Similarity	0.5865	NPC477533
Remote Similarity	0.5865	NPC128115
Remote Similarity	0.5859	NPC295898
Remote Similarity	0.5859	NPC475112
Remote Similarity	0.5859	NPC475085
Remote Similarity	0.5859	NPC291535
Remote Similarity	0.5857	NPC472068
Remote Similarity	0.5856	NPC84853
Remote Similarity	0.5856	NPC226202
Remote Similarity	0.5852	NPC476106
Remote Similarity	0.5852	NPC470164
Remote Similarity	0.5852	NPC323345
Remote Similarity	0.5844	NPC174758
Remote Similarity	0.5841	NPC315957
Remote Similarity	0.5833	NPC245816
Remote Similarity	0.5833	NPC476138
Remote Similarity	0.5829	NPC470394
Remote Similarity	0.5829	NPC470403
Remote Similarity	0.5829	NPC470404
Remote Similarity	0.5826	NPC135549
Remote Similarity	0.5826	NPC314954
Remote Similarity	0.5818	NPC242928
Remote Similarity	0.5818	NPC230805
Remote Similarity	0.5815	NPC31930
Remote Similarity	0.5805	NPC305984
Remote Similarity	0.5804	NPC251090
Remote Similarity	0.5804	NPC13880
Remote Similarity	0.5798	NPC132642
Remote Similarity	0.5797	NPC84508
Remote Similarity	0.5796	NPC187558
Remote Similarity	0.5792	NPC130570
Remote Similarity	0.5787	NPC50511
Remote Similarity	0.5781	NPC197141
Remote Similarity	0.578	NPC62069
Remote Similarity	0.5778	NPC243834
Remote Similarity	0.5778	NPC70956
Remote Similarity	0.5776	NPC201697
Remote Similarity	0.5775	NPC471294

Drug Structure

NPD5628 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 4.4945 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 2.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 1 0 0 0 0 4 14 1 0 0 0 0 5 17 1 0 0 0 0 6 21 2 0 0 0 0 7 22 2 0 0 0 0 8 10 1 0 0 0 0 8 18 2 0 0 0 0 9 11 2 0 0 0 0 9 18 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 12 15 1 0 0 0 0 12 19 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 27 1 0 0 0 0 15 27 1 0 0 0 0 16 27 1 0 0 0 0 17 28 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 21 25 1 0 0 0 0 22 29 1 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012387
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	108043
ChEBI
CAS Number

Drug Properties

Molecular Weight	413.19
ALogP	-0.1111
MLogP	3.33
XLogP	5.452
HDA	3
HBD	0
Rotatable Bonds	10
TPSA	56.84
RO5 Violation	1