NPASS drugs

Drug Information

Drug ID:	NPD5612
Drug Name:	IS-159
Molecular Formula:	C23H27N5O5
Canonical SMILES:	NCCc1c[nH]c2c1cc(OCC(=N[C@H](C(=NCC(=N)O)O)Cc1ccc(cc1)O)O)cc2
Standard InCHI:	InChI=1S/C23H27N5O5/c24-8-7-15-11-26-19-6-5-17(10-18(15)19)33-13-22(31)28-20(23(32)27-12-21(25)30)9-14-1-3-16(29)4-2-14/h1-6,10-11,20,26,29H,7-9,12-13,24H2,(H2,25,30)(H,27,32)(H,28,31)/t20-/m0/s1
Standard InCHIKey:	PBRWGFLPYQYNGI-FQEVSTJZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5612

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	386
0.1-0.2	2076
0.2-0.3	10217
0.3-0.4	2889
0.4-0.5	10530
0.5-0.6	2946
0.6-0.7	1294
0.7-0.8	506
0.8-0.85	38
0.85-0.9	7
0.9-0.95	1
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
High Similarity	0.9289	NPC266931
High Similarity	0.8901	NPC99666
High Similarity	0.8854	NPC307963
High Similarity	0.8763	NPC251090
High Similarity	0.8762	NPC316981
High Similarity	0.8698	NPC76748
High Similarity	0.8653	NPC92111
High Similarity	0.8646	NPC296527
Intermediate Similarity	0.849	NPC314002
Intermediate Similarity	0.8482	NPC220765
Intermediate Similarity	0.8446	NPC171171
Intermediate Similarity	0.8438	NPC204717
Intermediate Similarity	0.8434	NPC77555
Intermediate Similarity	0.8317	NPC199277
Intermediate Similarity	0.8317	NPC135887
Intermediate Similarity	0.8308	NPC176538
Intermediate Similarity	0.8303	NPC295228
Intermediate Similarity	0.8301	NPC5145
Intermediate Similarity	0.8301	NPC11464
Intermediate Similarity	0.8276	NPC223427
Intermediate Similarity	0.8272	NPC184964
Intermediate Similarity	0.825	NPC156704
Intermediate Similarity	0.8216	NPC280272
Intermediate Similarity	0.8214	NPC46580
Intermediate Similarity	0.8204	NPC476465
Intermediate Similarity	0.8173	NPC208284
Intermediate Similarity	0.816	NPC213530
Intermediate Similarity	0.816	NPC193267
Intermediate Similarity	0.815	NPC326634
Intermediate Similarity	0.8146	NPC285558
Intermediate Similarity	0.8146	NPC475070
Intermediate Similarity	0.8128	NPC315491
Intermediate Similarity	0.8128	NPC45459
Intermediate Similarity	0.8104	NPC170114
Intermediate Similarity	0.8104	NPC288349
Intermediate Similarity	0.8103	NPC176127
Intermediate Similarity	0.8098	NPC475774
Intermediate Similarity	0.8068	NPC193777
Intermediate Similarity	0.8068	NPC88008
Intermediate Similarity	0.8057	NPC470549
Intermediate Similarity	0.8048	NPC48353
Intermediate Similarity	0.8044	NPC284141
Intermediate Similarity	0.801	NPC162484
Intermediate Similarity	0.8009	NPC469592
Intermediate Similarity	0.8009	NPC471080
Intermediate Similarity	0.8	NPC232727
Intermediate Similarity	0.7991	NPC217554
Intermediate Similarity	0.7982	NPC11408
Intermediate Similarity	0.798	NPC70956
Intermediate Similarity	0.798	NPC243834
Intermediate Similarity	0.7972	NPC125597
Intermediate Similarity	0.7971	NPC470500
Intermediate Similarity	0.7961	NPC475112
Intermediate Similarity	0.7961	NPC475085
Intermediate Similarity	0.7961	NPC291535
Intermediate Similarity	0.796	NPC324149
Intermediate Similarity	0.7944	NPC469594
Intermediate Similarity	0.7936	NPC24370
Intermediate Similarity	0.7936	NPC319232
Intermediate Similarity	0.7934	NPC8022
Intermediate Similarity	0.7934	NPC470799
Intermediate Similarity	0.7931	NPC13880
Intermediate Similarity	0.7925	NPC477610
Intermediate Similarity	0.7923	NPC245816
Intermediate Similarity	0.7923	NPC476138
Intermediate Similarity	0.7917	NPC473317
Intermediate Similarity	0.7902	NPC128823
Intermediate Similarity	0.79	NPC32771
Intermediate Similarity	0.79	NPC110151
Intermediate Similarity	0.7885	NPC329708
Intermediate Similarity	0.7885	NPC47059
Intermediate Similarity	0.7885	NPC165349
Intermediate Similarity	0.7885	NPC118832
Intermediate Similarity	0.7885	NPC264166
Intermediate Similarity	0.7885	NPC274291
Intermediate Similarity	0.7883	NPC180504
Intermediate Similarity	0.7883	NPC323752
Intermediate Similarity	0.7882	NPC131017
Intermediate Similarity	0.7877	NPC26679
Intermediate Similarity	0.7877	NPC202605
Intermediate Similarity	0.7877	NPC112206
Intermediate Similarity	0.7871	NPC133140
Intermediate Similarity	0.7871	NPC195268
Intermediate Similarity	0.787	NPC132642
Intermediate Similarity	0.7867	NPC123976
Intermediate Similarity	0.7867	NPC167860
Intermediate Similarity	0.7864	NPC234197
Intermediate Similarity	0.7864	NPC19872
Intermediate Similarity	0.7864	NPC329793
Intermediate Similarity	0.7864	NPC213308
Intermediate Similarity	0.7857	NPC15801
Intermediate Similarity	0.7847	NPC476106
Intermediate Similarity	0.784	NPC476287
Intermediate Similarity	0.7821	NPC216369
Intermediate Similarity	0.7818	NPC473185
Intermediate Similarity	0.7814	NPC476041
Intermediate Similarity	0.7814	NPC304926
Intermediate Similarity	0.7806	NPC96890
Intermediate Similarity	0.7789	NPC84478
Intermediate Similarity	0.7783	NPC252251
Intermediate Similarity	0.7778	NPC315957
Intermediate Similarity	0.7778	NPC477609
Intermediate Similarity	0.7778	NPC473183
Intermediate Similarity	0.7778	NPC249040
Intermediate Similarity	0.7773	NPC475910
Intermediate Similarity	0.7767	NPC192315
Intermediate Similarity	0.7767	NPC72211
Intermediate Similarity	0.7766	NPC88363
Intermediate Similarity	0.7758	NPC469554
Intermediate Similarity	0.7757	NPC478074
Intermediate Similarity	0.7756	NPC242209
Intermediate Similarity	0.7752	NPC60621
Intermediate Similarity	0.7752	NPC310118
Intermediate Similarity	0.7736	NPC185782
Intermediate Similarity	0.7736	NPC209769
Intermediate Similarity	0.7736	NPC201697
Intermediate Similarity	0.7729	NPC4071
Intermediate Similarity	0.7729	NPC476582
Intermediate Similarity	0.7729	NPC476578
Intermediate Similarity	0.7729	NPC78609
Intermediate Similarity	0.7729	NPC476167
Intermediate Similarity	0.7713	NPC477531
Intermediate Similarity	0.771	NPC94157
Intermediate Similarity	0.7706	NPC276657
Intermediate Similarity	0.77	NPC471304
Intermediate Similarity	0.7696	NPC473822
Intermediate Similarity	0.7696	NPC204446
Intermediate Similarity	0.7692	NPC329747
Intermediate Similarity	0.7689	NPC473184
Intermediate Similarity	0.7689	NPC171787
Intermediate Similarity	0.768	NPC63751
Intermediate Similarity	0.7678	NPC472111
Intermediate Similarity	0.7671	NPC477532
Intermediate Similarity	0.767	NPC222018
Intermediate Similarity	0.767	NPC70259
Intermediate Similarity	0.7668	NPC209174
Intermediate Similarity	0.7661	NPC473179
Intermediate Similarity	0.7661	NPC74360
Intermediate Similarity	0.7653	NPC469589
Intermediate Similarity	0.7653	NPC476116
Intermediate Similarity	0.7642	NPC313189
Intermediate Similarity	0.7635	NPC246700
Intermediate Similarity	0.7635	NPC242928
Intermediate Similarity	0.7635	NPC128751
Intermediate Similarity	0.7633	NPC153042
Intermediate Similarity	0.763	NPC36229
Intermediate Similarity	0.763	NPC476581
Intermediate Similarity	0.763	NPC16452
Intermediate Similarity	0.7629	NPC160105
Intermediate Similarity	0.7628	NPC219087
Intermediate Similarity	0.7623	NPC314954
Intermediate Similarity	0.7621	NPC205934
Intermediate Similarity	0.7621	NPC43787
Intermediate Similarity	0.7617	NPC102423
Intermediate Similarity	0.7617	NPC290689
Intermediate Similarity	0.7608	NPC121772
Intermediate Similarity	0.7608	NPC477019
Intermediate Similarity	0.7606	NPC477111
Intermediate Similarity	0.7604	NPC477110
Intermediate Similarity	0.7604	NPC131718
Intermediate Similarity	0.7602	NPC130570
Intermediate Similarity	0.7602	NPC470498
Intermediate Similarity	0.76	NPC101543
Intermediate Similarity	0.7598	NPC106833
Intermediate Similarity	0.7598	NPC469497
Intermediate Similarity	0.7594	NPC477113
Intermediate Similarity	0.7589	NPC326363
Intermediate Similarity	0.7588	NPC72980
Intermediate Similarity	0.7578	NPC6215
Intermediate Similarity	0.7577	NPC272549
Intermediate Similarity	0.7574	NPC163421
Intermediate Similarity	0.7574	NPC188387
Intermediate Similarity	0.7573	NPC106937
Intermediate Similarity	0.7566	NPC255800
Intermediate Similarity	0.7566	NPC96584
Intermediate Similarity	0.7559	NPC135549
Intermediate Similarity	0.7557	NPC118121
Intermediate Similarity	0.7556	NPC475253
Intermediate Similarity	0.7556	NPC201508
Intermediate Similarity	0.7547	NPC470930
Intermediate Similarity	0.7546	NPC53069
Intermediate Similarity	0.7546	NPC202768
Intermediate Similarity	0.7546	NPC296482
Intermediate Similarity	0.7545	NPC174049
Intermediate Similarity	0.7538	NPC54988
Intermediate Similarity	0.7538	NPC59269
Intermediate Similarity	0.7538	NPC49954
Intermediate Similarity	0.7538	NPC474561
Intermediate Similarity	0.7536	NPC276517
Intermediate Similarity	0.7534	NPC264285
Intermediate Similarity	0.7533	NPC277351
Intermediate Similarity	0.7526	NPC311276
Intermediate Similarity	0.7523	NPC82548
Intermediate Similarity	0.7523	NPC74969
Intermediate Similarity	0.7522	NPC81175
Intermediate Similarity	0.7513	NPC279918
Intermediate Similarity	0.7512	NPC470499
Intermediate Similarity	0.7512	NPC474798
Intermediate Similarity	0.7511	NPC471891
Intermediate Similarity	0.75	NPC476098

Drug Structure

NPD5612 OpenBabel08211708292D 41 43 0 0 1 0 0 0 0 0999 V2000 -7.6713 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -3.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -5.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4034 -3.6691 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 -0.7431 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0704 1.5522 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 1.3443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -3.1691 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 -0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -6.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2072 -1.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -3.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4034 -4.6691 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 -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 -5.9393 -3.6691 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.6713 -6.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -4.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7177 2.0874 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -6.1691 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 -6.8053 -5.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -10.2694 -5.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6713 -7.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9393 -1.6691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -5.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.3412 -2.1691 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6958 1.8795 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4087 3.0385 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.4034 -6.6691 0.0000 H 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 -10.2694 -6.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5374 -8.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8053 -2.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0733 -6.1691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 14 2 0 0 0 0 2 4 2 0 0 0 0 2 14 1 0 0 0 0 3 16 2 0 0 0 0 4 16 1 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 19 1 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 24 1 0 0 0 0 9 14 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 26 1 0 0 0 0 12 21 1 0 0 0 0 12 27 1 0 0 0 0 13 22 1 0 0 0 0 13 33 1 0 0 0 0 15 18 1 0 0 0 0 16 29 1 0 0 0 0 17 33 1 0 0 0 0 18 19 2 0 0 0 0 19 26 1 0 0 0 0 20 9 1 6 0 0 0 20 23 1 0 0 0 0 20 28 1 0 0 0 0 21 25 2 0 0 0 0 21 30 1 0 0 0 0 22 28 2 3 0 0 0 22 31 1 0 0 0 0 23 27 2 3 0 0 0 23 32 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 29 38 1 0 0 0 0 30 39 1 0 0 0 0 31 40 1 0 0 0 0 32 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006068
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	453.20
ALogP	-2.2606
MLogP	2.89
XLogP	1.223
HDA	8
HBD	7
Rotatable Bonds	16
TPSA	180.53
RO5 Violation	2