NPASS drugs

Drug Information

Drug ID:	NPD5534
Drug Name:
Molecular Formula:	C23H24N8O4S
Canonical SMILES:	ON=C(c1cnc(nc1)N(Cc1cc2c(s1)c(nc(n2)c1ccc(nc1)OC)N1CCOCC1)C)O
Standard InCHI:	InChI=1S/C23H24N8O4S/c1-30(23-25-11-15(12-26-23)22(32)29-33)13-16-9-17-19(36-16)21(31-5-7-35-8-6-31)28-20(27-17)14-3-4-18(34-2)24-10-14/h3-4,9-12,33H,5-8,13H2,1-2H3,(H,29,32)
Standard InCHIKey:	JOWXJLIFIIOYMS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5534

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	584
0.1-0.2	9579
0.2-0.3	5276
0.3-0.4	11290
0.4-0.5	2667
0.5-0.6	1381
0.6-0.7	112
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	0.7085	NPC472289
Remote Similarity	0.6855	NPC160666
Remote Similarity	0.6802	NPC107160
Remote Similarity	0.6748	NPC130570
Remote Similarity	0.673	NPC150447
Remote Similarity	0.668	NPC39092
Remote Similarity	0.6628	NPC56271
Remote Similarity	0.6627	NPC103687
Remote Similarity	0.6627	NPC132631
Remote Similarity	0.6612	NPC471603
Remote Similarity	0.6594	NPC74382
Remote Similarity	0.6594	NPC206251
Remote Similarity	0.6585	NPC250178
Remote Similarity	0.657	NPC242923
Remote Similarity	0.6562	NPC30540
Remote Similarity	0.656	NPC153467
Remote Similarity	0.6549	NPC168486
Remote Similarity	0.6549	NPC222592
Remote Similarity	0.6537	NPC134079
Remote Similarity	0.6527	NPC118832
Remote Similarity	0.6527	NPC165349
Remote Similarity	0.6527	NPC329708
Remote Similarity	0.6527	NPC47059
Remote Similarity	0.6527	NPC274291
Remote Similarity	0.6527	NPC264166
Remote Similarity	0.6522	NPC21461
Remote Similarity	0.6508	NPC314954
Remote Similarity	0.6464	NPC472031
Remote Similarity	0.6464	NPC472066
Remote Similarity	0.6464	NPC472067
Remote Similarity	0.6417	NPC475774
Remote Similarity	0.6388	NPC472068
Remote Similarity	0.6384	NPC164664
Remote Similarity	0.6378	NPC315822
Remote Similarity	0.6376	NPC266551
Remote Similarity	0.6376	NPC477891
Remote Similarity	0.6364	NPC2497
Remote Similarity	0.6364	NPC470164
Remote Similarity	0.6364	NPC323345
Remote Similarity	0.6356	NPC476688
Remote Similarity	0.6356	NPC105758
Remote Similarity	0.6356	NPC476686
Remote Similarity	0.6339	NPC278874
Remote Similarity	0.6336	NPC316756
Remote Similarity	0.6327	NPC208060
Remote Similarity	0.632	NPC193267
Remote Similarity	0.632	NPC213530
Remote Similarity	0.6318	NPC287437
Remote Similarity	0.6304	NPC144114
Remote Similarity	0.6304	NPC219963
Remote Similarity	0.6303	NPC267928
Remote Similarity	0.6282	NPC224327
Remote Similarity	0.6275	NPC112206
Remote Similarity	0.6275	NPC202605
Remote Similarity	0.6255	NPC308906
Remote Similarity	0.6255	NPC24802
Remote Similarity	0.625	NPC284559
Remote Similarity	0.624	NPC469554
Remote Similarity	0.6234	NPC161887
Remote Similarity	0.623	NPC472111
Remote Similarity	0.6212	NPC477795
Remote Similarity	0.6212	NPC477796
Remote Similarity	0.6212	NPC477806
Remote Similarity	0.6212	NPC477805
Remote Similarity	0.6211	NPC14651
Remote Similarity	0.6211	NPC121658
Remote Similarity	0.6198	NPC469308
Remote Similarity	0.6194	NPC167860
Remote Similarity	0.6194	NPC123976
Remote Similarity	0.6189	NPC476581
Remote Similarity	0.6189	NPC285558
Remote Similarity	0.6189	NPC16452
Remote Similarity	0.6189	NPC36229
Remote Similarity	0.6183	NPC476582
Remote Similarity	0.6183	NPC476578
Remote Similarity	0.6183	NPC4071
Remote Similarity	0.6167	NPC476518
Remote Similarity	0.6161	NPC224632
Remote Similarity	0.6161	NPC177404
Remote Similarity	0.6157	NPC317054
Remote Similarity	0.6154	NPC469589
Remote Similarity	0.6154	NPC20249
Remote Similarity	0.6154	NPC41982
Remote Similarity	0.6154	NPC141053
Remote Similarity	0.6145	NPC53069
Remote Similarity	0.6145	NPC202768
Remote Similarity	0.6145	NPC296482
Remote Similarity	0.6138	NPC313189
Remote Similarity	0.6129	NPC290689
Remote Similarity	0.6115	NPC101543
Remote Similarity	0.6109	NPC226202
Remote Similarity	0.6107	NPC295228
Remote Similarity	0.6106	NPC471178
Remote Similarity	0.61	NPC115595
Remote Similarity	0.6096	NPC50511
Remote Similarity	0.6092	NPC180504
Remote Similarity	0.6076	NPC230805
Remote Similarity	0.6066	NPC31930
Remote Similarity	0.6062	NPC97367
Remote Similarity	0.6061	NPC203754
Remote Similarity	0.6061	NPC150048
Remote Similarity	0.6048	NPC287208
Remote Similarity	0.6042	NPC329541
Remote Similarity	0.6034	NPC254762
Remote Similarity	0.6025	NPC121772
Remote Similarity	0.6025	NPC19872
Remote Similarity	0.6024	NPC173080
Remote Similarity	0.6016	NPC96405
Remote Similarity	0.6016	NPC171409
Remote Similarity	0.6008	NPC125597
Remote Similarity	0.6008	NPC135549
Remote Similarity	0.6	NPC133140
Remote Similarity	0.6	NPC195268
Remote Similarity	0.5993	NPC295452
Remote Similarity	0.5993	NPC171393
Remote Similarity	0.5992	NPC314930
Remote Similarity	0.5992	NPC471080
Remote Similarity	0.5992	NPC214827
Remote Similarity	0.5992	NPC469592
Remote Similarity	0.5984	NPC476041
Remote Similarity	0.5984	NPC304926
Remote Similarity	0.5984	NPC475910
Remote Similarity	0.5984	NPC476465
Remote Similarity	0.5975	NPC307963
Remote Similarity	0.5972	NPC478011
Remote Similarity	0.5972	NPC478012
Remote Similarity	0.597	NPC96584
Remote Similarity	0.597	NPC255800
Remote Similarity	0.5968	NPC237740
Remote Similarity	0.5968	NPC317373
Remote Similarity	0.5963	NPC315126
Remote Similarity	0.5963	NPC324815
Remote Similarity	0.5963	NPC314774
Remote Similarity	0.5962	NPC187145
Remote Similarity	0.5961	NPC469594
Remote Similarity	0.596	NPC174672
Remote Similarity	0.596	NPC174758
Remote Similarity	0.5957	NPC470474
Remote Similarity	0.5954	NPC201508
Remote Similarity	0.5952	NPC26679
Remote Similarity	0.5951	NPC314176
Remote Similarity	0.5951	NPC245816
Remote Similarity	0.5951	NPC476138
Remote Similarity	0.5951	NPC143325
Remote Similarity	0.595	NPC314056
Remote Similarity	0.5947	NPC471177
Remote Similarity	0.5947	NPC124542
Remote Similarity	0.5947	NPC59779
Remote Similarity	0.5945	NPC274982
Remote Similarity	0.5945	NPC8022
Remote Similarity	0.5945	NPC470799
Remote Similarity	0.5941	NPC110741
Remote Similarity	0.5936	NPC5145
Remote Similarity	0.5935	NPC232727
Remote Similarity	0.5931	NPC315411
Remote Similarity	0.593	NPC216612
Remote Similarity	0.5929	NPC266931
Remote Similarity	0.5929	NPC84508
Remote Similarity	0.5929	NPC317752
Remote Similarity	0.5927	NPC327592
Remote Similarity	0.5926	NPC251090
Remote Similarity	0.5923	NPC214980
Remote Similarity	0.592	NPC477111
Remote Similarity	0.592	NPC475024
Remote Similarity	0.592	NPC82548
Remote Similarity	0.5919	NPC51854
Remote Similarity	0.5918	NPC471614
Remote Similarity	0.5916	NPC116622
Remote Similarity	0.5915	NPC249662
Remote Similarity	0.5914	NPC132642
Remote Similarity	0.5913	NPC208284
Remote Similarity	0.5909	NPC289786
Remote Similarity	0.5907	NPC322482
Remote Similarity	0.5905	NPC111624
Remote Similarity	0.5902	NPC208751
Remote Similarity	0.59	NPC110151
Remote Similarity	0.5898	NPC314270
Remote Similarity	0.5897	NPC211997
Remote Similarity	0.5897	NPC477633
Remote Similarity	0.5897	NPC283152
Remote Similarity	0.5896	NPC99891
Remote Similarity	0.5894	NPC477019
Remote Similarity	0.5894	NPC176538
Remote Similarity	0.5892	NPC92111
Remote Similarity	0.5891	NPC216221
Remote Similarity	0.5891	NPC473317
Remote Similarity	0.5891	NPC310118
Remote Similarity	0.589	NPC315061
Remote Similarity	0.5889	NPC318299
Remote Similarity	0.5889	NPC472434
Remote Similarity	0.5887	NPC478013
Remote Similarity	0.5887	NPC158055
Remote Similarity	0.5885	NPC280638
Remote Similarity	0.5882	NPC288349
Remote Similarity	0.5882	NPC477110
Remote Similarity	0.5882	NPC9729
Remote Similarity	0.5878	NPC75609
Remote Similarity	0.5878	NPC239954
Remote Similarity	0.5878	NPC140284
Remote Similarity	0.5877	NPC48192

Drug Structure

NPD5534 OpenBabel08211708292D 38 42 0 0 0 0 0 0 0 0999 V2000 -2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.7350 5.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0029 2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8690 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 -0.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 -0.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 -1.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 -1.7679 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 2.5411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1369 3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1369 2.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8690 3.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5388 1.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 2.2321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4049 0.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 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 -8.0029 4.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7321 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 -5.4049 2.7321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.2709 1.2321 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4049 -0.2679 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.7350 4.2321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.4049 -2.2679 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5878 0.9230 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 34 1 0 0 0 0 3 4 2 0 0 0 0 3 14 1 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 31 1 0 0 0 0 6 8 1 0 0 0 0 6 31 1 0 0 0 0 7 35 1 0 0 0 0 8 35 1 0 0 0 0 9 16 2 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 24 1 0 0 0 0 11 15 2 0 0 0 0 11 25 1 0 0 0 0 12 15 1 0 0 0 0 12 26 2 0 0 0 0 13 16 1 0 0 0 0 13 30 1 0 0 0 0 14 20 1 0 0 0 0 15 22 1 0 0 0 0 16 36 1 0 0 0 0 17 19 2 0 0 0 0 17 27 1 0 0 0 0 18 24 2 0 0 0 0 18 34 1 0 0 0 0 19 21 1 0 0 0 0 19 36 1 0 0 0 0 20 27 2 0 0 0 0 20 28 1 0 0 0 0 21 28 2 0 0 0 0 21 31 1 0 0 0 0 22 29 2 3 0 0 0 22 32 1 0 0 0 0 23 25 2 0 0 0 0 23 26 1 0 0 0 0 23 30 1 0 0 0 0 29 33 1 0 0 0 0 32 37 1 0 0 0 0 33 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003478
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54575456
ChEBI
CAS Number

Drug Properties

Molecular Weight	508.16
ALogP	0.3735
MLogP	2.56
XLogP	1.474
HDA	9
HBD	2
Rotatable Bonds	11
TPSA	170.45
RO5 Violation	0