NPASS drugs

Drug Information

Drug ID:	NPD1596
Drug Name:	Belinostat
Molecular Formula:	C15H14N2O4S
Canonical SMILES:	ON=C(/C=C/c1cccc(c1)S(=O)(=O)Nc1ccccc1)O
Standard InCHI:	InChI=1S/C15H14N2O4S/c18-15(16-19)10-9-12-5-4-8-14(11-12)22(20,21)17-13-6-2-1-3-7-13/h1-11,17,19H,(H,16,18)/b10-9+
Standard InCHIKey:	NCNRHFGMJRPRSK-MDZDMXLPSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD1596

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	134
0.1-0.2	2928
0.2-0.3	10577
0.3-0.4	12083
0.4-0.5	4482
0.5-0.6	636
0.6-0.7	49
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	0.7364	NPC315403
Remote Similarity	0.6991	NPC78154
Remote Similarity	0.6967	NPC37584
Remote Similarity	0.6903	NPC107135
Remote Similarity	0.6875	NPC43655
Remote Similarity	0.6842	NPC191444
Remote Similarity	0.6765	NPC328590
Remote Similarity	0.6754	NPC176858
Remote Similarity	0.6744	NPC147957
Remote Similarity	0.6644	NPC322283
Remote Similarity	0.6581	NPC108800
Remote Similarity	0.6552	NPC92689
Remote Similarity	0.6525	NPC476483
Remote Similarity	0.6522	NPC262393
Remote Similarity	0.6486	NPC307456
Remote Similarity	0.6462	NPC205652
Remote Similarity	0.6435	NPC262295
Remote Similarity	0.6417	NPC317400
Remote Similarity	0.6379	NPC30445
Remote Similarity	0.6379	NPC111233
Remote Similarity	0.6378	NPC302790
Remote Similarity	0.6372	NPC15839
Remote Similarity	0.6348	NPC203076
Remote Similarity	0.6336	NPC470550
Remote Similarity	0.6325	NPC173991
Remote Similarity	0.6293	NPC473031
Remote Similarity	0.6288	NPC218710
Remote Similarity	0.6284	NPC478040
Remote Similarity	0.626	NPC323726
Remote Similarity	0.624	NPC178681
Remote Similarity	0.6216	NPC473429
Remote Similarity	0.6214	NPC476950
Remote Similarity	0.621	NPC328793
Remote Similarity	0.6176	NPC317564
Remote Similarity	0.617	NPC101372
Remote Similarity	0.6127	NPC472245
Remote Similarity	0.6127	NPC280807
Remote Similarity	0.6111	NPC288430
Remote Similarity	0.6091	NPC301874
Remote Similarity	0.6071	NPC474926
Remote Similarity	0.6056	NPC197680
Remote Similarity	0.6056	NPC259098
Remote Similarity	0.6045	NPC222982
Remote Similarity	0.6042	NPC476687
Remote Similarity	0.6042	NPC476685
Remote Similarity	0.6042	NPC476689
Remote Similarity	0.6036	NPC302129
Remote Similarity	0.6019	NPC271732
Remote Similarity	0.6015	NPC314141
Remote Similarity	0.6013	NPC469897
Remote Similarity	0.5987	NPC472242
Remote Similarity	0.5983	NPC229477
Remote Similarity	0.5966	NPC297532
Remote Similarity	0.5959	NPC184437
Remote Similarity	0.5956	NPC476440
Remote Similarity	0.5956	NPC313449
Remote Similarity	0.5948	NPC119677
Remote Similarity	0.5944	NPC150863
Remote Similarity	0.5938	NPC328877
Remote Similarity	0.5923	NPC434
Remote Similarity	0.5923	NPC172170
Remote Similarity	0.5923	NPC79618
Remote Similarity	0.5912	NPC316910
Remote Similarity	0.5912	NPC229353
Remote Similarity	0.5906	NPC291610
Remote Similarity	0.5906	NPC181527
Remote Similarity	0.5896	NPC296163
Remote Similarity	0.5893	NPC35599
Remote Similarity	0.5882	NPC471638
Remote Similarity	0.5882	NPC242556
Remote Similarity	0.5878	NPC159589
Remote Similarity	0.5865	NPC275410
Remote Similarity	0.5856	NPC66775
Remote Similarity	0.5845	NPC205946
Remote Similarity	0.584	NPC33168
Remote Similarity	0.5839	NPC126637
Remote Similarity	0.5828	NPC314113
Remote Similarity	0.5827	NPC130931
Remote Similarity	0.5827	NPC150323
Remote Similarity	0.5822	NPC32858
Remote Similarity	0.5822	NPC194857
Remote Similarity	0.5814	NPC38262
Remote Similarity	0.5806	NPC108339
Remote Similarity	0.5802	NPC76327
Remote Similarity	0.5793	NPC226662
Remote Similarity	0.5789	NPC472241
Remote Similarity	0.5778	NPC187036
Remote Similarity	0.5776	NPC474791
Remote Similarity	0.5769	NPC300596
Remote Similarity	0.5769	NPC237649
Remote Similarity	0.5769	NPC321617
Remote Similarity	0.5764	NPC476140
Remote Similarity	0.5762	NPC472243
Remote Similarity	0.5758	NPC164802
Remote Similarity	0.5736	NPC474430
Remote Similarity	0.5734	NPC325013
Remote Similarity	0.5732	NPC37548
Remote Similarity	0.5732	NPC124005
Remote Similarity	0.5726	NPC14326
Remote Similarity	0.5725	NPC192209
Remote Similarity	0.5714	NPC3210
Remote Similarity	0.5714	NPC311242
Remote Similarity	0.5714	NPC255721
Remote Similarity	0.5705	NPC254798
Remote Similarity	0.5704	NPC283130
Remote Similarity	0.5704	NPC328683
Remote Similarity	0.5703	NPC70201
Remote Similarity	0.5702	NPC98269
Remote Similarity	0.5702	NPC325662
Remote Similarity	0.5693	NPC317031
Remote Similarity	0.5693	NPC288232
Remote Similarity	0.5691	NPC226438
Remote Similarity	0.5685	NPC314431
Remote Similarity	0.5685	NPC477432
Remote Similarity	0.5685	NPC194562
Remote Similarity	0.5676	NPC256893
Remote Similarity	0.5676	NPC130655
Remote Similarity	0.5672	NPC9336
Remote Similarity	0.5667	NPC475707
Remote Similarity	0.5664	NPC192533
Remote Similarity	0.5656	NPC470877
Remote Similarity	0.5649	NPC211551
Remote Similarity	0.5641	NPC159856
Remote Similarity	0.5641	NPC259678
Remote Similarity	0.5634	NPC268534
Remote Similarity	0.5633	NPC288445
Remote Similarity	0.563	NPC169016
Remote Similarity	0.563	NPC181390
Remote Similarity	0.5629	NPC159722
Remote Similarity	0.5629	NPC287358
Remote Similarity	0.5616	NPC209389
Remote Similarity	0.5615	NPC311660
Remote Similarity	0.5613	NPC477890
Remote Similarity	0.561	NPC78041
Remote Similarity	0.561	NPC74936
Remote Similarity	0.561	NPC141139
Remote Similarity	0.561	NPC121872
Remote Similarity	0.561	NPC209764
Remote Similarity	0.561	NPC159178
Remote Similarity	0.561	NPC172128
Remote Similarity	0.561	NPC471307
Remote Similarity	0.5608	NPC313466
Remote Similarity	0.5606	NPC473498
Remote Similarity	0.5606	NPC45033

Drug Structure

NPD1596 OpenBabel08211701082D 25 26 0 0 0 0 0 0 0 0999 V2000 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 -4.0000 1.7321 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 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 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 -4.5000 2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 3.4641 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 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 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.5000 4.3301 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 6 1 0 0 0 0 3 7 2 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 12 1 0 0 0 0 6 13 2 0 0 0 0 7 13 1 0 0 0 0 8 14 2 0 0 0 0 9 10 2 0 0 0 0 9 12 1 0 0 0 0 10 15 1 0 0 0 0 11 12 2 0 0 0 0 11 14 1 0 0 0 0 13 17 1 0 0 0 0 14 22 1 0 0 0 0 15 16 2 3 0 0 0 15 18 1 0 0 0 0 16 19 1 0 0 0 0 17 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 20 22 2 0 0 0 0 21 22 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL001117; DCL000207
DrugBank	DB05015
ChEMBL	CHEMBL408513
IUPHAR/BPS	7496
PharmaGKB
KEGG Drug
PubChem CID	6918638
ChEBI	61076
CAS Number	866323-14-0

Drug Properties

Molecular Weight	318.07
ALogP	-0.7733
MLogP	2.34
XLogP	4.109
HDA	4
HBD	3
Rotatable Bonds	7
TPSA	107.37
RO5 Violation	0