Drug Information

Drug ID:  NPD1394
Drug Name:  Vorinostat
Molecular Formula:  C14H20N2O3
Canonical SMILES:  ON=C(CCCCCCC(=Nc1ccccc1)O)O
Standard InCHI:  InChI=1S/C14H20N2O3/c17-13(15-12-8-4-3-5-9-12)10-6-1-2-7-11-14(18)16-19/h3-5,8-9,19H,1-2,6-7,10-11H2,(H,15,17)(H,16,18)
Standard InCHIKey:  WAEXFXRVDQXREF-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1394

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.


  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 1.0 NPC476483
High Similarity 0.8636 NPC15839
Intermediate Similarity 0.8409 NPC307456
Intermediate Similarity 0.802 NPC178681
Intermediate Similarity 0.7812 NPC78154
Intermediate Similarity 0.7706 NPC205652
Intermediate Similarity 0.7706 NPC470550
Intermediate Similarity 0.7526 NPC470877
Intermediate Similarity 0.75 NPC471638
Intermediate Similarity 0.7449 NPC141139
Intermediate Similarity 0.7449 NPC121872
Intermediate Similarity 0.7449 NPC471307
Intermediate Similarity 0.7449 NPC209764
Intermediate Similarity 0.7449 NPC92689
Intermediate Similarity 0.7449 NPC74936
Intermediate Similarity 0.7449 NPC159178
Intermediate Similarity 0.7449 NPC78041
Intermediate Similarity 0.7411 NPC147957
Intermediate Similarity 0.7383 NPC76327
Intermediate Similarity 0.7248 NPC255721
Intermediate Similarity 0.7228 NPC471309
Intermediate Similarity 0.7222 NPC37584
Intermediate Similarity 0.7222 NPC66775
Intermediate Similarity 0.72 NPC226438
Intermediate Similarity 0.7182 NPC9336
Intermediate Similarity 0.7157 NPC161972
Intermediate Similarity 0.7157 NPC303045
Intermediate Similarity 0.7143 NPC474926
Intermediate Similarity 0.7087 NPC25565
Intermediate Similarity 0.7019 NPC311242
Intermediate Similarity 0.7019 NPC475439
Intermediate Similarity 0.7019 NPC473501
Intermediate Similarity 0.7009 NPC474430
Remote Similarity 0.6957 NPC301874
Remote Similarity 0.6931 NPC316108
Remote Similarity 0.6931 NPC172128
Remote Similarity 0.6917 NPC317758
Remote Similarity 0.6889 NPC271732
Remote Similarity 0.686 NPC325013
Remote Similarity 0.6852 NPC471317
Remote Similarity 0.6842 NPC264782
Remote Similarity 0.6829 NPC101372
Remote Similarity 0.6827 NPC58674
Remote Similarity 0.6774 NPC314431
Remote Similarity 0.6733 NPC297532
Remote Similarity 0.6699 NPC245259
Remote Similarity 0.6697 NPC202613
Remote Similarity 0.6697 NPC471310
Remote Similarity 0.6694 NPC259098
Remote Similarity 0.6694 NPC197680
Remote Similarity 0.6636 NPC224610
Remote Similarity 0.6636 NPC88267
Remote Similarity 0.6636 NPC194390
Remote Similarity 0.6636 NPC113326
Remote Similarity 0.6634 NPC473031
Remote Similarity 0.6607 NPC44836
Remote Similarity 0.6598 NPC192623
Remote Similarity 0.6589 NPC159589
Remote Similarity 0.6587 NPC316746
Remote Similarity 0.6585 NPC205946
Remote Similarity 0.6577 NPC313810
Remote Similarity 0.6569 NPC12429
Remote Similarity 0.6569 NPC325441
Remote Similarity 0.6518 NPC327481
Remote Similarity 0.6514 NPC70201
Remote Similarity 0.6508 NPC226662
Remote Similarity 0.6476 NPC323164
Remote Similarity 0.6462 NPC475707
Remote Similarity 0.6446 NPC317564
Remote Similarity 0.6442 NPC191444
Remote Similarity 0.6442 NPC258627
Remote Similarity 0.6436 NPC229477
Remote Similarity 0.6429 NPC278451
Remote Similarity 0.6422 NPC12730
Remote Similarity 0.6412 NPC287358
Remote Similarity 0.6412 NPC166667
Remote Similarity 0.6408 NPC30445
Remote Similarity 0.6406 NPC476685
Remote Similarity 0.6406 NPC476687
Remote Similarity 0.6406 NPC476689
Remote Similarity 0.64 NPC134825
Remote Similarity 0.6396 NPC311660
Remote Similarity 0.6396 NPC164859
Remote Similarity 0.6391 NPC316202
Remote Similarity 0.6389 NPC33168
Remote Similarity 0.6346 NPC176858
Remote Similarity 0.6346 NPC315403
Remote Similarity 0.6339 NPC256838
Remote Similarity 0.6316 NPC243162
Remote Similarity 0.6311 NPC262295
Remote Similarity 0.6308 NPC184437
Remote Similarity 0.6299 NPC471313
Remote Similarity 0.6299 NPC471311
Remote Similarity 0.6296 NPC314287
Remote Similarity 0.6293 NPC319579
Remote Similarity 0.629 NPC328683
Remote Similarity 0.629 NPC283130
Remote Similarity 0.6283 NPC211551
Remote Similarity 0.6279 NPC313466
Remote Similarity 0.6273 NPC75496
Remote Similarity 0.6273 NPC323726
Remote Similarity 0.6261 NPC164802
Remote Similarity 0.625 NPC280807
Remote Similarity 0.625 NPC111233
Remote Similarity 0.6239 NPC329011
Remote Similarity 0.6218 NPC471318
Remote Similarity 0.6216 NPC326792
Remote Similarity 0.6214 NPC203076
Remote Similarity 0.6207 NPC470127
Remote Similarity 0.6204 NPC472242
Remote Similarity 0.6194 NPC472243
Remote Similarity 0.619 NPC107135
Remote Similarity 0.619 NPC173991
Remote Similarity 0.6186 NPC474584
Remote Similarity 0.6172 NPC150863
Remote Similarity 0.6168 NPC108800
Remote Similarity 0.6167 NPC222982
Remote Similarity 0.6154 NPC43655
Remote Similarity 0.6154 NPC329358
Remote Similarity 0.6154 NPC198747
Remote Similarity 0.6148 NPC314113
Remote Similarity 0.614 NPC313362
Remote Similarity 0.6134 NPC35850
Remote Similarity 0.6134 NPC322735
Remote Similarity 0.6134 NPC276949
Remote Similarity 0.6134 NPC314141
Remote Similarity 0.6131 NPC472103
Remote Similarity 0.6126 NPC213774
Remote Similarity 0.6121 NPC302790
Remote Similarity 0.6115 NPC254798
Remote Similarity 0.6111 NPC315632
Remote Similarity 0.6107 NPC324611
Remote Similarity 0.6103 NPC472241
Remote Similarity 0.6098 NPC321869
Remote Similarity 0.6095 NPC262393
Remote Similarity 0.6094 NPC72473
Remote Similarity 0.6094 NPC307437
Remote Similarity 0.6094 NPC58827
Remote Similarity 0.6094 NPC476950
Remote Similarity 0.6087 NPC231705
Remote Similarity 0.6083 NPC118202
Remote Similarity 0.6083 NPC329190
Remote Similarity 0.6083 NPC33742
Remote Similarity 0.6071 NPC469457
Remote Similarity 0.6068 NPC258056
Remote Similarity 0.6066 NPC192209
Remote Similarity 0.6045 NPC126637
Remote Similarity 0.6045 NPC122553
Remote Similarity 0.6043 NPC472100
Remote Similarity 0.6034 NPC20322
Remote Similarity 0.6033 NPC197470
Remote Similarity 0.6033 NPC317254
Remote Similarity 0.6019 NPC265521
Remote Similarity 0.6018 NPC291610
Remote Similarity 0.6017 NPC474149
Remote Similarity 0.6016 NPC229353
Remote Similarity 0.6014 NPC477890
Remote Similarity 0.6 NPC1986
Remote Similarity 0.6 NPC187036
Remote Similarity 0.6 NPC296163
Remote Similarity 0.6 NPC472245
Remote Similarity 0.6 NPC474544
Remote Similarity 0.5984 NPC82963
Remote Similarity 0.5984 NPC2265
Remote Similarity 0.5984 NPC470544
Remote Similarity 0.598 NPC14326
Remote Similarity 0.5971 NPC470824
Remote Similarity 0.5965 NPC178902
Remote Similarity 0.5962 NPC3210
Remote Similarity 0.5952 NPC39818
Remote Similarity 0.5941 NPC309279
Remote Similarity 0.594 NPC297584
Remote Similarity 0.594 NPC91615
Remote Similarity 0.5938 NPC208302
Remote Similarity 0.5935 NPC311737
Remote Similarity 0.5935 NPC38458
Remote Similarity 0.5935 NPC313449
Remote Similarity 0.5935 NPC470545
Remote Similarity 0.5935 NPC169328
Remote Similarity 0.5935 NPC254088
Remote Similarity 0.5929 NPC259678
Remote Similarity 0.592 NPC53596
Remote Similarity 0.592 NPC130931
Remote Similarity 0.592 NPC289330
Remote Similarity 0.592 NPC471308
Remote Similarity 0.592 NPC160120
Remote Similarity 0.592 NPC17388
Remote Similarity 0.592 NPC150323
Remote Similarity 0.5913 NPC275467
Remote Similarity 0.5902 NPC288232
Remote Similarity 0.5899 NPC470403
Remote Similarity 0.5899 NPC470404
Remote Similarity 0.5899 NPC470394
Remote Similarity 0.5897 NPC172170
Remote Similarity 0.5897 NPC142297
Remote Similarity 0.5891 NPC314278
Remote Similarity 0.5887 NPC470546
Remote Similarity 0.5887 NPC314992
Remote Similarity 0.5887 NPC264580
Remote Similarity 0.5887 NPC81561

Drug Structure

External Identifiers

TTD   DAP001082
DrugBank   DB02546
ChEMBL   CHEMBL98
IUPHAR/BPS   6852
PharmaGKB   PA164748224
KEGG Drug  
PubChem CID   5311
ChEBI   45716
CAS Number  149647-78-9

Drug Properties

Molecular Weight  264.15
ALogP  -1.3619
MLogP  2.45
XLogP  4.307
HDA  3
HBD  3
Rotatable Bonds  11
TPSA  85.41
RO5 Violation  0