Drug Information

Drug ID:  NPD6531
Drug Name:  Vilazodone
Molecular Formula:  C26H27N5O2
Canonical SMILES:  N#Cc1ccc2c(c1)c(CCCCN1CCN(CC1)c1ccc3c(c1)cc(o3)C(=N)O)c[nH]2
Standard InCHI:  InChI=1S/C26H27N5O2/c27-16-18-4-6-23-22(13-18)19(17-29-23)3-1-2-8-30-9-11-31(12-10-30)21-5-7-24-20(14-21)15-25(33-24)26(28)32/h4-7,13-15,17,29H,1-3,8-12H2,(H2,28,32)
Standard InCHIKey:  SGEGOXDYSFKCPT-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD6531

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
Intermediate Similarity 0.8226 NPC258048
Intermediate Similarity 0.7823 NPC78609
Intermediate Similarity 0.7806 NPC276657
Intermediate Similarity 0.7778 NPC207686
Intermediate Similarity 0.7699 NPC280799
Intermediate Similarity 0.7698 NPC165964
Intermediate Similarity 0.7692 NPC101350
Intermediate Similarity 0.7652 NPC235685
Intermediate Similarity 0.7589 NPC91868
Intermediate Similarity 0.7589 NPC63971
Intermediate Similarity 0.7581 NPC15801
Intermediate Similarity 0.7579 NPC178858
Intermediate Similarity 0.7563 NPC170114
Intermediate Similarity 0.7549 NPC53534
Intermediate Similarity 0.7542 NPC208284
Intermediate Similarity 0.7529 NPC89549
Intermediate Similarity 0.7521 NPC470549
Intermediate Similarity 0.751 NPC152620
Intermediate Similarity 0.751 NPC6786
Intermediate Similarity 0.75 NPC39370
Intermediate Similarity 0.749 NPC473186
Intermediate Similarity 0.7479 NPC60621
Intermediate Similarity 0.747 NPC208522
Intermediate Similarity 0.7459 NPC476818
Intermediate Similarity 0.7458 NPC27041
Intermediate Similarity 0.7443 NPC132385
Intermediate Similarity 0.7437 NPC219087
Intermediate Similarity 0.7429 NPC470018
Intermediate Similarity 0.7427 NPC264285
Intermediate Similarity 0.7419 NPC196718
Intermediate Similarity 0.7418 NPC229893
Intermediate Similarity 0.7404 NPC300156
Intermediate Similarity 0.7404 NPC45190
Intermediate Similarity 0.7398 NPC478078
Intermediate Similarity 0.7397 NPC74360
Intermediate Similarity 0.7395 NPC9894
Intermediate Similarity 0.7366 NPC150239
Intermediate Similarity 0.7359 NPC227582
Intermediate Similarity 0.7353 NPC11464
Intermediate Similarity 0.7352 NPC475844
Intermediate Similarity 0.7349 NPC49547
Intermediate Similarity 0.7349 NPC102593
Intermediate Similarity 0.7347 NPC122436
Intermediate Similarity 0.7336 NPC198503
Intermediate Similarity 0.7331 NPC477549
Intermediate Similarity 0.7322 NPC87413
Intermediate Similarity 0.7306 NPC16352
Intermediate Similarity 0.73 NPC193238
Intermediate Similarity 0.7295 NPC323969
Intermediate Similarity 0.7295 NPC472099
Intermediate Similarity 0.7291 NPC253675
Intermediate Similarity 0.729 NPC216369
Intermediate Similarity 0.7284 NPC247803
Intermediate Similarity 0.7283 NPC210296
Intermediate Similarity 0.728 NPC478083
Intermediate Similarity 0.728 NPC471304
Intermediate Similarity 0.7279 NPC9482
Intermediate Similarity 0.7273 NPC148183
Intermediate Similarity 0.7273 NPC152768
Intermediate Similarity 0.7273 NPC41679
Intermediate Similarity 0.7265 NPC252338
Intermediate Similarity 0.7265 NPC213308
Intermediate Similarity 0.7265 NPC310118
Intermediate Similarity 0.7262 NPC473187
Intermediate Similarity 0.7261 NPC266931
Intermediate Similarity 0.7258 NPC110151
Intermediate Similarity 0.7258 NPC74575
Intermediate Similarity 0.7255 NPC478081
Intermediate Similarity 0.7253 NPC131887
Intermediate Similarity 0.7253 NPC67288
Intermediate Similarity 0.7248 NPC270515
Intermediate Similarity 0.7243 NPC472285
Intermediate Similarity 0.7227 NPC270918
Intermediate Similarity 0.7227 NPC142385
Intermediate Similarity 0.7224 NPC174760
Intermediate Similarity 0.7222 NPC74413
Intermediate Similarity 0.7218 NPC227908
Intermediate Similarity 0.7216 NPC477066
Intermediate Similarity 0.7216 NPC217554
Intermediate Similarity 0.7215 NPC475070
Intermediate Similarity 0.7214 NPC13603
Intermediate Similarity 0.7213 NPC184408
Intermediate Similarity 0.7213 NPC46561
Intermediate Similarity 0.7211 NPC474192
Intermediate Similarity 0.7211 NPC475720
Intermediate Similarity 0.7209 NPC107836
Intermediate Similarity 0.7208 NPC470020
Intermediate Similarity 0.7205 NPC11408
Intermediate Similarity 0.7203 NPC260900
Intermediate Similarity 0.7203 NPC244543
Intermediate Similarity 0.72 NPC24019
Intermediate Similarity 0.7197 NPC171787
Intermediate Similarity 0.7194 NPC295228
Intermediate Similarity 0.7191 NPC176538
Intermediate Similarity 0.7189 NPC116701
Intermediate Similarity 0.7189 NPC157931
Intermediate Similarity 0.7188 NPC478082
Intermediate Similarity 0.7188 NPC477067
Intermediate Similarity 0.7184 NPC193267
Intermediate Similarity 0.7184 NPC213530
Intermediate Similarity 0.7183 NPC180504
Intermediate Similarity 0.7176 NPC475301
Intermediate Similarity 0.7176 NPC53255
Intermediate Similarity 0.7176 NPC85879
Intermediate Similarity 0.7176 NPC326930
Intermediate Similarity 0.7174 NPC83111
Intermediate Similarity 0.7171 NPC260434
Intermediate Similarity 0.7171 NPC474688
Intermediate Similarity 0.7167 NPC13880
Intermediate Similarity 0.7166 NPC210434
Intermediate Similarity 0.7165 NPC184680
Intermediate Similarity 0.716 NPC194740
Intermediate Similarity 0.716 NPC274640
Intermediate Similarity 0.716 NPC15406
Intermediate Similarity 0.7159 NPC74619
Intermediate Similarity 0.7155 NPC4687
Intermediate Similarity 0.7155 NPC249583
Intermediate Similarity 0.7155 NPC307963
Intermediate Similarity 0.7155 NPC88008
Intermediate Similarity 0.7154 NPC182222
Intermediate Similarity 0.7149 NPC308137
Intermediate Similarity 0.7149 NPC310211
Intermediate Similarity 0.7149 NPC48353
Intermediate Similarity 0.7149 NPC110182
Intermediate Similarity 0.7148 NPC148889
Intermediate Similarity 0.7143 NPC17437
Intermediate Similarity 0.7143 NPC96321
Intermediate Similarity 0.7143 NPC328928
Intermediate Similarity 0.7137 NPC470785
Intermediate Similarity 0.7137 NPC470784
Intermediate Similarity 0.7137 NPC322482
Intermediate Similarity 0.7137 NPC5145
Intermediate Similarity 0.7132 NPC284141
Intermediate Similarity 0.7131 NPC278525
Intermediate Similarity 0.7131 NPC322064
Intermediate Similarity 0.7126 NPC473800
Intermediate Similarity 0.7126 NPC137353
Intermediate Similarity 0.7126 NPC108342
Intermediate Similarity 0.7125 NPC39679
Intermediate Similarity 0.7121 NPC72905
Intermediate Similarity 0.7121 NPC473540
Intermediate Similarity 0.7119 NPC478074
Intermediate Similarity 0.7117 NPC45048
Intermediate Similarity 0.7113 NPC175602
Intermediate Similarity 0.711 NPC478080
Intermediate Similarity 0.7109 NPC475816
Intermediate Similarity 0.7107 NPC82370
Intermediate Similarity 0.7103 NPC474701
Intermediate Similarity 0.7102 NPC304926
Intermediate Similarity 0.7102 NPC169402
Intermediate Similarity 0.7102 NPC476041
Intermediate Similarity 0.7101 NPC223427
Intermediate Similarity 0.7098 NPC184225
Intermediate Similarity 0.7098 NPC189903
Intermediate Similarity 0.7098 NPC182907
Intermediate Similarity 0.7097 NPC144452
Intermediate Similarity 0.7095 NPC61038
Intermediate Similarity 0.7094 NPC251090
Intermediate Similarity 0.7092 NPC314954
Intermediate Similarity 0.7092 NPC252251
Intermediate Similarity 0.709 NPC116238
Intermediate Similarity 0.7085 NPC132642
Intermediate Similarity 0.7085 NPC86078
Intermediate Similarity 0.7085 NPC225279
Intermediate Similarity 0.7083 NPC321428
Intermediate Similarity 0.708 NPC279589
Intermediate Similarity 0.7078 NPC472098
Intermediate Similarity 0.7078 NPC118940
Intermediate Similarity 0.7075 NPC200553
Intermediate Similarity 0.7075 NPC132329
Intermediate Similarity 0.7075 NPC279189
Intermediate Similarity 0.7075 NPC469554
Intermediate Similarity 0.7071 NPC285558
Intermediate Similarity 0.7069 NPC92111
Intermediate Similarity 0.7068 NPC473833
Intermediate Similarity 0.7068 NPC51388
Intermediate Similarity 0.7068 NPC191489
Intermediate Similarity 0.7066 NPC160898
Intermediate Similarity 0.7065 NPC196449
Intermediate Similarity 0.7065 NPC314222
Intermediate Similarity 0.7063 NPC209174
Intermediate Similarity 0.7063 NPC326363
Intermediate Similarity 0.7061 NPC77878
Intermediate Similarity 0.7061 NPC36405
Intermediate Similarity 0.7061 NPC183537
Intermediate Similarity 0.7061 NPC3207
Intermediate Similarity 0.7061 NPC67401
Intermediate Similarity 0.7059 NPC291535
Intermediate Similarity 0.7059 NPC470017
Intermediate Similarity 0.7059 NPC475112
Intermediate Similarity 0.7059 NPC475085
Intermediate Similarity 0.7054 NPC82548
Intermediate Similarity 0.7054 NPC473312
Intermediate Similarity 0.7052 NPC473185
Intermediate Similarity 0.7049 NPC39500
Intermediate Similarity 0.7047 NPC329631
Intermediate Similarity 0.7047 NPC22481
Intermediate Similarity 0.7047 NPC323752
Intermediate Similarity 0.7046 NPC45459
Intermediate Similarity 0.7046 NPC315491

Drug Structure

External Identifiers

TTD   DCL001036
DrugBank   DB06684
ChEMBL   CHEMBL439849
IUPHAR/BPS   7427
PharmaGKB  
KEGG Drug   D09698
PubChem CID   6918314
ChEBI   70707
CAS Number  163521-12-8

Drug Properties

Molecular Weight  441.22
ALogP  -1.0506
MLogP  3.55
XLogP  3.848
HDA  6
HBD  3
Rotatable Bonds  8
TPSA  103.28
RO5 Violation  0