Drug Information

Drug ID:  NPD2443
Drug Name:  Alosetron
Molecular Formula:  C17H18N4O
Canonical SMILES:  O=C1N(CCc2c1c1ccccc1n2C)Cc1[nH]cnc1C
Standard InCHI:  InChI=1S/C17H18N4O/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2/h3-6,10H,7-9H2,1-2H3,(H,18,19)
Standard InCHIKey:  JSWZEAMFRNKZNL-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD2443

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 0.8872 NPC116555
High Similarity 0.8522 NPC267811
Intermediate Similarity 0.8291 NPC317701
Intermediate Similarity 0.8272 NPC17273
Intermediate Similarity 0.8272 NPC141612
Intermediate Similarity 0.8272 NPC135601
Intermediate Similarity 0.8168 NPC21429
Intermediate Similarity 0.8051 NPC324091
Intermediate Similarity 0.8031 NPC133003
Intermediate Similarity 0.802 NPC326422
Intermediate Similarity 0.8019 NPC282247
Intermediate Similarity 0.801 NPC16659
Intermediate Similarity 0.801 NPC476460
Intermediate Similarity 0.8009 NPC267078
Intermediate Similarity 0.8009 NPC935
Intermediate Similarity 0.7972 NPC474357
Intermediate Similarity 0.7969 NPC191415
Intermediate Similarity 0.7963 NPC470323
Intermediate Similarity 0.7958 NPC265710
Intermediate Similarity 0.7938 NPC99939
Intermediate Similarity 0.7938 NPC308931
Intermediate Similarity 0.7927 NPC470205
Intermediate Similarity 0.7906 NPC240088
Intermediate Similarity 0.7906 NPC473380
Intermediate Similarity 0.7887 NPC477003
Intermediate Similarity 0.7835 NPC102755
Intermediate Similarity 0.776 NPC151635
Intermediate Similarity 0.7754 NPC470203
Intermediate Similarity 0.7752 NPC69843
Intermediate Similarity 0.772 NPC284775
Intermediate Similarity 0.7714 NPC153980
Intermediate Similarity 0.7714 NPC6865
Intermediate Similarity 0.7701 NPC470204
Intermediate Similarity 0.7692 NPC71238
Intermediate Similarity 0.7673 NPC79356
Intermediate Similarity 0.7673 NPC102592
Intermediate Similarity 0.7667 NPC72956
Intermediate Similarity 0.7662 NPC304203
Intermediate Similarity 0.7656 NPC161861
Intermediate Similarity 0.7641 NPC88110
Intermediate Similarity 0.7598 NPC474389
Intermediate Similarity 0.7583 NPC54981
Intermediate Similarity 0.7576 NPC476341
Intermediate Similarity 0.7548 NPC473376
Intermediate Similarity 0.7547 NPC470702
Intermediate Similarity 0.7547 NPC473218
Intermediate Similarity 0.7547 NPC471194
Intermediate Similarity 0.7547 NPC471193
Intermediate Similarity 0.7545 NPC156003
Intermediate Similarity 0.7539 NPC56233
Intermediate Similarity 0.7526 NPC478184
Intermediate Similarity 0.7526 NPC317054
Intermediate Similarity 0.7523 NPC471192
Intermediate Similarity 0.7512 NPC470703
Intermediate Similarity 0.7487 NPC476219
Intermediate Similarity 0.7487 NPC476297
Intermediate Similarity 0.7476 NPC237414
Intermediate Similarity 0.7463 NPC167710
Intermediate Similarity 0.7447 NPC74619
Intermediate Similarity 0.7435 NPC478182
Intermediate Similarity 0.7421 NPC122141
Intermediate Similarity 0.7413 NPC17059
Intermediate Similarity 0.7411 NPC11126
Intermediate Similarity 0.7402 NPC474180
Intermediate Similarity 0.7402 NPC188821
Intermediate Similarity 0.7396 NPC42372
Intermediate Similarity 0.7393 NPC243850
Intermediate Similarity 0.7391 NPC153123
Intermediate Similarity 0.7391 NPC475914
Intermediate Similarity 0.7391 NPC470440
Intermediate Similarity 0.7391 NPC268744
Intermediate Similarity 0.7391 NPC477004
Intermediate Similarity 0.7391 NPC220797
Intermediate Similarity 0.7391 NPC474318
Intermediate Similarity 0.7391 NPC201266
Intermediate Similarity 0.7385 NPC252572
Intermediate Similarity 0.7371 NPC471943
Intermediate Similarity 0.7361 NPC470731
Intermediate Similarity 0.7361 NPC470732
Intermediate Similarity 0.7358 NPC114637
Intermediate Similarity 0.7356 NPC269203
Intermediate Similarity 0.7356 NPC166209
Intermediate Similarity 0.7356 NPC13456
Intermediate Similarity 0.7356 NPC77241
Intermediate Similarity 0.735 NPC228835
Intermediate Similarity 0.7347 NPC293216
Intermediate Similarity 0.7346 NPC471191
Intermediate Similarity 0.7344 NPC21174
Intermediate Similarity 0.7344 NPC271797
Intermediate Similarity 0.7336 NPC295452
Intermediate Similarity 0.7336 NPC171393
Intermediate Similarity 0.7331 NPC63109
Intermediate Similarity 0.7297 NPC204141
Intermediate Similarity 0.7291 NPC473666
Intermediate Similarity 0.7286 NPC91179
Intermediate Similarity 0.7277 NPC293487
Intermediate Similarity 0.7277 NPC476527
Intermediate Similarity 0.7273 NPC321911
Intermediate Similarity 0.7269 NPC54744
Intermediate Similarity 0.7259 NPC469529
Intermediate Similarity 0.7254 NPC317105
Intermediate Similarity 0.725 NPC307191
Intermediate Similarity 0.7219 NPC469811
Intermediate Similarity 0.7219 NPC201380
Intermediate Similarity 0.7219 NPC179787
Intermediate Similarity 0.7207 NPC476817
Intermediate Similarity 0.7202 NPC322064
Intermediate Similarity 0.72 NPC40530
Intermediate Similarity 0.72 NPC314281
Intermediate Similarity 0.7192 NPC62749
Intermediate Similarity 0.7192 NPC94752
Intermediate Similarity 0.7188 NPC300238
Intermediate Similarity 0.7184 NPC272458
Intermediate Similarity 0.7179 NPC478183
Intermediate Similarity 0.7174 NPC115611
Intermediate Similarity 0.7166 NPC63545
Intermediate Similarity 0.7164 NPC470677
Intermediate Similarity 0.7162 NPC312942
Intermediate Similarity 0.7162 NPC327095
Intermediate Similarity 0.7158 NPC325903
Intermediate Similarity 0.7136 NPC280852
Intermediate Similarity 0.713 NPC229893
Intermediate Similarity 0.713 NPC40455
Intermediate Similarity 0.7129 NPC227582
Intermediate Similarity 0.7122 NPC213629
Intermediate Similarity 0.7116 NPC266249
Intermediate Similarity 0.7113 NPC214106
Intermediate Similarity 0.7113 NPC478185
Intermediate Similarity 0.7113 NPC194881
Intermediate Similarity 0.7113 NPC225018
Intermediate Similarity 0.7107 NPC91895
Intermediate Similarity 0.7098 NPC19170
Intermediate Similarity 0.7097 NPC320968
Intermediate Similarity 0.7095 NPC131887
Intermediate Similarity 0.7094 NPC467063
Intermediate Similarity 0.7092 NPC49217
Intermediate Similarity 0.7074 NPC478186
Intermediate Similarity 0.7072 NPC323969
Intermediate Similarity 0.7072 NPC272174
Intermediate Similarity 0.707 NPC54420
Intermediate Similarity 0.7062 NPC74413
Intermediate Similarity 0.7053 NPC53947
Intermediate Similarity 0.7051 NPC123839
Intermediate Similarity 0.7048 NPC475286
Intermediate Similarity 0.7048 NPC174281
Intermediate Similarity 0.7047 NPC236711
Intermediate Similarity 0.7045 NPC147983
Intermediate Similarity 0.7045 NPC177996
Intermediate Similarity 0.7044 NPC117027
Intermediate Similarity 0.7041 NPC115232
Intermediate Similarity 0.7039 NPC321708
Intermediate Similarity 0.7037 NPC114209
Intermediate Similarity 0.7035 NPC476491
Intermediate Similarity 0.7033 NPC294693
Intermediate Similarity 0.7028 NPC252338
Intermediate Similarity 0.702 NPC32534
Intermediate Similarity 0.7014 NPC238945
Intermediate Similarity 0.7014 NPC474916
Intermediate Similarity 0.7014 NPC171317
Intermediate Similarity 0.701 NPC108011
Intermediate Similarity 0.701 NPC92796
Intermediate Similarity 0.701 NPC135141
Intermediate Similarity 0.7005 NPC478158
Intermediate Similarity 0.7005 NPC162860
Intermediate Similarity 0.7004 NPC297862
Intermediate Similarity 0.7 NPC477979
Remote Similarity 0.6996 NPC474195
Remote Similarity 0.6995 NPC469308
Remote Similarity 0.6995 NPC471944
Remote Similarity 0.6984 NPC143872
Remote Similarity 0.6984 NPC288838
Remote Similarity 0.6982 NPC475736
Remote Similarity 0.6981 NPC19696
Remote Similarity 0.6981 NPC136957
Remote Similarity 0.6981 NPC293917
Remote Similarity 0.6981 NPC81535
Remote Similarity 0.6979 NPC200214
Remote Similarity 0.6974 NPC477175
Remote Similarity 0.6974 NPC470680
Remote Similarity 0.6974 NPC100104
Remote Similarity 0.6974 NPC470730
Remote Similarity 0.6974 NPC477176
Remote Similarity 0.6974 NPC470729
Remote Similarity 0.6971 NPC210123
Remote Similarity 0.6964 NPC474896
Remote Similarity 0.6963 NPC260900
Remote Similarity 0.6948 NPC77101
Remote Similarity 0.6947 NPC474196
Remote Similarity 0.6946 NPC73994
Remote Similarity 0.6943 NPC474877
Remote Similarity 0.6943 NPC475969
Remote Similarity 0.6943 NPC475859
Remote Similarity 0.6943 NPC477177
Remote Similarity 0.6939 NPC242116
Remote Similarity 0.6938 NPC216550
Remote Similarity 0.6934 NPC67288
Remote Similarity 0.6933 NPC220851
Remote Similarity 0.6933 NPC31097
Remote Similarity 0.6927 NPC110158
Remote Similarity 0.6927 NPC472260

Drug Structure

External Identifiers

TTD   DAP000369
DrugBank   DB00969
ChEMBL   CHEMBL1110
IUPHAR/BPS   2296
PharmaGKB   PA164745502
KEGG Drug  
PubChem CID   2099
ChEBI   253342
CAS Number  122852-42-0

Drug Properties

Molecular Weight  294.15
ALogP  -0.765
MLogP  2.78
XLogP  2.332
HDA  5
HBD  1
Rotatable Bonds  4
TPSA  53.92
RO5 Violation  0