Drug Information

Drug ID:  NPD1104
Drug Name:  Probenecid
Molecular Formula:  C13H19NO4S
Canonical SMILES:  CCCN(S(=O)(=O)c1ccc(cc1)C(=O)O)CCC
Standard InCHI:  InChI=1S/C13H19NO4S/c1-3-9-14(10-4-2)19(17,18)12-7-5-11(6-8-12)13(15)16/h5-8H,3-4,9-10H2,1-2H3,(H,15,16)
Standard InCHIKey:  DBABZHXKTCFAPX-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1104

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 0.7565 NPC253423
Intermediate Similarity 0.75 NPC229242
Intermediate Similarity 0.75 NPC62765
Intermediate Similarity 0.7478 NPC61944
Intermediate Similarity 0.7436 NPC217621
Intermediate Similarity 0.7311 NPC304873
Intermediate Similarity 0.7311 NPC284477
Intermediate Similarity 0.7311 NPC25458
Intermediate Similarity 0.7288 NPC228435
Intermediate Similarity 0.7227 NPC282895
Intermediate Similarity 0.7155 NPC261181
Intermediate Similarity 0.7154 NPC249811
Intermediate Similarity 0.7143 NPC318107
Intermediate Similarity 0.7131 NPC105899
Intermediate Similarity 0.7107 NPC255676
Intermediate Similarity 0.7097 NPC85493
Intermediate Similarity 0.7094 NPC130398
Intermediate Similarity 0.7063 NPC321852
Intermediate Similarity 0.7059 NPC78701
Intermediate Similarity 0.7059 NPC35448
Intermediate Similarity 0.7037 NPC179468
Intermediate Similarity 0.7015 NPC285394
Intermediate Similarity 0.7 NPC203925
Intermediate Similarity 0.7 NPC325497
Intermediate Similarity 0.7 NPC146351
Remote Similarity 0.6992 NPC26285
Remote Similarity 0.6984 NPC260818
Remote Similarity 0.6984 NPC476003
Remote Similarity 0.6975 NPC92754
Remote Similarity 0.6975 NPC276775
Remote Similarity 0.6975 NPC249912
Remote Similarity 0.6967 NPC301943
Remote Similarity 0.6967 NPC474365
Remote Similarity 0.6953 NPC153053
Remote Similarity 0.6929 NPC66208
Remote Similarity 0.6929 NPC181390
Remote Similarity 0.6917 NPC225060
Remote Similarity 0.6861 NPC305717
Remote Similarity 0.6838 NPC110704
Remote Similarity 0.6829 NPC291426
Remote Similarity 0.6825 NPC318327
Remote Similarity 0.6822 NPC474363
Remote Similarity 0.6803 NPC70624
Remote Similarity 0.6803 NPC328793
Remote Similarity 0.6774 NPC31786
Remote Similarity 0.6774 NPC324786
Remote Similarity 0.6769 NPC186933
Remote Similarity 0.675 NPC3371
Remote Similarity 0.6748 NPC188895
Remote Similarity 0.6746 NPC56493
Remote Similarity 0.6726 NPC285773
Remote Similarity 0.6721 NPC118343
Remote Similarity 0.672 NPC269457
Remote Similarity 0.6714 NPC314098
Remote Similarity 0.6693 NPC17417
Remote Similarity 0.6693 NPC469636
Remote Similarity 0.6693 NPC10251
Remote Similarity 0.6692 NPC211421
Remote Similarity 0.6667 NPC187913
Remote Similarity 0.6667 NPC474314
Remote Similarity 0.6667 NPC42211
Remote Similarity 0.6667 NPC184658
Remote Similarity 0.6667 NPC119271
Remote Similarity 0.6667 NPC65310
Remote Similarity 0.6667 NPC158282
Remote Similarity 0.6642 NPC472708
Remote Similarity 0.6641 NPC93084
Remote Similarity 0.6641 NPC95172
Remote Similarity 0.6641 NPC251854
Remote Similarity 0.6641 NPC196246
Remote Similarity 0.6641 NPC174099
Remote Similarity 0.6641 NPC81808
Remote Similarity 0.6641 NPC214067
Remote Similarity 0.664 NPC249067
Remote Similarity 0.6639 NPC210529
Remote Similarity 0.6639 NPC160548
Remote Similarity 0.6639 NPC175852
Remote Similarity 0.6638 NPC322387
Remote Similarity 0.6617 NPC160199
Remote Similarity 0.6615 NPC272524
Remote Similarity 0.6614 NPC29883
Remote Similarity 0.6614 NPC34715
Remote Similarity 0.6614 NPC226699
Remote Similarity 0.6613 NPC318154
Remote Similarity 0.661 NPC70940
Remote Similarity 0.661 NPC274455
Remote Similarity 0.661 NPC86670
Remote Similarity 0.6594 NPC205946
Remote Similarity 0.6589 NPC1082
Remote Similarity 0.6589 NPC474057
Remote Similarity 0.6589 NPC305912
Remote Similarity 0.6587 NPC209632
Remote Similarity 0.6581 NPC329064
Remote Similarity 0.6573 NPC253476
Remote Similarity 0.6567 NPC273282
Remote Similarity 0.6567 NPC474890
Remote Similarity 0.6567 NPC161943
Remote Similarity 0.6562 NPC224584
Remote Similarity 0.6562 NPC100551
Remote Similarity 0.6562 NPC474364
Remote Similarity 0.656 NPC160382
Remote Similarity 0.656 NPC329556
Remote Similarity 0.6544 NPC165197
Remote Similarity 0.6541 NPC83718
Remote Similarity 0.6541 NPC131192
Remote Similarity 0.6541 NPC128825
Remote Similarity 0.6541 NPC158157
Remote Similarity 0.6538 NPC270699
Remote Similarity 0.6538 NPC82899
Remote Similarity 0.6535 NPC37622
Remote Similarity 0.6535 NPC30594
Remote Similarity 0.6535 NPC6984
Remote Similarity 0.6532 NPC52472
Remote Similarity 0.6531 NPC43477
Remote Similarity 0.6522 NPC44546
Remote Similarity 0.6519 NPC328459
Remote Similarity 0.6519 NPC319950
Remote Similarity 0.6519 NPC90522
Remote Similarity 0.6515 NPC306740
Remote Similarity 0.6515 NPC476357
Remote Similarity 0.6512 NPC216122
Remote Similarity 0.6512 NPC158854
Remote Similarity 0.6508 NPC114594
Remote Similarity 0.6508 NPC329282
Remote Similarity 0.6507 NPC238412
Remote Similarity 0.6504 NPC322598
Remote Similarity 0.6503 NPC313663
Remote Similarity 0.6496 NPC142577
Remote Similarity 0.6496 NPC167323
Remote Similarity 0.6496 NPC269923
Remote Similarity 0.6496 NPC25168
Remote Similarity 0.6493 NPC240664
Remote Similarity 0.6489 NPC17693
Remote Similarity 0.6484 NPC141523
Remote Similarity 0.6484 NPC211439
Remote Similarity 0.648 NPC45613
Remote Similarity 0.6475 NPC317400
Remote Similarity 0.6471 NPC72977
Remote Similarity 0.6462 NPC474157
Remote Similarity 0.646 NPC127343
Remote Similarity 0.6457 NPC476198
Remote Similarity 0.6457 NPC13495
Remote Similarity 0.6457 NPC67043
Remote Similarity 0.6452 NPC245561
Remote Similarity 0.6452 NPC12730
Remote Similarity 0.6449 NPC297193
Remote Similarity 0.6444 NPC94637
Remote Similarity 0.6444 NPC229353
Remote Similarity 0.6444 NPC94298
Remote Similarity 0.6444 NPC27633
Remote Similarity 0.6439 NPC237366
Remote Similarity 0.6439 NPC307651
Remote Similarity 0.6439 NPC242136
Remote Similarity 0.6438 NPC281104
Remote Similarity 0.6435 NPC44830
Remote Similarity 0.6435 NPC288903
Remote Similarity 0.6434 NPC265407
Remote Similarity 0.6434 NPC269023
Remote Similarity 0.6434 NPC83628
Remote Similarity 0.6434 NPC99846
Remote Similarity 0.6429 NPC60679
Remote Similarity 0.6429 NPC13426
Remote Similarity 0.6429 NPC89886
Remote Similarity 0.6423 NPC56634
Remote Similarity 0.6423 NPC289201
Remote Similarity 0.6412 NPC228609
Remote Similarity 0.6403 NPC85511
Remote Similarity 0.6403 NPC477153
Remote Similarity 0.6397 NPC61779
Remote Similarity 0.6391 NPC210092
Remote Similarity 0.6391 NPC474685
Remote Similarity 0.6387 NPC173443
Remote Similarity 0.6371 NPC179411
Remote Similarity 0.6371 NPC140619
Remote Similarity 0.637 NPC125252
Remote Similarity 0.6364 NPC161611
Remote Similarity 0.6364 NPC128368
Remote Similarity 0.6357 NPC117794
Remote Similarity 0.6357 NPC4974
Remote Similarity 0.6357 NPC156648
Remote Similarity 0.6356 NPC198747
Remote Similarity 0.6356 NPC194326
Remote Similarity 0.635 NPC130931
Remote Similarity 0.635 NPC150323
Remote Similarity 0.6341 NPC246679
Remote Similarity 0.6336 NPC210089
Remote Similarity 0.6336 NPC116842
Remote Similarity 0.6333 NPC258627
Remote Similarity 0.6331 NPC67300
Remote Similarity 0.6331 NPC472703
Remote Similarity 0.6331 NPC311219
Remote Similarity 0.6331 NPC223351
Remote Similarity 0.6331 NPC475192
Remote Similarity 0.6328 NPC472919
Remote Similarity 0.6325 NPC294134
Remote Similarity 0.6325 NPC95965
Remote Similarity 0.632 NPC280869
Remote Similarity 0.6316 NPC11824
Remote Similarity 0.6316 NPC223004
Remote Similarity 0.6316 NPC309808

Drug Structure

External Identifiers

TTD   DAP001292
DrugBank   DB01032
ChEMBL   CHEMBL897
IUPHAR/BPS   4357
PharmaGKB   PA451106
KEGG Drug   D00475
PubChem CID   4911
ChEBI   8426
CAS Number  57-66-9

Drug Properties

Molecular Weight  285.10
ALogP  -1.6265
MLogP  2.23
XLogP  2.308
HDA  5
HBD  1
Rotatable Bonds  10
TPSA  83.06
RO5 Violation  0