Drug Information

Drug ID:  NPD291
Drug Name:  Guaifenesin
Molecular Formula:  C10H14O4
Canonical SMILES:  OCC(COc1ccccc1OC)O
Standard InCHI:  InChI=1S/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3
Standard InCHIKey:  HSRJKNPTNIJEKV-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD291

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 0.9175 NPC314803
High Similarity 0.9043 NPC318429
High Similarity 0.8763 NPC114325
High Similarity 0.8723 NPC206876
High Similarity 0.8641 NPC41594
High Similarity 0.8558 NPC194034
Intermediate Similarity 0.8491 NPC46844
Intermediate Similarity 0.8455 NPC9248
Intermediate Similarity 0.8378 NPC228907
Intermediate Similarity 0.8365 NPC307875
Intermediate Similarity 0.8241 NPC55300
Intermediate Similarity 0.8235 NPC132725
Intermediate Similarity 0.819 NPC17537
Intermediate Similarity 0.8165 NPC165646
Intermediate Similarity 0.8158 NPC276195
Intermediate Similarity 0.8113 NPC232654
Intermediate Similarity 0.8073 NPC78918
Intermediate Similarity 0.8073 NPC139617
Intermediate Similarity 0.8037 NPC227894
Intermediate Similarity 0.8037 NPC258171
Intermediate Similarity 0.8037 NPC124712
Intermediate Similarity 0.8034 NPC25817
Intermediate Similarity 0.8034 NPC114901
Intermediate Similarity 0.8034 NPC221090
Intermediate Similarity 0.8034 NPC293701
Intermediate Similarity 0.8034 NPC48990
Intermediate Similarity 0.8018 NPC142319
Intermediate Similarity 0.8017 NPC152722
Intermediate Similarity 0.8017 NPC71090
Intermediate Similarity 0.7982 NPC137685
Intermediate Similarity 0.7982 NPC24474
Intermediate Similarity 0.7982 NPC135961
Intermediate Similarity 0.7982 NPC311595
Intermediate Similarity 0.7949 NPC217854
Intermediate Similarity 0.7949 NPC192810
Intermediate Similarity 0.7931 NPC470804
Intermediate Similarity 0.7925 NPC108875
Intermediate Similarity 0.7925 NPC38079
Intermediate Similarity 0.7913 NPC35071
Intermediate Similarity 0.7913 NPC177475
Intermediate Similarity 0.7913 NPC148615
Intermediate Similarity 0.7905 NPC51633
Intermediate Similarity 0.7899 NPC298845
Intermediate Similarity 0.7895 NPC474214
Intermediate Similarity 0.7895 NPC255675
Intermediate Similarity 0.789 NPC36108
Intermediate Similarity 0.789 NPC246358
Intermediate Similarity 0.789 NPC7097
Intermediate Similarity 0.789 NPC233731
Intermediate Similarity 0.7881 NPC94276
Intermediate Similarity 0.7881 NPC109822
Intermediate Similarity 0.7879 NPC157213
Intermediate Similarity 0.7872 NPC124576
Intermediate Similarity 0.7863 NPC209567
Intermediate Similarity 0.785 NPC470393
Intermediate Similarity 0.7845 NPC199023
Intermediate Similarity 0.7838 NPC115379
Intermediate Similarity 0.7835 NPC23837
Intermediate Similarity 0.7835 NPC125306
Intermediate Similarity 0.7833 NPC163332
Intermediate Similarity 0.7833 NPC183181
Intermediate Similarity 0.7833 NPC147821
Intermediate Similarity 0.7833 NPC474119
Intermediate Similarity 0.7833 NPC118787
Intermediate Similarity 0.7833 NPC111247
Intermediate Similarity 0.7833 NPC41706
Intermediate Similarity 0.7833 NPC37074
Intermediate Similarity 0.7833 NPC292056
Intermediate Similarity 0.7833 NPC319625
Intermediate Similarity 0.783 NPC192596
Intermediate Similarity 0.7826 NPC320987
Intermediate Similarity 0.7826 NPC474320
Intermediate Similarity 0.7826 NPC181969
Intermediate Similarity 0.7815 NPC194519
Intermediate Similarity 0.7807 NPC164386
Intermediate Similarity 0.7778 NPC473853
Intermediate Similarity 0.7778 NPC473653
Intermediate Similarity 0.7778 NPC312675
Intermediate Similarity 0.7778 NPC184651
Intermediate Similarity 0.7778 NPC343720
Intermediate Similarity 0.7778 NPC262156
Intermediate Similarity 0.7778 NPC127389
Intermediate Similarity 0.7778 NPC113865
Intermediate Similarity 0.7778 NPC54872
Intermediate Similarity 0.7778 NPC324571
Intermediate Similarity 0.7778 NPC470212
Intermediate Similarity 0.7778 NPC476343
Intermediate Similarity 0.7778 NPC290451
Intermediate Similarity 0.7769 NPC247146
Intermediate Similarity 0.7769 NPC302378
Intermediate Similarity 0.7768 NPC301735
Intermediate Similarity 0.7759 NPC229401
Intermediate Similarity 0.775 NPC178284
Intermediate Similarity 0.775 NPC189589
Intermediate Similarity 0.775 NPC191037
Intermediate Similarity 0.775 NPC469622
Intermediate Similarity 0.775 NPC58607
Intermediate Similarity 0.775 NPC171533
Intermediate Similarity 0.7748 NPC8547
Intermediate Similarity 0.7748 NPC195873
Intermediate Similarity 0.7748 NPC156840
Intermediate Similarity 0.7748 NPC257124
Intermediate Similarity 0.7748 NPC173746
Intermediate Similarity 0.7736 NPC12714
Intermediate Similarity 0.7736 NPC310905
Intermediate Similarity 0.7719 NPC221049
Intermediate Similarity 0.7714 NPC307039
Intermediate Similarity 0.7714 NPC100870
Intermediate Similarity 0.7706 NPC251306
Intermediate Similarity 0.7705 NPC166040
Intermediate Similarity 0.7705 NPC218856
Intermediate Similarity 0.7705 NPC226788
Intermediate Similarity 0.7705 NPC270849
Intermediate Similarity 0.7705 NPC285339
Intermediate Similarity 0.7705 NPC273295
Intermediate Similarity 0.7705 NPC190629
Intermediate Similarity 0.7705 NPC248355
Intermediate Similarity 0.7705 NPC470258
Intermediate Similarity 0.7705 NPC5851
Intermediate Similarity 0.7705 NPC222004
Intermediate Similarity 0.7705 NPC26653
Intermediate Similarity 0.7705 NPC202582
Intermediate Similarity 0.7705 NPC3439
Intermediate Similarity 0.7705 NPC86030
Intermediate Similarity 0.7705 NPC210623
Intermediate Similarity 0.7692 NPC207613
Intermediate Similarity 0.7685 NPC8302
Intermediate Similarity 0.7672 NPC37858
Intermediate Similarity 0.767 NPC16649
Intermediate Similarity 0.7652 NPC151617
Intermediate Similarity 0.7652 NPC76915
Intermediate Similarity 0.7642 NPC80600
Intermediate Similarity 0.7642 NPC60756
Intermediate Similarity 0.7642 NPC472024
Intermediate Similarity 0.7642 NPC472338
Intermediate Similarity 0.7624 NPC302546
Intermediate Similarity 0.7623 NPC72529
Intermediate Similarity 0.7607 NPC469708
Intermediate Similarity 0.7607 NPC60589
Intermediate Similarity 0.7607 NPC202474
Intermediate Similarity 0.7593 NPC292792
Intermediate Similarity 0.7589 NPC245552
Intermediate Similarity 0.7586 NPC124916
Intermediate Similarity 0.7586 NPC101503
Intermediate Similarity 0.7586 NPC63083
Intermediate Similarity 0.7586 NPC329980
Intermediate Similarity 0.7586 NPC474040
Intermediate Similarity 0.7583 NPC74478
Intermediate Similarity 0.7581 NPC469625
Intermediate Similarity 0.7581 NPC472597
Intermediate Similarity 0.7581 NPC469613
Intermediate Similarity 0.7581 NPC30043
Intermediate Similarity 0.7581 NPC287780
Intermediate Similarity 0.7568 NPC474272
Intermediate Similarity 0.7565 NPC290470
Intermediate Similarity 0.7565 NPC154256
Intermediate Similarity 0.7542 NPC204466
Intermediate Similarity 0.7542 NPC269242
Intermediate Similarity 0.7542 NPC469412
Intermediate Similarity 0.7542 NPC198734
Intermediate Similarity 0.7541 NPC469621
Intermediate Similarity 0.7525 NPC47422
Intermediate Similarity 0.7521 NPC214289
Intermediate Similarity 0.7521 NPC163036
Intermediate Similarity 0.752 NPC7903
Intermediate Similarity 0.752 NPC35932
Intermediate Similarity 0.752 NPC162093
Intermediate Similarity 0.752 NPC184447
Intermediate Similarity 0.752 NPC160991
Intermediate Similarity 0.752 NPC16208
Intermediate Similarity 0.75 NPC471693
Intermediate Similarity 0.75 NPC469612
Intermediate Similarity 0.75 NPC165375
Intermediate Similarity 0.75 NPC293619
Intermediate Similarity 0.75 NPC280704
Intermediate Similarity 0.75 NPC305205
Intermediate Similarity 0.75 NPC469614
Intermediate Similarity 0.75 NPC259638
Intermediate Similarity 0.75 NPC39793
Intermediate Similarity 0.75 NPC86947
Intermediate Similarity 0.75 NPC208769
Intermediate Similarity 0.75 NPC220598
Intermediate Similarity 0.748 NPC474178
Intermediate Similarity 0.748 NPC245826
Intermediate Similarity 0.748 NPC19694
Intermediate Similarity 0.748 NPC252307
Intermediate Similarity 0.748 NPC470084
Intermediate Similarity 0.7479 NPC145780
Intermediate Similarity 0.7479 NPC70752
Intermediate Similarity 0.7479 NPC49341
Intermediate Similarity 0.7479 NPC57751
Intermediate Similarity 0.7479 NPC226712
Intermediate Similarity 0.746 NPC475840
Intermediate Similarity 0.746 NPC25821
Intermediate Similarity 0.746 NPC263064
Intermediate Similarity 0.746 NPC49074
Intermediate Similarity 0.746 NPC60982
Intermediate Similarity 0.7459 NPC206882
Intermediate Similarity 0.7458 NPC2058
Intermediate Similarity 0.7458 NPC232084

Drug Structure

External Identifiers

TTD  
DrugBank   DB00874
ChEMBL   CHEMBL980
IUPHAR/BPS   7617
PharmaGKB   PA449818
KEGG Drug   D00337
PubChem CID  
ChEBI   5551
CAS Number  93-14-1

Drug Properties

Molecular Weight  198.09
ALogP  -1.1537
MLogP  2.12
XLogP  0.527
HDA  2
HBD  2
Rotatable Bonds  8
TPSA  58.92
RO5 Violation  0