Drug Information

Drug ID:  NPD226
Drug Name:  Phenylbutanoic Acid
Molecular Formula:  C10H12O2
Canonical SMILES:  OC(=O)CCCc1ccccc1
Standard InCHI:  InChI=1S/C10H12O2/c11-10(12)8-4-7-9-5-2-1-3-6-9/h1-3,5-6H,4,7-8H2,(H,11,12)
Standard InCHIKey:  OBKXEAXTFZPCHS-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD226

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 0.9867 NPC127343
High Similarity 0.9487 NPC285773
High Similarity 0.9487 NPC44830
High Similarity 0.925 NPC95965
High Similarity 0.9146 NPC329064
High Similarity 0.9024 NPC322387
High Similarity 0.8765 NPC288903
High Similarity 0.8706 NPC70940
High Similarity 0.8706 NPC274455
High Similarity 0.8706 NPC86670
High Similarity 0.8605 NPC317645
High Similarity 0.8554 NPC294134
High Similarity 0.8553 NPC155429
High Similarity 0.8523 NPC172925
High Similarity 0.8506 NPC323164
Intermediate Similarity 0.8391 NPC86987
Intermediate Similarity 0.8391 NPC110704
Intermediate Similarity 0.8333 NPC324569
Intermediate Similarity 0.8256 NPC477704
Intermediate Similarity 0.8256 NPC477693
Intermediate Similarity 0.8242 NPC271475
Intermediate Similarity 0.8193 NPC323103
Intermediate Similarity 0.8171 NPC121800
Intermediate Similarity 0.8161 NPC9822
Intermediate Similarity 0.8152 NPC217621
Intermediate Similarity 0.8132 NPC10781
Intermediate Similarity 0.8132 NPC477767
Intermediate Similarity 0.8132 NPC293628
Intermediate Similarity 0.8132 NPC253423
Intermediate Similarity 0.8132 NPC122493
Intermediate Similarity 0.8095 NPC270507
Intermediate Similarity 0.8077 NPC208302
Intermediate Similarity 0.8077 NPC74458
Intermediate Similarity 0.8068 NPC84288
Intermediate Similarity 0.8068 NPC62765
Intermediate Similarity 0.8065 NPC225079
Intermediate Similarity 0.8065 NPC136810
Intermediate Similarity 0.8065 NPC264728
Intermediate Similarity 0.8065 NPC133809
Intermediate Similarity 0.8065 NPC128248
Intermediate Similarity 0.8065 NPC94487
Intermediate Similarity 0.8049 NPC170484
Intermediate Similarity 0.8043 NPC229242
Intermediate Similarity 0.8043 NPC210529
Intermediate Similarity 0.8043 NPC175852
Intermediate Similarity 0.8043 NPC160548
Intermediate Similarity 0.8022 NPC61944
Intermediate Similarity 0.8022 NPC261947
Intermediate Similarity 0.7979 NPC304873
Intermediate Similarity 0.7979 NPC474820
Intermediate Similarity 0.7979 NPC475978
Intermediate Similarity 0.7979 NPC25458
Intermediate Similarity 0.7978 NPC187725
Intermediate Similarity 0.7978 NPC141607
Intermediate Similarity 0.7976 NPC103387
Intermediate Similarity 0.7975 NPC285679
Intermediate Similarity 0.7975 NPC271437
Intermediate Similarity 0.7957 NPC245561
Intermediate Similarity 0.7957 NPC12730
Intermediate Similarity 0.7895 NPC255676
Intermediate Similarity 0.7895 NPC329556
Intermediate Similarity 0.7875 NPC108218
Intermediate Similarity 0.7875 NPC208075
Intermediate Similarity 0.7872 NPC52472
Intermediate Similarity 0.7849 NPC120393
Intermediate Similarity 0.7841 NPC325441
Intermediate Similarity 0.7826 NPC469893
Intermediate Similarity 0.7816 NPC318107
Intermediate Similarity 0.7802 NPC34243
Intermediate Similarity 0.7791 NPC44546
Intermediate Similarity 0.7789 NPC284477
Intermediate Similarity 0.7778 NPC206800
Intermediate Similarity 0.7778 NPC32203
Intermediate Similarity 0.7778 NPC189371
Intermediate Similarity 0.7742 NPC226041
Intermediate Similarity 0.7742 NPC469890
Intermediate Similarity 0.7742 NPC469892
Intermediate Similarity 0.7742 NPC469891
Intermediate Similarity 0.7732 NPC105899
Intermediate Similarity 0.7717 NPC206764
Intermediate Similarity 0.7708 NPC164859
Intermediate Similarity 0.7708 NPC160382
Intermediate Similarity 0.7708 NPC13426
Intermediate Similarity 0.7684 NPC282895
Intermediate Similarity 0.7667 NPC258627
Intermediate Similarity 0.766 NPC317280
Intermediate Similarity 0.766 NPC329387
Intermediate Similarity 0.7653 NPC94751
Intermediate Similarity 0.7653 NPC85560
Intermediate Similarity 0.7653 NPC244933
Intermediate Similarity 0.7653 NPC317592
Intermediate Similarity 0.7653 NPC142326
Intermediate Similarity 0.7629 NPC329282
Intermediate Similarity 0.7629 NPC19136
Intermediate Similarity 0.7619 NPC300205
Intermediate Similarity 0.7619 NPC272260
Intermediate Similarity 0.7609 NPC261181
Intermediate Similarity 0.759 NPC245966
Intermediate Similarity 0.759 NPC9796
Intermediate Similarity 0.759 NPC298023
Intermediate Similarity 0.7586 NPC267704
Intermediate Similarity 0.7582 NPC476484
Intermediate Similarity 0.7579 NPC228435
Intermediate Similarity 0.7579 NPC7435
Intermediate Similarity 0.7579 NPC221825
Intermediate Similarity 0.7576 NPC249811
Intermediate Similarity 0.7556 NPC231591
Intermediate Similarity 0.7553 NPC289201
Intermediate Similarity 0.7553 NPC270654
Intermediate Similarity 0.7551 NPC321670
Intermediate Similarity 0.7551 NPC13495
Intermediate Similarity 0.7551 NPC67043
Intermediate Similarity 0.7529 NPC164086
Intermediate Similarity 0.7529 NPC477703
Intermediate Similarity 0.7529 NPC309279
Intermediate Similarity 0.7528 NPC194326
Intermediate Similarity 0.7528 NPC89377
Intermediate Similarity 0.7527 NPC130398
Intermediate Similarity 0.75 NPC475710
Intermediate Similarity 0.75 NPC224544
Intermediate Similarity 0.75 NPC285470
Intermediate Similarity 0.75 NPC137847
Intermediate Similarity 0.75 NPC2785
Intermediate Similarity 0.75 NPC123476
Intermediate Similarity 0.75 NPC76455
Intermediate Similarity 0.75 NPC103488
Intermediate Similarity 0.75 NPC318327
Intermediate Similarity 0.75 NPC36342
Intermediate Similarity 0.75 NPC50192
Intermediate Similarity 0.7475 NPC37914
Intermediate Similarity 0.7474 NPC260000
Intermediate Similarity 0.7474 NPC322598
Intermediate Similarity 0.7471 NPC477770
Intermediate Similarity 0.7423 NPC474112
Intermediate Similarity 0.7412 NPC139901
Intermediate Similarity 0.7412 NPC151405
Intermediate Similarity 0.74 NPC156648
Intermediate Similarity 0.7396 NPC280869
Intermediate Similarity 0.7396 NPC54647
Intermediate Similarity 0.7396 NPC203925
Intermediate Similarity 0.7381 NPC329318
Intermediate Similarity 0.7368 NPC249912
Intermediate Similarity 0.7368 NPC92754
Intermediate Similarity 0.7368 NPC156021
Intermediate Similarity 0.7368 NPC276775
Intermediate Similarity 0.7363 NPC220893
Intermediate Similarity 0.7356 NPC121478
Intermediate Similarity 0.7356 NPC73637
Intermediate Similarity 0.7353 NPC95126
Intermediate Similarity 0.7353 NPC222084
Intermediate Similarity 0.7353 NPC475002
Intermediate Similarity 0.7347 NPC247976
Intermediate Similarity 0.7333 NPC96625
Intermediate Similarity 0.7327 NPC31274
Intermediate Similarity 0.7327 NPC85493
Intermediate Similarity 0.7326 NPC285716
Intermediate Similarity 0.7326 NPC184030
Intermediate Similarity 0.7326 NPC71664
Intermediate Similarity 0.7326 NPC192623
Intermediate Similarity 0.7326 NPC164449
Intermediate Similarity 0.7326 NPC95868
Intermediate Similarity 0.7326 NPC157055
Intermediate Similarity 0.7326 NPC190567
Intermediate Similarity 0.7326 NPC17408
Intermediate Similarity 0.732 NPC42211
Intermediate Similarity 0.732 NPC473325
Intermediate Similarity 0.732 NPC70624
Intermediate Similarity 0.7303 NPC58616
Intermediate Similarity 0.7292 NPC225060
Intermediate Similarity 0.7292 NPC179411
Intermediate Similarity 0.7292 NPC35448
Intermediate Similarity 0.7292 NPC78701
Intermediate Similarity 0.7282 NPC66208
Intermediate Similarity 0.7273 NPC273758
Intermediate Similarity 0.7262 NPC175393
Intermediate Similarity 0.7255 NPC326187
Intermediate Similarity 0.7255 NPC234639
Intermediate Similarity 0.7253 NPC304760
Intermediate Similarity 0.7245 NPC222390
Intermediate Similarity 0.7245 NPC188895
Intermediate Similarity 0.7245 NPC320891
Intermediate Similarity 0.7245 NPC244427
Intermediate Similarity 0.7241 NPC133050
Intermediate Similarity 0.7241 NPC117180
Intermediate Similarity 0.7241 NPC73978
Intermediate Similarity 0.7241 NPC145053
Intermediate Similarity 0.7241 NPC273033
Intermediate Similarity 0.7241 NPC12936
Intermediate Similarity 0.7228 NPC20485
Intermediate Similarity 0.7222 NPC474211
Intermediate Similarity 0.7216 NPC325497
Intermediate Similarity 0.7216 NPC146351
Intermediate Similarity 0.7216 NPC118343
Intermediate Similarity 0.7212 NPC477475
Intermediate Similarity 0.7212 NPC477476
Intermediate Similarity 0.7212 NPC306977
Intermediate Similarity 0.7212 NPC93287
Intermediate Similarity 0.7212 NPC287055
Intermediate Similarity 0.7212 NPC242957
Intermediate Similarity 0.7212 NPC206414

Drug Structure

External Identifiers

TTD   DCL000929
DrugBank   DB02000
ChEMBL  
IUPHAR/BPS   8480
PharmaGKB  
KEGG Drug  
PubChem CID   4775
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  164.08
ALogP  -0.4306
MLogP  2.34
XLogP  4.218
HDA  2
HBD  1
Rotatable Bonds  5
TPSA  37.3
RO5 Violation  0