Drug Information

Drug ID:  NPD750
Drug Name:  Indoximod
Molecular Formula:  C12H14N2O2
Canonical SMILES:  OC(=O)[C@@H](Cc1cn(c2c1cccc2)C)N
Standard InCHI:  InChI=1S/C12H14N2O2/c1-14-7-8(6-10(13)12(15)16)9-4-2-3-5-11(9)14/h2-5,7,10H,6,13H2,1H3,(H,15,16)/t10-/m1/s1
Standard InCHIKey:  ZADWXFSZEAPBJS-SNVBAGLBSA-N
Max Developmental Stage:  Phase 2
Max Developmental Stage Source:  ChEMBL

  Structural Similarity Between NPASS Natural Products and NPD750

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 0.9623 NPC267885
High Similarity 0.956 NPC149155
High Similarity 0.956 NPC203468
High Similarity 0.956 NPC110500
High Similarity 0.9503 NPC126709
High Similarity 0.9503 NPC248041
High Similarity 0.9383 NPC283219
High Similarity 0.9321 NPC145885
High Similarity 0.9321 NPC84827
High Similarity 0.9321 NPC14113
High Similarity 0.9308 NPC78020
High Similarity 0.9162 NPC235684
High Similarity 0.8941 NPC321708
High Similarity 0.8916 NPC55772
High Similarity 0.8855 NPC111275
High Similarity 0.8851 NPC179701
High Similarity 0.88 NPC262898
High Similarity 0.8704 NPC282231
High Similarity 0.869 NPC219336
High Similarity 0.869 NPC213468
High Similarity 0.8642 NPC279918
High Similarity 0.8631 NPC183662
High Similarity 0.8631 NPC15573
High Similarity 0.8631 NPC217372
High Similarity 0.8605 NPC315555
High Similarity 0.8545 NPC160105
High Similarity 0.8545 NPC474561
High Similarity 0.8545 NPC49954
High Similarity 0.8512 NPC469938
Intermediate Similarity 0.8497 NPC62749
Intermediate Similarity 0.8488 NPC228835
Intermediate Similarity 0.8471 NPC11126
Intermediate Similarity 0.8462 NPC473376
Intermediate Similarity 0.8448 NPC17059
Intermediate Similarity 0.8444 NPC315491
Intermediate Similarity 0.8444 NPC45459
Intermediate Similarity 0.8434 NPC54988
Intermediate Similarity 0.84 NPC213629
Intermediate Similarity 0.8383 NPC63751
Intermediate Similarity 0.8372 NPC71037
Intermediate Similarity 0.8363 NPC248462
Intermediate Similarity 0.8352 NPC476874
Intermediate Similarity 0.8343 NPC314603
Intermediate Similarity 0.8333 NPC469763
Intermediate Similarity 0.8333 NPC73952
Intermediate Similarity 0.8333 NPC469786
Intermediate Similarity 0.8333 NPC469765
Intermediate Similarity 0.8333 NPC259644
Intermediate Similarity 0.8333 NPC25008
Intermediate Similarity 0.8333 NPC469760
Intermediate Similarity 0.8314 NPC469896
Intermediate Similarity 0.8313 NPC194640
Intermediate Similarity 0.8304 NPC64436
Intermediate Similarity 0.8287 NPC293917
Intermediate Similarity 0.8286 NPC94752
Intermediate Similarity 0.8282 NPC212376
Intermediate Similarity 0.8282 NPC75540
Intermediate Similarity 0.8282 NPC80597
Intermediate Similarity 0.8282 NPC211572
Intermediate Similarity 0.8282 NPC70922
Intermediate Similarity 0.828 NPC478158
Intermediate Similarity 0.8278 NPC272483
Intermediate Similarity 0.8232 NPC171317
Intermediate Similarity 0.8202 NPC473763
Intermediate Similarity 0.8202 NPC117244
Intermediate Similarity 0.8187 NPC314372
Intermediate Similarity 0.8182 NPC469762
Intermediate Similarity 0.8176 NPC190296
Intermediate Similarity 0.8161 NPC233936
Intermediate Similarity 0.8152 NPC57398
Intermediate Similarity 0.8146 NPC83111
Intermediate Similarity 0.8133 NPC230869
Intermediate Similarity 0.8121 NPC469785
Intermediate Similarity 0.8114 NPC469358
Intermediate Similarity 0.8105 NPC54744
Intermediate Similarity 0.8095 NPC311276
Intermediate Similarity 0.8092 NPC59269
Intermediate Similarity 0.8092 NPC248454
Intermediate Similarity 0.8077 NPC227582
Intermediate Similarity 0.8072 NPC129721
Intermediate Similarity 0.8068 NPC165495
Intermediate Similarity 0.8063 NPC478157
Intermediate Similarity 0.8053 NPC207020
Intermediate Similarity 0.8043 NPC213308
Intermediate Similarity 0.8034 NPC278434
Intermediate Similarity 0.8034 NPC472323
Intermediate Similarity 0.8011 NPC88315
Intermediate Similarity 0.8011 NPC143533
Intermediate Similarity 0.8 NPC15840
Intermediate Similarity 0.8 NPC91179
Intermediate Similarity 0.7989 NPC175474
Intermediate Similarity 0.7979 NPC54420
Intermediate Similarity 0.7976 NPC131718
Intermediate Similarity 0.7969 NPC313640
Intermediate Similarity 0.7963 NPC159856
Intermediate Similarity 0.7958 NPC75634
Intermediate Similarity 0.7946 NPC252338
Intermediate Similarity 0.7944 NPC154339
Intermediate Similarity 0.7938 NPC281049
Intermediate Similarity 0.7935 NPC473640
Intermediate Similarity 0.7923 NPC11445
Intermediate Similarity 0.7917 NPC229348
Intermediate Similarity 0.7912 NPC267343
Intermediate Similarity 0.791 NPC163055
Intermediate Similarity 0.7906 NPC82370
Intermediate Similarity 0.7904 NPC285469
Intermediate Similarity 0.7903 NPC475506
Intermediate Similarity 0.7895 NPC162860
Intermediate Similarity 0.7892 NPC100321
Intermediate Similarity 0.7882 NPC40779
Intermediate Similarity 0.788 NPC156704
Intermediate Similarity 0.7879 NPC24678
Intermediate Similarity 0.7879 NPC105818
Intermediate Similarity 0.7877 NPC474707
Intermediate Similarity 0.7875 NPC73767
Intermediate Similarity 0.7875 NPC110126
Intermediate Similarity 0.7869 NPC195239
Intermediate Similarity 0.7869 NPC157828
Intermediate Similarity 0.7869 NPC202812
Intermediate Similarity 0.7866 NPC471957
Intermediate Similarity 0.7865 NPC472119
Intermediate Similarity 0.7862 NPC84911
Intermediate Similarity 0.7861 NPC193761
Intermediate Similarity 0.7861 NPC155143
Intermediate Similarity 0.7853 NPC113626
Intermediate Similarity 0.7849 NPC201700
Intermediate Similarity 0.7838 NPC67288
Intermediate Similarity 0.7838 NPC131887
Intermediate Similarity 0.7838 NPC149708
Intermediate Similarity 0.7833 NPC204565
Intermediate Similarity 0.7833 NPC317030
Intermediate Similarity 0.7826 NPC245916
Intermediate Similarity 0.7802 NPC138370
Intermediate Similarity 0.7799 NPC96102
Intermediate Similarity 0.7799 NPC261195
Intermediate Similarity 0.7799 NPC29886
Intermediate Similarity 0.779 NPC173028
Intermediate Similarity 0.779 NPC65215
Intermediate Similarity 0.7789 NPC88008
Intermediate Similarity 0.7789 NPC323927
Intermediate Similarity 0.7778 NPC102423
Intermediate Similarity 0.7772 NPC294693
Intermediate Similarity 0.7772 NPC57994
Intermediate Similarity 0.7772 NPC289299
Intermediate Similarity 0.7766 NPC476073
Intermediate Similarity 0.7754 NPC470497
Intermediate Similarity 0.775 NPC105127
Intermediate Similarity 0.7747 NPC329858
Intermediate Similarity 0.7747 NPC314333
Intermediate Similarity 0.7742 NPC306376
Intermediate Similarity 0.7742 NPC52557
Intermediate Similarity 0.7725 NPC476098
Intermediate Similarity 0.7722 NPC188387
Intermediate Similarity 0.7722 NPC163421
Intermediate Similarity 0.7722 NPC314002
Intermediate Similarity 0.7722 NPC280290
Intermediate Similarity 0.7719 NPC16667
Intermediate Similarity 0.7717 NPC247735
Intermediate Similarity 0.7717 NPC81802
Intermediate Similarity 0.7717 NPC472210
Intermediate Similarity 0.7717 NPC269886
Intermediate Similarity 0.7717 NPC472295
Intermediate Similarity 0.7716 NPC469780
Intermediate Similarity 0.7716 NPC469779
Intermediate Similarity 0.7716 NPC469768
Intermediate Similarity 0.7716 NPC469783
Intermediate Similarity 0.7716 NPC469784
Intermediate Similarity 0.7716 NPC469761
Intermediate Similarity 0.7716 NPC469767
Intermediate Similarity 0.7713 NPC300183
Intermediate Similarity 0.7709 NPC159125
Intermediate Similarity 0.7708 NPC223791
Intermediate Similarity 0.7708 NPC107077
Intermediate Similarity 0.7701 NPC74413
Intermediate Similarity 0.7692 NPC196251
Intermediate Similarity 0.7692 NPC111602
Intermediate Similarity 0.7692 NPC102338
Intermediate Similarity 0.7692 NPC63199
Intermediate Similarity 0.7688 NPC56233
Intermediate Similarity 0.7688 NPC114637
Intermediate Similarity 0.7684 NPC234987
Intermediate Similarity 0.768 NPC471194
Intermediate Similarity 0.768 NPC153980
Intermediate Similarity 0.768 NPC478077
Intermediate Similarity 0.768 NPC471193
Intermediate Similarity 0.768 NPC6865
Intermediate Similarity 0.768 NPC171171
Intermediate Similarity 0.7679 NPC200214
Intermediate Similarity 0.7669 NPC469766
Intermediate Similarity 0.7667 NPC204717
Intermediate Similarity 0.7663 NPC472292
Intermediate Similarity 0.766 NPC79129
Intermediate Similarity 0.766 NPC249150
Intermediate Similarity 0.766 NPC195461
Intermediate Similarity 0.766 NPC313985
Intermediate Similarity 0.766 NPC49196
Intermediate Similarity 0.766 NPC81654
Intermediate Similarity 0.765 NPC95783
Intermediate Similarity 0.7647 NPC470499
Intermediate Similarity 0.7647 NPC50503

Drug Structure

External Identifiers

TTD   DNCL003647; DNCL002238
DrugBank  
ChEMBL  
IUPHAR/BPS  
PharmaGKB  
KEGG Drug  
PubChem CID   405012
ChEBI  
CAS Number  

Drug Properties

Molecular Weight  218.11
ALogP  -0.9689
MLogP  2.34
XLogP  -0.721
HDA  4
HBD  2
Rotatable Bonds  6
TPSA  68.25
RO5 Violation  0