Drug Information

Drug ID:  NPD1283
Drug Name:  Naproxen
Molecular Formula:  C14H14O3
Canonical SMILES:  COc1ccc2c(c1)ccc(c2)[C@@H](C(=O)O)C
Standard InCHI:  InChI=1S/C14H14O3/c1-9(14(15)16)10-3-4-12-8-13(17-2)6-5-11(12)7-10/h3-9H,1-2H3,(H,15,16)/t9-/m0/s1
Standard InCHIKey:  CMWTZPSULFXXJA-VIFPVBQESA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1283

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 1.0 NPC111088
High Similarity 0.9076 NPC328694
High Similarity 0.8974 NPC109241
High Similarity 0.8769 NPC213122
High Similarity 0.8632 NPC234639
High Similarity 0.8618 NPC478121
High Similarity 0.8605 NPC470725
High Similarity 0.8571 NPC75432
High Similarity 0.856 NPC121168
Intermediate Similarity 0.8473 NPC183103
Intermediate Similarity 0.8468 NPC103916
Intermediate Similarity 0.8438 NPC474737
Intermediate Similarity 0.84 NPC241001
Intermediate Similarity 0.8376 NPC1065
Intermediate Similarity 0.8372 NPC428300
Intermediate Similarity 0.837 NPC475104
Intermediate Similarity 0.8361 NPC322358
Intermediate Similarity 0.8346 NPC274876
Intermediate Similarity 0.8346 NPC27394
Intermediate Similarity 0.8333 NPC312560
Intermediate Similarity 0.8321 NPC475102
Intermediate Similarity 0.8306 NPC63010
Intermediate Similarity 0.8306 NPC205502
Intermediate Similarity 0.8295 NPC177925
Intermediate Similarity 0.8273 NPC471305
Intermediate Similarity 0.8273 NPC260152
Intermediate Similarity 0.8258 NPC258073
Intermediate Similarity 0.8254 NPC129176
Intermediate Similarity 0.8248 NPC29599
Intermediate Similarity 0.8244 NPC206028
Intermediate Similarity 0.824 NPC42657
Intermediate Similarity 0.8226 NPC25648
Intermediate Similarity 0.8222 NPC471670
Intermediate Similarity 0.8211 NPC51345
Intermediate Similarity 0.8205 NPC241224
Intermediate Similarity 0.8189 NPC162935
Intermediate Similarity 0.8189 NPC249340
Intermediate Similarity 0.8182 NPC249425
Intermediate Similarity 0.8175 NPC470407
Intermediate Similarity 0.8162 NPC470722
Intermediate Similarity 0.8162 NPC156888
Intermediate Similarity 0.8162 NPC470721
Intermediate Similarity 0.8162 NPC6100
Intermediate Similarity 0.8156 NPC163846
Intermediate Similarity 0.8156 NPC225173
Intermediate Similarity 0.8125 NPC152946
Intermediate Similarity 0.8125 NPC176208
Intermediate Similarity 0.812 NPC239134
Intermediate Similarity 0.812 NPC164295
Intermediate Similarity 0.8116 NPC168471
Intermediate Similarity 0.8112 NPC261322
Intermediate Similarity 0.811 NPC277798
Intermediate Similarity 0.811 NPC100108
Intermediate Similarity 0.8099 NPC125801
Intermediate Similarity 0.8092 NPC223807
Intermediate Similarity 0.8088 NPC475549
Intermediate Similarity 0.8083 NPC75440
Intermediate Similarity 0.808 NPC240664
Intermediate Similarity 0.8074 NPC68779
Intermediate Similarity 0.8074 NPC5310
Intermediate Similarity 0.8074 NPC176814
Intermediate Similarity 0.8074 NPC4982
Intermediate Similarity 0.8074 NPC300776
Intermediate Similarity 0.8071 NPC158871
Intermediate Similarity 0.8065 NPC283169
Intermediate Similarity 0.8051 NPC38209
Intermediate Similarity 0.8049 NPC35344
Intermediate Similarity 0.8049 NPC141003
Intermediate Similarity 0.8047 NPC177291
Intermediate Similarity 0.8047 NPC194416
Intermediate Similarity 0.8045 NPC27659
Intermediate Similarity 0.8045 NPC245395
Intermediate Similarity 0.8034 NPC300166
Intermediate Similarity 0.8033 NPC470723
Intermediate Similarity 0.8029 NPC186647
Intermediate Similarity 0.8015 NPC113295
Intermediate Similarity 0.8015 NPC22644
Intermediate Similarity 0.8014 NPC290038
Intermediate Similarity 0.8014 NPC91694
Intermediate Similarity 0.8014 NPC300603
Intermediate Similarity 0.8 NPC94076
Intermediate Similarity 0.8 NPC312105
Intermediate Similarity 0.8 NPC470406
Intermediate Similarity 0.8 NPC19290
Intermediate Similarity 0.8 NPC182255
Intermediate Similarity 0.8 NPC89630
Intermediate Similarity 0.8 NPC201297
Intermediate Similarity 0.7986 NPC165172
Intermediate Similarity 0.7985 NPC279596
Intermediate Similarity 0.7984 NPC221275
Intermediate Similarity 0.7984 NPC30462
Intermediate Similarity 0.7971 NPC265335
Intermediate Similarity 0.7971 NPC233707
Intermediate Similarity 0.797 NPC131684
Intermediate Similarity 0.797 NPC57552
Intermediate Similarity 0.7969 NPC32322
Intermediate Similarity 0.7969 NPC259703
Intermediate Similarity 0.7966 NPC298224
Intermediate Similarity 0.7956 NPC115861
Intermediate Similarity 0.7955 NPC53781
Intermediate Similarity 0.7945 NPC44606
Intermediate Similarity 0.7943 NPC84266
Intermediate Similarity 0.7941 NPC324117
Intermediate Similarity 0.7941 NPC209858
Intermediate Similarity 0.7939 NPC4286
Intermediate Similarity 0.7939 NPC257589
Intermediate Similarity 0.7939 NPC105031
Intermediate Similarity 0.7939 NPC232387
Intermediate Similarity 0.7939 NPC76119
Intermediate Similarity 0.7939 NPC53305
Intermediate Similarity 0.7934 NPC201959
Intermediate Similarity 0.7931 NPC119929
Intermediate Similarity 0.7923 NPC275145
Intermediate Similarity 0.7923 NPC473942
Intermediate Similarity 0.7914 NPC1268
Intermediate Similarity 0.791 NPC253488
Intermediate Similarity 0.7902 NPC58752
Intermediate Similarity 0.7902 NPC211565
Intermediate Similarity 0.7902 NPC60389
Intermediate Similarity 0.7902 NPC39361
Intermediate Similarity 0.7899 NPC290601
Intermediate Similarity 0.7899 NPC474603
Intermediate Similarity 0.7899 NPC12987
Intermediate Similarity 0.7895 NPC215300
Intermediate Similarity 0.7895 NPC23012
Intermediate Similarity 0.7895 NPC96024
Intermediate Similarity 0.7895 NPC81261
Intermediate Similarity 0.7895 NPC38017
Intermediate Similarity 0.7891 NPC477691
Intermediate Similarity 0.7883 NPC89504
Intermediate Similarity 0.7883 NPC470844
Intermediate Similarity 0.7883 NPC95485
Intermediate Similarity 0.7883 NPC252343
Intermediate Similarity 0.7883 NPC88065
Intermediate Similarity 0.7883 NPC152209
Intermediate Similarity 0.7879 NPC474264
Intermediate Similarity 0.7879 NPC92207
Intermediate Similarity 0.7879 NPC127937
Intermediate Similarity 0.7872 NPC69755
Intermediate Similarity 0.7872 NPC229218
Intermediate Similarity 0.7872 NPC176030
Intermediate Similarity 0.7872 NPC141817
Intermediate Similarity 0.7872 NPC250755
Intermediate Similarity 0.7872 NPC192597
Intermediate Similarity 0.7872 NPC169214
Intermediate Similarity 0.7869 NPC58865
Intermediate Similarity 0.7869 NPC259554
Intermediate Similarity 0.7868 NPC472524
Intermediate Similarity 0.7868 NPC59459
Intermediate Similarity 0.7868 NPC49742
Intermediate Similarity 0.7863 NPC138248
Intermediate Similarity 0.7863 NPC470162
Intermediate Similarity 0.7863 NPC228503
Intermediate Similarity 0.7863 NPC470163
Intermediate Similarity 0.7863 NPC236189
Intermediate Similarity 0.7862 NPC329933
Intermediate Similarity 0.7862 NPC291049
Intermediate Similarity 0.7862 NPC233267
Intermediate Similarity 0.7857 NPC82336
Intermediate Similarity 0.7857 NPC78987
Intermediate Similarity 0.7857 NPC472523
Intermediate Similarity 0.7852 NPC191395
Intermediate Similarity 0.7847 NPC478163
Intermediate Similarity 0.7847 NPC470757
Intermediate Similarity 0.7847 NPC142863
Intermediate Similarity 0.7846 NPC11250
Intermediate Similarity 0.7846 NPC46634
Intermediate Similarity 0.7846 NPC164947
Intermediate Similarity 0.7836 NPC276238
Intermediate Similarity 0.7836 NPC241354
Intermediate Similarity 0.7829 NPC131868
Intermediate Similarity 0.7829 NPC164852
Intermediate Similarity 0.7826 NPC141934
Intermediate Similarity 0.7826 NPC90431
Intermediate Similarity 0.7823 NPC199462
Intermediate Similarity 0.7823 NPC477690
Intermediate Similarity 0.7823 NPC280760
Intermediate Similarity 0.7823 NPC175978
Intermediate Similarity 0.782 NPC470841
Intermediate Similarity 0.782 NPC281020
Intermediate Similarity 0.7817 NPC53016
Intermediate Similarity 0.7817 NPC66593
Intermediate Similarity 0.7817 NPC472840
Intermediate Similarity 0.7812 NPC61779
Intermediate Similarity 0.7812 NPC234956
Intermediate Similarity 0.7812 NPC299406
Intermediate Similarity 0.7812 NPC264976
Intermediate Similarity 0.7812 NPC472593
Intermediate Similarity 0.781 NPC1249
Intermediate Similarity 0.7803 NPC137416
Intermediate Similarity 0.7803 NPC280767
Intermediate Similarity 0.7803 NPC29008
Intermediate Similarity 0.7803 NPC278955
Intermediate Similarity 0.7803 NPC228771
Intermediate Similarity 0.7803 NPC137750
Intermediate Similarity 0.7803 NPC9067
Intermediate Similarity 0.7803 NPC266705
Intermediate Similarity 0.7803 NPC105718
Intermediate Similarity 0.7801 NPC124365
Intermediate Similarity 0.7795 NPC45794

Drug Structure

External Identifiers

TTD   DIB008644; DAP000968
DrugBank   DB00788
ChEMBL   CHEMBL154
IUPHAR/BPS   5230
PharmaGKB   PA450595
KEGG Drug   D00118
PubChem CID   156391
ChEBI   7476
CAS Number  22204-53-1

Drug Properties

Molecular Weight  230.09
ALogP  0.0032
MLogP  2.67
XLogP  3.75
HDA  2
HBD  1
Rotatable Bonds  6
TPSA  46.53
RO5 Violation  0