Drug Information

Drug ID:  NPD1038
Drug Name:  Melatonin
Molecular Formula:  C13H16N2O2
Canonical SMILES:  COc1ccc2c(c1)c(CCN=C(O)C)c[nH]2
Standard InCHI:  InChI=1S/C13H16N2O2/c1-9(16)14-6-5-10-8-15-13-4-3-11(17-2)7-12(10)13/h3-4,7-8,15H,5-6H2,1-2H3,(H,14,16)
Standard InCHIKey:  DRLFMBDRBRZALE-UHFFFAOYSA-N
Max Developmental Stage:  Approved
Max Developmental Stage Source:  TTD; ChEMBL; IUPHAR/BPS

  Structural Similarity Between NPASS Natural Products and NPD1038

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 NPC307963
High Similarity 0.9825 NPC76748
High Similarity 0.9767 NPC92111
High Similarity 0.9766 NPC296527
High Similarity 0.9657 NPC251090
High Similarity 0.9253 NPC314002
High Similarity 0.92 NPC171171
High Similarity 0.9195 NPC204717
High Similarity 0.9138 NPC220765
High Similarity 0.9121 NPC176538
High Similarity 0.9048 NPC266931
High Similarity 0.9029 NPC176127
High Similarity 0.8995 NPC316981
High Similarity 0.8984 NPC476465
High Similarity 0.8944 NPC99666
High Similarity 0.8908 NPC184964
High Similarity 0.8901 NPC13880
High Similarity 0.875 NPC156704
High Similarity 0.8743 NPC208284
High Similarity 0.8649 NPC77555
High Similarity 0.8619 NPC46580
High Similarity 0.8571 NPC32771
High Similarity 0.8564 NPC232727
High Similarity 0.8526 NPC285558
High Similarity 0.8511 NPC315957
High Similarity 0.8511 NPC329793
High Similarity 0.8511 NPC315491
High Similarity 0.8511 NPC45459
High Similarity 0.8511 NPC121772
Intermediate Similarity 0.8474 NPC245816
Intermediate Similarity 0.8474 NPC476138
Intermediate Similarity 0.8453 NPC84478
Intermediate Similarity 0.8413 NPC213308
Intermediate Similarity 0.8413 NPC19872
Intermediate Similarity 0.8402 NPC11464
Intermediate Similarity 0.8387 NPC106937
Intermediate Similarity 0.8377 NPC475774
Intermediate Similarity 0.8377 NPC223427
Intermediate Similarity 0.8376 NPC170114
Intermediate Similarity 0.8342 NPC326634
Intermediate Similarity 0.8342 NPC131017
Intermediate Similarity 0.8333 NPC475070
Intermediate Similarity 0.8325 NPC470549
Intermediate Similarity 0.8276 NPC131718
Intermediate Similarity 0.8259 NPC310118
Intermediate Similarity 0.8256 NPC185782
Intermediate Similarity 0.825 NPC74360
Intermediate Similarity 0.825 NPC213530
Intermediate Similarity 0.825 NPC193267
Intermediate Similarity 0.8247 NPC88008
Intermediate Similarity 0.8229 NPC199277
Intermediate Similarity 0.8229 NPC135887
Intermediate Similarity 0.8223 NPC26679
Intermediate Similarity 0.8214 NPC167860
Intermediate Similarity 0.8214 NPC5145
Intermediate Similarity 0.8214 NPC471304
Intermediate Similarity 0.8214 NPC123976
Intermediate Similarity 0.8205 NPC82548
Intermediate Similarity 0.8201 NPC222018
Intermediate Similarity 0.8191 NPC8022
Intermediate Similarity 0.8191 NPC470799
Intermediate Similarity 0.8182 NPC478074
Intermediate Similarity 0.8182 NPC102423
Intermediate Similarity 0.8182 NPC311276
Intermediate Similarity 0.8177 NPC96890
Intermediate Similarity 0.8168 NPC60621
Intermediate Similarity 0.8154 NPC193777
Intermediate Similarity 0.8144 NPC264166
Intermediate Similarity 0.8144 NPC47059
Intermediate Similarity 0.8144 NPC329708
Intermediate Similarity 0.8144 NPC118832
Intermediate Similarity 0.8144 NPC165349
Intermediate Similarity 0.8144 NPC274291
Intermediate Similarity 0.8134 NPC295228
Intermediate Similarity 0.8132 NPC88363
Intermediate Similarity 0.8114 NPC230869
Intermediate Similarity 0.8112 NPC171787
Intermediate Similarity 0.8111 NPC313791
Intermediate Similarity 0.8105 NPC242209
Intermediate Similarity 0.8093 NPC162484
Intermediate Similarity 0.809 NPC476287
Intermediate Similarity 0.8075 NPC242928
Intermediate Similarity 0.8073 NPC128823
Intermediate Similarity 0.8063 NPC243834
Intermediate Similarity 0.8063 NPC70956
Intermediate Similarity 0.8058 NPC110151
Intermediate Similarity 0.804 NPC94157
Intermediate Similarity 0.804 NPC219087
Intermediate Similarity 0.8039 NPC280272
Intermediate Similarity 0.8033 NPC42979
Intermediate Similarity 0.8031 NPC249040
Intermediate Similarity 0.8031 NPC234197
Intermediate Similarity 0.8031 NPC329747
Intermediate Similarity 0.8023 NPC282231
Intermediate Similarity 0.8022 NPC224764
Intermediate Similarity 0.802 NPC475910
Intermediate Similarity 0.801 NPC472111
Intermediate Similarity 0.8 NPC477610
Intermediate Similarity 0.7989 NPC49954
Intermediate Similarity 0.7989 NPC469786
Intermediate Similarity 0.7989 NPC259644
Intermediate Similarity 0.7989 NPC469765
Intermediate Similarity 0.7989 NPC25008
Intermediate Similarity 0.7989 NPC469760
Intermediate Similarity 0.7989 NPC160105
Intermediate Similarity 0.7989 NPC73952
Intermediate Similarity 0.7989 NPC469763
Intermediate Similarity 0.7989 NPC474561
Intermediate Similarity 0.7979 NPC476167
Intermediate Similarity 0.7969 NPC267928
Intermediate Similarity 0.7966 NPC279918
Intermediate Similarity 0.7955 NPC469762
Intermediate Similarity 0.7947 NPC195268
Intermediate Similarity 0.7947 NPC133140
Intermediate Similarity 0.7947 NPC324149
Intermediate Similarity 0.7946 NPC474798
Intermediate Similarity 0.7943 NPC70922
Intermediate Similarity 0.7943 NPC75540
Intermediate Similarity 0.7943 NPC80597
Intermediate Similarity 0.7943 NPC212376
Intermediate Similarity 0.7943 NPC211572
Intermediate Similarity 0.7941 NPC132642
Intermediate Similarity 0.7935 NPC72980
Intermediate Similarity 0.7931 NPC96321
Intermediate Similarity 0.7927 NPC192315
Intermediate Similarity 0.7921 NPC177404
Intermediate Similarity 0.7919 NPC300156
Intermediate Similarity 0.7919 NPC45190
Intermediate Similarity 0.7914 NPC188387
Intermediate Similarity 0.7914 NPC163421
Intermediate Similarity 0.791 NPC469592
Intermediate Similarity 0.791 NPC471080
Intermediate Similarity 0.7905 NPC469554
Intermediate Similarity 0.7898 NPC469785
Intermediate Similarity 0.7889 NPC54988
Intermediate Similarity 0.7887 NPC11408
Intermediate Similarity 0.7887 NPC287437
Intermediate Similarity 0.7884 NPC128751
Intermediate Similarity 0.7884 NPC246700
Intermediate Similarity 0.7882 NPC304926
Intermediate Similarity 0.7882 NPC476041
Intermediate Similarity 0.7879 NPC193238
Intermediate Similarity 0.7879 NPC321428
Intermediate Similarity 0.7874 NPC24678
Intermediate Similarity 0.7874 NPC105818
Intermediate Similarity 0.7865 NPC276517
Intermediate Similarity 0.7861 NPC284678
Intermediate Similarity 0.7861 NPC48353
Intermediate Similarity 0.7849 NPC159856
Intermediate Similarity 0.7849 NPC314372
Intermediate Similarity 0.7845 NPC63751
Intermediate Similarity 0.7843 NPC477609
Intermediate Similarity 0.7842 NPC469497
Intermediate Similarity 0.7842 NPC106833
Intermediate Similarity 0.784 NPC15801
Intermediate Similarity 0.7836 NPC190296
Intermediate Similarity 0.7835 NPC72211
Intermediate Similarity 0.7833 NPC288349
Intermediate Similarity 0.7826 NPC122436
Intermediate Similarity 0.782 NPC101543
Intermediate Similarity 0.7817 NPC476098
Intermediate Similarity 0.7814 NPC217554
Intermediate Similarity 0.7814 NPC314603
Intermediate Similarity 0.7812 NPC84853
Intermediate Similarity 0.7807 NPC469358
Intermediate Similarity 0.7805 NPC292958
Intermediate Similarity 0.78 NPC201697
Intermediate Similarity 0.7795 NPC476582
Intermediate Similarity 0.7795 NPC476578
Intermediate Similarity 0.7795 NPC4071
Intermediate Similarity 0.7784 NPC26872
Intermediate Similarity 0.7778 NPC194640
Intermediate Similarity 0.7778 NPC40779
Intermediate Similarity 0.7767 NPC472099
Intermediate Similarity 0.7767 NPC276657
Intermediate Similarity 0.7766 NPC475112
Intermediate Similarity 0.7766 NPC475085
Intermediate Similarity 0.7766 NPC291535
Intermediate Similarity 0.7762 NPC314954
Intermediate Similarity 0.7756 NPC469594
Intermediate Similarity 0.7755 NPC477019
Intermediate Similarity 0.7754 NPC71037
Intermediate Similarity 0.7739 NPC323345
Intermediate Similarity 0.7739 NPC470164
Intermediate Similarity 0.7734 NPC162530
Intermediate Similarity 0.7732 NPC70259
Intermediate Similarity 0.7717 NPC474409
Intermediate Similarity 0.7714 NPC473185
Intermediate Similarity 0.7711 NPC476116
Intermediate Similarity 0.7711 NPC174758
Intermediate Similarity 0.7711 NPC174672
Intermediate Similarity 0.7708 NPC138370
Intermediate Similarity 0.7706 NPC284141
Intermediate Similarity 0.77 NPC313189
Intermediate Similarity 0.77 NPC180504
Intermediate Similarity 0.7692 NPC153042
Intermediate Similarity 0.7688 NPC476581
Intermediate Similarity 0.7688 NPC248454
Intermediate Similarity 0.7688 NPC470500
Intermediate Similarity 0.7688 NPC36229

Drug Structure

External Identifiers

TTD   DAP000429
DrugBank   DB01065
ChEMBL   CHEMBL45
IUPHAR/BPS   224
PharmaGKB   PA164752558
KEGG Drug  
PubChem CID   896
ChEBI   16796
CAS Number  73-31-4

Drug Properties

Molecular Weight  232.12
ALogP  -0.5009
MLogP  2.45
XLogP  1.76
HDA  3
HBD  2
Rotatable Bonds  7
TPSA  57.61
RO5 Violation  0