Natural Product: NPC94343

Natural Product ID:  NPC94343
Common Name:   Methyl 3-Coumarate
IUPAC Name:   methyl (E)-3-(3-hydroxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C10H10O3
Standard InCHIKey:  PKALKWFZXXGNJD-AATRIKPKSA-N
Standard InCHI:  InChI=1S/C10H10O3/c1-13-10(12)6-5-8-3-2-4-9(11)7-8/h2-7,11H,1H3/b6-5+
Canonical SMILES:  COC(=O)/C=C/c1cccc(c1)O
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO1797 Homo sapiens Species Hominidae Eukaryota PMID[25518943]
NPO1797 Homo sapiens Species Hominidae Eukaryota PMID[26839171]
NPO9822 Typha angustifolia Species Typhaceae Eukaryota TM-MC*
NPO28251 Typha orientalis Species Typhaceae Eukaryota TM-MC*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT440 Individual Protein Quinone oxidoreductase Mus musculus CD = 0.083 nM 9857096
NPT1107 Organism Mycobacterium smegmatis str. MC2 155 Mycobacterium smegmatis str. MC2 155 MIC > 600000 nM 10.1039/C3MD00251A
NPT113 Cell Line RAW264.7 Mus musculus GI50 = 850000 nM 10.1039/C3MD00251A
NPT1108 Organism Mycobacterium bovis BCG Mycobacterium bovis BCG MIC = 561000 nM 10.1039/C3MD00251A
NPT790 Organism Mycobacterium tuberculosis H37Rv Mycobacterium tuberculosis H37Rv MIC = 224000 nM 10.1039/C3MD00251A

  Similar Natural Products in NPASS

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

●  The left chart: Distribution of similarity level between NPC94343 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9479 High Similarity NPC253746
0.9468 High Similarity NPC257182
0.9293 High Similarity NPC288760
0.9286 High Similarity NPC304638
0.9126 High Similarity NPC226250
0.898 High Similarity NPC171843
0.8958 High Similarity NPC32977
0.8958 High Similarity NPC81010
0.8952 High Similarity NPC95381
0.8911 High Similarity NPC127676
0.8868 High Similarity NPC33749
0.8868 High Similarity NPC41851
0.8868 High Similarity NPC328593
0.8868 High Similarity NPC81808
0.8868 High Similarity NPC261453
0.8866 High Similarity NPC246679
0.8812 High Similarity NPC2518
0.8812 High Similarity NPC93831
0.8785 High Similarity NPC474967
0.8785 High Similarity NPC233669
0.875 High Similarity NPC471954
0.875 High Similarity NPC75272
0.8738 High Similarity NPC260952
0.8725 High Similarity NPC227255
0.8704 High Similarity NPC281277
0.8692 High Similarity NPC217472
0.866 High Similarity NPC181709
0.8654 High Similarity NPC206341
0.8641 High Similarity NPC294902
0.8641 High Similarity NPC1075
0.8641 High Similarity NPC1786
0.8624 High Similarity NPC65791
0.8585 High Similarity NPC139946
0.8545 High Similarity NPC137537
0.8545 High Similarity NPC70744
0.8545 High Similarity NPC272471
0.8545 High Similarity NPC203124
0.8545 High Similarity NPC164706
0.8545 High Similarity NPC107588
0.8545 High Similarity NPC309434
0.8519 High Similarity NPC294941
0.8511 High Similarity NPC150837
0.8505 High Similarity NPC131530
0.8505 High Similarity NPC26615
0.8491 Intermediate Similarity NPC183700
0.8485 Intermediate Similarity NPC286006
0.8455 Intermediate Similarity NPC240664
0.8447 Intermediate Similarity NPC79672
0.8438 Intermediate Similarity NPC27974
0.8426 Intermediate Similarity NPC190212
0.8411 Intermediate Similarity NPC228609
0.84 Intermediate Similarity NPC283711
0.8393 Intermediate Similarity NPC202474
0.8378 Intermediate Similarity NPC275519
0.8365 Intermediate Similarity NPC303141
0.835 Intermediate Similarity NPC179686
0.835 Intermediate Similarity NPC470202
0.8349 Intermediate Similarity NPC197513
0.8319 Intermediate Similarity NPC204466
0.8319 Intermediate Similarity NPC470849
0.8319 Intermediate Similarity NPC470848
0.8317 Intermediate Similarity NPC140619
0.8304 Intermediate Similarity NPC141791
0.8304 Intermediate Similarity NPC241634
0.8304 Intermediate Similarity NPC263386
0.8286 Intermediate Similarity NPC187913
0.8286 Intermediate Similarity NPC19149
0.8269 Intermediate Similarity NPC474603
0.8269 Intermediate Similarity NPC12987
0.8269 Intermediate Similarity NPC52087
0.8269 Intermediate Similarity NPC130817
0.8265 Intermediate Similarity NPC312304
0.8247 Intermediate Similarity NPC19680
0.8246 Intermediate Similarity NPC70752
0.823 Intermediate Similarity NPC14177
0.823 Intermediate Similarity NPC2058
0.8224 Intermediate Similarity NPC98392
0.8224 Intermediate Similarity NPC79543
0.8214 Intermediate Similarity NPC124916
0.8208 Intermediate Similarity NPC34715
0.8198 Intermediate Similarity NPC128825
0.8198 Intermediate Similarity NPC131192
0.8198 Intermediate Similarity NPC163398
0.8198 Intermediate Similarity NPC123559
0.819 Intermediate Similarity NPC128730
0.819 Intermediate Similarity NPC243677
0.8182 Intermediate Similarity NPC231150
0.8174 Intermediate Similarity NPC477151
0.8174 Intermediate Similarity NPC327070
0.8174 Intermediate Similarity NPC132518
0.8174 Intermediate Similarity NPC325301
0.8165 Intermediate Similarity NPC199462
0.8165 Intermediate Similarity NPC17693
0.8148 Intermediate Similarity NPC471535
0.8142 Intermediate Similarity NPC37858
0.8137 Intermediate Similarity NPC201967
0.8137 Intermediate Similarity NPC175298
0.8137 Intermediate Similarity NPC474073
0.8125 Intermediate Similarity NPC248817
0.8125 Intermediate Similarity NPC39793
0.8125 Intermediate Similarity NPC122117
0.8113 Intermediate Similarity NPC326447
0.8113 Intermediate Similarity NPC317592
0.8113 Intermediate Similarity NPC176971
0.8108 Intermediate Similarity NPC296526
0.8103 Intermediate Similarity NPC477152
0.81 Intermediate Similarity NPC29373
0.81 Intermediate Similarity NPC55903
0.81 Intermediate Similarity NPC306884
0.81 Intermediate Similarity NPC147284
0.81 Intermediate Similarity NPC94139
0.81 Intermediate Similarity NPC162314
0.81 Intermediate Similarity NPC3358
0.81 Intermediate Similarity NPC210497
0.8095 Intermediate Similarity NPC109637
0.8091 Intermediate Similarity NPC148969
0.8091 Intermediate Similarity NPC264558
0.8087 Intermediate Similarity NPC147654
0.8081 Intermediate Similarity NPC192
0.8061 Intermediate Similarity NPC104216
0.8058 Intermediate Similarity NPC130193
0.8058 Intermediate Similarity NPC245561
0.8053 Intermediate Similarity NPC94298
0.8053 Intermediate Similarity NPC212743
0.8053 Intermediate Similarity NPC27633
0.8053 Intermediate Similarity NPC94637
0.8041 Intermediate Similarity NPC197783
0.8037 Intermediate Similarity NPC151530
0.8037 Intermediate Similarity NPC157473
0.8037 Intermediate Similarity NPC233320
0.8034 Intermediate Similarity NPC60517
0.8034 Intermediate Similarity NPC146886
0.8034 Intermediate Similarity NPC20443
0.8034 Intermediate Similarity NPC246704
0.8021 Intermediate Similarity NPC265146
0.8021 Intermediate Similarity NPC124436
0.802 Intermediate Similarity NPC245187
0.8019 Intermediate Similarity NPC163734
0.8018 Intermediate Similarity NPC114918
0.8018 Intermediate Similarity NPC87563
0.8017 Intermediate Similarity NPC46634
0.7982 Intermediate Similarity NPC90522
0.7982 Intermediate Similarity NPC57501
0.7982 Intermediate Similarity NPC328459
0.7981 Intermediate Similarity NPC174911
0.7981 Intermediate Similarity NPC13755
0.7981 Intermediate Similarity NPC52472
0.7966 Intermediate Similarity NPC300326
0.7966 Intermediate Similarity NPC289459
0.7966 Intermediate Similarity NPC67951
0.7966 Intermediate Similarity NPC58279
0.7965 Intermediate Similarity NPC160199
0.7963 Intermediate Similarity NPC470039
0.7963 Intermediate Similarity NPC31274
0.7963 Intermediate Similarity NPC75440
0.7961 Intermediate Similarity NPC152097
0.7961 Intermediate Similarity NPC475078
0.7959 Intermediate Similarity NPC307235
0.7959 Intermediate Similarity NPC23167
0.7959 Intermediate Similarity NPC407
0.7959 Intermediate Similarity NPC184169
0.7949 Intermediate Similarity NPC474275
0.7949 Intermediate Similarity NPC224208
0.7946 Intermediate Similarity NPC322358
0.7944 Intermediate Similarity NPC164576
0.7941 Intermediate Similarity NPC107522
0.7941 Intermediate Similarity NPC274678
0.7938 Intermediate Similarity NPC286904
0.7938 Intermediate Similarity NPC175313
0.7931 Intermediate Similarity NPC310373
0.7921 Intermediate Similarity NPC138117
0.7921 Intermediate Similarity NPC325292
0.7921 Intermediate Similarity NPC295295
0.7913 Intermediate Similarity NPC328485
0.7913 Intermediate Similarity NPC72977
0.7909 Intermediate Similarity NPC470355
0.7905 Intermediate Similarity NPC472585
0.7905 Intermediate Similarity NPC84325
0.79 Intermediate Similarity NPC300017
0.7899 Intermediate Similarity NPC147192
0.7899 Intermediate Similarity NPC120225
0.7899 Intermediate Similarity NPC213552
0.7899 Intermediate Similarity NPC118584
0.789 Intermediate Similarity NPC233731
0.789 Intermediate Similarity NPC234639
0.789 Intermediate Similarity NPC36108
0.789 Intermediate Similarity NPC246358
0.789 Intermediate Similarity NPC7097
0.7885 Intermediate Similarity NPC260775
0.7885 Intermediate Similarity NPC131587
0.7881 Intermediate Similarity NPC469568
0.7881 Intermediate Similarity NPC265413
0.7881 Intermediate Similarity NPC10154
0.7879 Intermediate Similarity NPC173443
0.7879 Intermediate Similarity NPC113460
0.7879 Intermediate Similarity NPC25493
0.7876 Intermediate Similarity NPC128249
0.7864 Intermediate Similarity NPC312132
0.7864 Intermediate Similarity NPC259512
0.7857 Intermediate Similarity NPC155393

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC94343 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8198 Intermediate Similarity NPD9493 Approved
0.8113 Intermediate Similarity NPD3134 Approved
0.8053 Intermediate Similarity NPD9545 Approved
0.8037 Intermediate Similarity NPD1358 Approved
0.8021 Intermediate Similarity NPD111 Approved
0.7941 Intermediate Similarity NPD844 Approved
0.7913 Intermediate Similarity NPD4626 Approved
0.7864 Intermediate Similarity NPD288 Approved
0.7845 Intermediate Similarity NPD3496 Discontinued
0.781 Intermediate Similarity NPD289 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD228 Approved
0.7706 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD9697 Approved
0.767 Intermediate Similarity NPD1432 Clinical (unspecified phase)
0.767 Intermediate Similarity NPD2934 Approved
0.767 Intermediate Similarity NPD2933 Approved
0.7647 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7642 Intermediate Similarity NPD1242 Phase 1
0.7636 Intermediate Similarity NPD9266 Approved
0.7636 Intermediate Similarity NPD74 Approved
0.7607 Intermediate Similarity NPD1778 Approved
0.7596 Intermediate Similarity NPD2859 Approved
0.7596 Intermediate Similarity NPD2860 Approved
0.7547 Intermediate Similarity NPD3020 Approved
0.7545 Intermediate Similarity NPD9267 Approved
0.7545 Intermediate Similarity NPD9263 Approved
0.7545 Intermediate Similarity NPD9264 Approved
0.7521 Intermediate Similarity NPD5691 Approved
0.7479 Intermediate Similarity NPD422 Phase 1
0.7455 Intermediate Similarity NPD968 Approved
0.7417 Intermediate Similarity NPD9717 Approved
0.7404 Intermediate Similarity NPD845 Approved
0.7398 Intermediate Similarity NPD9494 Approved
0.7353 Intermediate Similarity NPD9295 Approved
0.735 Intermediate Similarity NPD5536 Phase 2
0.734 Intermediate Similarity NPD9716 Approved
0.7339 Intermediate Similarity NPD9500 Approved
0.7328 Intermediate Similarity NPD6671 Approved
0.7327 Intermediate Similarity NPD1282 Approved
0.7323 Intermediate Similarity NPD230 Phase 1
0.7297 Intermediate Similarity NPD1445 Approved
0.7297 Intermediate Similarity NPD1444 Approved
0.7295 Intermediate Similarity NPD1283 Approved
0.7282 Intermediate Similarity NPD9258 Approved
0.7282 Intermediate Similarity NPD9256 Approved
0.7273 Intermediate Similarity NPD1608 Approved
0.7265 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7257 Intermediate Similarity NPD3022 Approved
0.7257 Intermediate Similarity NPD3021 Approved
0.7248 Intermediate Similarity NPD940 Approved
0.7248 Intermediate Similarity NPD846 Approved
0.7236 Intermediate Similarity NPD1203 Approved
0.7234 Intermediate Similarity NPD9087 Approved
0.7232 Intermediate Similarity NPD290 Approved
0.7231 Intermediate Similarity NPD2935 Discontinued
0.7227 Intermediate Similarity NPD1357 Approved
0.7227 Intermediate Similarity NPD5585 Approved
0.7222 Intermediate Similarity NPD411 Approved
0.7188 Intermediate Similarity NPD447 Suspended
0.7184 Intermediate Similarity NPD689 Discontinued
0.7182 Intermediate Similarity NPD9261 Approved
0.7179 Intermediate Similarity NPD256 Approved
0.7179 Intermediate Similarity NPD255 Approved
0.7176 Intermediate Similarity NPD7266 Discontinued
0.7155 Intermediate Similarity NPD1241 Discontinued
0.712 Intermediate Similarity NPD5736 Approved
0.7113 Intermediate Similarity NPD9088 Approved
0.7109 Intermediate Similarity NPD4060 Phase 1
0.7107 Intermediate Similarity NPD3847 Discontinued
0.7105 Intermediate Similarity NPD4750 Phase 3
0.7105 Intermediate Similarity NPD1792 Phase 2
0.7103 Intermediate Similarity NPD1809 Phase 2
0.7097 Intermediate Similarity NPD2797 Approved
0.7094 Intermediate Similarity NPD9618 Approved
0.7094 Intermediate Similarity NPD9281 Approved
0.7094 Intermediate Similarity NPD9614 Approved
0.7087 Intermediate Similarity NPD3764 Approved
0.7069 Intermediate Similarity NPD5535 Approved
0.7064 Intermediate Similarity NPD1238 Approved
0.7049 Intermediate Similarity NPD1281 Approved
0.7049 Intermediate Similarity NPD1535 Discovery
0.7034 Intermediate Similarity NPD709 Approved
0.7025 Intermediate Similarity NPD17 Approved
0.7018 Intermediate Similarity NPD2684 Approved
0.7016 Intermediate Similarity NPD3225 Approved
0.7015 Intermediate Similarity NPD8166 Discontinued
0.701 Intermediate Similarity NPD9294 Approved
0.7009 Intermediate Similarity NPD9296 Approved
0.7 Intermediate Similarity NPD1894 Discontinued
0.6992 Remote Similarity NPD9269 Phase 2
0.6992 Remote Similarity NPD1481 Phase 2
0.6983 Remote Similarity NPD969 Suspended
0.6975 Remote Similarity NPD9568 Approved
0.6975 Remote Similarity NPD694 Clinical (unspecified phase)
0.6972 Remote Similarity NPD9273 Approved
0.6972 Remote Similarity NPD9495 Approved
0.6964 Remote Similarity NPD9610 Approved
0.6964 Remote Similarity NPD164 Approved
0.6964 Remote Similarity NPD9608 Approved
0.696 Remote Similarity NPD1164 Approved
0.6949 Remote Similarity NPD690 Clinical (unspecified phase)
0.6942 Remote Similarity NPD9268 Approved
0.6935 Remote Similarity NPD4359 Approved
0.6935 Remote Similarity NPD3600 Clinical (unspecified phase)
0.693 Remote Similarity NPD2342 Discontinued
0.6923 Remote Similarity NPD7635 Approved
0.6923 Remote Similarity NPD9377 Approved
0.6923 Remote Similarity NPD9379 Approved
0.6923 Remote Similarity NPD821 Approved
0.6917 Remote Similarity NPD9613 Approved
0.6917 Remote Similarity NPD9616 Approved
0.6917 Remote Similarity NPD9615 Approved
0.6911 Remote Similarity NPD1201 Approved
0.6911 Remote Similarity NPD1611 Approved
0.6905 Remote Similarity NPD258 Approved
0.6905 Remote Similarity NPD257 Approved
0.6899 Remote Similarity NPD259 Phase 1
0.6899 Remote Similarity NPD6663 Approved
0.6893 Remote Similarity NPD9259 Approved
0.6893 Remote Similarity NPD9257 Approved
0.6885 Remote Similarity NPD3019 Approved
0.6885 Remote Similarity NPD2932 Approved
0.6875 Remote Similarity NPD7095 Approved
0.6875 Remote Similarity NPD6647 Phase 2
0.687 Remote Similarity NPD6653 Approved
0.6866 Remote Similarity NPD970 Clinical (unspecified phase)
0.6864 Remote Similarity NPD5283 Phase 1
0.686 Remote Similarity NPD3091 Approved
0.686 Remote Similarity NPD316 Approved
0.686 Remote Similarity NPD1759 Phase 1
0.6855 Remote Similarity NPD2233 Approved
0.6855 Remote Similarity NPD2230 Approved
0.6855 Remote Similarity NPD2232 Approved
0.6846 Remote Similarity NPD4140 Approved
0.6846 Remote Similarity NPD826 Approved
0.6846 Remote Similarity NPD825 Approved
0.6842 Remote Similarity NPD1551 Phase 2
0.6838 Remote Similarity NPD6190 Approved
0.6832 Remote Similarity NPD9089 Approved
0.6825 Remote Similarity NPD1470 Approved
0.6825 Remote Similarity NPD987 Approved
0.6822 Remote Similarity NPD3268 Approved
0.6814 Remote Similarity NPD5909 Discontinued
0.681 Remote Similarity NPD9380 Clinical (unspecified phase)
0.6807 Remote Similarity NPD1793 Approved
0.6807 Remote Similarity NPD1791 Approved
0.6803 Remote Similarity NPD1651 Approved
0.6794 Remote Similarity NPD555 Phase 2
0.6794 Remote Similarity NPD1899 Clinical (unspecified phase)
0.678 Remote Similarity NPD7843 Approved
0.6777 Remote Similarity NPD1758 Phase 1
0.6772 Remote Similarity NPD2798 Approved
0.6772 Remote Similarity NPD1019 Discontinued
0.6772 Remote Similarity NPD6584 Phase 3
0.6769 Remote Similarity NPD520 Approved
0.6767 Remote Similarity NPD4308 Phase 3
0.6765 Remote Similarity NPD9491 Approved
0.6765 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6765 Remote Similarity NPD3971 Phase 1
0.6765 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6759 Remote Similarity NPD1202 Approved
0.6752 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6752 Remote Similarity NPD9280 Clinical (unspecified phase)
0.675 Remote Similarity NPD7157 Approved
0.6748 Remote Similarity NPD2423 Clinical (unspecified phase)
0.6746 Remote Similarity NPD196 Phase 1
0.6733 Remote Similarity NPD226 Approved
0.6733 Remote Similarity NPD9093 Approved
0.6729 Remote Similarity NPD9365 Approved
0.6724 Remote Similarity NPD2182 Approved
0.6724 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6723 Remote Similarity NPD2234 Approved
0.6723 Remote Similarity NPD2228 Approved
0.6723 Remote Similarity NPD2229 Approved
0.6721 Remote Similarity NPD1548 Phase 1
0.672 Remote Similarity NPD2235 Phase 2
0.672 Remote Similarity NPD2231 Phase 2
0.6719 Remote Similarity NPD9569 Approved
0.6718 Remote Similarity NPD1240 Approved
0.6696 Remote Similarity NPD3028 Approved
0.6692 Remote Similarity NPD1048 Approved
0.6692 Remote Similarity NPD2313 Discontinued
0.6667 Remote Similarity NPD1237 Approved
0.6667 Remote Similarity NPD4749 Approved
0.6667 Remote Similarity NPD1755 Approved
0.6667 Remote Similarity NPD6832 Phase 2
0.6667 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2629 Approved
0.6667 Remote Similarity NPD9244 Approved
0.6667 Remote Similarity NPD2346 Discontinued
0.6667 Remote Similarity NPD5451 Approved
0.6642 Remote Similarity NPD2799 Discontinued
0.6642 Remote Similarity NPD7003 Approved
0.6642 Remote Similarity NPD4628 Phase 3
0.6641 Remote Similarity NPD5647 Approved
0.664 Remote Similarity NPD5351 Clinical (unspecified phase)
0.664 Remote Similarity NPD776 Approved
0.664 Remote Similarity NPD5350 Clinical (unspecified phase)
0.664 Remote Similarity NPD3092 Approved
0.664 Remote Similarity NPD1610 Phase 2

Structure

External Identifiers

PubChem CID   5352910
ChEMBL   CHEMBL151178
ZINC  

Physicochemical Properties

Molecular Weight:  178.06
ALogP:  -0.088
MLogP:  2.23
XLogP:  2.207
# Rotatable Bonds:  5
Polar Surface Area:  46.53
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  13

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs