Natural Product: NPC27352

Natural Product ID:  NPC27352
Common Name:   (E)-2-Hydroxyethyl 3-(3,4,5-Trimethoxyphenyl)Acrylate
IUPAC Name:   2-hydroxyethyl (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C14H18O6
Standard InCHIKey:  ILJWQZPOVCBREW-SNAWJCMRSA-N
Standard InCHI:  InChI=1S/C14H18O6/c1-17-11-8-10(4-5-13(16)20-7-6-15)9-12(18-2)14(11)19-3/h4-5,8-9,15H,6-7H2,1-3H3/b5-4+
Canonical SMILES:  OCCOC(=O)/C=C/c1cc(OC)c(c(c1)OC)OC
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
NPO33086 bermuda buttercup Species NA NA PMID[17922549]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 30 % 22850207
NPT364 Organism Lactuca sativa Lactuca sativa Activity = 10 % 12161120

  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 NPC27352 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
0.9672 High Similarity NPC48315
0.959 High Similarity NPC109275
0.958 High Similarity NPC288238
0.9496 High Similarity NPC310373
0.9492 High Similarity NPC222175
0.9344 High Similarity NPC58279
0.9344 High Similarity NPC300326
0.9286 High Similarity NPC5423
0.9268 High Similarity NPC127604
0.904 High Similarity NPC194841
0.9032 High Similarity NPC271985
0.9024 High Similarity NPC108545
0.9024 High Similarity NPC238810
0.8992 High Similarity NPC111635
0.8984 High Similarity NPC245120
0.8976 High Similarity NPC19242
0.8934 High Similarity NPC204466
0.8934 High Similarity NPC199023
0.8926 High Similarity NPC37858
0.8872 High Similarity NPC300611
0.8864 High Similarity NPC164148
0.8864 High Similarity NPC43500
0.8862 High Similarity NPC70752
0.8852 High Similarity NPC229401
0.8852 High Similarity NPC202474
0.8846 High Similarity NPC92830
0.8843 High Similarity NPC63083
0.8837 High Similarity NPC137669
0.8824 High Similarity NPC294941
0.8769 High Similarity NPC241341
0.8769 High Similarity NPC233018
0.8769 High Similarity NPC36437
0.8741 High Similarity NPC138212
0.873 High Similarity NPC173608
0.8729 High Similarity NPC203924
0.8722 High Similarity NPC13067
0.8712 High Similarity NPC471719
0.871 High Similarity NPC49341
0.8702 High Similarity NPC135127
0.8702 High Similarity NPC309744
0.8689 High Similarity NPC277460
0.8689 High Similarity NPC70744
0.8689 High Similarity NPC137537
0.8689 High Similarity NPC124916
0.8689 High Similarity NPC164706
0.8689 High Similarity NPC107588
0.8689 High Similarity NPC272471
0.8682 High Similarity NPC240722
0.8682 High Similarity NPC244799
0.8676 High Similarity NPC297342
0.8672 High Similarity NPC210674
0.8657 High Similarity NPC210478
0.8651 High Similarity NPC146886
0.8651 High Similarity NPC60517
0.8651 High Similarity NPC246704
0.8651 High Similarity NPC20443
0.8647 High Similarity NPC95162
0.8647 High Similarity NPC52086
0.8647 High Similarity NPC148835
0.8647 High Similarity NPC20511
0.8647 High Similarity NPC139548
0.8647 High Similarity NPC76336
0.864 High Similarity NPC270326
0.8626 High Similarity NPC36490
0.8626 High Similarity NPC288743
0.8615 High Similarity NPC73738
0.8607 High Similarity NPC259638
0.8605 High Similarity NPC123127
0.8605 High Similarity NPC27239
0.8594 High Similarity NPC474119
0.8583 High Similarity NPC204120
0.8583 High Similarity NPC289459
0.8571 High Similarity NPC37468
0.8571 High Similarity NPC82271
0.8571 High Similarity NPC157554
0.8571 High Similarity NPC220598
0.8571 High Similarity NPC165375
0.8571 High Similarity NPC126682
0.8561 High Similarity NPC309953
0.8559 High Similarity NPC165386
0.8551 High Similarity NPC205361
0.855 High Similarity NPC319969
0.8548 High Similarity NPC2058
0.854 High Similarity NPC471763
0.8538 High Similarity NPC307042
0.8538 High Similarity NPC476399
0.8538 High Similarity NPC79184
0.8527 High Similarity NPC474651
0.8527 High Similarity NPC474623
0.8525 High Similarity NPC193067
0.8525 High Similarity NPC123948
0.8519 High Similarity NPC267291
0.8516 High Similarity NPC213552
0.8516 High Similarity NPC120225
0.8507 High Similarity NPC126206
0.8492 Intermediate Similarity NPC71579
0.8492 Intermediate Similarity NPC473411
0.8492 Intermediate Similarity NPC262253
0.8489 Intermediate Similarity NPC15577
0.8489 Intermediate Similarity NPC476347
0.848 Intermediate Similarity NPC166759
0.848 Intermediate Similarity NPC267064
0.8478 Intermediate Similarity NPC476450
0.8473 Intermediate Similarity NPC29734
0.8468 Intermediate Similarity NPC135961
0.8468 Intermediate Similarity NPC20674
0.8462 Intermediate Similarity NPC202582
0.8462 Intermediate Similarity NPC273295
0.8462 Intermediate Similarity NPC218856
0.8462 Intermediate Similarity NPC226788
0.8462 Intermediate Similarity NPC285339
0.8462 Intermediate Similarity NPC222004
0.8462 Intermediate Similarity NPC3439
0.8462 Intermediate Similarity NPC470258
0.8462 Intermediate Similarity NPC190629
0.8462 Intermediate Similarity NPC210623
0.8456 Intermediate Similarity NPC224876
0.8456 Intermediate Similarity NPC83375
0.8444 Intermediate Similarity NPC100389
0.8444 Intermediate Similarity NPC226005
0.8433 Intermediate Similarity NPC471665
0.8433 Intermediate Similarity NPC186418
0.8433 Intermediate Similarity NPC471664
0.8429 Intermediate Similarity NPC187398
0.8429 Intermediate Similarity NPC96294
0.8429 Intermediate Similarity NPC478237
0.8429 Intermediate Similarity NPC93924
0.8429 Intermediate Similarity NPC476348
0.8421 Intermediate Similarity NPC155098
0.8413 Intermediate Similarity NPC114845
0.8413 Intermediate Similarity NPC470804
0.8409 Intermediate Similarity NPC123954
0.8409 Intermediate Similarity NPC162093
0.84 Intermediate Similarity NPC61516
0.84 Intermediate Similarity NPC232084
0.84 Intermediate Similarity NPC247364
0.84 Intermediate Similarity NPC10932
0.84 Intermediate Similarity NPC474565
0.8397 Intermediate Similarity NPC472338
0.8397 Intermediate Similarity NPC299010
0.8397 Intermediate Similarity NPC113098
0.8394 Intermediate Similarity NPC193722
0.8394 Intermediate Similarity NPC278469
0.8385 Intermediate Similarity NPC206615
0.8385 Intermediate Similarity NPC186843
0.8385 Intermediate Similarity NPC98631
0.8385 Intermediate Similarity NPC110313
0.8385 Intermediate Similarity NPC470213
0.837 Intermediate Similarity NPC25305
0.837 Intermediate Similarity NPC125417
0.837 Intermediate Similarity NPC95679
0.837 Intermediate Similarity NPC110899
0.837 Intermediate Similarity NPC112068
0.837 Intermediate Similarity NPC20796
0.8369 Intermediate Similarity NPC283839
0.8369 Intermediate Similarity NPC106138
0.8369 Intermediate Similarity NPC90896
0.8369 Intermediate Similarity NPC475250
0.8361 Intermediate Similarity NPC261453
0.8361 Intermediate Similarity NPC217472
0.8361 Intermediate Similarity NPC33749
0.8361 Intermediate Similarity NPC328593
0.8359 Intermediate Similarity NPC183446
0.8358 Intermediate Similarity NPC185778
0.8358 Intermediate Similarity NPC55040
0.8357 Intermediate Similarity NPC52740
0.8357 Intermediate Similarity NPC178129
0.8357 Intermediate Similarity NPC41844
0.8346 Intermediate Similarity NPC261661
0.8346 Intermediate Similarity NPC132895
0.8346 Intermediate Similarity NPC26673
0.8346 Intermediate Similarity NPC49074
0.8333 Intermediate Similarity NPC267336
0.8333 Intermediate Similarity NPC272650
0.8333 Intermediate Similarity NPC163200
0.8333 Intermediate Similarity NPC179309
0.8333 Intermediate Similarity NPC469625
0.8333 Intermediate Similarity NPC470096
0.8333 Intermediate Similarity NPC472597
0.8333 Intermediate Similarity NPC472596
0.8333 Intermediate Similarity NPC469613
0.8333 Intermediate Similarity NPC30043
0.8333 Intermediate Similarity NPC470095
0.8321 Intermediate Similarity NPC83062
0.8321 Intermediate Similarity NPC472520
0.8321 Intermediate Similarity NPC279851
0.8321 Intermediate Similarity NPC476968
0.8321 Intermediate Similarity NPC170844
0.832 Intermediate Similarity NPC226629
0.832 Intermediate Similarity NPC57501
0.832 Intermediate Similarity NPC308217
0.832 Intermediate Similarity NPC475961
0.832 Intermediate Similarity NPC69670
0.832 Intermediate Similarity NPC254625
0.831 Intermediate Similarity NPC120426
0.831 Intermediate Similarity NPC21184
0.831 Intermediate Similarity NPC294522
0.831 Intermediate Similarity NPC114740
0.831 Intermediate Similarity NPC205727
0.831 Intermediate Similarity NPC473091

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC27352 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
0.839 Intermediate Similarity NPD1358 Approved
0.8321 Intermediate Similarity NPD3027 Phase 3
0.8239 Intermediate Similarity NPD1653 Approved
0.814 Intermediate Similarity NPD2983 Phase 2
0.814 Intermediate Similarity NPD2982 Phase 2
0.8074 Intermediate Similarity NPD230 Phase 1
0.8062 Intermediate Similarity NPD2981 Phase 2
0.8016 Intermediate Similarity NPD5536 Phase 2
0.8 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD3134 Approved
0.7895 Intermediate Similarity NPD3018 Phase 2
0.7868 Intermediate Similarity NPD1613 Approved
0.7868 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7846 Intermediate Similarity NPD422 Phase 1
0.7823 Intermediate Similarity NPD228 Approved
0.7801 Intermediate Similarity NPD1652 Phase 2
0.7785 Intermediate Similarity NPD3817 Phase 2
0.7752 Intermediate Similarity NPD1357 Approved
0.771 Intermediate Similarity NPD3705 Approved
0.7708 Intermediate Similarity NPD4357 Discontinued
0.7704 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7671 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.766 Intermediate Similarity NPD7266 Discontinued
0.763 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.763 Intermediate Similarity NPD9494 Approved
0.7591 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7586 Intermediate Similarity NPD6799 Approved
0.7581 Intermediate Similarity NPD2684 Approved
0.7559 Intermediate Similarity NPD5283 Phase 1
0.7554 Intermediate Similarity NPD447 Suspended
0.75 Intermediate Similarity NPD3882 Suspended
0.75 Intermediate Similarity NPD3496 Discontinued
0.75 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7481 Intermediate Similarity NPD5691 Approved
0.748 Intermediate Similarity NPD7843 Approved
0.7466 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7466 Intermediate Similarity NPD5297 Approved
0.7448 Intermediate Similarity NPD6190 Approved
0.7442 Intermediate Similarity NPD7157 Approved
0.7434 Intermediate Similarity NPD5353 Approved
0.7429 Intermediate Similarity NPD5124 Phase 1
0.7429 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7424 Intermediate Similarity NPD4626 Approved
0.7424 Intermediate Similarity NPD1778 Approved
0.7419 Intermediate Similarity NPD7199 Phase 2
0.7417 Intermediate Similarity NPD1934 Approved
0.7417 Intermediate Similarity NPD37 Approved
0.7386 Intermediate Similarity NPD4966 Approved
0.7386 Intermediate Similarity NPD4967 Phase 2
0.7386 Intermediate Similarity NPD4965 Approved
0.7379 Intermediate Similarity NPD4628 Phase 3
0.7377 Intermediate Similarity NPD291 Approved
0.7368 Intermediate Similarity NPD2801 Approved
0.7361 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD290 Approved
0.7358 Intermediate Similarity NPD5844 Phase 1
0.7329 Intermediate Similarity NPD2219 Phase 1
0.7319 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.7313 Intermediate Similarity NPD1091 Approved
0.7305 Intermediate Similarity NPD4340 Discontinued
0.7292 Intermediate Similarity NPD3540 Phase 1
0.729 Intermediate Similarity NPD6234 Discontinued
0.729 Intermediate Similarity NPD919 Approved
0.7285 Intermediate Similarity NPD6599 Discontinued
0.7273 Intermediate Similarity NPD1548 Phase 1
0.7273 Intermediate Similarity NPD9545 Approved
0.7267 Intermediate Similarity NPD3686 Approved
0.7267 Intermediate Similarity NPD3687 Approved
0.7259 Intermediate Similarity NPD9269 Phase 2
0.7255 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7255 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7237 Intermediate Similarity NPD5089 Approved
0.7237 Intermediate Similarity NPD5090 Approved
0.7234 Intermediate Similarity NPD4060 Phase 1
0.723 Intermediate Similarity NPD1511 Approved
0.7222 Intermediate Similarity NPD1551 Phase 2
0.7222 Intermediate Similarity NPD3539 Phase 1
0.7218 Intermediate Similarity NPD9268 Approved
0.7215 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7215 Intermediate Similarity NPD5242 Approved
0.7211 Intermediate Similarity NPD5307 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD5402 Approved
0.72 Intermediate Similarity NPD5403 Approved
0.7194 Intermediate Similarity NPD4908 Phase 1
0.719 Intermediate Similarity NPD6801 Discontinued
0.7188 Intermediate Similarity NPD3818 Discontinued
0.7185 Intermediate Similarity NPD1610 Phase 2
0.7181 Intermediate Similarity NPD5401 Approved
0.7172 Intermediate Similarity NPD1375 Discontinued
0.717 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6166 Phase 2
0.717 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7163 Intermediate Similarity NPD1726 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6232 Discontinued
0.7143 Intermediate Similarity NPD4110 Phase 3
0.7143 Intermediate Similarity NPD7054 Approved
0.7143 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD7819 Suspended
0.7143 Intermediate Similarity NPD7095 Approved
0.7143 Intermediate Similarity NPD1465 Phase 2
0.7143 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD6653 Approved
0.7133 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7133 Intermediate Similarity NPD1512 Approved
0.7124 Intermediate Similarity NPD6386 Approved
0.7124 Intermediate Similarity NPD6385 Approved
0.7115 Intermediate Similarity NPD7075 Discontinued
0.7109 Intermediate Similarity NPD556 Approved
0.7099 Intermediate Similarity NPD7472 Approved
0.7099 Intermediate Similarity NPD7074 Phase 3
0.7092 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD1296 Phase 2
0.7083 Intermediate Similarity NPD6111 Discontinued
0.7081 Intermediate Similarity NPD7228 Approved
0.7077 Intermediate Similarity NPD5535 Approved
0.7075 Intermediate Similarity NPD4236 Phase 3
0.7075 Intermediate Similarity NPD4237 Approved
0.7073 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7073 Intermediate Similarity NPD7549 Discontinued
0.7067 Intermediate Similarity NPD3146 Approved
0.7067 Intermediate Similarity NPD3688 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD1933 Approved
0.7063 Intermediate Similarity NPD9697 Approved
0.7059 Intermediate Similarity NPD4675 Approved
0.7059 Intermediate Similarity NPD4678 Approved
0.7059 Intermediate Similarity NPD4380 Phase 2
0.7055 Intermediate Similarity NPD5763 Approved
0.7055 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD5762 Approved
0.705 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7042 Intermediate Similarity NPD6233 Phase 2
0.7034 Intermediate Similarity NPD1510 Phase 2
0.7034 Intermediate Similarity NPD3748 Approved
0.7029 Intermediate Similarity NPD8651 Approved
0.7027 Intermediate Similarity NPD3750 Approved
0.7025 Intermediate Similarity NPD5494 Approved
0.7023 Intermediate Similarity NPD1241 Discontinued
0.7019 Intermediate Similarity NPD7473 Discontinued
0.7016 Intermediate Similarity NPD1242 Phase 1
0.7014 Intermediate Similarity NPD2653 Approved
0.7007 Intermediate Similarity NPD1608 Approved
0.7007 Intermediate Similarity NPD9717 Approved
0.6993 Remote Similarity NPD1240 Approved
0.6993 Remote Similarity NPD1558 Phase 1
0.6993 Remote Similarity NPD4005 Discontinued
0.6986 Remote Similarity NPD2796 Approved
0.6986 Remote Similarity NPD2935 Discontinued
0.6981 Remote Similarity NPD8127 Discontinued
0.6972 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6972 Remote Similarity NPD6798 Discontinued
0.697 Remote Similarity NPD7808 Phase 3
0.6963 Remote Similarity NPD5585 Approved
0.6957 Remote Similarity NPD4749 Approved
0.6954 Remote Similarity NPD2533 Approved
0.6954 Remote Similarity NPD2532 Approved
0.6954 Remote Similarity NPD2534 Approved
0.6951 Remote Similarity NPD6797 Phase 2
0.6944 Remote Similarity NPD6355 Discontinued
0.694 Remote Similarity NPD1408 Clinical (unspecified phase)
0.6933 Remote Similarity NPD7124 Phase 2
0.6923 Remote Similarity NPD4585 Approved
0.6923 Remote Similarity NPD4062 Phase 3
0.6918 Remote Similarity NPD5677 Discontinued
0.6917 Remote Similarity NPD9365 Approved
0.6912 Remote Similarity NPD17 Approved
0.6909 Remote Similarity NPD7251 Discontinued
0.6909 Remote Similarity NPD7685 Pre-registration
0.6909 Remote Similarity NPD7240 Approved
0.6906 Remote Similarity NPD3225 Approved
0.6903 Remote Similarity NPD7411 Suspended
0.6901 Remote Similarity NPD3180 Approved
0.6901 Remote Similarity NPD3179 Approved
0.6899 Remote Similarity NPD6971 Discontinued
0.6899 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6899 Remote Similarity NPD7975 Clinical (unspecified phase)
0.6897 Remote Similarity NPD1607 Approved
0.6897 Remote Similarity NPD2492 Phase 1
0.6892 Remote Similarity NPD1549 Phase 2
0.6892 Remote Similarity NPD2424 Discontinued
0.6889 Remote Similarity NPD7533 Approved
0.6889 Remote Similarity NPD7534 Approved
0.6885 Remote Similarity NPD9296 Approved
0.6879 Remote Similarity NPD6374 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4140 Approved
0.6875 Remote Similarity NPD1247 Approved
0.6875 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6875 Remote Similarity NPD3620 Phase 2
0.6861 Remote Similarity NPD3847 Discontinued
0.6857 Remote Similarity NPD987 Approved
0.6853 Remote Similarity NPD3144 Approved
0.6853 Remote Similarity NPD411 Approved
0.6853 Remote Similarity NPD1048 Approved
0.6853 Remote Similarity NPD3145 Approved
0.6846 Remote Similarity NPD3060 Approved
0.6846 Remote Similarity NPD6674 Discontinued
0.6846 Remote Similarity NPD4162 Approved
0.6846 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6835 Remote Similarity NPD7768 Phase 2

Structure

External Identifiers

PubChem CID   23656640
ChEMBL   CHEMBL252396
ZINC  

Physicochemical Properties

Molecular Weight:  282.11
ALogP:  -0.3225
MLogP:  2.34
XLogP:  0.918
# Rotatable Bonds:  12
Polar Surface Area:  74.22
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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