Natural Product: NPC284881

Natural Product ID:  NPC284881
Common Name:   Balanophonin
IUPAC Name:   (E)-3-[(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-enal
Synonyms:  
Molecular Formula:   C20H20O6
Standard InCHIKey:  GWCSSLSMGCFIFR-GWKPYITFSA-N
Standard InCHI:  InChI=1S/C20H20O6/c1-24-17-10-13(5-6-16(17)23)19-15(11-22)14-8-12(4-3-7-21)9-18(25-2)20(14)26-19/h3-10,15,19,22-23H,11H2,1-2H3/b4-3+/t15-,19+/m1/s1
Canonical SMILES:  O=C/C=C/c1cc2c(c(c1)OC)O[C@H]([C@@H]2CO)c1ccc(c(c1)OC)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
NPO25279 Carya cathayensis Species Juglandaceae Eukaryota PMID[22330636]
NPO12083 Hydnellum zonatum Species Thelephoraceae Eukaryota UNPD*
NPO487 Tabebuia avellanedae Species Bignoniaceae Eukaryota UNPD*
NPO3751 Orthantha lutea NA NA NA UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 115 % 26774654
NPT2 Others Unspecified IC50 = 7070 nM 26774654

  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 NPC284881 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
1.0 High Similarity NPC93433
1.0 High Similarity NPC264706
1.0 High Similarity NPC474444
0.9714 High Similarity NPC473408
0.964 High Similarity NPC163898
0.9574 High Similarity NPC236166
0.9485 High Similarity NPC477939
0.9485 High Similarity NPC209985
0.9485 High Similarity NPC177160
0.9485 High Similarity NPC10737
0.9485 High Similarity NPC156502
0.9485 High Similarity NPC54743
0.9485 High Similarity NPC263367
0.9485 High Similarity NPC29799
0.9379 High Similarity NPC470769
0.9338 High Similarity NPC249791
0.9338 High Similarity NPC237594
0.9338 High Similarity NPC193026
0.9338 High Similarity NPC476387
0.9338 High Similarity NPC187616
0.9338 High Similarity NPC49603
0.9338 High Similarity NPC119060
0.9286 High Similarity NPC131971
0.9265 High Similarity NPC26394
0.9252 High Similarity NPC300757
0.9252 High Similarity NPC180901
0.9214 High Similarity NPC263261
0.9214 High Similarity NPC87725
0.9214 High Similarity NPC471414
0.9191 High Similarity NPC230219
0.9149 High Similarity NPC253878
0.913 High Similarity NPC214729
0.9128 High Similarity NPC470827
0.9116 High Similarity NPC131121
0.9067 High Similarity NPC470828
0.9051 High Similarity NPC2190
0.9051 High Similarity NPC18842
0.9044 High Similarity NPC174495
0.9044 High Similarity NPC242807
0.9044 High Similarity NPC153739
0.9044 High Similarity NPC42300
0.9044 High Similarity NPC145305
0.9044 High Similarity NPC241522
0.9044 High Similarity NPC92164
0.9044 High Similarity NPC257582
0.9044 High Similarity NPC77040
0.9044 High Similarity NPC187998
0.9044 High Similarity NPC64201
0.9007 High Similarity NPC267291
0.9 High Similarity NPC477938
0.8986 High Similarity NPC115203
0.8978 High Similarity NPC277804
0.8971 High Similarity NPC475875
0.8947 High Similarity NPC478267
0.8944 High Similarity NPC83375
0.8944 High Similarity NPC224876
0.8921 High Similarity NPC67247
0.8921 High Similarity NPC16485
0.8921 High Similarity NPC478085
0.8905 High Similarity NPC143483
0.8897 High Similarity NPC11258
0.8897 High Similarity NPC21867
0.8897 High Similarity NPC282703
0.8897 High Similarity NPC260397
0.8897 High Similarity NPC45774
0.8897 High Similarity NPC128208
0.8897 High Similarity NPC129570
0.8897 High Similarity NPC184733
0.8897 High Similarity NPC470084
0.8889 High Similarity NPC45257
0.8889 High Similarity NPC280092
0.8889 High Similarity NPC93323
0.8889 High Similarity NPC12641
0.8881 High Similarity NPC67467
0.8881 High Similarity NPC278469
0.8881 High Similarity NPC193722
0.8873 High Similarity NPC254759
0.8873 High Similarity NPC309124
0.8873 High Similarity NPC160283
0.8873 High Similarity NPC184797
0.8865 High Similarity NPC126206
0.8841 High Similarity NPC228346
0.8841 High Similarity NPC158079
0.8841 High Similarity NPC7171
0.8841 High Similarity NPC40432
0.8841 High Similarity NPC161557
0.8841 High Similarity NPC27843
0.8841 High Similarity NPC115207
0.8836 High Similarity NPC31325
0.8836 High Similarity NPC114505
0.8836 High Similarity NPC275284
0.8836 High Similarity NPC213074
0.8836 High Similarity NPC15956
0.8836 High Similarity NPC193473
0.8836 High Similarity NPC224674
0.8824 High Similarity NPC163332
0.8824 High Similarity NPC118787
0.8824 High Similarity NPC98745
0.8824 High Similarity NPC469889
0.8824 High Similarity NPC292056
0.8824 High Similarity NPC41706
0.8824 High Similarity NPC111247
0.8824 High Similarity NPC147821
0.8824 High Similarity NPC165045
0.8824 High Similarity NPC319625
0.8824 High Similarity NPC183181
0.8824 High Similarity NPC118533
0.8819 High Similarity NPC47633
0.8819 High Similarity NPC85264
0.8819 High Similarity NPC477616
0.8819 High Similarity NPC102044
0.8816 High Similarity NPC478269
0.8811 High Similarity NPC311530
0.8808 High Similarity NPC228357
0.8803 High Similarity NPC260741
0.8803 High Similarity NPC232164
0.8803 High Similarity NPC473739
0.8803 High Similarity NPC236306
0.8803 High Similarity NPC70682
0.8803 High Similarity NPC292882
0.8794 High Similarity NPC471664
0.8794 High Similarity NPC471988
0.8794 High Similarity NPC471665
0.8794 High Similarity NPC77861
0.8786 High Similarity NPC135127
0.8786 High Similarity NPC287745
0.8777 High Similarity NPC181049
0.8777 High Similarity NPC207400
0.8759 High Similarity NPC472968
0.8759 High Similarity NPC63879
0.8758 High Similarity NPC472962
0.8758 High Similarity NPC472961
0.875 High Similarity NPC191037
0.875 High Similarity NPC476840
0.875 High Similarity NPC58607
0.875 High Similarity NPC125495
0.875 High Similarity NPC206882
0.875 High Similarity NPC178284
0.875 High Similarity NPC107161
0.875 High Similarity NPC476842
0.8732 High Similarity NPC281780
0.8723 High Similarity NPC256262
0.8718 High Similarity NPC43065
0.8714 High Similarity NPC158331
0.8714 High Similarity NPC36490
0.8714 High Similarity NPC475840
0.8707 High Similarity NPC21776
0.8707 High Similarity NPC16269
0.8707 High Similarity NPC101376
0.8699 High Similarity NPC476301
0.8699 High Similarity NPC43508
0.8699 High Similarity NPC181615
0.8696 High Similarity NPC86030
0.8696 High Similarity NPC5851
0.8686 High Similarity NPC5428
0.8686 High Similarity NPC21563
0.8681 High Similarity NPC247291
0.8681 High Similarity NPC471389
0.8681 High Similarity NPC35216
0.8676 High Similarity NPC194519
0.8676 High Similarity NPC148627
0.8676 High Similarity NPC81641
0.8676 High Similarity NPC87113
0.8662 High Similarity NPC248727
0.8662 High Similarity NPC472334
0.8662 High Similarity NPC16435
0.8662 High Similarity NPC470802
0.8662 High Similarity NPC306441
0.8662 High Similarity NPC270456
0.8662 High Similarity NPC472336
0.8662 High Similarity NPC265433
0.8662 High Similarity NPC162659
0.8658 High Similarity NPC98624
0.8652 High Similarity NPC326095
0.8652 High Similarity NPC471942
0.8652 High Similarity NPC244983
0.8643 High Similarity NPC175067
0.8643 High Similarity NPC204215
0.8643 High Similarity NPC4940
0.8639 High Similarity NPC324492
0.8639 High Similarity NPC287495
0.8639 High Similarity NPC317053
0.8639 High Similarity NPC9370
0.863 High Similarity NPC79429
0.863 High Similarity NPC471667
0.863 High Similarity NPC471763
0.863 High Similarity NPC217635
0.863 High Similarity NPC473108
0.8623 High Similarity NPC245826
0.8623 High Similarity NPC474178
0.8623 High Similarity NPC252307
0.8623 High Similarity NPC72529
0.8621 High Similarity NPC476356
0.8621 High Similarity NPC204347
0.8621 High Similarity NPC41782
0.8621 High Similarity NPC475891
0.8621 High Similarity NPC2613
0.8621 High Similarity NPC59841
0.8611 High Similarity NPC55793
0.8611 High Similarity NPC27495

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC284881 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
0.8429 Intermediate Similarity NPD3027 Phase 3
0.838 Intermediate Similarity NPD1613 Approved
0.838 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD4060 Phase 1
0.8099 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.8077 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8028 Intermediate Similarity NPD2861 Phase 2
0.8028 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.8013 Intermediate Similarity NPD1934 Approved
0.8 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7975 Intermediate Similarity NPD3882 Suspended
0.7871 Intermediate Similarity NPD1653 Approved
0.7866 Intermediate Similarity NPD3818 Discontinued
0.7862 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD5494 Approved
0.7815 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7815 Intermediate Similarity NPD6674 Discontinued
0.78 Intermediate Similarity NPD7266 Discontinued
0.7764 Intermediate Similarity NPD6234 Discontinued
0.7755 Intermediate Similarity NPD3620 Phase 2
0.7755 Intermediate Similarity NPD3619 Clinical (unspecified phase)
0.775 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7744 Intermediate Similarity NPD6166 Phase 2
0.7736 Intermediate Similarity NPD2801 Approved
0.7724 Intermediate Similarity NPD4908 Phase 1
0.7721 Intermediate Similarity NPD5283 Phase 1
0.7711 Intermediate Similarity NPD5844 Phase 1
0.7682 Intermediate Similarity NPD5762 Approved
0.7682 Intermediate Similarity NPD5763 Approved
0.7679 Intermediate Similarity NPD6559 Discontinued
0.7673 Intermediate Similarity NPD37 Approved
0.7647 Intermediate Similarity NPD4628 Phase 3
0.764 Intermediate Similarity NPD4966 Approved
0.764 Intermediate Similarity NPD4967 Phase 2
0.764 Intermediate Similarity NPD4965 Approved
0.7632 Intermediate Similarity NPD2424 Discontinued
0.7606 Intermediate Similarity NPD1610 Phase 2
0.7584 Intermediate Similarity NPD6355 Discontinued
0.7574 Intermediate Similarity NPD228 Approved
0.7569 Intermediate Similarity NPD8651 Approved
0.7561 Intermediate Similarity NPD7199 Phase 2
0.7561 Intermediate Similarity NPD8127 Discontinued
0.756 Intermediate Similarity NPD7074 Phase 3
0.755 Intermediate Similarity NPD5588 Approved
0.7547 Intermediate Similarity NPD4380 Phase 2
0.7545 Intermediate Similarity NPD7228 Approved
0.75 Intermediate Similarity NPD7054 Approved
0.75 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5536 Phase 2
0.75 Intermediate Similarity NPD1511 Approved
0.75 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4537 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD4536 Approved
0.7483 Intermediate Similarity NPD4538 Approved
0.7483 Intermediate Similarity NPD3705 Approved
0.7467 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7467 Intermediate Similarity NPD5124 Phase 1
0.7456 Intermediate Similarity NPD7472 Approved
0.7451 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD6005 Phase 3
0.7451 Intermediate Similarity NPD6004 Phase 3
0.7451 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD6002 Phase 3
0.7436 Intermediate Similarity NPD5058 Phase 3
0.7432 Intermediate Similarity NPD4625 Phase 3
0.7426 Intermediate Similarity NPD3022 Approved
0.7426 Intermediate Similarity NPD3021 Approved
0.7419 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4110 Phase 3
0.7419 Intermediate Similarity NPD6331 Phase 2
0.7415 Intermediate Similarity NPD9494 Approved
0.7405 Intermediate Similarity NPD1512 Approved
0.74 Intermediate Similarity NPD1558 Phase 1
0.7386 Intermediate Similarity NPD2935 Discontinued
0.7383 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD7075 Discontinued
0.7372 Intermediate Similarity NPD6190 Approved
0.7365 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7362 Intermediate Similarity NPD3817 Phase 2
0.7361 Intermediate Similarity NPD1091 Approved
0.7357 Intermediate Similarity NPD7157 Approved
0.7355 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7353 Intermediate Similarity NPD2684 Approved
0.7351 Intermediate Similarity NPD5735 Approved
0.7349 Intermediate Similarity NPD1247 Approved
0.7343 Intermediate Similarity NPD4626 Approved
0.7342 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7338 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD919 Approved
0.7329 Intermediate Similarity NPD6696 Suspended
0.7324 Intermediate Similarity NPD1548 Phase 1
0.7321 Intermediate Similarity NPD27 Approved
0.7321 Intermediate Similarity NPD2489 Approved
0.732 Intermediate Similarity NPD5960 Phase 3
0.731 Intermediate Similarity NPD6797 Phase 2
0.731 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD6232 Discontinued
0.7303 Intermediate Similarity NPD6653 Approved
0.7301 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7301 Intermediate Similarity NPD1465 Phase 2
0.7297 Intermediate Similarity NPD3018 Phase 2
0.7296 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7292 Intermediate Similarity NPD3496 Discontinued
0.7285 Intermediate Similarity NPD4140 Approved
0.7279 Intermediate Similarity NPD290 Approved
0.7278 Intermediate Similarity NPD7473 Discontinued
0.7273 Intermediate Similarity NPD5691 Approved
0.7273 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD1357 Approved
0.7267 Intermediate Similarity NPD7685 Pre-registration
0.7267 Intermediate Similarity NPD6798 Discontinued
0.7267 Intermediate Similarity NPD7251 Discontinued
0.7266 Intermediate Similarity NPD7843 Approved
0.7262 Intermediate Similarity NPD2970 Approved
0.7262 Intermediate Similarity NPD2969 Approved
0.7261 Intermediate Similarity NPD2677 Approved
0.726 Intermediate Similarity NPD4749 Approved
0.7256 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD2560 Approved
0.7256 Intermediate Similarity NPD2563 Approved
0.7244 Intermediate Similarity NPD4237 Approved
0.7244 Intermediate Similarity NPD4236 Phase 3
0.7244 Intermediate Similarity NPD1652 Phase 2
0.7241 Intermediate Similarity NPD422 Phase 1
0.7239 Intermediate Similarity NPD6801 Discontinued
0.7234 Intermediate Similarity NPD6671 Approved
0.7233 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7226 Intermediate Similarity NPD2029 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7808 Phase 3
0.7225 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7549 Discontinued
0.7215 Intermediate Similarity NPD6666 Approved
0.7215 Intermediate Similarity NPD6667 Approved
0.7208 Intermediate Similarity NPD2799 Discontinued
0.7208 Intermediate Similarity NPD7033 Discontinued
0.7202 Intermediate Similarity NPD3051 Approved
0.72 Intermediate Similarity NPD7095 Approved
0.7197 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD8455 Phase 2
0.7195 Intermediate Similarity NPD7819 Suspended
0.7188 Intermediate Similarity NPD5261 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD4666 Phase 3
0.7184 Intermediate Similarity NPD7313 Approved
0.7184 Intermediate Similarity NPD7312 Approved
0.7184 Intermediate Similarity NPD7311 Approved
0.7184 Intermediate Similarity NPD7310 Approved
0.7179 Intermediate Similarity NPD1549 Phase 2
0.7175 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD4357 Discontinued
0.7162 Intermediate Similarity NPD2797 Approved
0.716 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7159 Intermediate Similarity NPD4663 Approved
0.7159 Intermediate Similarity NPD8434 Phase 2
0.7152 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD2983 Phase 2
0.7143 Intermediate Similarity NPD7309 Approved
0.7143 Intermediate Similarity NPD2982 Phase 2
0.7134 Intermediate Similarity NPD3060 Approved
0.7134 Intermediate Similarity NPD5177 Phase 3
0.7126 Intermediate Similarity NPD5709 Phase 3
0.7125 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7124 Intermediate Similarity NPD4340 Discontinued
0.7124 Intermediate Similarity NPD447 Suspended
0.7115 Intermediate Similarity NPD1375 Discontinued
0.7115 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7108 Intermediate Similarity NPD7768 Phase 2
0.7105 Intermediate Similarity NPD6233 Phase 2
0.7099 Intermediate Similarity NPD3687 Approved
0.7099 Intermediate Similarity NPD3686 Approved
0.7097 Intermediate Similarity NPD6029 Clinical (unspecified phase)
0.7097 Intermediate Similarity NPD6028 Clinical (unspecified phase)
0.7093 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD2977 Approved
0.7091 Intermediate Similarity NPD2978 Approved
0.7089 Intermediate Similarity NPD3750 Approved
0.7089 Intermediate Similarity NPD8166 Discontinued
0.7086 Intermediate Similarity NPD8312 Approved
0.7086 Intermediate Similarity NPD4578 Approved
0.7086 Intermediate Similarity NPD8313 Approved
0.7086 Intermediate Similarity NPD4577 Approved
0.7081 Intermediate Similarity NPD6273 Approved
0.7075 Intermediate Similarity NPD1608 Approved
0.7075 Intermediate Similarity NPD2981 Phase 2
0.7069 Intermediate Similarity NPD7240 Approved
0.7063 Intermediate Similarity NPD6799 Approved
0.7059 Intermediate Similarity NPD3926 Phase 2
0.7059 Intermediate Similarity NPD2238 Phase 2
0.7051 Intermediate Similarity NPD2161 Phase 2
0.7051 Intermediate Similarity NPD2796 Approved
0.7051 Intermediate Similarity NPD1551 Phase 2
0.7051 Intermediate Similarity NPD6032 Approved
0.7048 Intermediate Similarity NPD6374 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD5402 Approved
0.7047 Intermediate Similarity NPD3094 Phase 2
0.7041 Intermediate Similarity NPD6959 Discontinued

Structure

External Identifiers

PubChem CID   21582569
ChEMBL   CHEMBL1956166
ZINC  

Physicochemical Properties

Molecular Weight:  356.13
ALogP:  -1.3545
MLogP:  3
XLogP:  1.738
# Rotatable Bonds:  10
Polar Surface Area:  85.22
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  26

Download Data

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