Natural Product: NPC24258

Natural Product ID:  NPC24258
Common Name:   5,6,5',6'-Tetrahydroxy[3,3']Bibenzofuranyl-2,2'-Dicarboxylic Acid Dimethyl Ester
IUPAC Name:   methyl 3-(5,6-dihydroxy-2-methoxycarbonyl-1-benzofuran-3-yl)-5,6-dihydroxy-1-benzofuran-2-carboxylate
Synonyms:   kynapcin-24
Molecular Formula:   C20H14O10
Standard InCHIKey:  IVZFDKACPFMQDJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C20H14O10/c1-27-19(25)17-15(7-3-9(21)11(23)5-13(7)29-17)16-8-4-10(22)12(24)6-14(8)30-18(16)20(26)28-2/h3-6,21-24H,1-2H3
Canonical SMILES:  COC(=O)c1oc2c(c1c1c(oc3c1cc(O)c(c3)O)C(=O)OC)cc(c(c2)O)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
NPO32869 polyozellus multiflex Species Thelephoraceae Eukaryota PMID[11809072]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6363 Individual Protein Elastase 1 Homo sapiens IC50 = 1140 nM 18163662
NPT2 Others Unspecified Activity = 4 % 18163662
NPT2 Others Unspecified Activity = 29 % 18163662
NPT2 Others Unspecified Activity = 27.6 % 18054490
NPT2 Others Unspecified Activity = 6.6 % 10.1016/S0960-894X(01)80522-9
NPT2 Others Unspecified Activity = 3.7 % 10.1016/S0960-894X(01)80522-9
NPT2 Others Unspecified Activity = 5.6 % 18197599
NPT2 Others Unspecified Activity = 3.1 % 26042639
NPT2 Others Unspecified Activity = 22 % 26042639
NPT2 Others Unspecified Activity = 5.9 % 26042639
NPT6363 Individual Protein Elastase 1 Homo sapiens Activity = 97.5 % 20679504
NPT6363 Individual Protein Elastase 1 Homo sapiens Activity = 67.5 % 17949976
NPT6363 Individual Protein Elastase 1 Homo sapiens Activity = 98 % 17967541
NPT6363 Individual Protein Elastase 1 Homo sapiens Ki = 290 nM 12027749

  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 NPC24258 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
0.9586 High Similarity NPC71260
0.9405 High Similarity NPC471841
0.9401 High Similarity NPC117450
0.9298 High Similarity NPC471842
0.9157 High Similarity NPC45449
0.9152 High Similarity NPC238995
0.9123 High Similarity NPC98546
0.9096 High Similarity NPC39305
0.9096 High Similarity NPC1706
0.9096 High Similarity NPC59295
0.9096 High Similarity NPC263092
0.9096 High Similarity NPC1755
0.9048 High Similarity NPC86477
0.9042 High Similarity NPC36320
0.9017 High Similarity NPC47883
0.9012 High Similarity NPC297807
0.9 High Similarity NPC54098
0.9 High Similarity NPC230619
0.8994 High Similarity NPC202470
0.8976 High Similarity NPC188486
0.897 High Similarity NPC196879
0.8947 High Similarity NPC277510
0.8947 High Similarity NPC82217
0.8947 High Similarity NPC216842
0.8947 High Similarity NPC37606
0.8947 High Similarity NPC476640
0.8941 High Similarity NPC28042
0.8929 High Similarity NPC29411
0.8927 High Similarity NPC295436
0.8922 High Similarity NPC272722
0.8922 High Similarity NPC312056
0.8922 High Similarity NPC84515
0.8895 High Similarity NPC287243
0.8895 High Similarity NPC289244
0.8882 High Similarity NPC247136
0.8876 High Similarity NPC60848
0.8869 High Similarity NPC133065
0.8855 High Similarity NPC16935
0.8848 High Similarity NPC45131
0.8844 High Similarity NPC8127
0.8844 High Similarity NPC49667
0.8837 High Similarity NPC30550
0.8837 High Similarity NPC261471
0.883 High Similarity NPC218533
0.883 High Similarity NPC78830
0.883 High Similarity NPC476641
0.8824 High Similarity NPC470704
0.8817 High Similarity NPC291110
0.8817 High Similarity NPC39306
0.8814 High Similarity NPC248315
0.88 High Similarity NPC475996
0.878 High Similarity NPC125300
0.8757 High Similarity NPC226725
0.8743 High Similarity NPC195832
0.8736 High Similarity NPC164384
0.8735 High Similarity NPC472461
0.8728 High Similarity NPC149846
0.8728 High Similarity NPC233956
0.8728 High Similarity NPC473834
0.8728 High Similarity NPC65885
0.8721 High Similarity NPC281835
0.8713 High Similarity NPC247973
0.8713 High Similarity NPC50394
0.8713 High Similarity NPC95715
0.8706 High Similarity NPC37183
0.8706 High Similarity NPC187923
0.8701 High Similarity NPC154527
0.8678 High Similarity NPC290304
0.8678 High Similarity NPC236327
0.8671 High Similarity NPC28589
0.8671 High Similarity NPC248593
0.8671 High Similarity NPC174700
0.8663 High Similarity NPC211309
0.8663 High Similarity NPC280493
0.8655 High Similarity NPC277480
0.8647 High Similarity NPC89131
0.8647 High Similarity NPC110257
0.8636 High Similarity NPC476273
0.8631 High Similarity NPC193842
0.8623 High Similarity NPC268161
0.8605 High Similarity NPC241820
0.8596 High Similarity NPC8070
0.8588 High Similarity NPC97523
0.858 High Similarity NPC471744
0.858 High Similarity NPC23553
0.858 High Similarity NPC300680
0.858 High Similarity NPC77179
0.8571 High Similarity NPC53917
0.8571 High Similarity NPC305663
0.8571 High Similarity NPC472438
0.8571 High Similarity NPC235215
0.8571 High Similarity NPC78302
0.8571 High Similarity NPC176665
0.8571 High Similarity NPC163524
0.8571 High Similarity NPC29841
0.8571 High Similarity NPC7973
0.8571 High Similarity NPC287979
0.8571 High Similarity NPC245975
0.8563 High Similarity NPC214138
0.8563 High Similarity NPC247964
0.8554 High Similarity NPC289968
0.8554 High Similarity NPC304954
0.8547 High Similarity NPC304322
0.8539 High Similarity NPC228209
0.8538 High Similarity NPC472582
0.8538 High Similarity NPC300984
0.8529 High Similarity NPC231758
0.8529 High Similarity NPC112418
0.8523 High Similarity NPC107244
0.8521 High Similarity NPC7846
0.8521 High Similarity NPC115798
0.8521 High Similarity NPC143828
0.8521 High Similarity NPC18772
0.8521 High Similarity NPC288669
0.8521 High Similarity NPC18607
0.8521 High Similarity NPC25495
0.8521 High Similarity NPC130894
0.8521 High Similarity NPC4481
0.8521 High Similarity NPC300943
0.8521 High Similarity NPC176300
0.8521 High Similarity NPC253634
0.8521 High Similarity NPC191459
0.8521 High Similarity NPC22472
0.8521 High Similarity NPC204854
0.8521 High Similarity NPC105242
0.8521 High Similarity NPC9609
0.8521 High Similarity NPC19687
0.8521 High Similarity NPC152166
0.8521 High Similarity NPC261004
0.8514 High Similarity NPC310794
0.8512 High Similarity NPC100916
0.8512 High Similarity NPC200388
0.8512 High Similarity NPC55619
0.8512 High Similarity NPC247017
0.8512 High Similarity NPC98661
0.8512 High Similarity NPC474520
0.8512 High Similarity NPC43243
0.8512 High Similarity NPC266960
0.8512 High Similarity NPC245546
0.85 High Similarity NPC47905
0.85 High Similarity NPC139683
0.85 High Similarity NPC73929
0.8497 Intermediate Similarity NPC76482
0.8494 Intermediate Similarity NPC171010
0.8492 Intermediate Similarity NPC476170
0.8488 Intermediate Similarity NPC88243
0.8488 Intermediate Similarity NPC38914
0.8488 Intermediate Similarity NPC267153
0.848 Intermediate Similarity NPC93739
0.848 Intermediate Similarity NPC471745
0.848 Intermediate Similarity NPC164937
0.8476 Intermediate Similarity NPC17816
0.8475 Intermediate Similarity NPC221820
0.8475 Intermediate Similarity NPC207467
0.8471 Intermediate Similarity NPC304839
0.8471 Intermediate Similarity NPC220582
0.8471 Intermediate Similarity NPC130955
0.8471 Intermediate Similarity NPC246478
0.8466 Intermediate Similarity NPC224165
0.8462 Intermediate Similarity NPC227192
0.8462 Intermediate Similarity NPC203891
0.8462 Intermediate Similarity NPC75215
0.8462 Intermediate Similarity NPC101830
0.8462 Intermediate Similarity NPC189179
0.8462 Intermediate Similarity NPC224137
0.8462 Intermediate Similarity NPC93376
0.8462 Intermediate Similarity NPC110070
0.8457 Intermediate Similarity NPC158226
0.8457 Intermediate Similarity NPC475964
0.8457 Intermediate Similarity NPC157522
0.8457 Intermediate Similarity NPC476370
0.8452 Intermediate Similarity NPC201451
0.8452 Intermediate Similarity NPC44079
0.8452 Intermediate Similarity NPC38898
0.8452 Intermediate Similarity NPC80489
0.8452 Intermediate Similarity NPC208197
0.8452 Intermediate Similarity NPC26227
0.8448 Intermediate Similarity NPC163130
0.8448 Intermediate Similarity NPC165979
0.8443 Intermediate Similarity NPC101996
0.8443 Intermediate Similarity NPC161277
0.8443 Intermediate Similarity NPC142540
0.8443 Intermediate Similarity NPC39007
0.8443 Intermediate Similarity NPC123886
0.8436 Intermediate Similarity NPC246153
0.8436 Intermediate Similarity NPC182693
0.8436 Intermediate Similarity NPC8927
0.8436 Intermediate Similarity NPC240508
0.8434 Intermediate Similarity NPC260582
0.843 Intermediate Similarity NPC41301
0.843 Intermediate Similarity NPC109180
0.843 Intermediate Similarity NPC284007
0.843 Intermediate Similarity NPC470459
0.8427 Intermediate Similarity NPC183843
0.8427 Intermediate Similarity NPC473785
0.8424 Intermediate Similarity NPC19545
0.8421 Intermediate Similarity NPC303565
0.8421 Intermediate Similarity NPC258331
0.8421 Intermediate Similarity NPC308992
0.8421 Intermediate Similarity NPC304387

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC24258 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
0.8512 High Similarity NPD3882 Suspended
0.8314 Intermediate Similarity NPD1247 Approved
0.8284 Intermediate Similarity NPD2801 Approved
0.8235 Intermediate Similarity NPD3817 Phase 2
0.8218 Intermediate Similarity NPD3926 Phase 2
0.8187 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8156 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8118 Intermediate Similarity NPD1934 Approved
0.8092 Intermediate Similarity NPD919 Approved
0.8084 Intermediate Similarity NPD1512 Approved
0.8079 Intermediate Similarity NPD3818 Discontinued
0.807 Intermediate Similarity NPD1465 Phase 2
0.8068 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8068 Intermediate Similarity NPD6166 Phase 2
0.8068 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8057 Intermediate Similarity NPD6232 Discontinued
0.8045 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD3749 Approved
0.8035 Intermediate Similarity NPD7075 Discontinued
0.8023 Intermediate Similarity NPD7473 Discontinued
0.7965 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7964 Intermediate Similarity NPD1511 Approved
0.7964 Intermediate Similarity NPD6799 Approved
0.7919 Intermediate Similarity NPD5402 Approved
0.7907 Intermediate Similarity NPD6801 Discontinued
0.7895 Intermediate Similarity NPD6599 Discontinued
0.7861 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7845 Intermediate Similarity NPD6797 Phase 2
0.7841 Intermediate Similarity NPD5494 Approved
0.7802 Intermediate Similarity NPD7251 Discontinued
0.7802 Intermediate Similarity NPD6559 Discontinued
0.7765 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7746 Intermediate Similarity NPD7411 Suspended
0.7735 Intermediate Similarity NPD5844 Phase 1
0.7719 Intermediate Similarity NPD920 Approved
0.7711 Intermediate Similarity NPD2344 Approved
0.7706 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD7074 Phase 3
0.7663 Intermediate Similarity NPD7808 Phase 3
0.7657 Intermediate Similarity NPD7819 Suspended
0.7637 Intermediate Similarity NPD7054 Approved
0.7619 Intermediate Similarity NPD1243 Approved
0.7611 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7598 Intermediate Similarity NPD6959 Discontinued
0.7596 Intermediate Similarity NPD7472 Approved
0.7594 Intermediate Similarity NPD8434 Phase 2
0.756 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD3226 Approved
0.7529 Intermediate Similarity NPD2309 Approved
0.7528 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD2800 Approved
0.7515 Intermediate Similarity NPD230 Phase 1
0.7514 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD5403 Approved
0.7514 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2532 Approved
0.75 Intermediate Similarity NPD2534 Approved
0.75 Intermediate Similarity NPD5401 Approved
0.75 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD2533 Approved
0.7486 Intermediate Similarity NPD4380 Phase 2
0.7486 Intermediate Similarity NPD6234 Discontinued
0.7472 Intermediate Similarity NPD7768 Phase 2
0.7456 Intermediate Similarity NPD1549 Phase 2
0.7455 Intermediate Similarity NPD943 Approved
0.7455 Intermediate Similarity NPD1240 Approved
0.7447 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7446 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD2935 Discontinued
0.7435 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7199 Phase 2
0.7399 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD3751 Discontinued
0.7384 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1510 Phase 2
0.7368 Intermediate Similarity NPD3750 Approved
0.7365 Intermediate Similarity NPD1607 Approved
0.7326 Intermediate Similarity NPD6190 Approved
0.731 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7305 Intermediate Similarity NPD447 Suspended
0.7294 Intermediate Similarity NPD1471 Phase 3
0.7293 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD2403 Approved
0.7278 Intermediate Similarity NPD4967 Phase 2
0.7278 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD4965 Approved
0.7278 Intermediate Similarity NPD4966 Approved
0.7241 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD2796 Approved
0.7235 Intermediate Similarity NPD1551 Phase 2
0.7204 Intermediate Similarity NPD7228 Approved
0.7193 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD5953 Discontinued
0.7168 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD4628 Phase 3
0.715 Intermediate Similarity NPD4287 Approved
0.7112 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD37 Approved
0.7081 Intermediate Similarity NPD6808 Phase 2
0.7081 Intermediate Similarity NPD3787 Discontinued
0.7076 Intermediate Similarity NPD3748 Approved
0.7076 Intermediate Similarity NPD2799 Discontinued
0.7074 Intermediate Similarity NPD7286 Phase 2
0.7065 Intermediate Similarity NPD7435 Discontinued
0.7048 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD2296 Approved
0.7024 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.702 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.6994 Remote Similarity NPD2346 Discontinued
0.6989 Remote Similarity NPD5711 Approved
0.6989 Remote Similarity NPD5710 Approved
0.6983 Remote Similarity NPD1653 Approved
0.6979 Remote Similarity NPD8313 Approved
0.6979 Remote Similarity NPD8312 Approved
0.6977 Remote Similarity NPD1509 Clinical (unspecified phase)
0.6976 Remote Similarity NPD8151 Discontinued
0.6951 Remote Similarity NPD9269 Phase 2
0.6949 Remote Similarity NPD7390 Discontinued
0.6941 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6941 Remote Similarity NPD1613 Approved
0.6931 Remote Similarity NPD2163 Approved
0.6928 Remote Similarity NPD1203 Approved
0.6923 Remote Similarity NPD2313 Discontinued
0.6915 Remote Similarity NPD6776 Approved
0.6915 Remote Similarity NPD6782 Approved
0.6915 Remote Similarity NPD6780 Approved
0.6915 Remote Similarity NPD6777 Approved
0.6915 Remote Similarity NPD6781 Approved
0.6915 Remote Similarity NPD6779 Approved
0.6915 Remote Similarity NPD6778 Approved
0.6901 Remote Similarity NPD1933 Approved
0.6901 Remote Similarity NPD6355 Discontinued
0.6898 Remote Similarity NPD7229 Phase 3
0.6882 Remote Similarity NPD6233 Phase 2
0.6875 Remote Similarity NPD7685 Pre-registration
0.6875 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6872 Remote Similarity NPD8150 Discontinued
0.6862 Remote Similarity NPD5242 Approved
0.686 Remote Similarity NPD6651 Approved
0.686 Remote Similarity NPD7875 Clinical (unspecified phase)
0.686 Remote Similarity NPD7874 Approved
0.6836 Remote Similarity NPD2354 Approved
0.6824 Remote Similarity NPD3268 Approved
0.6824 Remote Similarity NPD6798 Discontinued
0.6824 Remote Similarity NPD3764 Approved
0.6816 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6816 Remote Similarity NPD7422 Clinical (unspecified phase)
0.6805 Remote Similarity NPD6832 Phase 2
0.6802 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6788 Remote Similarity NPD7240 Approved
0.678 Remote Similarity NPD7871 Phase 2
0.678 Remote Similarity NPD7870 Phase 2
0.6765 Remote Similarity NPD3027 Phase 3
0.6753 Remote Similarity NPD4419 Clinical (unspecified phase)
0.6747 Remote Similarity NPD1608 Approved
0.6747 Remote Similarity NPD9717 Approved
0.6746 Remote Similarity NPD7783 Phase 2
0.6746 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6746 Remote Similarity NPD9494 Approved
0.6744 Remote Similarity NPD4060 Phase 1
0.6743 Remote Similarity NPD6100 Approved
0.6743 Remote Similarity NPD6099 Approved
0.6739 Remote Similarity NPD6279 Approved
0.6739 Remote Similarity NPD6280 Approved
0.6737 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6732 Remote Similarity NPD7698 Approved
0.6732 Remote Similarity NPD7697 Approved
0.6732 Remote Similarity NPD7696 Phase 3
0.6707 Remote Similarity NPD9268 Approved
0.6698 Remote Similarity NPD7907 Approved
0.6684 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6683 Remote Similarity NPD7701 Phase 2
0.6667 Remote Similarity NPD6535 Approved
0.6667 Remote Similarity NPD6534 Approved
0.6667 Remote Similarity NPD5353 Approved
0.6649 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6648 Remote Similarity NPD5404 Approved
0.6648 Remote Similarity NPD5405 Approved
0.6648 Remote Similarity NPD5406 Approved
0.6648 Remote Similarity NPD5408 Approved
0.6628 Remote Similarity NPD411 Approved
0.6627 Remote Similarity NPD3266 Approved
0.6627 Remote Similarity NPD3267 Approved
0.662 Remote Similarity NPD8155 Clinical (unspecified phase)
0.6615 Remote Similarity NPD6764 Approved
0.6615 Remote Similarity NPD6765 Approved
0.6613 Remote Similarity NPD8455 Phase 2
0.661 Remote Similarity NPD2355 Clinical (unspecified phase)
0.661 Remote Similarity NPD2353 Approved
0.6607 Remote Similarity NPD4379 Clinical (unspecified phase)
0.6595 Remote Similarity NPD6386 Approved
0.6595 Remote Similarity NPD6385 Approved
0.6593 Remote Similarity NPD1940 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5049 Phase 3
0.6591 Remote Similarity NPD7033 Discontinued

Structure

External Identifiers

PubChem CID   10093198
ChEMBL   CHEMBL465606
ZINC  

Physicochemical Properties

Molecular Weight:  414.06
ALogP:  -2.127
MLogP:  2.56
XLogP:  0.936
# Rotatable Bonds:  11
Polar Surface Area:  159.8
# H-Bond Aceptor:  4
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  30

Download Data

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Biological Activities  
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