Natural Product: NPC272485

Natural Product ID:  NPC272485
Common Name:   1,7-Bis[(E)-But-2-En-2-Yl]-3,9-Dihydroxy-4-Methyl-6-Oxobenzo[B][1,4]Benzodioxepine-10-Carbaldehyde
IUPAC Name:   1,7-bis[(E)-but-2-en-2-yl]-3,9-dihydroxy-4-methyl-6-oxobenzo[b][1,4]benzodioxepine-10-carbaldehyde
Synonyms:  
Molecular Formula:   C23H22O6
Standard InCHIKey:  GCNRIAIVSOKTDX-GNXRPPCSSA-N
Standard InCHI:  InChI=1S/C23H22O6/c1-6-11(3)14-8-18(26)16(10-24)21-19(14)23(27)29-20-13(5)17(25)9-15(12(4)7-2)22(20)28-21/h6-10,25-26H,1-5H3/b11-6+,12-7+
Canonical SMILES:  C/C=C(/c1cc(O)c(c2c1C(=O)Oc1c(O2)c(cc(c1C)O)/C(=C/C)/C)C=O)C
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
NPO33090 bcc 8616 NA NA NA PMID[16989536]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 4.1 ug/ml 16913719
NPT91 Cell Line KB Homo sapiens IC50 = 6.5 ug/ml 16913719

  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 NPC272485 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 NPC292788
0.9874 High Similarity NPC20543
0.9874 High Similarity NPC239440
0.9874 High Similarity NPC246716
0.9811 High Similarity NPC26568
0.9809 High Similarity NPC156082
0.9752 High Similarity NPC181523
0.975 High Similarity NPC1827
0.975 High Similarity NPC10576
0.9747 High Similarity NPC112981
0.9691 High Similarity NPC289147
0.9691 High Similarity NPC139350
0.9686 High Similarity NPC20216
0.9515 High Similarity NPC113446
0.9506 High Similarity NPC17219
0.9398 High Similarity NPC240887
0.9398 High Similarity NPC329161
0.9398 High Similarity NPC470091
0.9371 High Similarity NPC143050
0.9363 High Similarity NPC471800
0.9308 High Similarity NPC168616
0.9308 High Similarity NPC238381
0.9308 High Similarity NPC83763
0.9268 High Similarity NPC109827
0.9268 High Similarity NPC124470
0.9259 High Similarity NPC267153
0.9255 High Similarity NPC93739
0.9241 High Similarity NPC89625
0.9241 High Similarity NPC149618
0.9207 High Similarity NPC99613
0.9207 High Similarity NPC49487
0.9202 High Similarity NPC29160
0.9198 High Similarity NPC474350
0.9198 High Similarity NPC284007
0.9198 High Similarity NPC300984
0.9193 High Similarity NPC303565
0.9146 High Similarity NPC234331
0.9141 High Similarity NPC8070
0.9114 High Similarity NPC273483
0.9096 High Similarity NPC158226
0.9091 High Similarity NPC163130
0.9091 High Similarity NPC165979
0.908 High Similarity NPC234004
0.908 High Similarity NPC197168
0.9074 High Similarity NPC66288
0.9062 High Similarity NPC472456
0.9051 High Similarity NPC133856
0.9045 High Similarity NPC233267
0.9045 High Similarity NPC291049
0.9024 High Similarity NPC25361
0.9018 High Similarity NPC8300
0.9012 High Similarity NPC200594
0.9012 High Similarity NPC474287
0.9012 High Similarity NPC475886
0.9012 High Similarity NPC47623
0.9006 High Similarity NPC165977
0.9006 High Similarity NPC217677
0.8981 High Similarity NPC105415
0.8971 High Similarity NPC214901
0.897 High Similarity NPC472452
0.8963 High Similarity NPC270837
0.8963 High Similarity NPC236132
0.8957 High Similarity NPC474187
0.8957 High Similarity NPC475883
0.8957 High Similarity NPC474186
0.8957 High Similarity NPC474351
0.8951 High Similarity NPC45846
0.8944 High Similarity NPC54928
0.8914 High Similarity NPC220369
0.8909 High Similarity NPC85057
0.8909 High Similarity NPC130920
0.8902 High Similarity NPC144843
0.8902 High Similarity NPC294965
0.8902 High Similarity NPC108767
0.8896 High Similarity NPC228785
0.8896 High Similarity NPC14353
0.8896 High Similarity NPC56085
0.8875 High Similarity NPC289968
0.8875 High Similarity NPC199773
0.8848 High Similarity NPC7483
0.8841 High Similarity NPC61010
0.8841 High Similarity NPC278052
0.8841 High Similarity NPC40491
0.8834 High Similarity NPC85121
0.8834 High Similarity NPC100123
0.8827 High Similarity NPC146211
0.882 High Similarity NPC475895
0.8812 High Similarity NPC204350
0.8795 High Similarity NPC326520
0.879 High Similarity NPC134621
0.8788 High Similarity NPC229632
0.878 High Similarity NPC320359
0.878 High Similarity NPC292415
0.878 High Similarity NPC36217
0.878 High Similarity NPC119224
0.878 High Similarity NPC299436
0.8773 High Similarity NPC241904
0.8773 High Similarity NPC300727
0.8773 High Similarity NPC223787
0.8773 High Similarity NPC108456
0.8765 High Similarity NPC20541
0.8758 High Similarity NPC217447
0.8758 High Similarity NPC175978
0.875 High Similarity NPC225129
0.875 High Similarity NPC164527
0.875 High Similarity NPC213382
0.8743 High Similarity NPC272502
0.8743 High Similarity NPC170245
0.8743 High Similarity NPC37870
0.8743 High Similarity NPC43319
0.8735 High Similarity NPC248638
0.8735 High Similarity NPC220313
0.8735 High Similarity NPC477689
0.8735 High Similarity NPC152659
0.8735 High Similarity NPC236521
0.8734 High Similarity NPC237208
0.8734 High Similarity NPC225173
0.8734 High Similarity NPC163846
0.8727 High Similarity NPC349525
0.8727 High Similarity NPC103201
0.8727 High Similarity NPC473106
0.8726 High Similarity NPC66404
0.8726 High Similarity NPC95123
0.872 High Similarity NPC476242
0.8712 High Similarity NPC227062
0.8712 High Similarity NPC142339
0.8712 High Similarity NPC274730
0.8704 High Similarity NPC298802
0.8704 High Similarity NPC280937
0.869 High Similarity NPC474024
0.869 High Similarity NPC6588
0.869 High Similarity NPC218226
0.869 High Similarity NPC117854
0.869 High Similarity NPC477154
0.8688 High Similarity NPC106334
0.8688 High Similarity NPC285527
0.8688 High Similarity NPC328119
0.8683 High Similarity NPC472450
0.8683 High Similarity NPC275780
0.8683 High Similarity NPC303174
0.8683 High Similarity NPC239752
0.8679 High Similarity NPC125801
0.8675 High Similarity NPC201800
0.8675 High Similarity NPC470694
0.8675 High Similarity NPC25152
0.8675 High Similarity NPC52204
0.8671 High Similarity NPC29577
0.8667 High Similarity NPC84571
0.8667 High Similarity NPC154720
0.8663 High Similarity NPC207467
0.8659 High Similarity NPC262286
0.8659 High Similarity NPC36852
0.8659 High Similarity NPC476981
0.8659 High Similarity NPC236796
0.8659 High Similarity NPC44199
0.8659 High Similarity NPC78225
0.8659 High Similarity NPC181960
0.8659 High Similarity NPC469584
0.865 High Similarity NPC82592
0.865 High Similarity NPC226025
0.865 High Similarity NPC470327
0.865 High Similarity NPC477503
0.865 High Similarity NPC286052
0.865 High Similarity NPC200761
0.865 High Similarity NPC16082
0.865 High Similarity NPC45849
0.865 High Similarity NPC472909
0.865 High Similarity NPC37392
0.8647 High Similarity NPC475669
0.8642 High Similarity NPC471982
0.8639 High Similarity NPC476637
0.8634 High Similarity NPC60413
0.8634 High Similarity NPC338131
0.8634 High Similarity NPC119929
0.8631 High Similarity NPC39091
0.8631 High Similarity NPC30027
0.8625 High Similarity NPC5537
0.8625 High Similarity NPC37139
0.8623 High Similarity NPC101769
0.8623 High Similarity NPC273959
0.8623 High Similarity NPC475985
0.8623 High Similarity NPC189473
0.8623 High Similarity NPC207690
0.8623 High Similarity NPC474240
0.8623 High Similarity NPC23298
0.8623 High Similarity NPC41301
0.8623 High Similarity NPC186686
0.8616 High Similarity NPC473927
0.8614 High Similarity NPC311740
0.8614 High Similarity NPC32694
0.8614 High Similarity NPC278427
0.8614 High Similarity NPC258331
0.8614 High Similarity NPC266314
0.8613 High Similarity NPC473785
0.8606 High Similarity NPC210459
0.8606 High Similarity NPC95936
0.8606 High Similarity NPC250214
0.8606 High Similarity NPC329091
0.8599 High Similarity NPC105648
0.8598 High Similarity NPC470328

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC272485 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
0.8862 High Similarity NPD5844 Phase 1
0.8788 High Similarity NPD6232 Discontinued
0.8631 High Similarity NPD7473 Discontinued
0.8476 Intermediate Similarity NPD2801 Approved
0.8476 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8438 Intermediate Similarity NPD2532 Approved
0.8438 Intermediate Similarity NPD2533 Approved
0.8438 Intermediate Similarity NPD2534 Approved
0.8415 Intermediate Similarity NPD1934 Approved
0.8364 Intermediate Similarity NPD7819 Suspended
0.8313 Intermediate Similarity NPD3817 Phase 2
0.8225 Intermediate Similarity NPD5494 Approved
0.8176 Intermediate Similarity NPD6959 Discontinued
0.8176 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8166 Intermediate Similarity NPD919 Approved
0.8155 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8155 Intermediate Similarity NPD3882 Suspended
0.8144 Intermediate Similarity NPD1465 Phase 2
0.8107 Intermediate Similarity NPD7075 Discontinued
0.8098 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8072 Intermediate Similarity NPD6599 Discontinued
0.807 Intermediate Similarity NPD1247 Approved
0.805 Intermediate Similarity NPD2935 Discontinued
0.805 Intermediate Similarity NPD1551 Phase 2
0.8037 Intermediate Similarity NPD1511 Approved
0.8036 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8035 Intermediate Similarity NPD6166 Phase 2
0.8024 Intermediate Similarity NPD7411 Suspended
0.8023 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD3226 Approved
0.7966 Intermediate Similarity NPD6559 Discontinued
0.7956 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7955 Intermediate Similarity NPD7074 Phase 3
0.7943 Intermediate Similarity NPD3818 Discontinued
0.7939 Intermediate Similarity NPD1512 Approved
0.7927 Intermediate Similarity NPD6799 Approved
0.7898 Intermediate Similarity NPD7054 Approved
0.7882 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.787 Intermediate Similarity NPD6801 Discontinued
0.7857 Intermediate Similarity NPD4380 Phase 2
0.7853 Intermediate Similarity NPD7472 Approved
0.7836 Intermediate Similarity NPD7768 Phase 2
0.7829 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7816 Intermediate Similarity NPD5710 Approved
0.7816 Intermediate Similarity NPD5711 Approved
0.7784 Intermediate Similarity NPD920 Approved
0.7778 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7765 Intermediate Similarity NPD37 Approved
0.775 Intermediate Similarity NPD1607 Approved
0.7746 Intermediate Similarity NPD6234 Discontinued
0.7744 Intermediate Similarity NPD3750 Approved
0.7744 Intermediate Similarity NPD4628 Phase 3
0.7733 Intermediate Similarity NPD4965 Approved
0.7733 Intermediate Similarity NPD4966 Approved
0.7733 Intermediate Similarity NPD4967 Phase 2
0.773 Intermediate Similarity NPD1549 Phase 2
0.7722 Intermediate Similarity NPD7808 Phase 3
0.7709 Intermediate Similarity NPD6797 Phase 2
0.7709 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD3749 Approved
0.7688 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD447 Suspended
0.7683 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7674 Intermediate Similarity NPD5402 Approved
0.7669 Intermediate Similarity NPD2346 Discontinued
0.7667 Intermediate Similarity NPD7251 Discontinued
0.7665 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD7199 Phase 2
0.7654 Intermediate Similarity NPD2799 Discontinued
0.7654 Intermediate Similarity NPD1510 Phase 2
0.7651 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7625 Intermediate Similarity NPD1240 Approved
0.761 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD2796 Approved
0.7598 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD230 Phase 1
0.7576 Intermediate Similarity NPD1243 Approved
0.7576 Intermediate Similarity NPD2800 Approved
0.7571 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7546 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.753 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7390 Discontinued
0.7487 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD3926 Phase 2
0.7471 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7459 Intermediate Similarity NPD8434 Phase 2
0.7456 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7444 Intermediate Similarity NPD7228 Approved
0.7439 Intermediate Similarity NPD3748 Approved
0.7418 Intermediate Similarity NPD5953 Discontinued
0.7405 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7403 Intermediate Similarity NPD7286 Phase 2
0.7396 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD6100 Approved
0.7394 Intermediate Similarity NPD6099 Approved
0.7391 Intermediate Similarity NPD8313 Approved
0.7391 Intermediate Similarity NPD8312 Approved
0.7384 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7374 Intermediate Similarity NPD7783 Phase 2
0.7368 Intermediate Similarity NPD5403 Approved
0.7326 Intermediate Similarity NPD1653 Approved
0.7321 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7318 Intermediate Similarity NPD7229 Phase 3
0.7301 Intermediate Similarity NPD4060 Phase 1
0.7301 Intermediate Similarity NPD943 Approved
0.7296 Intermediate Similarity NPD1203 Approved
0.7289 Intermediate Similarity NPD5408 Approved
0.7289 Intermediate Similarity NPD5404 Approved
0.7289 Intermediate Similarity NPD5405 Approved
0.7289 Intermediate Similarity NPD5406 Approved
0.7282 Intermediate Similarity NPD7435 Discontinued
0.7278 Intermediate Similarity NPD5242 Approved
0.7273 Intermediate Similarity NPD8151 Discontinued
0.7273 Intermediate Similarity NPD8150 Discontinued
0.7267 Intermediate Similarity NPD6832 Phase 2
0.7256 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7256 Intermediate Similarity NPD1933 Approved
0.7251 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7251 Intermediate Similarity NPD5401 Approved
0.7229 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD3027 Phase 3
0.7222 Intermediate Similarity NPD4625 Phase 3
0.7216 Intermediate Similarity NPD6779 Approved
0.7216 Intermediate Similarity NPD6777 Approved
0.7216 Intermediate Similarity NPD6780 Approved
0.7216 Intermediate Similarity NPD6782 Approved
0.7216 Intermediate Similarity NPD6776 Approved
0.7216 Intermediate Similarity NPD6781 Approved
0.7216 Intermediate Similarity NPD6778 Approved
0.7212 Intermediate Similarity NPD6651 Approved
0.7209 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD1613 Approved
0.7195 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD4476 Approved
0.7186 Intermediate Similarity NPD4477 Approved
0.7184 Intermediate Similarity NPD7458 Discontinued
0.7178 Intermediate Similarity NPD3268 Approved
0.7178 Intermediate Similarity NPD2313 Discontinued
0.7178 Intermediate Similarity NPD411 Approved
0.7167 Intermediate Similarity NPD8127 Discontinued
0.716 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD7177 Discontinued
0.7158 Intermediate Similarity NPD3751 Discontinued
0.7151 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7127 Intermediate Similarity NPD3787 Discontinued
0.7126 Intermediate Similarity NPD4308 Phase 3
0.7125 Intermediate Similarity NPD1283 Approved
0.7118 Intermediate Similarity NPD7003 Approved
0.711 Intermediate Similarity NPD6273 Approved
0.7107 Intermediate Similarity NPD7696 Phase 3
0.7107 Intermediate Similarity NPD1608 Approved
0.7107 Intermediate Similarity NPD7697 Approved
0.7107 Intermediate Similarity NPD7698 Approved
0.7107 Intermediate Similarity NPD9717 Approved
0.7099 Intermediate Similarity NPD9494 Approved
0.7097 Intermediate Similarity NPD7240 Approved
0.7091 Intermediate Similarity NPD2979 Phase 3
0.7083 Intermediate Similarity NPD2438 Suspended
0.7081 Intermediate Similarity NPD2797 Approved
0.7079 Intermediate Similarity NPD5353 Approved
0.7076 Intermediate Similarity NPD6190 Approved
0.7073 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7870 Phase 2
0.7071 Intermediate Similarity NPD7871 Phase 2
0.7065 Intermediate Similarity NPD7874 Approved
0.7065 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7549 Discontinued
0.7044 Intermediate Similarity NPD1611 Approved
0.7044 Intermediate Similarity NPD422 Phase 1
0.7041 Intermediate Similarity NPD2344 Approved
0.7041 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7025 Intermediate Similarity NPD4626 Approved
0.7024 Intermediate Similarity NPD7033 Discontinued
0.7018 Intermediate Similarity NPD4109 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD4110 Phase 3
0.7006 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6385 Approved
0.7006 Intermediate Similarity NPD6386 Approved
0.7005 Intermediate Similarity NPD7039 Approved
0.7005 Intermediate Similarity NPD7038 Approved
0.6984 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6983 Remote Similarity NPD4288 Approved
0.6974 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7893 Clinical (unspecified phase)
0.697 Remote Similarity NPD6823 Phase 2
0.6965 Remote Similarity NPD7701 Phase 2
0.6962 Remote Similarity NPD5691 Approved
0.6959 Remote Similarity NPD6535 Approved
0.6959 Remote Similarity NPD6674 Discontinued
0.6959 Remote Similarity NPD6534 Approved
0.6951 Remote Similarity NPD4908 Phase 1
0.6946 Remote Similarity NPD5124 Phase 1

Structure

External Identifiers

PubChem CID   16086598
ChEMBL   CHEMBL508245
ZINC  

Physicochemical Properties

Molecular Weight:  394.14
ALogP:  1.9912
MLogP:  3.33
XLogP:  5.343
# Rotatable Bonds:  10
Polar Surface Area:  93.06
# H-Bond Aceptor:  2
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  29

Download Data

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