Natural Product: NPC28103

Natural Product ID:  NPC28103
Common Name:   Caesalpiniaphenol C
IUPAC Name:   3,9,10-trihydroxybenzo[d][1]benzoxepin-7-one
Synonyms:   Caesalpiniaphenol C
Molecular Formula:   C14H10O5
Standard InCHIKey:  ZAOGOJVQXXXNAU-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C14H10O5/c15-7-1-2-8-9-4-11(16)12(17)5-10(9)13(18)6-19-14(8)3-7/h1-5,15-17H,6H2
Canonical SMILES:  Oc1ccc2c(c1)OCC(=O)c1c2cc(O)c(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
NPO29935 Caesalpinia sappan Species Fabaceae Eukaryota PMID[23234407]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT35 Others n.a. IC50 = 86250 nM 16137881
NPT113 Cell Line RAW264.7 Mus musculus IC50 > 50000 nM 26317881

  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 NPC28103 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
0.932 High Similarity NPC223592
0.9195 High Similarity NPC237904
0.9026 High Similarity NPC153512
0.9 High Similarity NPC86847
0.9 High Similarity NPC140840
0.8961 High Similarity NPC80534
0.8961 High Similarity NPC56786
0.8947 High Similarity NPC260582
0.894 High Similarity NPC19545
0.8931 High Similarity NPC477517
0.891 High Similarity NPC104876
0.891 High Similarity NPC245891
0.891 High Similarity NPC55738
0.8903 High Similarity NPC474638
0.8896 High Similarity NPC141212
0.8896 High Similarity NPC246328
0.8896 High Similarity NPC256346
0.8896 High Similarity NPC27532
0.8896 High Similarity NPC325028
0.8889 High Similarity NPC260895
0.8889 High Similarity NPC204350
0.8889 High Similarity NPC78505
0.8882 High Similarity NPC183959
0.8882 High Similarity NPC105512
0.8882 High Similarity NPC1612
0.8874 High Similarity NPC74881
0.8874 High Similarity NPC51443
0.8874 High Similarity NPC95864
0.8859 High Similarity NPC287722
0.8839 High Similarity NPC67396
0.8831 High Similarity NPC36835
0.8831 High Similarity NPC61506
0.8831 High Similarity NPC260491
0.8831 High Similarity NPC304954
0.8831 High Similarity NPC9743
0.8831 High Similarity NPC240476
0.8831 High Similarity NPC246162
0.8824 High Similarity NPC29231
0.8824 High Similarity NPC188871
0.8824 High Similarity NPC151473
0.8824 High Similarity NPC149127
0.8824 High Similarity NPC85131
0.8824 High Similarity NPC286342
0.8816 High Similarity NPC321011
0.8816 High Similarity NPC3036
0.8816 High Similarity NPC196277
0.8816 High Similarity NPC188679
0.8816 High Similarity NPC294852
0.8816 High Similarity NPC43669
0.8816 High Similarity NPC272721
0.8808 High Similarity NPC179271
0.8808 High Similarity NPC20791
0.8805 High Similarity NPC263092
0.8805 High Similarity NPC1755
0.8805 High Similarity NPC1706
0.8805 High Similarity NPC59295
0.8805 High Similarity NPC39305
0.88 High Similarity NPC207732
0.88 High Similarity NPC38065
0.88 High Similarity NPC242893
0.88 High Similarity NPC105213
0.8792 High Similarity NPC312256
0.8782 High Similarity NPC24640
0.8782 High Similarity NPC471500
0.8782 High Similarity NPC472461
0.8782 High Similarity NPC201837
0.8782 High Similarity NPC265511
0.8774 High Similarity NPC189130
0.8774 High Similarity NPC281703
0.8774 High Similarity NPC125487
0.8774 High Similarity NPC469550
0.8766 High Similarity NPC204515
0.8766 High Similarity NPC230848
0.8766 High Similarity NPC272566
0.8766 High Similarity NPC31363
0.8766 High Similarity NPC202157
0.8758 High Similarity NPC270465
0.8758 High Similarity NPC87125
0.8758 High Similarity NPC195351
0.875 High Similarity NPC125449
0.875 High Similarity NPC77378
0.875 High Similarity NPC168803
0.875 High Similarity NPC188074
0.8742 High Similarity NPC262282
0.8742 High Similarity NPC238995
0.8742 High Similarity NPC70136
0.8742 High Similarity NPC272722
0.8734 High Similarity NPC474960
0.8726 High Similarity NPC52530
0.8726 High Similarity NPC471515
0.8726 High Similarity NPC273843
0.8726 High Similarity NPC299520
0.8726 High Similarity NPC471479
0.8726 High Similarity NPC129684
0.8726 High Similarity NPC472963
0.8726 High Similarity NPC67876
0.8725 High Similarity NPC110419
0.8718 High Similarity NPC133392
0.8718 High Similarity NPC214138
0.871 High Similarity NPC257648
0.871 High Similarity NPC82325
0.871 High Similarity NPC55205
0.871 High Similarity NPC19721
0.871 High Similarity NPC477231
0.871 High Similarity NPC260979
0.871 High Similarity NPC279989
0.8704 High Similarity NPC247136
0.8701 High Similarity NPC62042
0.8701 High Similarity NPC77858
0.8693 High Similarity NPC12367
0.8693 High Similarity NPC119059
0.8693 High Similarity NPC218490
0.8693 High Similarity NPC194856
0.8693 High Similarity NPC118726
0.8693 High Similarity NPC276930
0.8693 High Similarity NPC107636
0.8684 High Similarity NPC138978
0.8684 High Similarity NPC169749
0.8679 High Similarity NPC173137
0.8679 High Similarity NPC308992
0.8675 High Similarity NPC279121
0.8671 High Similarity NPC210459
0.8671 High Similarity NPC329091
0.8671 High Similarity NPC195832
0.8671 High Similarity NPC228501
0.8667 High Similarity NPC103752
0.8667 High Similarity NPC284556
0.8667 High Similarity NPC301178
0.8662 High Similarity NPC472907
0.8662 High Similarity NPC326037
0.8662 High Similarity NPC266960
0.8662 High Similarity NPC475799
0.8662 High Similarity NPC13779
0.8662 High Similarity NPC13858
0.8662 High Similarity NPC43243
0.8662 High Similarity NPC320825
0.8662 High Similarity NPC245546
0.8654 High Similarity NPC179126
0.8654 High Similarity NPC270620
0.8654 High Similarity NPC271779
0.8654 High Similarity NPC292214
0.8654 High Similarity NPC472905
0.8654 High Similarity NPC89474
0.8654 High Similarity NPC236223
0.8654 High Similarity NPC167091
0.8654 High Similarity NPC78326
0.8654 High Similarity NPC303950
0.8654 High Similarity NPC88645
0.8654 High Similarity NPC206238
0.8645 High Similarity NPC251110
0.8645 High Similarity NPC200740
0.8645 High Similarity NPC125062
0.8645 High Similarity NPC54394
0.8645 High Similarity NPC225731
0.8645 High Similarity NPC252933
0.8636 High Similarity NPC40290
0.8636 High Similarity NPC139293
0.8636 High Similarity NPC200060
0.8636 High Similarity NPC264289
0.8636 High Similarity NPC69430
0.8636 High Similarity NPC195763
0.8636 High Similarity NPC80370
0.8636 High Similarity NPC142876
0.8636 High Similarity NPC333691
0.8636 High Similarity NPC264550
0.8634 High Similarity NPC45449
0.8634 High Similarity NPC36320
0.8627 High Similarity NPC275772
0.8627 High Similarity NPC108406
0.8627 High Similarity NPC77903
0.8627 High Similarity NPC130230
0.8627 High Similarity NPC17101
0.8627 High Similarity NPC207729
0.8627 High Similarity NPC239312
0.8627 High Similarity NPC294972
0.8625 High Similarity NPC472964
0.8625 High Similarity NPC211107
0.8618 High Similarity NPC131766
0.8618 High Similarity NPC157133
0.8616 High Similarity NPC321399
0.8616 High Similarity NPC472902
0.8616 High Similarity NPC470183
0.8616 High Similarity NPC263449
0.8616 High Similarity NPC200594
0.8616 High Similarity NPC36217
0.8616 High Similarity NPC471744
0.8609 High Similarity NPC175013
0.8609 High Similarity NPC471417
0.8608 High Similarity NPC101830
0.8608 High Similarity NPC136674
0.8608 High Similarity NPC287979
0.8608 High Similarity NPC110070
0.8608 High Similarity NPC176665
0.8608 High Similarity NPC99597
0.8608 High Similarity NPC241904
0.8608 High Similarity NPC163524
0.8608 High Similarity NPC111969
0.8608 High Similarity NPC203891
0.8608 High Similarity NPC210084
0.8608 High Similarity NPC300727

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC28103 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
0.8903 High Similarity NPD3882 Suspended
0.8808 High Similarity NPD1512 Approved
0.8675 High Similarity NPD1511 Approved
0.859 High Similarity NPD1934 Approved
0.8535 High Similarity NPD2393 Clinical (unspecified phase)
0.8535 High Similarity NPD1465 Phase 2
0.8428 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8418 Intermediate Similarity NPD2801 Approved
0.8344 Intermediate Similarity NPD1549 Phase 2
0.8293 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8293 Intermediate Similarity NPD6166 Phase 2
0.8293 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8278 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8278 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.8267 Intermediate Similarity NPD1510 Phase 2
0.8263 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.825 Intermediate Similarity NPD3817 Phase 2
0.8243 Intermediate Similarity NPD943 Approved
0.8235 Intermediate Similarity NPD3750 Approved
0.8194 Intermediate Similarity NPD6799 Approved
0.8193 Intermediate Similarity NPD3818 Discontinued
0.8148 Intermediate Similarity NPD7075 Discontinued
0.8141 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8121 Intermediate Similarity NPD1240 Approved
0.8113 Intermediate Similarity NPD6599 Discontinued
0.8075 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD7819 Suspended
0.8067 Intermediate Similarity NPD230 Phase 1
0.8059 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8047 Intermediate Similarity NPD6797 Phase 2
0.8036 Intermediate Similarity NPD5844 Phase 1
0.8013 Intermediate Similarity NPD1607 Approved
0.8 Intermediate Similarity NPD1247 Approved
0.8 Intermediate Similarity NPD7251 Discontinued
0.7988 Intermediate Similarity NPD919 Approved
0.7987 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD6232 Discontinued
0.7927 Intermediate Similarity NPD3749 Approved
0.7917 Intermediate Similarity NPD7473 Discontinued
0.7908 Intermediate Similarity NPD3748 Approved
0.7904 Intermediate Similarity NPD3926 Phase 2
0.7901 Intermediate Similarity NPD6801 Discontinued
0.7888 Intermediate Similarity NPD4380 Phase 2
0.7882 Intermediate Similarity NPD7074 Phase 3
0.7881 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7881 Intermediate Similarity NPD1613 Approved
0.787 Intermediate Similarity NPD3751 Discontinued
0.7857 Intermediate Similarity NPD2796 Approved
0.7852 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD7808 Phase 3
0.7831 Intermediate Similarity NPD5494 Approved
0.7824 Intermediate Similarity NPD7054 Approved
0.7818 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7805 Intermediate Similarity NPD5402 Approved
0.7798 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7785 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7784 Intermediate Similarity NPD6959 Discontinued
0.7778 Intermediate Similarity NPD7472 Approved
0.7742 Intermediate Similarity NPD1551 Phase 2
0.7702 Intermediate Similarity NPD5403 Approved
0.7697 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD5401 Approved
0.7688 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7667 Intermediate Similarity NPD9494 Approved
0.7658 Intermediate Similarity NPD4628 Phase 3
0.7633 Intermediate Similarity NPD3787 Discontinued
0.7632 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD7411 Suspended
0.7616 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.761 Intermediate Similarity NPD6190 Approved
0.7595 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.758 Intermediate Similarity NPD2344 Approved
0.7578 Intermediate Similarity NPD2533 Approved
0.7578 Intermediate Similarity NPD2534 Approved
0.7578 Intermediate Similarity NPD2532 Approved
0.7574 Intermediate Similarity NPD7199 Phase 2
0.7564 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD7768 Phase 2
0.7544 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD6099 Approved
0.7516 Intermediate Similarity NPD6100 Approved
0.7514 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1610 Phase 2
0.7485 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD920 Approved
0.7484 Intermediate Similarity NPD2800 Approved
0.7469 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD6234 Discontinued
0.7453 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD2799 Discontinued
0.7451 Intermediate Similarity NPD3027 Phase 3
0.745 Intermediate Similarity NPD9269 Phase 2
0.7438 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7419 Intermediate Similarity NPD4060 Phase 1
0.7394 Intermediate Similarity NPD3226 Approved
0.7391 Intermediate Similarity NPD2309 Approved
0.7386 Intermediate Similarity NPD6559 Discontinued
0.7375 Intermediate Similarity NPD1243 Approved
0.7372 Intermediate Similarity NPD447 Suspended
0.7358 Intermediate Similarity NPD1471 Phase 3
0.7347 Intermediate Similarity NPD1548 Phase 1
0.7333 Intermediate Similarity NPD1608 Approved
0.7312 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD1203 Approved
0.7296 Intermediate Similarity NPD2935 Discontinued
0.7293 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD3764 Approved
0.7289 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7285 Intermediate Similarity NPD4379 Clinical (unspecified phase)
0.7278 Intermediate Similarity NPD4288 Approved
0.7273 Intermediate Similarity NPD4908 Phase 1
0.7262 Intermediate Similarity NPD37 Approved
0.7261 Intermediate Similarity NPD6355 Discontinued
0.7256 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD2346 Discontinued
0.7235 Intermediate Similarity NPD4967 Phase 2
0.7235 Intermediate Similarity NPD4965 Approved
0.7235 Intermediate Similarity NPD4966 Approved
0.7232 Intermediate Similarity NPD5953 Discontinued
0.7229 Intermediate Similarity NPD1653 Approved
0.7226 Intermediate Similarity NPD4625 Phase 3
0.7225 Intermediate Similarity NPD7229 Phase 3
0.7222 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7195 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.719 Intermediate Similarity NPD1470 Approved
0.7184 Intermediate Similarity NPD5242 Approved
0.7181 Intermediate Similarity NPD9268 Approved
0.7179 Intermediate Similarity NPD6798 Discontinued
0.7179 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD2354 Approved
0.7159 Intermediate Similarity NPD7228 Approved
0.7152 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD422 Phase 1
0.7133 Intermediate Similarity NPD17 Approved
0.7119 Intermediate Similarity NPD7286 Phase 2
0.7114 Intermediate Similarity NPD9545 Approved
0.7095 Intermediate Similarity NPD3658 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD7390 Discontinued
0.7088 Intermediate Similarity NPD8434 Phase 2
0.707 Intermediate Similarity NPD3268 Approved
0.707 Intermediate Similarity NPD2313 Discontinued
0.707 Intermediate Similarity NPD1296 Phase 2
0.7062 Intermediate Similarity NPD2163 Approved
0.7056 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD1201 Approved
0.7037 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7029 Intermediate Similarity NPD5711 Approved
0.7029 Intermediate Similarity NPD5710 Approved
0.7019 Intermediate Similarity NPD4308 Phase 3
0.7017 Intermediate Similarity NPD8312 Approved
0.7017 Intermediate Similarity NPD8313 Approved
0.7013 Intermediate Similarity NPD1283 Approved
0.7013 Intermediate Similarity NPD1876 Approved
0.7011 Intermediate Similarity NPD4287 Approved
0.7007 Intermediate Similarity NPD1241 Discontinued
0.7 Intermediate Similarity NPD5090 Approved
0.7 Intermediate Similarity NPD7685 Pre-registration
0.7 Intermediate Similarity NPD6651 Approved
0.7 Intermediate Similarity NPD5089 Approved
0.6993 Remote Similarity NPD3972 Approved
0.6993 Remote Similarity NPD9717 Approved
0.6975 Remote Similarity NPD4476 Approved
0.6975 Remote Similarity NPD4477 Approved
0.697 Remote Similarity NPD3887 Approved
0.6968 Remote Similarity NPD8090 Clinical (unspecified phase)
0.6968 Remote Similarity NPD2797 Approved
0.6966 Remote Similarity NPD7177 Discontinued
0.6954 Remote Similarity NPD1651 Approved
0.6949 Remote Similarity NPD2403 Approved
0.6949 Remote Similarity NPD4575 Clinical (unspecified phase)
0.6947 Remote Similarity NPD6776 Approved
0.6947 Remote Similarity NPD6782 Approved
0.6947 Remote Similarity NPD6778 Approved
0.6947 Remote Similarity NPD6780 Approved
0.6947 Remote Similarity NPD6777 Approved
0.6947 Remote Similarity NPD6779 Approved
0.6947 Remote Similarity NPD6781 Approved
0.6943 Remote Similarity NPD6832 Phase 2
0.6937 Remote Similarity NPD1933 Approved
0.6937 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6933 Remote Similarity NPD2353 Approved
0.6933 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6927 Remote Similarity NPD7435 Discontinued
0.6918 Remote Similarity NPD6233 Phase 2
0.6911 Remote Similarity NPD2493 Approved
0.6911 Remote Similarity NPD3452 Approved
0.6911 Remote Similarity NPD3450 Approved
0.6911 Remote Similarity NPD2494 Approved
0.6909 Remote Similarity NPD7003 Approved
0.6909 Remote Similarity NPD8166 Discontinued
0.6905 Remote Similarity NPD6273 Approved
0.6905 Remote Similarity NPD5049 Phase 3
0.6903 Remote Similarity NPD3225 Approved
0.6902 Remote Similarity NPD8150 Discontinued
0.6901 Remote Similarity NPD6385 Approved
0.6901 Remote Similarity NPD6386 Approved
0.6899 Remote Similarity NPD7095 Approved

Structure

External Identifiers

PubChem CID   71452598
ChEMBL   CHEMBL2208385
ZINC  

Physicochemical Properties

Molecular Weight:  258.05
ALogP:  -2.0006
MLogP:  2.45
XLogP:  0.82
# Rotatable Bonds:  3
Polar Surface Area:  86.99
# H-Bond Aceptor:  1
# H-Bond Donor:  3
# Rings:  3
# Heavy Atoms:  19

Download Data

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