Natural Product: NPC119767

Natural Product ID:  NPC119767
Common Name:   (4,5-Dihydroxy-9,10-Dioxoanthracen-2-Yl)Methyl 4-Hydroxybenzoate
IUPAC Name:   (4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl 4-hydroxybenzoate
Synonyms:  
Molecular Formula:   C22H14O7
Standard InCHIKey:  JNAZKJLAUIOKDJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C22H14O7/c23-13-6-4-12(5-7-13)22(28)29-10-11-8-15-19(17(25)9-11)21(27)18-14(20(15)26)2-1-3-16(18)24/h1-9,23-25H,10H2
Canonical SMILES:  Oc1ccc(cc1)C(=O)OCc1cc(O)c2c(c1)C(=O)c1c(C2=O)c(O)ccc1
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
NPO33246 kniphofia ensifolia Species Asphodelaceae Eukaryota PMID[24326280]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 26000 nM 23270663
NPT179 Cell Line A2780 Homo sapiens IC50 > 60000 nM 26425784

  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 NPC119767 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
0.9787 High Similarity NPC147250
0.9384 High Similarity NPC205766
0.9262 High Similarity NPC66029
0.9034 High Similarity NPC66593
0.9021 High Similarity NPC26924
0.8973 High Similarity NPC193703
0.8973 High Similarity NPC21599
0.8958 High Similarity NPC315578
0.8904 High Similarity NPC476473
0.8889 High Similarity NPC317580
0.8882 High Similarity NPC318270
0.8867 High Similarity NPC315520
0.8865 High Similarity NPC52407
0.8851 High Similarity NPC470570
0.8851 High Similarity NPC314437
0.8844 High Similarity NPC48762
0.8836 High Similarity NPC474300
0.8836 High Similarity NPC69755
0.8831 High Similarity NPC324736
0.8831 High Similarity NPC326084
0.8824 High Similarity NPC313299
0.8819 High Similarity NPC13715
0.8816 High Similarity NPC474622
0.8816 High Similarity NPC470408
0.8816 High Similarity NPC182921
0.8816 High Similarity NPC474824
0.8816 High Similarity NPC218870
0.8816 High Similarity NPC474621
0.8803 High Similarity NPC288089
0.88 High Similarity NPC478219
0.8794 High Similarity NPC70622
0.8784 High Similarity NPC34482
0.8774 High Similarity NPC475449
0.8759 High Similarity NPC1268
0.8758 High Similarity NPC226656
0.8758 High Similarity NPC66508
0.875 High Similarity NPC474534
0.875 High Similarity NPC261292
0.875 High Similarity NPC301915
0.875 High Similarity NPC474533
0.8742 High Similarity NPC147735
0.8742 High Similarity NPC290954
0.8742 High Similarity NPC255641
0.8734 High Similarity NPC477835
0.8732 High Similarity NPC225051
0.8707 High Similarity NPC239136
0.8707 High Similarity NPC19631
0.8701 High Similarity NPC474861
0.8699 High Similarity NPC168471
0.8699 High Similarity NPC225243
0.869 High Similarity NPC61590
0.869 High Similarity NPC4214
0.8681 High Similarity NPC155211
0.8681 High Similarity NPC474813
0.8667 High Similarity NPC190648
0.8667 High Similarity NPC289042
0.8667 High Similarity NPC312929
0.8667 High Similarity NPC472135
0.8667 High Similarity NPC126767
0.8667 High Similarity NPC118027
0.8667 High Similarity NPC245584
0.8667 High Similarity NPC56433
0.8662 High Similarity NPC187934
0.8662 High Similarity NPC97637
0.8652 High Similarity NPC199253
0.8652 High Similarity NPC136588
0.8645 High Similarity NPC263483
0.8639 High Similarity NPC124365
0.8639 High Similarity NPC290550
0.8639 High Similarity NPC246638
0.8636 High Similarity NPC472835
0.8634 High Similarity NPC477836
0.863 High Similarity NPC295339
0.863 High Similarity NPC216312
0.863 High Similarity NPC471602
0.863 High Similarity NPC29771
0.863 High Similarity NPC111422
0.863 High Similarity NPC306835
0.863 High Similarity NPC476477
0.863 High Similarity NPC190457
0.863 High Similarity NPC299405
0.863 High Similarity NPC256463
0.8627 High Similarity NPC40356
0.8627 High Similarity NPC154683
0.8621 High Similarity NPC245923
0.8621 High Similarity NPC62272
0.8618 High Similarity NPC477914
0.8618 High Similarity NPC470568
0.8618 High Similarity NPC294646
0.8611 High Similarity NPC283088
0.8611 High Similarity NPC80035
0.8609 High Similarity NPC172329
0.8609 High Similarity NPC2569
0.86 High Similarity NPC300540
0.8592 High Similarity NPC474517
0.8592 High Similarity NPC72669
0.8591 High Similarity NPC151607
0.8591 High Similarity NPC42540
0.8582 High Similarity NPC99731
0.8581 High Similarity NPC469520
0.8581 High Similarity NPC146211
0.8581 High Similarity NPC257644
0.8571 High Similarity NPC32749
0.8571 High Similarity NPC155205
0.8571 High Similarity NPC96421
0.8571 High Similarity NPC37992
0.8571 High Similarity NPC147542
0.8571 High Similarity NPC42262
0.8571 High Similarity NPC241349
0.8571 High Similarity NPC220496
0.8571 High Similarity NPC327916
0.8571 High Similarity NPC208806
0.8562 High Similarity NPC473201
0.8562 High Similarity NPC470569
0.8562 High Similarity NPC302783
0.8562 High Similarity NPC221104
0.8562 High Similarity NPC76647
0.8553 High Similarity NPC478022
0.8553 High Similarity NPC478020
0.8552 High Similarity NPC291454
0.8552 High Similarity NPC141934
0.8543 High Similarity NPC215593
0.8543 High Similarity NPC478018
0.8542 High Similarity NPC50924
0.8535 High Similarity NPC472060
0.8535 High Similarity NPC284495
0.8535 High Similarity NPC472052
0.8535 High Similarity NPC470342
0.8533 High Similarity NPC478019
0.8526 High Similarity NPC206641
0.8526 High Similarity NPC67197
0.8526 High Similarity NPC208651
0.8526 High Similarity NPC167098
0.8526 High Similarity NPC296044
0.8523 High Similarity NPC471682
0.8523 High Similarity NPC159721
0.8523 High Similarity NPC53016
0.8516 High Similarity NPC82190
0.8516 High Similarity NPC266469
0.8516 High Similarity NPC478133
0.8516 High Similarity NPC174599
0.8516 High Similarity NPC192219
0.8514 High Similarity NPC305845
0.8514 High Similarity NPC471444
0.8514 High Similarity NPC204045
0.8514 High Similarity NPC257003
0.8514 High Similarity NPC470842
0.8511 High Similarity NPC282923
0.8506 High Similarity NPC175978
0.8503 High Similarity NPC138099
0.8503 High Similarity NPC19622
0.8503 High Similarity NPC242994
0.8503 High Similarity NPC112789
0.85 High Similarity NPC30027
0.8497 Intermediate Similarity NPC119929
0.8497 Intermediate Similarity NPC295036
0.8497 Intermediate Similarity NPC470107
0.8493 Intermediate Similarity NPC53206
0.8493 Intermediate Similarity NPC53414
0.8493 Intermediate Similarity NPC471905
0.8487 Intermediate Similarity NPC290695
0.8487 Intermediate Similarity NPC142846
0.8487 Intermediate Similarity NPC94781
0.8487 Intermediate Similarity NPC106524
0.8481 Intermediate Similarity NPC472261
0.8477 Intermediate Similarity NPC225173
0.8477 Intermediate Similarity NPC472134
0.8477 Intermediate Similarity NPC285122
0.8477 Intermediate Similarity NPC163846
0.8472 Intermediate Similarity NPC314048
0.8467 Intermediate Similarity NPC244691
0.8467 Intermediate Similarity NPC84568
0.8467 Intermediate Similarity NPC48130
0.8467 Intermediate Similarity NPC471906
0.8467 Intermediate Similarity NPC300684
0.8467 Intermediate Similarity NPC19896
0.8467 Intermediate Similarity NPC274085
0.8467 Intermediate Similarity NPC218866
0.8467 Intermediate Similarity NPC477913
0.8467 Intermediate Similarity NPC103910
0.8467 Intermediate Similarity NPC89664
0.8462 Intermediate Similarity NPC205992
0.8462 Intermediate Similarity NPC478223
0.8462 Intermediate Similarity NPC283480
0.8462 Intermediate Similarity NPC93015
0.8462 Intermediate Similarity NPC148323
0.8462 Intermediate Similarity NPC478027
0.8456 Intermediate Similarity NPC85310
0.8456 Intermediate Similarity NPC471733
0.8456 Intermediate Similarity NPC73061
0.8456 Intermediate Similarity NPC135524
0.8452 Intermediate Similarity NPC214632
0.8452 Intermediate Similarity NPC477691
0.8447 Intermediate Similarity NPC234331
0.8446 Intermediate Similarity NPC275903
0.8446 Intermediate Similarity NPC183345
0.8446 Intermediate Similarity NPC169452
0.8446 Intermediate Similarity NPC181560
0.8442 Intermediate Similarity NPC39819
0.8442 Intermediate Similarity NPC477276

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC119767 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
0.8675 High Similarity NPD3226 Approved
0.8621 High Similarity NPD5406 Approved
0.8621 High Similarity NPD5405 Approved
0.8621 High Similarity NPD5404 Approved
0.8621 High Similarity NPD5408 Approved
0.8429 Intermediate Similarity NPD1470 Approved
0.8428 Intermediate Similarity NPD6232 Discontinued
0.8425 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8392 Intermediate Similarity NPD3764 Approved
0.8385 Intermediate Similarity NPD7473 Discontinued
0.8311 Intermediate Similarity NPD2346 Discontinued
0.825 Intermediate Similarity NPD6959 Discontinued
0.8224 Intermediate Similarity NPD7390 Discontinued
0.8217 Intermediate Similarity NPD7819 Suspended
0.82 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.817 Intermediate Similarity NPD2534 Approved
0.817 Intermediate Similarity NPD2532 Approved
0.817 Intermediate Similarity NPD2533 Approved
0.8143 Intermediate Similarity NPD1201 Approved
0.8118 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8089 Intermediate Similarity NPD7411 Suspended
0.8063 Intermediate Similarity NPD3749 Approved
0.8052 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.8036 Intermediate Similarity NPD8312 Approved
0.8036 Intermediate Similarity NPD8313 Approved
0.8026 Intermediate Similarity NPD7003 Approved
0.8023 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD2935 Discontinued
0.8 Intermediate Similarity NPD7768 Phase 2
0.7988 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7952 Intermediate Similarity NPD5844 Phase 1
0.7933 Intermediate Similarity NPD1510 Phase 2
0.7911 Intermediate Similarity NPD4380 Phase 2
0.7908 Intermediate Similarity NPD3750 Approved
0.7895 Intermediate Similarity NPD8150 Discontinued
0.7895 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7891 Intermediate Similarity NPD2313 Discontinued
0.7848 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7848 Intermediate Similarity NPD7458 Discontinued
0.7826 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7821 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7815 Intermediate Similarity NPD2799 Discontinued
0.78 Intermediate Similarity NPD1607 Approved
0.7784 Intermediate Similarity NPD7177 Discontinued
0.7778 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD1549 Phase 2
0.7764 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.773 Intermediate Similarity NPD7075 Discontinued
0.773 Intermediate Similarity NPD9545 Approved
0.7712 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD2344 Approved
0.7677 Intermediate Similarity NPD4628 Phase 3
0.7667 Intermediate Similarity NPD1240 Approved
0.7654 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7647 Intermediate Similarity NPD1551 Phase 2
0.7627 Intermediate Similarity NPD6535 Approved
0.7627 Intermediate Similarity NPD6534 Approved
0.7595 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7593 Intermediate Similarity NPD1934 Approved
0.7589 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD3748 Approved
0.7582 Intermediate Similarity NPD7435 Discontinued
0.7578 Intermediate Similarity NPD6599 Discontinued
0.7564 Intermediate Similarity NPD8166 Discontinued
0.7551 Intermediate Similarity NPD1164 Approved
0.755 Intermediate Similarity NPD943 Approved
0.7547 Intermediate Similarity NPD6273 Approved
0.7545 Intermediate Similarity NPD5710 Approved
0.7545 Intermediate Similarity NPD5711 Approved
0.7541 Intermediate Similarity NPD8320 Phase 1
0.7541 Intermediate Similarity NPD8319 Approved
0.7532 Intermediate Similarity NPD1511 Approved
0.7516 Intermediate Similarity NPD2309 Approved
0.7515 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD6782 Approved
0.7514 Intermediate Similarity NPD6777 Approved
0.7514 Intermediate Similarity NPD6779 Approved
0.7514 Intermediate Similarity NPD6778 Approved
0.7514 Intermediate Similarity NPD6776 Approved
0.7514 Intermediate Similarity NPD6780 Approved
0.7514 Intermediate Similarity NPD6781 Approved
0.75 Intermediate Similarity NPD7699 Phase 2
0.75 Intermediate Similarity NPD6559 Discontinued
0.75 Intermediate Similarity NPD7700 Phase 2
0.75 Intermediate Similarity NPD230 Phase 1
0.7485 Intermediate Similarity NPD6801 Discontinued
0.7484 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7483 Intermediate Similarity NPD1283 Approved
0.7473 Intermediate Similarity NPD8151 Discontinued
0.7472 Intermediate Similarity NPD6213 Phase 3
0.7472 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD6212 Phase 3
0.7467 Intermediate Similarity NPD7008 Discontinued
0.7456 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7456 Intermediate Similarity NPD6166 Phase 2
0.7456 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7446 Intermediate Similarity NPD7870 Phase 2
0.7446 Intermediate Similarity NPD7871 Phase 2
0.7442 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7439 Intermediate Similarity NPD2801 Approved
0.7439 Intermediate Similarity NPD1465 Phase 2
0.7438 Intermediate Similarity NPD1512 Approved
0.7425 Intermediate Similarity NPD5494 Approved
0.7421 Intermediate Similarity NPD6799 Approved
0.7419 Intermediate Similarity NPD2796 Approved
0.7405 Intermediate Similarity NPD6190 Approved
0.7394 Intermediate Similarity NPD3817 Phase 2
0.7394 Intermediate Similarity NPD5402 Approved
0.7391 Intermediate Similarity NPD7698 Approved
0.7391 Intermediate Similarity NPD920 Approved
0.7391 Intermediate Similarity NPD7696 Phase 3
0.7391 Intermediate Similarity NPD7697 Approved
0.7375 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD3818 Discontinued
0.7368 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7355 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7351 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3882 Suspended
0.7343 Intermediate Similarity NPD9493 Approved
0.7341 Intermediate Similarity NPD5953 Discontinued
0.734 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.734 Intermediate Similarity NPD7874 Approved
0.732 Intermediate Similarity NPD2979 Phase 3
0.7315 Intermediate Similarity NPD1203 Approved
0.7312 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD1281 Approved
0.7278 Intermediate Similarity NPD2800 Approved
0.7267 Intermediate Similarity NPD3751 Discontinued
0.7267 Intermediate Similarity NPD2798 Approved
0.7261 Intermediate Similarity NPD1471 Phase 3
0.726 Intermediate Similarity NPD4626 Approved
0.7257 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD3300 Phase 2
0.7235 Intermediate Similarity NPD7229 Phase 3
0.7234 Intermediate Similarity NPD7701 Phase 2
0.7232 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.723 Intermediate Similarity NPD1608 Approved
0.7225 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD7286 Phase 2
0.7219 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7192 Intermediate Similarity NPD5691 Approved
0.7184 Intermediate Similarity NPD7074 Phase 3
0.7181 Intermediate Similarity NPD6973 Clinical (unspecified phase)
0.7178 Intermediate Similarity NPD5403 Approved
0.717 Intermediate Similarity NPD1243 Approved
0.7162 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7161 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD5401 Approved
0.7151 Intermediate Similarity NPD6823 Phase 2
0.7143 Intermediate Similarity NPD6663 Approved
0.7134 Intermediate Similarity NPD4308 Phase 3
0.7126 Intermediate Similarity NPD8455 Phase 2
0.7126 Intermediate Similarity NPD7054 Approved
0.7125 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.712 Intermediate Similarity NPD7801 Approved
0.712 Intermediate Similarity NPD7783 Phase 2
0.712 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7114 Intermediate Similarity NPD3972 Approved
0.7111 Intermediate Similarity NPD4287 Approved
0.7105 Intermediate Similarity NPD5736 Approved
0.7097 Intermediate Similarity NPD4060 Phase 1
0.7095 Intermediate Similarity NPD8434 Phase 2
0.7086 Intermediate Similarity NPD7472 Approved
0.7083 Intermediate Similarity NPD5951 Approved
0.7078 Intermediate Similarity NPD411 Approved
0.7078 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD1651 Approved
0.7073 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD9265 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD37 Approved
0.7059 Intermediate Similarity NPD6832 Phase 2
0.7059 Intermediate Similarity NPD919 Approved
0.7059 Intermediate Similarity NPD6234 Discontinued
0.7056 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD447 Suspended
0.7045 Intermediate Similarity NPD6797 Phase 2
0.7041 Intermediate Similarity NPD4965 Approved
0.7041 Intermediate Similarity NPD4967 Phase 2
0.7041 Intermediate Similarity NPD4966 Approved
0.7037 Intermediate Similarity NPD7236 Approved
0.7035 Intermediate Similarity NPD3787 Discontinued
0.7027 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD3019 Approved
0.7027 Intermediate Similarity NPD17 Approved
0.7025 Intermediate Similarity NPD7033 Discontinued
0.702 Intermediate Similarity NPD1876 Approved
0.7006 Intermediate Similarity NPD7251 Discontinued
0.7 Intermediate Similarity NPD9717 Approved
0.6989 Remote Similarity NPD8285 Discontinued
0.6982 Remote Similarity NPD2296 Approved
0.6982 Remote Similarity NPD4288 Approved
0.6981 Remote Similarity NPD4477 Approved
0.6981 Remote Similarity NPD2438 Suspended
0.6981 Remote Similarity NPD2531 Phase 2
0.6981 Remote Similarity NPD6099 Approved
0.6981 Remote Similarity NPD6100 Approved

Structure

External Identifiers

PubChem CID   73058259
ChEMBL   CHEMBL3104873
ZINC  

Physicochemical Properties

Molecular Weight:  390.07
ALogP:  -1.988
MLogP:  3.11
XLogP:  2.174
# Rotatable Bonds:  7
Polar Surface Area:  121.13
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  29

Download Data

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