Natural Product: NPC147250

Natural Product ID:  NPC147250
Common Name:   (4,5-Dihydroxy-9,10-Dioxoanthracen-2-Yl)Methyl (E)-3-(4-Hydroxyphenyl)Prop-2-Enoate
IUPAC Name:   (4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
Synonyms:  
Molecular Formula:   C24H16O7
Standard InCHIKey:  KCZMHHVFUMWLAY-RMKNXTFCSA-N
Standard InCHI:  InChI=1S/C24H16O7/c25-15-7-4-13(5-8-15)6-9-20(28)31-12-14-10-17-22(19(27)11-14)24(30)21-16(23(17)29)2-1-3-18(21)26/h1-11,25-27H,12H2/b9-6+
Canonical SMILES:  O=C(/C=C/c1ccc(cc1)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 = 9000 nM PubChem BioAssay data set
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 NPC147250 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 NPC119767
0.9315 High Similarity NPC205766
0.9195 High Similarity NPC66029
0.9 High Similarity NPC474622
0.9 High Similarity NPC474621
0.8966 High Similarity NPC66593
0.8966 High Similarity NPC476473
0.8947 High Similarity NPC317580
0.894 High Similarity NPC318270
0.8933 High Similarity NPC474534
0.8933 High Similarity NPC474533
0.8912 High Similarity NPC314437
0.8912 High Similarity NPC470570
0.8904 High Similarity NPC193703
0.8904 High Similarity NPC21599
0.8897 High Similarity NPC474300
0.8889 High Similarity NPC315578
0.8889 High Similarity NPC225243
0.8889 High Similarity NPC326084
0.8865 High Similarity NPC288089
0.8857 High Similarity NPC70622
0.8844 High Similarity NPC34482
0.8831 High Similarity NPC475449
0.8819 High Similarity NPC26924
0.8811 High Similarity NPC62272
0.8811 High Similarity NPC245923
0.8803 High Similarity NPC283088
0.88 High Similarity NPC315520
0.8794 High Similarity NPC52407
0.8776 High Similarity NPC48762
0.8767 High Similarity NPC239136
0.8767 High Similarity NPC69755
0.8767 High Similarity NPC19631
0.8766 High Similarity NPC324736
0.875 High Similarity NPC13715
0.875 High Similarity NPC474824
0.875 High Similarity NPC470408
0.875 High Similarity NPC182921
0.875 High Similarity NPC218870
0.8741 High Similarity NPC474813
0.8714 High Similarity NPC199253
0.8714 High Similarity NPC136588
0.8701 High Similarity NPC67197
0.8699 High Similarity NPC124365
0.8693 High Similarity NPC226656
0.8693 High Similarity NPC66508
0.869 High Similarity NPC476477
0.869 High Similarity NPC1268
0.869 High Similarity NPC295339
0.869 High Similarity NPC216312
0.869 High Similarity NPC471602
0.869 High Similarity NPC256463
0.869 High Similarity NPC29771
0.869 High Similarity NPC111422
0.869 High Similarity NPC306835
0.869 High Similarity NPC299405
0.8671 High Similarity NPC477835
0.8662 High Similarity NPC225051
0.8658 High Similarity NPC300540
0.8652 High Similarity NPC72669
0.8652 High Similarity NPC474517
0.8643 High Similarity NPC99731
0.8639 High Similarity NPC257644
0.8636 High Similarity NPC474861
0.8636 High Similarity NPC313299
0.863 High Similarity NPC32749
0.863 High Similarity NPC147542
0.863 High Similarity NPC37992
0.863 High Similarity NPC220496
0.863 High Similarity NPC241349
0.863 High Similarity NPC42262
0.863 High Similarity NPC168471
0.863 High Similarity NPC327916
0.8621 High Similarity NPC61590
0.8621 High Similarity NPC4214
0.8611 High Similarity NPC155211
0.8609 High Similarity NPC478219
0.8608 High Similarity NPC71390
0.86 High Similarity NPC478018
0.8599 High Similarity NPC187934
0.8599 High Similarity NPC97637
0.8591 High Similarity NPC478019
0.8581 High Similarity NPC263483
0.8581 High Similarity NPC53016
0.8581 High Similarity NPC471682
0.8571 High Similarity NPC282923
0.8571 High Similarity NPC257003
0.8571 High Similarity NPC3898
0.8571 High Similarity NPC290550
0.8571 High Similarity NPC471444
0.8571 High Similarity NPC246638
0.8571 High Similarity NPC477836
0.8562 High Similarity NPC112789
0.8562 High Similarity NPC190457
0.8562 High Similarity NPC138099
0.8562 High Similarity NPC40356
0.8562 High Similarity NPC154683
0.8562 High Similarity NPC19622
0.8562 High Similarity NPC242994
0.8553 High Similarity NPC147735
0.8553 High Similarity NPC255641
0.8553 High Similarity NPC290954
0.8553 High Similarity NPC477914
0.8553 High Similarity NPC470568
0.8552 High Similarity NPC301915
0.8552 High Similarity NPC261292
0.8543 High Similarity NPC172329
0.8543 High Similarity NPC290695
0.8543 High Similarity NPC106524
0.8543 High Similarity NPC2569
0.8542 High Similarity NPC80035
0.8531 High Similarity NPC115458
0.8531 High Similarity NPC314048
0.8523 High Similarity NPC477913
0.8523 High Similarity NPC103910
0.8523 High Similarity NPC274085
0.8523 High Similarity NPC151607
0.8523 High Similarity NPC42540
0.8523 High Similarity NPC89664
0.8521 High Similarity NPC205992
0.8516 High Similarity NPC146211
0.8514 High Similarity NPC85310
0.8514 High Similarity NPC471733
0.8514 High Similarity NPC135524
0.8514 High Similarity NPC469520
0.8506 High Similarity NPC477691
0.8503 High Similarity NPC169452
0.8503 High Similarity NPC183345
0.8503 High Similarity NPC275903
0.8503 High Similarity NPC181560
0.8503 High Similarity NPC96421
0.85 High Similarity NPC76647
0.8497 Intermediate Similarity NPC477276
0.8497 Intermediate Similarity NPC470569
0.8491 Intermediate Similarity NPC478022
0.8491 Intermediate Similarity NPC478020
0.8489 Intermediate Similarity NPC103540
0.8483 Intermediate Similarity NPC272268
0.8483 Intermediate Similarity NPC141934
0.8477 Intermediate Similarity NPC312929
0.8477 Intermediate Similarity NPC52161
0.8477 Intermediate Similarity NPC126767
0.8477 Intermediate Similarity NPC118027
0.8477 Intermediate Similarity NPC56433
0.8477 Intermediate Similarity NPC472135
0.8477 Intermediate Similarity NPC289042
0.8477 Intermediate Similarity NPC245584
0.8477 Intermediate Similarity NPC162751
0.8477 Intermediate Similarity NPC190648
0.8477 Intermediate Similarity NPC37709
0.8472 Intermediate Similarity NPC472262
0.8472 Intermediate Similarity NPC161964
0.8472 Intermediate Similarity NPC50924
0.8472 Intermediate Similarity NPC287604
0.8471 Intermediate Similarity NPC472052
0.8471 Intermediate Similarity NPC472060
0.8471 Intermediate Similarity NPC284495
0.8471 Intermediate Similarity NPC470342
0.8467 Intermediate Similarity NPC471683
0.8462 Intermediate Similarity NPC58685
0.8462 Intermediate Similarity NPC208651
0.8462 Intermediate Similarity NPC206641
0.8456 Intermediate Similarity NPC471731
0.8456 Intermediate Similarity NPC21873
0.8456 Intermediate Similarity NPC159721
0.8452 Intermediate Similarity NPC174599
0.8452 Intermediate Similarity NPC266469
0.8452 Intermediate Similarity NPC472835
0.8452 Intermediate Similarity NPC82190
0.8452 Intermediate Similarity NPC192219
0.8451 Intermediate Similarity NPC31799
0.8446 Intermediate Similarity NPC305845
0.8446 Intermediate Similarity NPC477275
0.8446 Intermediate Similarity NPC204045
0.8442 Intermediate Similarity NPC477690
0.8442 Intermediate Similarity NPC478220
0.844 Intermediate Similarity NPC48248
0.8438 Intermediate Similarity NPC30027
0.8431 Intermediate Similarity NPC294646
0.8425 Intermediate Similarity NPC305060
0.8425 Intermediate Similarity NPC53206
0.8425 Intermediate Similarity NPC53414
0.8425 Intermediate Similarity NPC471905
0.8421 Intermediate Similarity NPC94781
0.8418 Intermediate Similarity NPC472261
0.8414 Intermediate Similarity NPC161632
0.8411 Intermediate Similarity NPC225173
0.8411 Intermediate Similarity NPC163846
0.8411 Intermediate Similarity NPC285122
0.8403 Intermediate Similarity NPC53896
0.84 Intermediate Similarity NPC10764
0.84 Intermediate Similarity NPC300684
0.84 Intermediate Similarity NPC471906
0.84 Intermediate Similarity NPC244691
0.84 Intermediate Similarity NPC218866
0.84 Intermediate Similarity NPC84568
0.84 Intermediate Similarity NPC48130
0.8397 Intermediate Similarity NPC478223
0.8397 Intermediate Similarity NPC478027
0.8397 Intermediate Similarity NPC148323

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC147250 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
0.8811 High Similarity NPD5408 Approved
0.8811 High Similarity NPD5404 Approved
0.8811 High Similarity NPD5406 Approved
0.8811 High Similarity NPD5405 Approved
0.8609 High Similarity NPD3226 Approved
0.8489 Intermediate Similarity NPD1470 Approved
0.8367 Intermediate Similarity NPD2346 Discontinued
0.8365 Intermediate Similarity NPD6232 Discontinued
0.8356 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.8323 Intermediate Similarity NPD7473 Discontinued
0.8322 Intermediate Similarity NPD3764 Approved
0.8278 Intermediate Similarity NPD7390 Discontinued
0.8224 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.8201 Intermediate Similarity NPD1201 Approved
0.82 Intermediate Similarity NPD7003 Approved
0.8187 Intermediate Similarity NPD6959 Discontinued
0.8176 Intermediate Similarity NPD2935 Discontinued
0.8166 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD7819 Suspended
0.8133 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.8105 Intermediate Similarity NPD2533 Approved
0.8105 Intermediate Similarity NPD2532 Approved
0.8105 Intermediate Similarity NPD2534 Approved
0.8084 Intermediate Similarity NPD8313 Approved
0.8084 Intermediate Similarity NPD8312 Approved
0.805 Intermediate Similarity NPD7768 Phase 2
0.8025 Intermediate Similarity NPD7411 Suspended
0.8013 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7987 Intermediate Similarity NPD2799 Discontinued
0.7965 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7945 Intermediate Similarity NPD2313 Discontinued
0.7927 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD7458 Discontinued
0.7892 Intermediate Similarity NPD5844 Phase 1
0.7888 Intermediate Similarity NPD3749 Approved
0.7848 Intermediate Similarity NPD4380 Phase 2
0.7843 Intermediate Similarity NPD3750 Approved
0.7836 Intermediate Similarity NPD8150 Discontinued
0.7764 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7756 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7748 Intermediate Similarity NPD1510 Phase 2
0.7727 Intermediate Similarity NPD8166 Discontinued
0.7725 Intermediate Similarity NPD7177 Discontinued
0.7716 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7707 Intermediate Similarity NPD6273 Approved
0.7702 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7669 Intermediate Similarity NPD7075 Discontinued
0.7647 Intermediate Similarity NPD2344 Approved
0.7643 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7635 Intermediate Similarity NPD7008 Discontinued
0.7616 Intermediate Similarity NPD1607 Approved
0.7613 Intermediate Similarity NPD4628 Phase 3
0.7603 Intermediate Similarity NPD1164 Approved
0.7597 Intermediate Similarity NPD1549 Phase 2
0.7593 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7582 Intermediate Similarity NPD1551 Phase 2
0.7571 Intermediate Similarity NPD6535 Approved
0.7571 Intermediate Similarity NPD6534 Approved
0.7544 Intermediate Similarity NPD6559 Discontinued
0.7535 Intermediate Similarity NPD9545 Approved
0.7534 Intermediate Similarity NPD1283 Approved
0.7532 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7532 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7527 Intermediate Similarity NPD7435 Discontinued
0.7517 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7516 Intermediate Similarity NPD3748 Approved
0.7516 Intermediate Similarity NPD6599 Discontinued
0.7486 Intermediate Similarity NPD8319 Approved
0.7486 Intermediate Similarity NPD8320 Phase 1
0.7485 Intermediate Similarity NPD5711 Approved
0.7485 Intermediate Similarity NPD5710 Approved
0.7483 Intermediate Similarity NPD2979 Phase 3
0.7483 Intermediate Similarity NPD1240 Approved
0.7483 Intermediate Similarity NPD943 Approved
0.7459 Intermediate Similarity NPD6777 Approved
0.7459 Intermediate Similarity NPD6776 Approved
0.7459 Intermediate Similarity NPD6782 Approved
0.7459 Intermediate Similarity NPD6778 Approved
0.7459 Intermediate Similarity NPD6781 Approved
0.7459 Intermediate Similarity NPD6779 Approved
0.7459 Intermediate Similarity NPD6780 Approved
0.7455 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD2309 Approved
0.7444 Intermediate Similarity NPD7699 Phase 2
0.7444 Intermediate Similarity NPD7700 Phase 2
0.7439 Intermediate Similarity NPD5402 Approved
0.7432 Intermediate Similarity NPD2798 Approved
0.7431 Intermediate Similarity NPD4626 Approved
0.7423 Intermediate Similarity NPD6801 Discontinued
0.7423 Intermediate Similarity NPD1934 Approved
0.7419 Intermediate Similarity NPD8151 Discontinued
0.7416 Intermediate Similarity NPD6212 Phase 3
0.7416 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7416 Intermediate Similarity NPD6213 Phase 3
0.7405 Intermediate Similarity NPD3300 Phase 2
0.7396 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD6166 Phase 2
0.7394 Intermediate Similarity NPD9493 Approved
0.7391 Intermediate Similarity NPD7870 Phase 2
0.7391 Intermediate Similarity NPD7871 Phase 2
0.7389 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7384 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7378 Intermediate Similarity NPD2801 Approved
0.7365 Intermediate Similarity NPD5494 Approved
0.7365 Intermediate Similarity NPD1203 Approved
0.7361 Intermediate Similarity NPD5691 Approved
0.7358 Intermediate Similarity NPD1511 Approved
0.7358 Intermediate Similarity NPD6799 Approved
0.7355 Intermediate Similarity NPD2796 Approved
0.7342 Intermediate Similarity NPD6190 Approved
0.7337 Intermediate Similarity NPD7697 Approved
0.7337 Intermediate Similarity NPD7696 Phase 3
0.7337 Intermediate Similarity NPD7698 Approved
0.7333 Intermediate Similarity NPD3817 Phase 2
0.7329 Intermediate Similarity NPD1281 Approved
0.732 Intermediate Similarity NPD230 Phase 1
0.731 Intermediate Similarity NPD3818 Discontinued
0.731 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7303 Intermediate Similarity NPD6663 Approved
0.729 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7289 Intermediate Similarity NPD3882 Suspended
0.7287 Intermediate Similarity NPD7874 Approved
0.7287 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7283 Intermediate Similarity NPD5953 Discontinued
0.7273 Intermediate Similarity NPD1465 Phase 2
0.7267 Intermediate Similarity NPD5736 Approved
0.7267 Intermediate Similarity NPD1512 Approved
0.7255 Intermediate Similarity NPD4060 Phase 1
0.7254 Intermediate Similarity NPD5951 Approved
0.725 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1651 Approved
0.7222 Intermediate Similarity NPD920 Approved
0.7222 Intermediate Similarity NPD5403 Approved
0.7219 Intermediate Similarity NPD6832 Phase 2
0.7219 Intermediate Similarity NPD6973 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7208 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7205 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7197 Intermediate Similarity NPD1471 Phase 3
0.7192 Intermediate Similarity NPD3019 Approved
0.7192 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7189 Intermediate Similarity NPD6823 Phase 2
0.7181 Intermediate Similarity NPD7701 Phase 2
0.7179 Intermediate Similarity NPD4308 Phase 3
0.7176 Intermediate Similarity NPD7229 Phase 3
0.7175 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.717 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD8455 Phase 2
0.7168 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7168 Intermediate Similarity NPD7286 Phase 2
0.7166 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7162 Intermediate Similarity NPD3972 Approved
0.7134 Intermediate Similarity NPD2531 Phase 2
0.7134 Intermediate Similarity NPD4476 Approved
0.7134 Intermediate Similarity NPD4477 Approved
0.7134 Intermediate Similarity NPD2438 Suspended
0.7126 Intermediate Similarity NPD7074 Phase 3
0.7124 Intermediate Similarity NPD411 Approved
0.7124 Intermediate Similarity NPD3268 Approved
0.7124 Intermediate Similarity NPD6798 Discontinued
0.7118 Intermediate Similarity NPD8127 Discontinued
0.7117 Intermediate Similarity NPD7427 Discontinued
0.711 Intermediate Similarity NPD3751 Discontinued
0.7108 Intermediate Similarity NPD37 Approved
0.7107 Intermediate Similarity NPD2800 Approved
0.7101 Intermediate Similarity NPD6234 Discontinued
0.7099 Intermediate Similarity NPD5401 Approved
0.7097 Intermediate Similarity NPD447 Suspended
0.7083 Intermediate Similarity NPD4967 Phase 2
0.7083 Intermediate Similarity NPD4966 Approved
0.7083 Intermediate Similarity NPD4965 Approved
0.7081 Intermediate Similarity NPD7440 Discontinued
0.7081 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD7236 Approved
0.7075 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7075 Intermediate Similarity NPD2932 Approved
0.7071 Intermediate Similarity NPD2182 Approved
0.707 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.7069 Intermediate Similarity NPD7054 Approved
0.7068 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7068 Intermediate Similarity NPD7783 Phase 2
0.7068 Intermediate Similarity NPD7801 Approved
0.7067 Intermediate Similarity NPD1876 Approved
0.7047 Intermediate Similarity NPD1608 Approved
0.7047 Intermediate Similarity NPD9717 Approved
0.7041 Intermediate Similarity NPD8005 Clinical (unspecified phase)
0.7039 Intermediate Similarity NPD8434 Phase 2
0.7029 Intermediate Similarity NPD7472 Approved
0.702 Intermediate Similarity NPD2797 Approved
0.7013 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7013 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD4196 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   73053884
ChEMBL   CHEMBL3104874
ZINC  

Physicochemical Properties

Molecular Weight:  416.09
ALogP:  -1.6269
MLogP:  3.33
XLogP:  2.99
# Rotatable Bonds:  8
Polar Surface Area:  121.13
# H-Bond Aceptor:  4
# H-Bond Donor:  3
# Rings:  4
# Heavy Atoms:  31

Download Data

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