Natural Product: NPC257644

Natural Product ID:  NPC257644
Common Name:   Albopunctatone
IUPAC Name:   1,8-dihydroxy-2-(4,5,9-trihydroxy-10-oxoanthracen-9-yl)anthracene-9,10-dione
Synonyms:   Albopunctatone
Molecular Formula:   C28H16O8
Standard InCHIKey:  JDVZDUJRRBOXFJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C28H16O8/c29-17-7-1-4-12-20(17)26(34)21-13(24(12)32)10-11-16(25(21)33)28(36)14-5-2-8-18(30)22(14)27(35)23-15(28)6-3-9-19(23)31/h1-11,29-31,33,36H
Canonical SMILES:  Oc1c2c(ccc1C1(O)c3cccc(c3C(=O)c3c1cccc3O)O)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
NPO32879 didemnum albopunctatum Species Didemnidae Eukaryota PMID[22680914]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 4400 nM 8759172
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 5300 nM 3236014

  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 NPC257644 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
0.9926 High Similarity NPC471682
0.9783 High Similarity NPC471683
0.9424 High Similarity NPC19631
0.9424 High Similarity NPC239136
0.9366 High Similarity NPC37709
0.9357 High Similarity NPC296752
0.9281 High Similarity NPC225243
0.9155 High Similarity NPC227841
0.9124 High Similarity NPC472262
0.9124 High Similarity NPC287604
0.9124 High Similarity NPC161964
0.9085 High Similarity NPC295712
0.9085 High Similarity NPC474203
0.9085 High Similarity NPC313047
0.9085 High Similarity NPC174905
0.9085 High Similarity NPC451542
0.9085 High Similarity NPC293545
0.9065 High Similarity NPC245923
0.9051 High Similarity NPC225051
0.9 High Similarity NPC13715
0.8993 High Similarity NPC155211
0.8993 High Similarity NPC474813
0.8966 High Similarity NPC290194
0.8944 High Similarity NPC246638
0.8936 High Similarity NPC242994
0.8936 High Similarity NPC138099
0.8926 High Similarity NPC318270
0.8926 High Similarity NPC266469
0.8921 High Similarity NPC80035
0.8897 High Similarity NPC85393
0.8897 High Similarity NPC110882
0.8897 High Similarity NPC271944
0.8889 High Similarity NPC10764
0.8881 High Similarity NPC85310
0.8873 High Similarity NPC181560
0.8873 High Similarity NPC169452
0.8873 High Similarity NPC96421
0.8844 High Similarity NPC477221
0.8841 High Similarity NPC70622
0.8824 High Similarity NPC282923
0.8808 High Similarity NPC317580
0.8794 High Similarity NPC53206
0.8794 High Similarity NPC44960
0.8794 High Similarity NPC62272
0.8794 High Similarity NPC474110
0.8794 High Similarity NPC53414
0.8794 High Similarity NPC471905
0.8786 High Similarity NPC283088
0.8784 High Similarity NPC315520
0.8777 High Similarity NPC115458
0.8768 High Similarity NPC205992
0.8767 High Similarity NPC314437
0.875 High Similarity NPC469520
0.875 High Similarity NPC193555
0.875 High Similarity NPC326084
0.8741 High Similarity NPC103540
0.8733 High Similarity NPC474824
0.8733 High Similarity NPC218870
0.8733 High Similarity NPC182921
0.8733 High Similarity NPC470408
0.8723 High Similarity NPC254847
0.8723 High Similarity NPC272268
0.8714 High Similarity NPC44437
0.8714 High Similarity NPC288089
0.8705 High Similarity NPC58685
0.8699 High Similarity NPC12402
0.8696 High Similarity NPC199253
0.8696 High Similarity NPC31799
0.8696 High Similarity NPC136588
0.8693 High Similarity NPC472060
0.8693 High Similarity NPC475449
0.8693 High Similarity NPC472052
0.8693 High Similarity NPC470342
0.8686 High Similarity NPC48248
0.8681 High Similarity NPC477275
0.8675 High Similarity NPC66029
0.8671 High Similarity NPC143438
0.8671 High Similarity NPC190457
0.8658 High Similarity NPC205766
0.8643 High Similarity NPC52407
0.8639 High Similarity NPC285122
0.8639 High Similarity NPC147250
0.8633 High Similarity NPC474517
0.8633 High Similarity NPC72669
0.8623 High Similarity NPC34414
0.8623 High Similarity NPC146647
0.8623 High Similarity NPC99731
0.8621 High Similarity NPC135524
0.8618 High Similarity NPC474861
0.8611 High Similarity NPC315578
0.8601 High Similarity NPC4214
0.86 High Similarity NPC35
0.8593 High Similarity NPC375356
0.8592 High Similarity NPC191976
0.8582 High Similarity NPC50924
0.8582 High Similarity NPC282780
0.8582 High Similarity NPC12070
0.8582 High Similarity NPC166480
0.8581 High Similarity NPC119767
0.8561 High Similarity NPC55949
0.8553 High Similarity NPC226656
0.8553 High Similarity NPC66508
0.8552 High Similarity NPC305845
0.8552 High Similarity NPC290550
0.8552 High Similarity NPC204045
0.8542 High Similarity NPC26924
0.854 High Similarity NPC96915
0.8529 High Similarity NPC173978
0.8529 High Similarity NPC142956
0.8521 High Similarity NPC161632
0.8521 High Similarity NPC249272
0.8519 High Similarity NPC300274
0.8511 High Similarity NPC114183
0.8511 High Similarity NPC267205
0.8506 High Similarity NPC324736
0.8503 High Similarity NPC84568
0.8503 High Similarity NPC300684
0.8503 High Similarity NPC193703
0.8503 High Similarity NPC471906
0.8503 High Similarity NPC48130
0.8503 High Similarity NPC21599
0.8503 High Similarity NPC244691
0.8503 High Similarity NPC218866
0.85 High Similarity NPC93015
0.8493 Intermediate Similarity NPC73061
0.8493 Intermediate Similarity NPC69755
0.8493 Intermediate Similarity NPC474961
0.8487 Intermediate Similarity NPC474622
0.8487 Intermediate Similarity NPC474621
0.8472 Intermediate Similarity NPC61398
0.8472 Intermediate Similarity NPC416
0.8452 Intermediate Similarity NPC476506
0.8452 Intermediate Similarity NPC284495
0.8451 Intermediate Similarity NPC270899
0.8446 Intermediate Similarity NPC170055
0.8446 Intermediate Similarity NPC34482
0.8406 Intermediate Similarity NPC160499
0.8406 Intermediate Similarity NPC3224
0.8403 Intermediate Similarity NPC305060
0.8403 Intermediate Similarity NPC53001
0.84 Intermediate Similarity NPC142846
0.8397 Intermediate Similarity NPC472261
0.8389 Intermediate Similarity NPC470570
0.8389 Intermediate Similarity NPC300540
0.838 Intermediate Similarity NPC53896
0.8378 Intermediate Similarity NPC79627
0.8378 Intermediate Similarity NPC48762
0.8369 Intermediate Similarity NPC244699
0.8367 Intermediate Similarity NPC137649
0.8357 Intermediate Similarity NPC109123
0.8356 Intermediate Similarity NPC203063
0.8356 Intermediate Similarity NPC183345
0.8354 Intermediate Similarity NPC478020
0.8354 Intermediate Similarity NPC478022
0.8345 Intermediate Similarity NPC87723
0.8345 Intermediate Similarity NPC20210
0.8333 Intermediate Similarity NPC118919
0.8322 Intermediate Similarity NPC478019
0.8311 Intermediate Similarity NPC238629
0.8311 Intermediate Similarity NPC66593
0.8311 Intermediate Similarity NPC53016
0.8302 Intermediate Similarity NPC477835
0.8301 Intermediate Similarity NPC474533
0.8301 Intermediate Similarity NPC474534
0.8299 Intermediate Similarity NPC124365
0.8299 Intermediate Similarity NPC91019
0.8299 Intermediate Similarity NPC106519
0.8299 Intermediate Similarity NPC187843
0.8298 Intermediate Similarity NPC108129
0.8298 Intermediate Similarity NPC31539
0.8288 Intermediate Similarity NPC1268
0.8278 Intermediate Similarity NPC471907
0.8276 Intermediate Similarity NPC147418
0.8273 Intermediate Similarity NPC306765
0.8273 Intermediate Similarity NPC231774
0.8269 Intermediate Similarity NPC177650
0.8264 Intermediate Similarity NPC258502
0.8252 Intermediate Similarity NPC314048
0.8252 Intermediate Similarity NPC294226
0.825 Intermediate Similarity NPC470341
0.825 Intermediate Similarity NPC324522
0.825 Intermediate Similarity NPC105414
0.825 Intermediate Similarity NPC234497
0.825 Intermediate Similarity NPC472058
0.8248 Intermediate Similarity NPC307174
0.8248 Intermediate Similarity NPC91478
0.8239 Intermediate Similarity NPC17083
0.8235 Intermediate Similarity NPC477276
0.8227 Intermediate Similarity NPC303910
0.8227 Intermediate Similarity NPC474998
0.8227 Intermediate Similarity NPC92624
0.8227 Intermediate Similarity NPC278928
0.8221 Intermediate Similarity NPC477992
0.8221 Intermediate Similarity NPC477991
0.8217 Intermediate Similarity NPC186325
0.8217 Intermediate Similarity NPC312993
0.8212 Intermediate Similarity NPC472135
0.8212 Intermediate Similarity NPC245584
0.8212 Intermediate Similarity NPC289042
0.8212 Intermediate Similarity NPC56433

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC257644 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
0.9155 High Similarity NPD7390 Discontinued
0.8794 High Similarity NPD5408 Approved
0.8794 High Similarity NPD5406 Approved
0.8794 High Similarity NPD5405 Approved
0.8794 High Similarity NPD5404 Approved
0.8741 High Similarity NPD1470 Approved
0.8723 High Similarity NPD1509 Clinical (unspecified phase)
0.8444 Intermediate Similarity NPD1201 Approved
0.82 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.805 Intermediate Similarity NPD6959 Discontinued
0.7987 Intermediate Similarity NPD3226 Approved
0.7888 Intermediate Similarity NPD6232 Discontinued
0.7868 Intermediate Similarity NPD405 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD7473 Discontinued
0.7808 Intermediate Similarity NPD943 Approved
0.7738 Intermediate Similarity NPD8312 Approved
0.7738 Intermediate Similarity NPD8313 Approved
0.7727 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7712 Intermediate Similarity NPD3300 Phase 2
0.763 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7616 Intermediate Similarity NPD2346 Discontinued
0.7602 Intermediate Similarity NPD8150 Discontinued
0.76 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD3749 Approved
0.7514 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7484 Intermediate Similarity NPD4380 Phase 2
0.7483 Intermediate Similarity NPD3299 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7468 Intermediate Similarity NPD7003 Approved
0.7453 Intermediate Similarity NPD7819 Suspended
0.7448 Intermediate Similarity NPD1164 Approved
0.7443 Intermediate Similarity NPD6534 Approved
0.7443 Intermediate Similarity NPD6535 Approved
0.7434 Intermediate Similarity NPD2935 Discontinued
0.7432 Intermediate Similarity NPD3764 Approved
0.7407 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7389 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD1510 Phase 2
0.7363 Intermediate Similarity NPD7870 Phase 2
0.7363 Intermediate Similarity NPD7871 Phase 2
0.7351 Intermediate Similarity NPD1607 Approved
0.7333 Intermediate Similarity NPD6777 Approved
0.7333 Intermediate Similarity NPD6781 Approved
0.7333 Intermediate Similarity NPD6778 Approved
0.7333 Intermediate Similarity NPD6776 Approved
0.7333 Intermediate Similarity NPD6780 Approved
0.7333 Intermediate Similarity NPD6782 Approved
0.7333 Intermediate Similarity NPD6779 Approved
0.7329 Intermediate Similarity NPD7411 Suspended
0.7318 Intermediate Similarity NPD7699 Phase 2
0.7318 Intermediate Similarity NPD7700 Phase 2
0.7312 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD6212 Phase 3
0.7288 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7288 Intermediate Similarity NPD6213 Phase 3
0.7278 Intermediate Similarity NPD2533 Approved
0.7278 Intermediate Similarity NPD2534 Approved
0.7278 Intermediate Similarity NPD2532 Approved
0.7256 Intermediate Similarity NPD7768 Phase 2
0.7239 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD1240 Approved
0.7213 Intermediate Similarity NPD7698 Approved
0.7213 Intermediate Similarity NPD7696 Phase 3
0.7213 Intermediate Similarity NPD7435 Discontinued
0.7213 Intermediate Similarity NPD7697 Approved
0.7206 Intermediate Similarity NPD2342 Discontinued
0.7205 Intermediate Similarity NPD7458 Discontinued
0.72 Intermediate Similarity NPD2313 Discontinued
0.7174 Intermediate Similarity NPD8320 Phase 1
0.7174 Intermediate Similarity NPD8319 Approved
0.7161 Intermediate Similarity NPD2344 Approved
0.716 Intermediate Similarity NPD6166 Phase 2
0.716 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7153 Intermediate Similarity NPD3019 Approved
0.7135 Intermediate Similarity NPD5844 Phase 1
0.7134 Intermediate Similarity NPD3750 Approved
0.7115 Intermediate Similarity NPD1549 Phase 2
0.7107 Intermediate Similarity NPD1511 Approved
0.7092 Intermediate Similarity NPD5951 Approved
0.7083 Intermediate Similarity NPD4196 Clinical (unspecified phase)
0.7076 Intermediate Similarity NPD7177 Discontinued
0.707 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7059 Intermediate Similarity NPD7701 Phase 2
0.7051 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7051 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD2798 Approved
0.7043 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD7163 Clinical (unspecified phase)
0.7034 Intermediate Similarity NPD2932 Approved
0.7032 Intermediate Similarity NPD2799 Discontinued
0.703 Intermediate Similarity NPD2801 Approved
0.7029 Intermediate Similarity NPD9266 Approved
0.7029 Intermediate Similarity NPD74 Approved
0.7021 Intermediate Similarity NPD8151 Discontinued
0.7019 Intermediate Similarity NPD1512 Approved
0.7006 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD7075 Discontinued
0.6988 Remote Similarity NPD8438 Clinical (unspecified phase)
0.6987 Remote Similarity NPD6100 Approved
0.6987 Remote Similarity NPD6099 Approved
0.6984 Remote Similarity NPD7875 Clinical (unspecified phase)
0.6984 Remote Similarity NPD7874 Approved
0.6981 Remote Similarity NPD2309 Approved
0.6973 Remote Similarity NPD6823 Phase 2
0.697 Remote Similarity NPD1934 Approved
0.6957 Remote Similarity NPD9264 Approved
0.6957 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6957 Remote Similarity NPD9263 Approved
0.6957 Remote Similarity NPD9267 Approved
0.6954 Remote Similarity NPD7993 Clinical (unspecified phase)
0.695 Remote Similarity NPD7635 Approved
0.6947 Remote Similarity NPD7801 Approved
0.6923 Remote Similarity NPD5494 Approved
0.6918 Remote Similarity NPD8166 Discontinued
0.6914 Remote Similarity NPD6559 Discontinued
0.6914 Remote Similarity NPD5031 Approved
0.6914 Remote Similarity NPD5029 Approved
0.6914 Remote Similarity NPD5027 Approved
0.6892 Remote Similarity NPD4878 Approved
0.6886 Remote Similarity NPD5402 Approved
0.6879 Remote Similarity NPD3751 Discontinued
0.6879 Remote Similarity NPD3818 Discontinued
0.6879 Remote Similarity NPD1551 Phase 2
0.6879 Remote Similarity NPD2796 Approved
0.6875 Remote Similarity NPD5034 Approved
0.6875 Remote Similarity NPD4954 Approved
0.6875 Remote Similarity NPD36 Approved
0.6875 Remote Similarity NPD5026 Approved
0.6875 Remote Similarity NPD5028 Approved
0.6875 Remote Similarity NPD9493 Approved
0.6875 Remote Similarity NPD4955 Approved
0.6867 Remote Similarity NPD1203 Approved
0.6855 Remote Similarity NPD2800 Approved
0.6845 Remote Similarity NPD3882 Suspended
0.6839 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6839 Remote Similarity NPD6020 Phase 2
0.6835 Remote Similarity NPD1471 Phase 3
0.6826 Remote Similarity NPD1465 Phase 2
0.6826 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6818 Remote Similarity NPD5030 Phase 2
0.6816 Remote Similarity NPD5038 Approved
0.6816 Remote Similarity NPD5037 Approved
0.6815 Remote Similarity NPD4308 Phase 3
0.6815 Remote Similarity NPD3748 Approved
0.6813 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6813 Remote Similarity NPD1878 Clinical (unspecified phase)
0.6802 Remote Similarity NPD8155 Clinical (unspecified phase)
0.68 Remote Similarity NPD7074 Phase 3
0.6797 Remote Similarity NPD7008 Discontinued
0.6797 Remote Similarity NPD4625 Phase 3
0.6779 Remote Similarity NPD9269 Phase 2
0.677 Remote Similarity NPD6190 Approved
0.6766 Remote Similarity NPD6801 Discontinued
0.676 Remote Similarity NPD5036 Approved
0.6757 Remote Similarity NPD3026 Approved
0.6757 Remote Similarity NPD3023 Approved
0.6747 Remote Similarity NPD6599 Discontinued
0.6744 Remote Similarity NPD5710 Approved
0.6744 Remote Similarity NPD3787 Discontinued
0.6744 Remote Similarity NPD5711 Approved
0.6743 Remote Similarity NPD7054 Approved
0.6738 Remote Similarity NPD4750 Phase 3
0.6736 Remote Similarity NPD9281 Approved
0.6735 Remote Similarity NPD3025 Approved
0.6735 Remote Similarity NPD9268 Approved
0.6735 Remote Similarity NPD3024 Approved
0.6724 Remote Similarity NPD5033 Approved
0.672 Remote Similarity NPD8285 Discontinued
0.6714 Remote Similarity NPD9265 Clinical (unspecified phase)
0.6705 Remote Similarity NPD7472 Approved
0.6688 Remote Similarity NPD6651 Approved
0.6686 Remote Similarity NPD3817 Phase 2
0.6685 Remote Similarity NPD5032 Approved
0.6684 Remote Similarity NPD7783 Phase 2
0.6684 Remote Similarity NPD7782 Clinical (unspecified phase)
0.6667 Remote Similarity NPD9261 Approved
0.6667 Remote Similarity NPD5403 Approved
0.6667 Remote Similarity NPD3972 Approved
0.6667 Remote Similarity NPD6797 Phase 2
0.6667 Remote Similarity NPD5953 Discontinued
0.6649 Remote Similarity NPD6973 Clinical (unspecified phase)
0.6648 Remote Similarity NPD4287 Approved
0.6648 Remote Similarity NPD6836 Approved
0.6648 Remote Similarity NPD5035 Approved
0.6645 Remote Similarity NPD3268 Approved
0.6645 Remote Similarity NPD411 Approved
0.6629 Remote Similarity NPD7251 Discontinued
0.6625 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6624 Remote Similarity NPD447 Suspended
0.6623 Remote Similarity NPD6832 Phase 2
0.6622 Remote Similarity NPD1651 Approved
0.6609 Remote Similarity NPD3926 Phase 2
0.6606 Remote Similarity NPD6273 Approved
0.6605 Remote Similarity NPD3400 Discontinued
0.6605 Remote Similarity NPD4628 Phase 3
0.6601 Remote Similarity NPD7654 Discontinued
0.66 Remote Similarity NPD1547 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   60154975
ChEMBL   CHEMBL2088292
ZINC  

Physicochemical Properties

Molecular Weight:  480.08
ALogP:  -3.3778
MLogP:  3.66
XLogP:  1.758
# Rotatable Bonds:  6
Polar Surface Area:  152.36
# H-Bond Aceptor:  4
# H-Bond Donor:  5
# Rings:  6
# Heavy Atoms:  36

Download Data

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