Natural Product: NPC472059

Natural Product ID:  NPC472059
Common Name:   Alterporriol N
IUPAC Name:   (2R,3R,4R)-2,3,4,8-tetrahydroxy-6-methoxy-3-methyl-5-[(6R,7R,8R)-4,6,7,8-tetrahydroxy-2-methoxy-7-methyl-9,10-dioxo-6,8-dihydro-5H-anthracen-1-yl]-2,4-dihydro-1H-anthracene-9,10-dione
Synonyms:  
Molecular Formula:   C32H30O14
Standard InCHIKey:  HPRQIJBYHJQTCF-WQQAWHSESA-N
Standard InCHI:  InChI=1S/C32H30O14/c1-31(43)15(35)5-9-17(29(31)41)27(39)23-19(25(9)37)11(33)7-13(45-3)21(23)22-14(46-4)8-12(34)20-24(22)28(40)18-10(26(20)38)6-16(36)32(2,44)30(18)42/h7-8,15-16,29-30,33-36,41-44H,5-6H2,1-4H3/t15-,16-,29-,30-,31-,32-/m1/s1
Canonical SMILES:  COc1cc(O)c2c(c1c1c(OC)cc(c3c1C(=O)C1=C(C3=O)C[C@H]([C@@]([C@@H]1O)(C)O)O)O)C(=O)C1=C(C2=O)C[C@H]([C@@]([C@@H]1O)(C)O)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
NPO33215 Stemphylium sp. 33231 Species Pleosporaceae Eukaryota South China Sea PMID[25136754]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1238 Organism Staphylococcus Staphylococcus MIC > 10000 nM 24694055
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC > 10000 nM 24087924
NPT19 Organism Escherichia coli Escherichia coli MIC > 10000 nM 1453184
NPT314 Organism Bacillus cereus Bacillus cereus MIC > 10000 nM 15332869
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 10000 nM 17938185
NPT3147 Organism Kocuria rhizophila Kocuria rhizophila MIC > 10000 nM 12398531
NPT3146 Organism Micrococcus Micrococcus MIC > 10000 nM 8864235

  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 NPC472059 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
0.9935 High Similarity NPC472053
0.9871 High Similarity NPC472051
0.9871 High Similarity NPC472057
0.9497 High Similarity NPC234497
0.9497 High Similarity NPC105414
0.9497 High Similarity NPC472058
0.9497 High Similarity NPC324522
0.9497 High Similarity NPC470341
0.9325 High Similarity NPC477992
0.9325 High Similarity NPC477991
0.929 High Similarity NPC155686
0.9161 High Similarity NPC132990
0.9161 High Similarity NPC46882
0.9103 High Similarity NPC470340
0.9074 High Similarity NPC178173
0.8987 High Similarity NPC68727
0.8981 High Similarity NPC268992
0.8981 High Similarity NPC51824
0.8981 High Similarity NPC470338
0.8981 High Similarity NPC470337
0.8981 High Similarity NPC113608
0.8938 High Similarity NPC324736
0.8917 High Similarity NPC470569
0.8916 High Similarity NPC154986
0.8882 High Similarity NPC472052
0.8882 High Similarity NPC470342
0.8882 High Similarity NPC472060
0.8869 High Similarity NPC477682
0.8869 High Similarity NPC477683
0.8861 High Similarity NPC180944
0.8854 High Similarity NPC470568
0.8854 High Similarity NPC147735
0.8827 High Similarity NPC472261
0.8827 High Similarity NPC219686
0.882 High Similarity NPC228654
0.8812 High Similarity NPC472050
0.8795 High Similarity NPC251144
0.8795 High Similarity NPC241387
0.8782 High Similarity NPC34802
0.878 High Similarity NPC469664
0.8765 High Similarity NPC472055
0.8765 High Similarity NPC470810
0.8758 High Similarity NPC474637
0.875 High Similarity NPC86809
0.875 High Similarity NPC98667
0.875 High Similarity NPC226656
0.875 High Similarity NPC232412
0.875 High Similarity NPC66508
0.8735 High Similarity NPC264063
0.8735 High Similarity NPC469486
0.8734 High Similarity NPC255641
0.8734 High Similarity NPC290954
0.8734 High Similarity NPC225854
0.8727 High Similarity NPC469394
0.8712 High Similarity NPC87431
0.8704 High Similarity NPC470339
0.8698 High Similarity NPC469345
0.869 High Similarity NPC469393
0.8679 High Similarity NPC72958
0.8679 High Similarity NPC232645
0.8679 High Similarity NPC149526
0.8679 High Similarity NPC474417
0.8675 High Similarity NPC473094
0.8675 High Similarity NPC474024
0.8671 High Similarity NPC329933
0.8667 High Similarity NPC472049
0.8662 High Similarity NPC126767
0.8662 High Similarity NPC190648
0.8662 High Similarity NPC289042
0.8662 High Similarity NPC312929
0.8662 High Similarity NPC222298
0.8662 High Similarity NPC118027
0.8662 High Similarity NPC245584
0.8662 High Similarity NPC56433
0.8662 High Similarity NPC51070
0.8659 High Similarity NPC472402
0.8659 High Similarity NPC473961
0.8659 High Similarity NPC15374
0.865 High Similarity NPC472618
0.865 High Similarity NPC155302
0.865 High Similarity NPC161947
0.865 High Similarity NPC284495
0.8647 High Similarity NPC470334
0.8645 High Similarity NPC84266
0.8639 High Similarity NPC294149
0.8631 High Similarity NPC5029
0.8631 High Similarity NPC271385
0.8631 High Similarity NPC472620
0.8631 High Similarity NPC76128
0.8631 High Similarity NPC30432
0.8631 High Similarity NPC477836
0.8631 High Similarity NPC473113
0.8631 High Similarity NPC111536
0.8625 High Similarity NPC40356
0.8625 High Similarity NPC154683
0.8625 High Similarity NPC87708
0.8623 High Similarity NPC207574
0.8623 High Similarity NPC473096
0.8623 High Similarity NPC291795
0.8623 High Similarity NPC297195
0.8623 High Similarity NPC54903
0.8623 High Similarity NPC259905
0.8623 High Similarity NPC473095
0.8623 High Similarity NPC286074
0.8616 High Similarity NPC294646
0.8616 High Similarity NPC202595
0.8614 High Similarity NPC477835
0.8614 High Similarity NPC178851
0.8613 High Similarity NPC197972
0.8599 High Similarity NPC316769
0.8598 High Similarity NPC137232
0.8598 High Similarity NPC189552
0.8598 High Similarity NPC117985
0.8598 High Similarity NPC18380
0.8598 High Similarity NPC273467
0.8596 High Similarity NPC299149
0.8596 High Similarity NPC277710
0.8596 High Similarity NPC153578
0.8596 High Similarity NPC114257
0.859 High Similarity NPC19896
0.8589 High Similarity NPC85121
0.8589 High Similarity NPC472617
0.8588 High Similarity NPC475246
0.8588 High Similarity NPC46958
0.8588 High Similarity NPC475233
0.8588 High Similarity NPC312630
0.8588 High Similarity NPC324220
0.8581 High Similarity NPC182255
0.8581 High Similarity NPC94076
0.858 High Similarity NPC472054
0.858 High Similarity NPC470333
0.858 High Similarity NPC470335
0.858 High Similarity NPC131862
0.858 High Similarity NPC229051
0.858 High Similarity NPC470336
0.858 High Similarity NPC164427
0.858 High Similarity NPC478223
0.858 High Similarity NPC213052
0.858 High Similarity NPC98776
0.8571 High Similarity NPC107109
0.8571 High Similarity NPC93552
0.8571 High Similarity NPC469405
0.8571 High Similarity NPC329844
0.8571 High Similarity NPC210942
0.8571 High Similarity NPC169990
0.8563 High Similarity NPC6588
0.8563 High Similarity NPC477154
0.8563 High Similarity NPC117854
0.8563 High Similarity NPC225419
0.8562 High Similarity NPC474023
0.8562 High Similarity NPC478148
0.8562 High Similarity NPC474021
0.8553 High Similarity NPC97028
0.8553 High Similarity NPC89442
0.8553 High Similarity NPC288036
0.8553 High Similarity NPC158338
0.8553 High Similarity NPC65589
0.8553 High Similarity NPC97029
0.8553 High Similarity NPC270160
0.8553 High Similarity NPC237440
0.8553 High Similarity NPC100985
0.8547 High Similarity NPC208069
0.8547 High Similarity NPC315221
0.8545 High Similarity NPC478229
0.8537 High Similarity NPC312993
0.8537 High Similarity NPC186325
0.8537 High Similarity NPC321399
0.8537 High Similarity NPC184326
0.8537 High Similarity NPC292863
0.8537 High Similarity NPC471976
0.8535 High Similarity NPC478019
0.8535 High Similarity NPC34482
0.8529 High Similarity NPC3718
0.8529 High Similarity NPC68381
0.8528 High Similarity NPC199463
0.8528 High Similarity NPC37543
0.8528 High Similarity NPC246466
0.8528 High Similarity NPC263483
0.8519 High Similarity NPC470681
0.8519 High Similarity NPC166054
0.8519 High Similarity NPC55662
0.8512 High Similarity NPC472619
0.8512 High Similarity NPC300307
0.8512 High Similarity NPC222455
0.8512 High Similarity NPC188079
0.8512 High Similarity NPC326877
0.8509 High Similarity NPC150123
0.8509 High Similarity NPC244583
0.8509 High Similarity NPC323626
0.8509 High Similarity NPC161881
0.8509 High Similarity NPC56232
0.8509 High Similarity NPC324233
0.8509 High Similarity NPC474843
0.8509 High Similarity NPC475790
0.8509 High Similarity NPC10807
0.8506 High Similarity NPC87583
0.8503 High Similarity NPC17274
0.8503 High Similarity NPC120857
0.8503 High Similarity NPC85047
0.8503 High Similarity NPC43319

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC472059 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
0.8712 High Similarity NPD6959 Discontinued
0.85 High Similarity NPD4380 Phase 2
0.8434 Intermediate Similarity NPD6232 Discontinued
0.8393 Intermediate Similarity NPD7473 Discontinued
0.8344 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8232 Intermediate Similarity NPD7819 Suspended
0.8182 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8146 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8125 Intermediate Similarity NPD7390 Discontinued
0.8118 Intermediate Similarity NPD6166 Phase 2
0.8118 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8118 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8081 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD2534 Approved
0.8075 Intermediate Similarity NPD2533 Approved
0.8075 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8075 Intermediate Similarity NPD2532 Approved
0.8061 Intermediate Similarity NPD1934 Approved
0.7976 Intermediate Similarity NPD7075 Discontinued
0.7976 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7963 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7962 Intermediate Similarity NPD1510 Phase 2
0.7952 Intermediate Similarity NPD6801 Discontinued
0.7933 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7931 Intermediate Similarity NPD7074 Phase 3
0.7907 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD2801 Approved
0.7874 Intermediate Similarity NPD7054 Approved
0.7874 Intermediate Similarity NPD5844 Phase 1
0.7862 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7862 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD6559 Discontinued
0.7834 Intermediate Similarity NPD1607 Approved
0.7829 Intermediate Similarity NPD7472 Approved
0.7821 Intermediate Similarity NPD8150 Discontinued
0.7821 Intermediate Similarity NPD1240 Approved
0.7816 Intermediate Similarity NPD3818 Discontinued
0.7812 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7812 Intermediate Similarity NPD1549 Phase 2
0.7811 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7798 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7797 Intermediate Similarity NPD7808 Phase 3
0.7791 Intermediate Similarity NPD1511 Approved
0.7789 Intermediate Similarity NPD8151 Discontinued
0.7784 Intermediate Similarity NPD7411 Suspended
0.7784 Intermediate Similarity NPD6797 Phase 2
0.7778 Intermediate Similarity NPD5494 Approved
0.7764 Intermediate Similarity NPD2800 Approved
0.7742 Intermediate Similarity NPD6776 Approved
0.7742 Intermediate Similarity NPD6778 Approved
0.7742 Intermediate Similarity NPD6781 Approved
0.7742 Intermediate Similarity NPD6782 Approved
0.7742 Intermediate Similarity NPD6777 Approved
0.7742 Intermediate Similarity NPD6780 Approved
0.7742 Intermediate Similarity NPD6779 Approved
0.774 Intermediate Similarity NPD7251 Discontinued
0.7722 Intermediate Similarity NPD6651 Approved
0.7714 Intermediate Similarity NPD3751 Discontinued
0.7706 Intermediate Similarity NPD3882 Suspended
0.7706 Intermediate Similarity NPD7768 Phase 2
0.7697 Intermediate Similarity NPD1512 Approved
0.7692 Intermediate Similarity NPD1465 Phase 2
0.7688 Intermediate Similarity NPD2796 Approved
0.7684 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7665 Intermediate Similarity NPD3226 Approved
0.7661 Intermediate Similarity NPD3749 Approved
0.7654 Intermediate Similarity NPD8313 Approved
0.7654 Intermediate Similarity NPD8312 Approved
0.7647 Intermediate Similarity NPD5402 Approved
0.7647 Intermediate Similarity NPD3817 Phase 2
0.7619 Intermediate Similarity NPD7435 Discontinued
0.7619 Intermediate Similarity NPD7698 Approved
0.7619 Intermediate Similarity NPD7697 Approved
0.7619 Intermediate Similarity NPD7696 Phase 3
0.7607 Intermediate Similarity NPD3750 Approved
0.7598 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7579 Intermediate Similarity NPD7871 Phase 2
0.7579 Intermediate Similarity NPD7870 Phase 2
0.7578 Intermediate Similarity NPD2935 Discontinued
0.7552 Intermediate Similarity NPD7701 Phase 2
0.753 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD37 Approved
0.7515 Intermediate Similarity NPD6599 Discontinued
0.7486 Intermediate Similarity NPD5711 Approved
0.7486 Intermediate Similarity NPD5710 Approved
0.7486 Intermediate Similarity NPD3787 Discontinued
0.7474 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7474 Intermediate Similarity NPD7874 Approved
0.7473 Intermediate Similarity NPD6535 Approved
0.7473 Intermediate Similarity NPD6534 Approved
0.747 Intermediate Similarity NPD6799 Approved
0.7447 Intermediate Similarity NPD7699 Phase 2
0.7447 Intermediate Similarity NPD7700 Phase 2
0.744 Intermediate Similarity NPD5403 Approved
0.7436 Intermediate Similarity NPD7801 Approved
0.7436 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD7783 Phase 2
0.7432 Intermediate Similarity NPD8434 Phase 2
0.7416 Intermediate Similarity NPD7228 Approved
0.7414 Intermediate Similarity NPD6234 Discontinued
0.7399 Intermediate Similarity NPD4966 Approved
0.7399 Intermediate Similarity NPD4965 Approved
0.7399 Intermediate Similarity NPD4967 Phase 2
0.7394 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7382 Intermediate Similarity NPD6823 Phase 2
0.7375 Intermediate Similarity NPD943 Approved
0.7362 Intermediate Similarity NPD6099 Approved
0.7362 Intermediate Similarity NPD6100 Approved
0.7337 Intermediate Similarity NPD920 Approved
0.7321 Intermediate Similarity NPD5401 Approved
0.7317 Intermediate Similarity NPD2346 Discontinued
0.7306 Intermediate Similarity NPD8319 Approved
0.7306 Intermediate Similarity NPD8320 Phase 1
0.7301 Intermediate Similarity NPD3748 Approved
0.7293 Intermediate Similarity NPD5953 Discontinued
0.7289 Intermediate Similarity NPD4628 Phase 3
0.7283 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7261 Intermediate Similarity NPD1470 Approved
0.7256 Intermediate Similarity NPD5404 Approved
0.7256 Intermediate Similarity NPD5406 Approved
0.7256 Intermediate Similarity NPD5405 Approved
0.7256 Intermediate Similarity NPD5408 Approved
0.7251 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7247 Intermediate Similarity NPD3926 Phase 2
0.7229 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7213 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD2344 Approved
0.7195 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7188 Intermediate Similarity NPD4625 Phase 3
0.7186 Intermediate Similarity NPD7003 Approved
0.7186 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD7286 Phase 2
0.7152 Intermediate Similarity NPD1551 Phase 2
0.7151 Intermediate Similarity NPD7458 Discontinued
0.7143 Intermediate Similarity NPD6212 Phase 3
0.7143 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6213 Phase 3
0.7135 Intermediate Similarity NPD1247 Approved
0.7126 Intermediate Similarity NPD1243 Approved
0.712 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7118 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD230 Phase 1
0.7115 Intermediate Similarity NPD1201 Approved
0.7108 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7105 Intermediate Similarity NPD4363 Phase 3
0.7105 Intermediate Similarity NPD4360 Phase 2
0.7101 Intermediate Similarity NPD3300 Phase 2
0.7098 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7095 Intermediate Similarity NPD7229 Phase 3
0.7091 Intermediate Similarity NPD2799 Discontinued
0.7086 Intermediate Similarity NPD8455 Phase 2
0.7081 Intermediate Similarity NPD3027 Phase 3
0.7065 Intermediate Similarity NPD7240 Approved
0.7041 Intermediate Similarity NPD2309 Approved
0.7039 Intermediate Similarity NPD7199 Phase 2
0.7037 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7037 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7035 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7022 Intermediate Similarity NPD919 Approved
0.7 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7685 Pre-registration
0.697 Remote Similarity NPD7584 Approved
0.6959 Remote Similarity NPD8285 Discontinued
0.6951 Remote Similarity NPD1613 Approved
0.6951 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6941 Remote Similarity NPD6190 Approved
0.6938 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6938 Remote Similarity NPD8059 Phase 3
0.6933 Remote Similarity NPD2313 Discontinued
0.6933 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6923 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6923 Remote Similarity NPD1651 Approved
0.6919 Remote Similarity NPD7211 Clinical (unspecified phase)
0.6914 Remote Similarity NPD4908 Phase 1
0.6897 Remote Similarity NPD7930 Approved
0.6894 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6894 Remote Similarity NPD2798 Approved
0.6893 Remote Similarity NPD5761 Phase 2
0.6893 Remote Similarity NPD5760 Phase 2
0.6886 Remote Similarity NPD7033 Discontinued
0.6879 Remote Similarity NPD6273 Approved
0.6875 Remote Similarity NPD1283 Approved
0.6868 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6848 Remote Similarity NPD7177 Discontinued
0.6848 Remote Similarity NPD7893 Clinical (unspecified phase)
0.6845 Remote Similarity NPD36 Approved
0.6845 Remote Similarity NPD4955 Approved
0.6845 Remote Similarity NPD5028 Approved
0.6845 Remote Similarity NPD4954 Approved
0.6845 Remote Similarity NPD5034 Approved
0.6845 Remote Similarity NPD5026 Approved
0.6845 Remote Similarity NPD2438 Suspended
0.6833 Remote Similarity NPD5537 Clinical (unspecified phase)
0.6831 Remote Similarity NPD2403 Approved
0.6829 Remote Similarity NPD3764 Approved
0.6824 Remote Similarity NPD2654 Approved
0.6813 Remote Similarity NPD4749 Approved
0.6809 Remote Similarity NPD5035 Approved

Structure

External Identifiers

PubChem CID   57332378
ChEMBL   CHEMBL3335131
ZINC  

Physicochemical Properties

Molecular Weight:  638.16
ALogP:  -4.4556
MLogP:  3.44
XLogP:  -2.612
# Rotatable Bonds:  15
Polar Surface Area:  248.58
# H-Bond Aceptor:  10
# H-Bond Donor:  8
# Rings:  6
# Heavy Atoms:  46

Download Data

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