Natural Product: NPC257309

Natural Product ID:  NPC257309
Common Name:   Brartemicin
IUPAC Name:   [(2R,3S,4S,5R,6R)-6-[(2R,3R,4S,5S,6R)-6-[(2,4-dihydroxy-6-methylbenzoyl)oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 2,4-dihydroxy-6-methylbenzoate
Synonyms:   Brartemicin
Molecular Formula:   C28H34O17
Standard InCHIKey:  UZVUYEBJQAEAGM-SHSJKSAASA-N
Standard InCHI:  InChI=1S/C28H34O17/c1-9-3-11(29)5-13(31)17(9)25(39)41-7-15-19(33)21(35)23(37)27(43-15)45-28-24(38)22(36)20(34)16(44-28)8-42-26(40)18-10(2)4-12(30)6-14(18)32/h3-6,15-16,19-24,27-38H,7-8H2,1-2H3/t15-,16-,19-,20-,21+,22+,23-,24-,27-,28-/m1/s1
Canonical SMILES:  Oc1cc(C)c(c(c1)O)C(=O)OC[C@H]1O[C@H](O[C@H]2O[C@H](COC(=O)c3c(C)cc(cc3O)O)[C@H]([C@@H]([C@H]2O)O)O)[C@@H]([C@H]([C@@H]1O)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
NPO33660 Nonomuraea sp. Species Streptosporangiaceae Bacteria PMID[19358565]
NPO30917 Nonomuraea Genus Streptosporangiaceae Bacteria PMID[19358565]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 390 nM 19358565
NPT2 Others Unspecified Activity = 59 % 19358565
NPT2 Others Unspecified IC50 = 0.25 ug/ml 21269828
NPT2 Others Unspecified Ki = 5500 nM 25893085
NPT2 Others Unspecified Ratio Ki = 290 25893085

  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 NPC257309 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
0.9545 High Similarity NPC69868
0.9367 High Similarity NPC249977
0.9241 High Similarity NPC7752
0.9119 High Similarity NPC99216
0.9108 High Similarity NPC328093
0.908 High Similarity NPC63105
0.9012 High Similarity NPC298778
0.9012 High Similarity NPC199079
0.9012 High Similarity NPC210808
0.8994 High Similarity NPC298171
0.8994 High Similarity NPC291957
0.8994 High Similarity NPC14030
0.8976 High Similarity NPC470448
0.8976 High Similarity NPC470453
0.8976 High Similarity NPC164047
0.8976 High Similarity NPC470452
0.8957 High Similarity NPC137871
0.8957 High Similarity NPC288152
0.8957 High Similarity NPC257011
0.8957 High Similarity NPC9002
0.8954 High Similarity NPC221352
0.8938 High Similarity NPC470898
0.8931 High Similarity NPC101636
0.8917 High Similarity NPC261866
0.8916 High Similarity NPC84494
0.8916 High Similarity NPC245059
0.891 High Similarity NPC185103
0.8902 High Similarity NPC213052
0.8889 High Similarity NPC298847
0.8867 High Similarity NPC53649
0.8862 High Similarity NPC475161
0.8862 High Similarity NPC477860
0.8861 High Similarity NPC478226
0.8848 High Similarity NPC199533
0.8848 High Similarity NPC470454
0.8848 High Similarity NPC68381
0.8848 High Similarity NPC474345
0.8834 High Similarity NPC259905
0.8827 High Similarity NPC70441
0.8827 High Similarity NPC68592
0.8827 High Similarity NPC298666
0.8827 High Similarity NPC178851
0.8827 High Similarity NPC262222
0.8827 High Similarity NPC64425
0.8824 High Similarity NPC473023
0.8817 High Similarity NPC229817
0.8817 High Similarity NPC475352
0.8817 High Similarity NPC473686
0.8817 High Similarity NPC221140
0.8817 High Similarity NPC475220
0.8805 High Similarity NPC279732
0.8805 High Similarity NPC138811
0.8805 High Similarity NPC53139
0.8805 High Similarity NPC22062
0.8805 High Similarity NPC473634
0.8805 High Similarity NPC308265
0.88 High Similarity NPC158472
0.8797 High Similarity NPC148323
0.8797 High Similarity NPC283480
0.8797 High Similarity NPC206378
0.8797 High Similarity NPC127406
0.8795 High Similarity NPC471669
0.8795 High Similarity NPC89127
0.8795 High Similarity NPC46958
0.8788 High Similarity NPC472054
0.8782 High Similarity NPC70016
0.8782 High Similarity NPC215921
0.878 High Similarity NPC470272
0.8774 High Similarity NPC476684
0.8773 High Similarity NPC470271
0.8773 High Similarity NPC311389
0.8766 High Similarity NPC81835
0.8766 High Similarity NPC471734
0.8765 High Similarity NPC475979
0.8765 High Similarity NPC15358
0.8758 High Similarity NPC475382
0.8758 High Similarity NPC473043
0.875 High Similarity NPC473623
0.875 High Similarity NPC246469
0.875 High Similarity NPC271479
0.875 High Similarity NPC472610
0.875 High Similarity NPC97285
0.875 High Similarity NPC142860
0.875 High Similarity NPC271270
0.8743 High Similarity NPC173837
0.8743 High Similarity NPC120952
0.8742 High Similarity NPC43638
0.8742 High Similarity NPC208651
0.8742 High Similarity NPC474010
0.8742 High Similarity NPC65003
0.8742 High Similarity NPC473512
0.8742 High Similarity NPC44931
0.8742 High Similarity NPC129827
0.8742 High Similarity NPC206641
0.8742 High Similarity NPC135222
0.8734 High Similarity NPC82190
0.8734 High Similarity NPC169248
0.8734 High Similarity NPC72649
0.8734 High Similarity NPC95090
0.8734 High Similarity NPC192219
0.8734 High Similarity NPC174599
0.8734 High Similarity NPC39351
0.8734 High Similarity NPC26195
0.8734 High Similarity NPC97052
0.8734 High Similarity NPC27408
0.8727 High Similarity NPC472386
0.8727 High Similarity NPC5029
0.8727 High Similarity NPC271385
0.8727 High Similarity NPC111536
0.8727 High Similarity NPC30432
0.8727 High Similarity NPC76128
0.8726 High Similarity NPC16024
0.8726 High Similarity NPC205037
0.8726 High Similarity NPC3746
0.8726 High Similarity NPC61152
0.8726 High Similarity NPC44260
0.872 High Similarity NPC43587
0.872 High Similarity NPC293629
0.872 High Similarity NPC227508
0.872 High Similarity NPC105283
0.872 High Similarity NPC222455
0.872 High Similarity NPC195257
0.872 High Similarity NPC86008
0.872 High Similarity NPC209296
0.8718 High Similarity NPC475407
0.8718 High Similarity NPC140151
0.8712 High Similarity NPC8856
0.8712 High Similarity NPC210073
0.8712 High Similarity NPC175793
0.8712 High Similarity NPC236934
0.8712 High Similarity NPC5778
0.8712 High Similarity NPC115674
0.871 High Similarity NPC92117
0.8704 High Similarity NPC284960
0.8704 High Similarity NPC19709
0.8704 High Similarity NPC88023
0.8704 High Similarity NPC243930
0.8704 High Similarity NPC29830
0.8704 High Similarity NPC124155
0.8704 High Similarity NPC311850
0.8704 High Similarity NPC309025
0.8704 High Similarity NPC257566
0.8704 High Similarity NPC222936
0.8704 High Similarity NPC473644
0.8701 High Similarity NPC471735
0.8698 High Similarity NPC473717
0.8698 High Similarity NPC475662
0.8698 High Similarity NPC473631
0.8698 High Similarity NPC293227
0.8696 High Similarity NPC224530
0.8696 High Similarity NPC216496
0.8696 High Similarity NPC303913
0.8696 High Similarity NPC317544
0.8696 High Similarity NPC159579
0.8696 High Similarity NPC48093
0.8696 High Similarity NPC259957
0.8696 High Similarity NPC129217
0.8696 High Similarity NPC85707
0.8688 High Similarity NPC73511
0.8688 High Similarity NPC43761
0.8683 High Similarity NPC473862
0.8683 High Similarity NPC475246
0.8679 High Similarity NPC170475
0.8679 High Similarity NPC295613
0.8679 High Similarity NPC473657
0.8675 High Similarity NPC25724
0.8675 High Similarity NPC155205
0.8671 High Similarity NPC106625
0.8671 High Similarity NPC29763
0.8671 High Similarity NPC143851
0.8671 High Similarity NPC210003
0.8671 High Similarity NPC260604
0.8671 High Similarity NPC83283
0.8671 High Similarity NPC209393
0.8671 High Similarity NPC299435
0.8671 High Similarity NPC39360
0.8671 High Similarity NPC205172
0.8667 High Similarity NPC244776
0.8667 High Similarity NPC212693
0.8667 High Similarity NPC105095
0.8667 High Similarity NPC116864
0.8667 High Similarity NPC138990
0.8667 High Similarity NPC277532
0.8667 High Similarity NPC209550
0.8667 High Similarity NPC472602
0.8667 High Similarity NPC177731
0.8667 High Similarity NPC44328
0.8667 High Similarity NPC67105
0.8667 High Similarity NPC79056
0.8667 High Similarity NPC94248
0.8667 High Similarity NPC175429
0.8659 High Similarity NPC190204
0.8659 High Similarity NPC43918
0.8659 High Similarity NPC116745
0.8659 High Similarity NPC477502
0.8659 High Similarity NPC261411
0.8659 High Similarity NPC275454
0.8658 High Similarity NPC235115
0.8654 High Similarity NPC270160
0.8654 High Similarity NPC237440

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC257309 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
0.878 High Similarity NPD7472 Approved
0.872 High Similarity NPD7054 Approved
0.8675 High Similarity NPD7251 Discontinued
0.8667 High Similarity NPD7074 Phase 3
0.8625 High Similarity NPD4381 Clinical (unspecified phase)
0.8623 High Similarity NPD7808 Phase 3
0.8614 High Similarity NPD6797 Phase 2
0.8494 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8402 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.825 Intermediate Similarity NPD4380 Phase 2
0.8229 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8214 Intermediate Similarity NPD3818 Discontinued
0.821 Intermediate Similarity NPD7819 Suspended
0.8171 Intermediate Similarity NPD7075 Discontinued
0.814 Intermediate Similarity NPD8312 Approved
0.814 Intermediate Similarity NPD8313 Approved
0.8129 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8129 Intermediate Similarity NPD6559 Discontinued
0.811 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.8107 Intermediate Similarity NPD7228 Approved
0.8095 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8095 Intermediate Similarity NPD6166 Phase 2
0.8065 Intermediate Similarity NPD7266 Discontinued
0.8054 Intermediate Similarity NPD8151 Discontinued
0.8037 Intermediate Similarity NPD1934 Approved
0.8024 Intermediate Similarity NPD6959 Discontinued
0.7988 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7988 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7976 Intermediate Similarity NPD6232 Discontinued
0.7941 Intermediate Similarity NPD7473 Discontinued
0.7939 Intermediate Similarity NPD3817 Phase 2
0.7879 Intermediate Similarity NPD1465 Phase 2
0.7861 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7849 Intermediate Similarity NPD5844 Phase 1
0.7838 Intermediate Similarity NPD8319 Approved
0.7838 Intermediate Similarity NPD8320 Phase 1
0.7831 Intermediate Similarity NPD5402 Approved
0.7831 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7826 Intermediate Similarity NPD2533 Approved
0.7826 Intermediate Similarity NPD2532 Approved
0.7826 Intermediate Similarity NPD2534 Approved
0.7818 Intermediate Similarity NPD37 Approved
0.7818 Intermediate Similarity NPD6801 Discontinued
0.7816 Intermediate Similarity NPD7240 Approved
0.7802 Intermediate Similarity NPD7699 Phase 2
0.7802 Intermediate Similarity NPD7700 Phase 2
0.7798 Intermediate Similarity NPD6234 Discontinued
0.7784 Intermediate Similarity NPD4965 Approved
0.7784 Intermediate Similarity NPD4967 Phase 2
0.7784 Intermediate Similarity NPD7435 Discontinued
0.7784 Intermediate Similarity NPD4966 Approved
0.7771 Intermediate Similarity NPD8455 Phase 2
0.7771 Intermediate Similarity NPD2801 Approved
0.7764 Intermediate Similarity NPD6799 Approved
0.7758 Intermediate Similarity NPD7411 Suspended
0.7742 Intermediate Similarity NPD230 Phase 1
0.7735 Intermediate Similarity NPD6535 Approved
0.7735 Intermediate Similarity NPD6534 Approved
0.773 Intermediate Similarity NPD5403 Approved
0.7722 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7722 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7714 Intermediate Similarity NPD7685 Pre-registration
0.7706 Intermediate Similarity NPD7199 Phase 2
0.7697 Intermediate Similarity NPD8150 Discontinued
0.7684 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7684 Intermediate Similarity NPD7783 Phase 2
0.7673 Intermediate Similarity NPD1549 Phase 2
0.7654 Intermediate Similarity NPD1511 Approved
0.7654 Intermediate Similarity NPD7390 Discontinued
0.7622 Intermediate Similarity NPD6779 Approved
0.7622 Intermediate Similarity NPD6776 Approved
0.7622 Intermediate Similarity NPD6782 Approved
0.7622 Intermediate Similarity NPD6781 Approved
0.7622 Intermediate Similarity NPD6780 Approved
0.7622 Intermediate Similarity NPD6777 Approved
0.7622 Intermediate Similarity NPD6778 Approved
0.7611 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD5401 Approved
0.7607 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7595 Intermediate Similarity NPD1510 Phase 2
0.7594 Intermediate Similarity NPD7697 Approved
0.7594 Intermediate Similarity NPD7696 Phase 3
0.7594 Intermediate Similarity NPD7698 Approved
0.759 Intermediate Similarity NPD6599 Discontinued
0.7586 Intermediate Similarity NPD3751 Discontinued
0.7578 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7578 Intermediate Similarity NPD3750 Approved
0.7574 Intermediate Similarity NPD3882 Suspended
0.7574 Intermediate Similarity NPD7768 Phase 2
0.7572 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7561 Intermediate Similarity NPD1512 Approved
0.7558 Intermediate Similarity NPD3787 Discontinued
0.7544 Intermediate Similarity NPD5494 Approved
0.7539 Intermediate Similarity NPD7874 Approved
0.7539 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7531 Intermediate Similarity NPD6190 Approved
0.7529 Intermediate Similarity NPD3749 Approved
0.7526 Intermediate Similarity NPD7701 Phase 2
0.7515 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7514 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD6214 Clinical (unspecified phase)
0.7486 Intermediate Similarity NPD6212 Phase 3
0.7486 Intermediate Similarity NPD6213 Phase 3
0.7484 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD1653 Approved
0.7469 Intermediate Similarity NPD4628 Phase 3
0.746 Intermediate Similarity NPD7871 Phase 2
0.746 Intermediate Similarity NPD7870 Phase 2
0.7452 Intermediate Similarity NPD1240 Approved
0.7447 Intermediate Similarity NPD6823 Phase 2
0.7444 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7438 Intermediate Similarity NPD2796 Approved
0.7438 Intermediate Similarity NPD2935 Discontinued
0.7436 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7394 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD1607 Approved
0.7356 Intermediate Similarity NPD5711 Approved
0.7356 Intermediate Similarity NPD5710 Approved
0.7342 Intermediate Similarity NPD943 Approved
0.7333 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7329 Intermediate Similarity NPD5406 Approved
0.7329 Intermediate Similarity NPD5408 Approved
0.7329 Intermediate Similarity NPD1551 Phase 2
0.7329 Intermediate Similarity NPD5405 Approved
0.7329 Intermediate Similarity NPD5404 Approved
0.7321 Intermediate Similarity NPD7458 Discontinued
0.732 Intermediate Similarity NPD7801 Approved
0.7296 Intermediate Similarity NPD7930 Approved
0.7292 Intermediate Similarity NPD7584 Approved
0.7287 Intermediate Similarity NPD7237 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD3748 Approved
0.7219 Intermediate Similarity NPD3226 Approved
0.7215 Intermediate Similarity NPD3764 Approved
0.7186 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7186 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7165 Intermediate Similarity NPD7585 Approved
0.7164 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD9545 Approved
0.715 Intermediate Similarity NPD7211 Clinical (unspecified phase)
0.7135 Intermediate Similarity NPD7680 Approved
0.712 Intermediate Similarity NPD8434 Phase 2
0.7118 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD6100 Approved
0.7117 Intermediate Similarity NPD6099 Approved
0.7113 Intermediate Similarity NPD7583 Approved
0.7091 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.709 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7089 Intermediate Similarity NPD6832 Phase 2
0.7081 Intermediate Similarity NPD1933 Approved
0.7073 Intermediate Similarity NPD2346 Discontinued
0.7037 Intermediate Similarity NPD6651 Approved
0.7032 Intermediate Similarity NPD9269 Phase 2
0.702 Intermediate Similarity NPD9493 Approved
0.7019 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD1613 Approved
0.7 Intermediate Similarity NPD7799 Discontinued
0.6994 Remote Similarity NPD4978 Clinical (unspecified phase)
0.6988 Remote Similarity NPD6674 Discontinued
0.6988 Remote Similarity NPD2800 Approved
0.6978 Remote Similarity NPD5953 Discontinued
0.6968 Remote Similarity NPD1201 Approved
0.6966 Remote Similarity NPD7229 Phase 3
0.6961 Remote Similarity NPD7286 Phase 2
0.6951 Remote Similarity NPD7033 Discontinued
0.6937 Remote Similarity NPD3027 Phase 3
0.6919 Remote Similarity NPD7090 Clinical (unspecified phase)
0.6914 Remote Similarity NPD5353 Approved
0.6907 Remote Similarity NPD5005 Approved
0.6907 Remote Similarity NPD5006 Approved
0.6901 Remote Similarity NPD920 Approved
0.6899 Remote Similarity NPD1203 Approved
0.6899 Remote Similarity NPD1470 Approved
0.6893 Remote Similarity NPD919 Approved
0.6891 Remote Similarity NPD7501 Clinical (unspecified phase)
0.6888 Remote Similarity NPD7999 Approved
0.6886 Remote Similarity NPD1243 Approved
0.6886 Remote Similarity NPD1652 Phase 2
0.6883 Remote Similarity NPD9268 Approved
0.6882 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6875 Remote Similarity NPD4908 Phase 1
0.6871 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6871 Remote Similarity NPD6355 Discontinued
0.6871 Remote Similarity NPD447 Suspended
0.6868 Remote Similarity NPD8470 Clinical (unspecified phase)
0.6859 Remote Similarity NPD1091 Approved
0.6855 Remote Similarity NPD2798 Approved
0.6848 Remote Similarity NPD8368 Discontinued
0.6848 Remote Similarity NPD2799 Discontinued
0.6845 Remote Similarity NPD8166 Discontinued
0.6842 Remote Similarity NPD6273 Approved
0.6839 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6833 Remote Similarity NPD3926 Phase 2
0.6832 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6827 Remote Similarity NPD8059 Phase 3
0.6827 Remote Similarity NPD8058 Clinical (unspecified phase)
0.6818 Remote Similarity NPD4288 Approved
0.6813 Remote Similarity NPD1530 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44139747
ChEMBL   CHEMBL558549
ZINC  

Physicochemical Properties

Molecular Weight:  642.18
ALogP:  -4.0791
MLogP:  2.67
XLogP:  -0.18
# Rotatable Bonds:  22
Polar Surface Area:  282.59
# H-Bond Aceptor:  13
# H-Bond Donor:  10
# Rings:  4
# Heavy Atoms:  45

Download Data

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