Natural Product: NPC315306

Natural Product ID:  NPC315306
Common Name:   Marfuraquinocin C
IUPAC Name:   (2S,3S)-3-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-4-hydroxy-2-(hydroxymethyl)-7-methoxy-3-methyl-2H-benzo[g][1]benzofuran-6,9-dione
Synonyms:  
Molecular Formula:   C26H32O6
Standard InCHIKey:  FOTKGFOGIIZYTA-FVKAXFGDSA-N
Standard InCHI:  InChI=1S/C26H32O6/c1-14-7-6-9-25(2,3)16(14)8-10-26(4)20(13-27)32-24-21-15(11-18(29)22(24)26)23(30)19(31-5)12-17(21)28/h11-12,16,20,27,29H,1,6-10,13H2,2-5H3/t16?,20-,26-/m1/s1
Canonical SMILES:  OC[C@H]1Oc2c([C@]1(C)CCC1C(=C)CCCC1(C)C)c(O)cc1c2C(=O)C=C(C1=O)OC
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
NPO6655.3 Streptomyces niveus scsio 3406 Subspecies Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC > 128 ug/ml 24251399
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC > 128 ug/ml 24251399
NPT2 Others Unspecified MIC > 128 ug/ml 24251399
NPT2 Others Unspecified MIC = 128 ug/ml 24251399
NPT19 Organism Escherichia coli Escherichia coli MIC = 128 ug/ml 24251399
NPT83 Cell Line MCF7 Homo sapiens IC50 = 18900 nM 24251399
NPT395 Cell Line SF-268 Homo sapiens IC50 = 17900 nM 24251399
NPT65 Cell Line HepG2 Homo sapiens IC50 = 11900 nM 24251399
NPT17 Organism Staphylococcus epidermidis Staphylococcus epidermidis MIC = 8 ug/ml 24251399
NPT16 Organism Staphylococcus aureus Staphylococcus aureus MIC = 8 ug/ml 24251399
NPT397 Cell Line NCI-H460 Homo sapiens IC50 = 4400 nM 24251399

  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 NPC315306 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
1.0 High Similarity NPC313717
0.9748 High Similarity NPC316262
0.9748 High Similarity NPC314653
0.9497 High Similarity NPC313368
0.9202 High Similarity NPC100849
0.9141 High Similarity NPC475106
0.9136 High Similarity NPC470810
0.9064 High Similarity NPC475148
0.9064 High Similarity NPC475656
0.9048 High Similarity NPC469393
0.9048 High Similarity NPC475080
0.9 High Similarity NPC470340
0.8988 High Similarity NPC118128
0.8982 High Similarity NPC286074
0.8982 High Similarity NPC54903
0.8976 High Similarity NPC85047
0.8976 High Similarity NPC17274
0.8976 High Similarity NPC120857
0.897 High Similarity NPC476822
0.8963 High Similarity NPC117985
0.8953 High Similarity NPC228209
0.8935 High Similarity NPC154986
0.8935 High Similarity NPC98776
0.8922 High Similarity NPC193222
0.8916 High Similarity NPC21016
0.8916 High Similarity NPC146584
0.8916 High Similarity NPC472049
0.8909 High Similarity NPC211107
0.8908 High Similarity NPC240808
0.8882 High Similarity NPC294149
0.8882 High Similarity NPC154683
0.8882 High Similarity NPC40356
0.8882 High Similarity NPC275878
0.8876 High Similarity NPC472620
0.8869 High Similarity NPC213416
0.8869 High Similarity NPC473096
0.8869 High Similarity NPC20734
0.8869 High Similarity NPC473095
0.8862 High Similarity NPC469394
0.8862 High Similarity NPC476255
0.8862 High Similarity NPC62444
0.8862 High Similarity NPC476056
0.8855 High Similarity NPC18100
0.8855 High Similarity NPC208120
0.8855 High Similarity NPC474240
0.8855 High Similarity NPC469395
0.8855 High Similarity NPC173587
0.8848 High Similarity NPC187354
0.8848 High Similarity NPC476929
0.8844 High Similarity NPC8927
0.8841 High Similarity NPC477410
0.8834 High Similarity NPC164427
0.883 High Similarity NPC475233
0.883 High Similarity NPC98943
0.883 High Similarity NPC478050
0.8827 High Similarity NPC193200
0.8827 High Similarity NPC293286
0.8827 High Similarity NPC155686
0.882 High Similarity NPC46882
0.882 High Similarity NPC470569
0.882 High Similarity NPC132990
0.8817 High Similarity NPC193698
0.881 High Similarity NPC473094
0.881 High Similarity NPC232936
0.8802 High Similarity NPC473286
0.8802 High Similarity NPC472277
0.8802 High Similarity NPC475888
0.8795 High Similarity NPC94796
0.8788 High Similarity NPC472618
0.8786 High Similarity NPC208069
0.878 High Similarity NPC196448
0.878 High Similarity NPC246466
0.878 High Similarity NPC201127
0.8779 High Similarity NPC77179
0.8779 High Similarity NPC23553
0.8773 High Similarity NPC326910
0.8773 High Similarity NPC175192
0.8773 High Similarity NPC471116
0.8765 High Similarity NPC138288
0.8765 High Similarity NPC5029
0.8765 High Similarity NPC35567
0.8765 High Similarity NPC216035
0.8765 High Similarity NPC271385
0.8765 High Similarity NPC87708
0.8765 High Similarity NPC217149
0.8765 High Similarity NPC113608
0.8765 High Similarity NPC180944
0.8765 High Similarity NPC470338
0.8765 High Similarity NPC51824
0.8765 High Similarity NPC76128
0.8765 High Similarity NPC111536
0.8765 High Similarity NPC30432
0.8765 High Similarity NPC243171
0.8765 High Similarity NPC171651
0.8765 High Similarity NPC470337
0.8765 High Similarity NPC169018
0.8765 High Similarity NPC268992
0.8758 High Similarity NPC470568
0.8758 High Similarity NPC202595
0.8758 High Similarity NPC147735
0.8757 High Similarity NPC472619
0.875 High Similarity NPC53640
0.875 High Similarity NPC475109
0.875 High Similarity NPC125465
0.8743 High Similarity NPC473313
0.8743 High Similarity NPC205265
0.8743 High Similarity NPC197972
0.8743 High Similarity NPC475055
0.8743 High Similarity NPC329669
0.8743 High Similarity NPC472278
0.8743 High Similarity NPC472281
0.8736 High Similarity NPC246153
0.8735 High Similarity NPC30655
0.8735 High Similarity NPC74854
0.8735 High Similarity NPC103816
0.8735 High Similarity NPC61382
0.8735 High Similarity NPC269117
0.8735 High Similarity NPC474239
0.8735 High Similarity NPC45124
0.8728 High Similarity NPC473607
0.8727 High Similarity NPC470339
0.8727 High Similarity NPC472617
0.8727 High Similarity NPC125969
0.8727 High Similarity NPC85121
0.8721 High Similarity NPC46958
0.8721 High Similarity NPC324220
0.8721 High Similarity NPC312630
0.872 High Similarity NPC472050
0.872 High Similarity NPC20530
0.872 High Similarity NPC10754
0.872 High Similarity NPC477674
0.872 High Similarity NPC215917
0.872 High Similarity NPC180924
0.8713 High Similarity NPC471969
0.8712 High Similarity NPC60084
0.8712 High Similarity NPC209760
0.8712 High Similarity NPC100134
0.8704 High Similarity NPC232645
0.8704 High Similarity NPC72958
0.8704 High Similarity NPC474772
0.8704 High Similarity NPC262039
0.8704 High Similarity NPC230848
0.8704 High Similarity NPC472423
0.8704 High Similarity NPC262038
0.8704 High Similarity NPC474744
0.8704 High Similarity NPC470675
0.8704 High Similarity NPC473131
0.8704 High Similarity NPC278476
0.8704 High Similarity NPC254412
0.8704 High Similarity NPC319910
0.8704 High Similarity NPC478148
0.8698 High Similarity NPC150131
0.8698 High Similarity NPC470456
0.8698 High Similarity NPC225419
0.8698 High Similarity NPC476459
0.8698 High Similarity NPC95715
0.8698 High Similarity NPC472622
0.869 High Similarity NPC473908
0.869 High Similarity NPC25361
0.869 High Similarity NPC326520
0.8683 High Similarity NPC472402
0.8683 High Similarity NPC473961
0.8683 High Similarity NPC470694
0.8679 High Similarity NPC28632
0.8675 High Similarity NPC321399
0.8675 High Similarity NPC472055
0.8675 High Similarity NPC476283
0.8675 High Similarity NPC306978
0.8675 High Similarity NPC475107
0.8675 High Similarity NPC43490
0.8671 High Similarity NPC5671
0.8671 High Similarity NPC477683
0.8671 High Similarity NPC246877
0.8671 High Similarity NPC221820
0.8671 High Similarity NPC477682
0.8667 High Similarity NPC164110
0.8667 High Similarity NPC246647
0.8667 High Similarity NPC281137
0.8667 High Similarity NPC474637
0.8667 High Similarity NPC272196
0.8667 High Similarity NPC282390
0.8667 High Similarity NPC212967
0.8667 High Similarity NPC96342
0.8663 High Similarity NPC162248
0.8663 High Similarity NPC475398
0.8663 High Similarity NPC68381
0.8663 High Similarity NPC245975
0.8659 High Similarity NPC68727
0.8659 High Similarity NPC267242
0.8655 High Similarity NPC477529
0.865 High Similarity NPC253904
0.865 High Similarity NPC476238
0.865 High Similarity NPC210597
0.865 High Similarity NPC285623
0.865 High Similarity NPC477957
0.865 High Similarity NPC327269
0.865 High Similarity NPC31627
0.865 High Similarity NPC470353
0.865 High Similarity NPC321363
0.865 High Similarity NPC473996

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC315306 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
0.8554 High Similarity NPD7075 Discontinued
0.8494 Intermediate Similarity NPD3882 Suspended
0.8485 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8415 Intermediate Similarity NPD6599 Discontinued
0.8373 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD2532 Approved
0.8333 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8333 Intermediate Similarity NPD2533 Approved
0.8333 Intermediate Similarity NPD2534 Approved
0.8314 Intermediate Similarity NPD7473 Discontinued
0.8313 Intermediate Similarity NPD6801 Discontinued
0.8303 Intermediate Similarity NPD4380 Phase 2
0.8294 Intermediate Similarity NPD6959 Discontinued
0.8263 Intermediate Similarity NPD7819 Suspended
0.825 Intermediate Similarity NPD2800 Approved
0.8235 Intermediate Similarity NPD5494 Approved
0.8218 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8204 Intermediate Similarity NPD1934 Approved
0.8182 Intermediate Similarity NPD6559 Discontinued
0.8177 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD3818 Discontinued
0.8156 Intermediate Similarity NPD8434 Phase 2
0.815 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.815 Intermediate Similarity NPD6166 Phase 2
0.814 Intermediate Similarity NPD6232 Discontinued
0.8107 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.8049 Intermediate Similarity NPD6799 Approved
0.8047 Intermediate Similarity NPD2801 Approved
0.8012 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8011 Intermediate Similarity NPD5844 Phase 1
0.8 Intermediate Similarity NPD5402 Approved
0.8 Intermediate Similarity NPD3817 Phase 2
0.7978 Intermediate Similarity NPD7251 Discontinued
0.7963 Intermediate Similarity NPD1549 Phase 2
0.7952 Intermediate Similarity NPD1512 Approved
0.795 Intermediate Similarity NPD6100 Approved
0.795 Intermediate Similarity NPD6099 Approved
0.7933 Intermediate Similarity NPD7808 Phase 3
0.7921 Intermediate Similarity NPD6797 Phase 2
0.7901 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7901 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7888 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7866 Intermediate Similarity NPD4628 Phase 3
0.7865 Intermediate Similarity NPD7074 Phase 3
0.7853 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7853 Intermediate Similarity NPD3751 Discontinued
0.7849 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.784 Intermediate Similarity NPD2796 Approved
0.7833 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7831 Intermediate Similarity NPD1511 Approved
0.7811 Intermediate Similarity NPD3226 Approved
0.7809 Intermediate Similarity NPD7054 Approved
0.7798 Intermediate Similarity NPD5403 Approved
0.779 Intermediate Similarity NPD8313 Approved
0.779 Intermediate Similarity NPD8312 Approved
0.7784 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD1510 Phase 2
0.7771 Intermediate Similarity NPD1247 Approved
0.7765 Intermediate Similarity NPD7472 Approved
0.7764 Intermediate Similarity NPD1607 Approved
0.7764 Intermediate Similarity NPD6651 Approved
0.776 Intermediate Similarity NPD8150 Discontinued
0.7749 Intermediate Similarity NPD7435 Discontinued
0.7727 Intermediate Similarity NPD5710 Approved
0.7727 Intermediate Similarity NPD5711 Approved
0.7722 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7719 Intermediate Similarity NPD7411 Suspended
0.7701 Intermediate Similarity NPD3749 Approved
0.7684 Intermediate Similarity NPD6776 Approved
0.7684 Intermediate Similarity NPD6782 Approved
0.7684 Intermediate Similarity NPD6779 Approved
0.7684 Intermediate Similarity NPD6777 Approved
0.7684 Intermediate Similarity NPD3926 Phase 2
0.7684 Intermediate Similarity NPD6781 Approved
0.7684 Intermediate Similarity NPD6778 Approved
0.7684 Intermediate Similarity NPD6780 Approved
0.7679 Intermediate Similarity NPD5401 Approved
0.7657 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7657 Intermediate Similarity NPD919 Approved
0.7651 Intermediate Similarity NPD3750 Approved
0.7644 Intermediate Similarity NPD7768 Phase 2
0.764 Intermediate Similarity NPD1240 Approved
0.763 Intermediate Similarity NPD5761 Phase 2
0.763 Intermediate Similarity NPD5760 Phase 2
0.7581 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD2346 Discontinued
0.7572 Intermediate Similarity NPD37 Approved
0.7565 Intermediate Similarity NPD7698 Approved
0.7565 Intermediate Similarity NPD7696 Phase 3
0.7565 Intermediate Similarity NPD7697 Approved
0.7557 Intermediate Similarity NPD6234 Discontinued
0.7551 Intermediate Similarity NPD8151 Discontinued
0.7543 Intermediate Similarity NPD4965 Approved
0.7543 Intermediate Similarity NPD4966 Approved
0.7543 Intermediate Similarity NPD4967 Phase 2
0.7542 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7541 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD1465 Phase 2
0.7528 Intermediate Similarity NPD3787 Discontinued
0.7526 Intermediate Similarity NPD7871 Phase 2
0.7526 Intermediate Similarity NPD7870 Phase 2
0.7516 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7515 Intermediate Similarity NPD7390 Discontinued
0.7514 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7513 Intermediate Similarity NPD7874 Approved
0.7513 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD7701 Phase 2
0.7486 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD920 Approved
0.7475 Intermediate Similarity NPD7801 Approved
0.7471 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.747 Intermediate Similarity NPD1471 Phase 3
0.747 Intermediate Similarity NPD2344 Approved
0.7459 Intermediate Similarity NPD7228 Approved
0.7444 Intermediate Similarity NPD2403 Approved
0.7436 Intermediate Similarity NPD8319 Approved
0.7436 Intermediate Similarity NPD8320 Phase 1
0.7435 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.743 Intermediate Similarity NPD7229 Phase 3
0.7421 Intermediate Similarity NPD6535 Approved
0.7421 Intermediate Similarity NPD6534 Approved
0.741 Intermediate Similarity NPD2935 Discontinued
0.741 Intermediate Similarity NPD1551 Phase 2
0.7399 Intermediate Similarity NPD7458 Discontinued
0.7399 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7396 Intermediate Similarity NPD7700 Phase 2
0.7396 Intermediate Similarity NPD7699 Phase 2
0.7381 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7381 Intermediate Similarity NPD1243 Approved
0.7374 Intermediate Similarity NPD7199 Phase 2
0.7368 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD2799 Discontinued
0.7349 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7349 Intermediate Similarity NPD3748 Approved
0.7337 Intermediate Similarity NPD5953 Discontinued
0.7337 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD6273 Approved
0.7322 Intermediate Similarity NPD7286 Phase 2
0.732 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD8366 Approved
0.7317 Intermediate Similarity NPD4060 Phase 1
0.7297 Intermediate Similarity NPD6765 Approved
0.7297 Intermediate Similarity NPD6764 Approved
0.7294 Intermediate Similarity NPD2309 Approved
0.7273 Intermediate Similarity NPD6355 Discontinued
0.7267 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7262 Intermediate Similarity NPD5762 Approved
0.7262 Intermediate Similarity NPD5763 Approved
0.7251 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD6823 Phase 2
0.7233 Intermediate Similarity NPD7907 Approved
0.722 Intermediate Similarity NPD4111 Phase 1
0.722 Intermediate Similarity NPD4665 Approved
0.7214 Intermediate Similarity NPD7783 Phase 2
0.7214 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.7212 Intermediate Similarity NPD943 Approved
0.7195 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD8127 Discontinued
0.7177 Intermediate Similarity NPD8491 Approved
0.7174 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7169 Intermediate Similarity NPD230 Phase 1
0.7168 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7157 Intermediate Similarity NPD3057 Approved
0.715 Intermediate Similarity NPD4363 Phase 3
0.715 Intermediate Similarity NPD4360 Phase 2
0.715 Intermediate Similarity NPD8155 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD6784 Approved
0.7143 Intermediate Similarity NPD6785 Approved
0.7135 Intermediate Similarity NPD7003 Approved
0.7134 Intermediate Similarity NPD4625 Phase 3
0.7122 Intermediate Similarity NPD8404 Phase 2
0.7113 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7113 Intermediate Similarity NPD4361 Phase 2
0.7112 Intermediate Similarity NPD3658 Clinical (unspecified phase)
0.7112 Intermediate Similarity NPD7240 Approved
0.7108 Intermediate Similarity NPD1613 Approved
0.7108 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7107 Intermediate Similarity NPD2493 Approved
0.7107 Intermediate Similarity NPD2494 Approved
0.7099 Intermediate Similarity NPD1470 Approved
0.7093 Intermediate Similarity NPD6190 Approved
0.7091 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD2313 Discontinued
0.7086 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7085 Intermediate Similarity NPD4582 Approved
0.7085 Intermediate Similarity NPD4583 Approved
0.7081 Intermediate Similarity NPD4749 Approved
0.7081 Intermediate Similarity NPD7799 Discontinued
0.7076 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD2972 Approved
0.7071 Intermediate Similarity NPD3533 Approved
0.7059 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7052 Intermediate Similarity NPD7236 Approved
0.7042 Intermediate Similarity NPD8067 Phase 3
0.7037 Intermediate Similarity NPD6696 Suspended
0.7035 Intermediate Similarity NPD4004 Approved
0.7035 Intermediate Similarity NPD4002 Approved

Structure

External Identifiers

PubChem CID   73603997
ChEMBL   CHEMBL3092698
ZINC  

Physicochemical Properties

Molecular Weight:  440.22
ALogP:  -0.0564
MLogP:  3.66
XLogP:  4.511
# Rotatable Bonds:  11
Polar Surface Area:  93.06
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  32

Download Data

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Structure MOL file  
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Biological Activities  
Similar NPs/Drugs