Natural Product: NPC275878

Natural Product ID:  NPC275878
Common Name:   Leptosphaerin C
IUPAC Name:   (2S,4'S,6'S)-4,4'-dihydroxy-2',6'-dimethylspiro[1-benzofuran-2,5'-cyclohex-2-ene]-1',3-dione
Synonyms:   Leptosphaerin C
Molecular Formula:   C15H14O5
Standard InCHIKey:  XDGKYBXUQOUHSX-SXKNGAHQSA-N
Standard InCHI:  InChI=1S/C15H14O5/c1-7-6-11(17)15(8(2)13(7)18)14(19)12-9(16)4-3-5-10(12)20-15/h3-6,8,11,16-17H,1-2H3/t8-,11+,15+/m1/s1
Canonical SMILES:  CC1=C[C@H](O)[C@]2([C@@H](C1=O)C)Oc1c(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
NPO32944 leptosphaeria sp. Species Leptosphaeriaceae Eukaryota PMID[20408555]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT826 Organism Magnaporthe oryzae Magnaporthe oryzae IC50 = 80300 nM DrugMatrix in vitro pharmacology data
NPT6578 Organism Microdochium nivale Microdochium nivale IC50 = 144000 nM 1517739
NPT185 Organism Aspergillus flavus Aspergillus flavus IC50 = 81400 nM 12502321

  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 NPC275878 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
0.8986 High Similarity NPC130206
0.8961 High Similarity NPC237560
0.8947 High Similarity NPC475717
0.894 High Similarity NPC191634
0.8917 High Similarity NPC476929
0.891 High Similarity NPC125969
0.8904 High Similarity NPC287068
0.8889 High Similarity NPC474744
0.8889 High Similarity NPC46564
0.8889 High Similarity NPC472423
0.8889 High Similarity NPC474772
0.8889 High Similarity NPC207346
0.8882 High Similarity NPC313717
0.8882 High Similarity NPC315306
0.8874 High Similarity NPC202494
0.8867 High Similarity NPC297788
0.8839 High Similarity NPC326910
0.8824 High Similarity NPC267117
0.8824 High Similarity NPC472421
0.8805 High Similarity NPC476931
0.8792 High Similarity NPC150023
0.8782 High Similarity NPC313922
0.8774 High Similarity NPC203080
0.8774 High Similarity NPC301233
0.8766 High Similarity NPC471229
0.8758 High Similarity NPC277032
0.8758 High Similarity NPC476459
0.875 High Similarity NPC470670
0.875 High Similarity NPC473133
0.875 High Similarity NPC47388
0.8742 High Similarity NPC470857
0.8734 High Similarity NPC313368
0.8733 High Similarity NPC476164
0.8733 High Similarity NPC476310
0.8733 High Similarity NPC162476
0.8726 High Similarity NPC476930
0.871 High Similarity NPC35567
0.871 High Similarity NPC216035
0.871 High Similarity NPC288534
0.871 High Similarity NPC171651
0.871 High Similarity NPC321363
0.871 High Similarity NPC473996
0.871 High Similarity NPC476238
0.871 High Similarity NPC253904
0.871 High Similarity NPC210597
0.871 High Similarity NPC285623
0.871 High Similarity NPC327269
0.871 High Similarity NPC217149
0.871 High Similarity NPC31627
0.871 High Similarity NPC243171
0.8684 High Similarity NPC148011
0.8684 High Similarity NPC1940
0.8667 High Similarity NPC171870
0.8662 High Similarity NPC215917
0.8662 High Similarity NPC10754
0.8662 High Similarity NPC164427
0.8662 High Similarity NPC154341
0.8662 High Similarity NPC20530
0.8659 High Similarity NPC154986
0.8658 High Similarity NPC137009
0.8658 High Similarity NPC37206
0.8654 High Similarity NPC209760
0.8654 High Similarity NPC293286
0.8654 High Similarity NPC100134
0.8645 High Similarity NPC263384
0.8645 High Similarity NPC472420
0.8645 High Similarity NPC244577
0.8645 High Similarity NPC472580
0.8645 High Similarity NPC254412
0.8645 High Similarity NPC262038
0.8645 High Similarity NPC278476
0.8645 High Similarity NPC262039
0.8645 High Similarity NPC472422
0.8645 High Similarity NPC319910
0.8645 High Similarity NPC471676
0.8645 High Similarity NPC472636
0.8645 High Similarity NPC471675
0.8634 High Similarity NPC314653
0.8634 High Similarity NPC316262
0.8627 High Similarity NPC14875
0.8627 High Similarity NPC122828
0.8627 High Similarity NPC211466
0.8627 High Similarity NPC176869
0.8627 High Similarity NPC469425
0.8627 High Similarity NPC3779
0.8627 High Similarity NPC476182
0.8627 High Similarity NPC91902
0.8627 High Similarity NPC40086
0.8627 High Similarity NPC44721
0.8627 High Similarity NPC85773
0.8625 High Similarity NPC475106
0.8618 High Similarity NPC62290
0.8618 High Similarity NPC306607
0.8618 High Similarity NPC49130
0.8618 High Similarity NPC316535
0.8618 High Similarity NPC142731
0.8618 High Similarity NPC326506
0.8618 High Similarity NPC279417
0.8618 High Similarity NPC4152
0.8618 High Similarity NPC208176
0.8616 High Similarity NPC43490
0.8616 High Similarity NPC306978
0.8616 High Similarity NPC475107
0.8608 High Similarity NPC217602
0.8608 High Similarity NPC294300
0.8608 High Similarity NPC473282
0.8608 High Similarity NPC104380
0.8608 High Similarity NPC317900
0.8608 High Similarity NPC476404
0.8599 High Similarity NPC304207
0.8599 High Similarity NPC476169
0.8599 High Similarity NPC207809
0.8599 High Similarity NPC175192
0.8599 High Similarity NPC471116
0.8599 High Similarity NPC259710
0.8599 High Similarity NPC217706
0.8599 High Similarity NPC48579
0.8598 High Similarity NPC477529
0.8591 High Similarity NPC268691
0.859 High Similarity NPC477957
0.859 High Similarity NPC470340
0.859 High Similarity NPC138288
0.8581 High Similarity NPC61258
0.8581 High Similarity NPC105136
0.8581 High Similarity NPC116822
0.858 High Similarity NPC476255
0.858 High Similarity NPC62444
0.8571 High Similarity NPC472582
0.8571 High Similarity NPC228012
0.8571 High Similarity NPC471286
0.8571 High Similarity NPC218569
0.8571 High Similarity NPC472581
0.8562 High Similarity NPC117985
0.8562 High Similarity NPC229190
0.8562 High Similarity NPC316769
0.8562 High Similarity NPC92589
0.8553 High Similarity NPC10302
0.8553 High Similarity NPC255133
0.8553 High Similarity NPC477410
0.8553 High Similarity NPC18886
0.8553 High Similarity NPC105381
0.8553 High Similarity NPC242100
0.8545 High Similarity NPC469393
0.8545 High Similarity NPC475080
0.8543 High Similarity NPC74397
0.8535 High Similarity NPC42458
0.8535 High Similarity NPC155686
0.8535 High Similarity NPC158261
0.8535 High Similarity NPC472583
0.8535 High Similarity NPC223701
0.8535 High Similarity NPC248793
0.8535 High Similarity NPC7989
0.8535 High Similarity NPC180301
0.8535 High Similarity NPC469405
0.8535 High Similarity NPC236756
0.8535 High Similarity NPC311579
0.8533 High Similarity NPC471697
0.8528 High Similarity NPC193222
0.8526 High Similarity NPC132990
0.8526 High Similarity NPC475076
0.8526 High Similarity NPC471677
0.8526 High Similarity NPC46882
0.8519 High Similarity NPC472049
0.8516 High Similarity NPC470461
0.8516 High Similarity NPC307052
0.8516 High Similarity NPC317492
0.8516 High Similarity NPC139966
0.8509 High Similarity NPC94796
0.8509 High Similarity NPC219861
0.8506 High Similarity NPC21835
0.8506 High Similarity NPC472918
0.85 High Similarity NPC470810
0.8497 Intermediate Similarity NPC184649
0.8497 Intermediate Similarity NPC303185
0.8497 Intermediate Similarity NPC212697
0.8494 Intermediate Similarity NPC98667
0.8494 Intermediate Similarity NPC232412
0.8494 Intermediate Similarity NPC86809
0.8491 Intermediate Similarity NPC161650
0.8491 Intermediate Similarity NPC246466
0.8485 Intermediate Similarity NPC118128
0.8481 Intermediate Similarity NPC111341
0.8481 Intermediate Similarity NPC470681
0.8481 Intermediate Similarity NPC477958
0.8481 Intermediate Similarity NPC304745
0.8476 Intermediate Similarity NPC54903
0.8476 Intermediate Similarity NPC286074
0.8471 Intermediate Similarity NPC475790
0.8471 Intermediate Similarity NPC256141
0.8466 Intermediate Similarity NPC476056
0.8462 Intermediate Similarity NPC476509
0.8462 Intermediate Similarity NPC470908
0.8457 Intermediate Similarity NPC109180
0.8457 Intermediate Similarity NPC476822
0.8457 Intermediate Similarity NPC124038
0.8452 Intermediate Similarity NPC39195
0.8452 Intermediate Similarity NPC470460
0.8452 Intermediate Similarity NPC10097
0.8452 Intermediate Similarity NPC168085
0.8447 Intermediate Similarity NPC45124

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC275878 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
0.8428 Intermediate Similarity NPD3882 Suspended
0.8375 Intermediate Similarity NPD7075 Discontinued
0.8302 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8258 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8239 Intermediate Similarity NPD6801 Discontinued
0.8228 Intermediate Similarity NPD6599 Discontinued
0.8228 Intermediate Similarity NPD4380 Phase 2
0.8224 Intermediate Similarity NPD1549 Phase 2
0.8194 Intermediate Similarity NPD6799 Approved
0.817 Intermediate Similarity NPD2800 Approved
0.8158 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.8158 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.8153 Intermediate Similarity NPD5403 Approved
0.8141 Intermediate Similarity NPD5401 Approved
0.8137 Intermediate Similarity NPD5402 Approved
0.8125 Intermediate Similarity NPD1934 Approved
0.8075 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.8036 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.8026 Intermediate Similarity NPD1510 Phase 2
0.8013 Intermediate Similarity NPD1607 Approved
0.8 Intermediate Similarity NPD6559 Discontinued
0.8 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD1240 Approved
0.7976 Intermediate Similarity NPD3818 Discontinued
0.7975 Intermediate Similarity NPD1512 Approved
0.7974 Intermediate Similarity NPD1551 Phase 2
0.7964 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.7964 Intermediate Similarity NPD6166 Phase 2
0.7964 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.7939 Intermediate Similarity NPD5494 Approved
0.7914 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7892 Intermediate Similarity NPD1247 Approved
0.7874 Intermediate Similarity NPD8434 Phase 2
0.7857 Intermediate Similarity NPD2796 Approved
0.7853 Intermediate Similarity NPD2801 Approved
0.7848 Intermediate Similarity NPD1511 Approved
0.7812 Intermediate Similarity NPD920 Approved
0.7805 Intermediate Similarity NPD3817 Phase 2
0.7799 Intermediate Similarity NPD2533 Approved
0.7799 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7799 Intermediate Similarity NPD2534 Approved
0.7799 Intermediate Similarity NPD2532 Approved
0.7771 Intermediate Similarity NPD919 Approved
0.7771 Intermediate Similarity NPD3750 Approved
0.7765 Intermediate Similarity NPD3751 Discontinued
0.7756 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.7733 Intermediate Similarity NPD6797 Phase 2
0.7711 Intermediate Similarity NPD3749 Approved
0.7697 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7692 Intermediate Similarity NPD2344 Approved
0.7688 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7688 Intermediate Similarity NPD7251 Discontinued
0.7658 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7658 Intermediate Similarity NPD4628 Phase 3
0.7651 Intermediate Similarity NPD7768 Phase 2
0.7647 Intermediate Similarity NPD2403 Approved
0.7644 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.7644 Intermediate Similarity NPD7808 Phase 3
0.7636 Intermediate Similarity NPD7819 Suspended
0.7622 Intermediate Similarity NPD7411 Suspended
0.7602 Intermediate Similarity NPD7473 Discontinued
0.7595 Intermediate Similarity NPD1243 Approved
0.7588 Intermediate Similarity NPD3926 Phase 2
0.758 Intermediate Similarity NPD1471 Phase 3
0.7574 Intermediate Similarity NPD6959 Discontinued
0.7572 Intermediate Similarity NPD7074 Phase 3
0.7564 Intermediate Similarity NPD2799 Discontinued
0.7562 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7545 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7529 Intermediate Similarity NPD6232 Discontinued
0.7514 Intermediate Similarity NPD7054 Approved
0.75 Intermediate Similarity NPD2309 Approved
0.75 Intermediate Similarity NPD3226 Approved
0.7484 Intermediate Similarity NPD447 Suspended
0.7484 Intermediate Similarity NPD6355 Discontinued
0.7471 Intermediate Similarity NPD7472 Approved
0.7468 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7452 Intermediate Similarity NPD3748 Approved
0.745 Intermediate Similarity NPD9717 Approved
0.7443 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.7442 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7436 Intermediate Similarity NPD6651 Approved
0.7429 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD2424 Discontinued
0.7417 Intermediate Similarity NPD1203 Approved
0.7414 Intermediate Similarity NPD5844 Phase 1
0.7405 Intermediate Similarity NPD2935 Discontinued
0.7403 Intermediate Similarity NPD2313 Discontinued
0.7401 Intermediate Similarity NPD8312 Approved
0.7401 Intermediate Similarity NPD8313 Approved
0.7383 Intermediate Similarity NPD1547 Clinical (unspecified phase)
0.7358 Intermediate Similarity NPD2346 Discontinued
0.7353 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7342 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD5953 Discontinued
0.7326 Intermediate Similarity NPD3787 Discontinued
0.7321 Intermediate Similarity NPD5761 Phase 2
0.7321 Intermediate Similarity NPD5760 Phase 2
0.7312 Intermediate Similarity NPD6780 Approved
0.7312 Intermediate Similarity NPD6777 Approved
0.7312 Intermediate Similarity NPD6776 Approved
0.7312 Intermediate Similarity NPD6779 Approved
0.7312 Intermediate Similarity NPD6778 Approved
0.7312 Intermediate Similarity NPD6781 Approved
0.7312 Intermediate Similarity NPD6782 Approved
0.7308 Intermediate Similarity NPD943 Approved
0.7308 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7308 Intermediate Similarity NPD1613 Approved
0.7296 Intermediate Similarity NPD6100 Approved
0.7296 Intermediate Similarity NPD6099 Approved
0.729 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7287 Intermediate Similarity NPD7435 Discontinued
0.7278 Intermediate Similarity NPD8150 Discontinued
0.7267 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7267 Intermediate Similarity NPD1610 Phase 2
0.7262 Intermediate Similarity NPD37 Approved
0.7261 Intermediate Similarity NPD230 Phase 1
0.7251 Intermediate Similarity NPD6234 Discontinued
0.725 Intermediate Similarity NPD6002 Phase 3
0.725 Intermediate Similarity NPD6004 Phase 3
0.725 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.725 Intermediate Similarity NPD6005 Phase 3
0.725 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7243 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7235 Intermediate Similarity NPD4967 Phase 2
0.7235 Intermediate Similarity NPD4965 Approved
0.7235 Intermediate Similarity NPD4966 Approved
0.7225 Intermediate Similarity NPD5710 Approved
0.7225 Intermediate Similarity NPD5711 Approved
0.7222 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD1465 Phase 2
0.7216 Intermediate Similarity NPD7286 Phase 2
0.719 Intermediate Similarity NPD1470 Approved
0.7179 Intermediate Similarity NPD6798 Discontinued
0.7179 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7179 Intermediate Similarity NPD411 Approved
0.7171 Intermediate Similarity NPD4749 Approved
0.7161 Intermediate Similarity NPD6832 Phase 2
0.7161 Intermediate Similarity NPD4908 Phase 1
0.7152 Intermediate Similarity NPD5124 Phase 1
0.7152 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD422 Phase 1
0.7143 Intermediate Similarity NPD5762 Approved
0.7143 Intermediate Similarity NPD2798 Approved
0.7143 Intermediate Similarity NPD5647 Approved
0.7143 Intermediate Similarity NPD5763 Approved
0.7143 Intermediate Similarity NPD1019 Discontinued
0.7125 Intermediate Similarity NPD7033 Discontinued
0.7125 Intermediate Similarity NPD4308 Phase 3
0.7123 Intermediate Similarity NPD1241 Discontinued
0.7105 Intermediate Similarity NPD7697 Approved
0.7105 Intermediate Similarity NPD7696 Phase 3
0.7105 Intermediate Similarity NPD7698 Approved
0.7095 Intermediate Similarity NPD6764 Approved
0.7095 Intermediate Similarity NPD6765 Approved
0.7095 Intermediate Similarity NPD9493 Approved
0.7089 Intermediate Similarity NPD4060 Phase 1
0.7086 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD3764 Approved
0.7068 Intermediate Similarity NPD7870 Phase 2
0.7068 Intermediate Similarity NPD7871 Phase 2
0.7062 Intermediate Similarity NPD7874 Approved
0.7062 Intermediate Similarity NPD7228 Approved
0.7062 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD1652 Phase 2
0.7051 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD4661 Approved
0.7048 Intermediate Similarity NPD4662 Approved
0.7048 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7047 Intermediate Similarity NPD7701 Phase 2
0.7045 Intermediate Similarity NPD7784 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD4575 Clinical (unspecified phase)
0.7044 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.7043 Intermediate Similarity NPD4360 Phase 2
0.7043 Intermediate Similarity NPD6534 Approved
0.7043 Intermediate Similarity NPD4363 Phase 3
0.7043 Intermediate Similarity NPD6535 Approved
0.7026 Intermediate Similarity NPD7801 Approved
0.7025 Intermediate Similarity NPD6233 Phase 2
0.7011 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD5049 Phase 3
0.7006 Intermediate Similarity NPD3027 Phase 3
0.7005 Intermediate Similarity NPD4362 Clinical (unspecified phase)
0.7005 Intermediate Similarity NPD4361 Phase 2
0.7 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD1548 Phase 1
0.6987 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6983 Remote Similarity NPD1729 Discontinued
0.698 Remote Similarity NPD405 Clinical (unspecified phase)
0.6979 Remote Similarity NPD8319 Approved
0.6979 Remote Similarity NPD8320 Phase 1
0.6977 Remote Similarity NPD2296 Approved
0.6971 Remote Similarity NPD7199 Phase 2
0.697 Remote Similarity NPD2354 Approved
0.697 Remote Similarity NPD6190 Approved
0.6968 Remote Similarity NPD2797 Approved

Structure

External Identifiers

PubChem CID   46831108
ChEMBL   CHEMBL1095145
ZINC  

Physicochemical Properties

Molecular Weight:  274.08
ALogP:  -0.7286
MLogP:  2.56
XLogP:  -0.12
# Rotatable Bonds:  4
Polar Surface Area:  83.83
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  20

Download Data

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