Natural Product: NPC37606

Natural Product ID:  NPC37606
Common Name:   Lespedezacoumestan
IUPAC Name:   3,8,9-trihydroxy-2-(3-hydroxy-3-methylbutyl)-1-methoxy-[1]benzofuro[3,2-c]chromen-6-one
Synonyms:   Lespedezacoumestan
Molecular Formula:   C21H20O8
Standard InCHIKey:  MSRCSJJZGZPZMA-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C21H20O8/c1-21(2,26)5-4-9-11(22)7-15-17(18(9)27-3)19-16(20(25)29-15)10-6-12(23)13(24)8-14(10)28-19/h6-8,22-24,26H,4-5H2,1-3H3
Canonical SMILES:  COc1c(CCC(O)(C)C)c(O)cc2c1c1oc3c(c1c(=O)o2)cc(c(c3)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
NPO8311 Lespedeza virgata Species Fabaceae Eukaryota PMID[18484774]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified Activity = 449.62 22037378
NPT614 Tissue Plasma Rattus norvegicus IC50 = 190000 nM 24582402
NPT1590 Tissue Kidney Rattus norvegicus IC50 = 450000 nM 24582402

  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 NPC37606 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
0.9756 High Similarity NPC164384
0.9755 High Similarity NPC261471
0.9753 High Similarity NPC218533
0.9753 High Similarity NPC78830
0.963 High Similarity NPC86477
0.9581 High Similarity NPC97523
0.9387 High Similarity NPC37183
0.9329 High Similarity NPC277480
0.9273 High Similarity NPC50394
0.9268 High Similarity NPC29411
0.9167 High Similarity NPC310794
0.9152 High Similarity NPC291110
0.9141 High Similarity NPC115432
0.9141 High Similarity NPC260296
0.9091 High Similarity NPC155640
0.908 High Similarity NPC244750
0.9048 High Similarity NPC120220
0.9042 High Similarity NPC247973
0.903 High Similarity NPC312056
0.903 High Similarity NPC84515
0.9024 High Similarity NPC300680
0.9012 High Similarity NPC113906
0.9006 High Similarity NPC297807
0.8994 High Similarity NPC158226
0.8994 High Similarity NPC472584
0.8976 High Similarity NPC329669
0.8976 High Similarity NPC133065
0.8976 High Similarity NPC474350
0.8976 High Similarity NPC89131
0.8976 High Similarity NPC472278
0.8976 High Similarity NPC473313
0.897 High Similarity NPC188486
0.8966 High Similarity NPC304322
0.8963 High Similarity NPC196879
0.8953 High Similarity NPC183843
0.8947 High Similarity NPC24258
0.8941 High Similarity NPC473834
0.8935 High Similarity NPC131866
0.8922 High Similarity NPC45449
0.8922 High Similarity NPC39306
0.892 High Similarity NPC295436
0.8914 High Similarity NPC73929
0.8914 High Similarity NPC139683
0.8914 High Similarity NPC47905
0.8902 High Similarity NPC79053
0.8902 High Similarity NPC262286
0.8902 High Similarity NPC36852
0.8895 High Similarity NPC98546
0.8895 High Similarity NPC207467
0.8889 High Similarity NPC125300
0.8882 High Similarity NPC307286
0.8882 High Similarity NPC28589
0.8882 High Similarity NPC248593
0.8876 High Similarity NPC99613
0.8876 High Similarity NPC163130
0.8876 High Similarity NPC49487
0.8876 High Similarity NPC165979
0.8869 High Similarity NPC170245
0.8869 High Similarity NPC472452
0.8862 High Similarity NPC41301
0.8855 High Similarity NPC61010
0.8855 High Similarity NPC45124
0.8855 High Similarity NPC74854
0.8855 High Similarity NPC30655
0.8855 High Similarity NPC472275
0.8848 High Similarity NPC16935
0.8848 High Similarity NPC185258
0.8848 High Similarity NPC172770
0.8844 High Similarity NPC473785
0.8841 High Similarity NPC45131
0.8841 High Similarity NPC138243
0.8841 High Similarity NPC142339
0.8837 High Similarity NPC8127
0.8837 High Similarity NPC49667
0.883 High Similarity NPC233956
0.8824 High Similarity NPC472276
0.8824 High Similarity NPC109827
0.8824 High Similarity NPC124470
0.8824 High Similarity NPC281835
0.881 High Similarity NPC259007
0.881 High Similarity NPC329215
0.881 High Similarity NPC473286
0.881 High Similarity NPC326520
0.881 High Similarity NPC36320
0.881 High Similarity NPC204088
0.8802 High Similarity NPC238995
0.8802 High Similarity NPC329760
0.8802 High Similarity NPC472448
0.8802 High Similarity NPC220912
0.8802 High Similarity NPC83922
0.8802 High Similarity NPC81679
0.88 High Similarity NPC71260
0.8795 High Similarity NPC14353
0.8795 High Similarity NPC228785
0.8795 High Similarity NPC80375
0.8795 High Similarity NPC476980
0.8795 High Similarity NPC56085
0.8793 High Similarity NPC265795
0.8793 High Similarity NPC47883
0.8788 High Similarity NPC78225
0.8788 High Similarity NPC236796
0.878 High Similarity NPC256925
0.8779 High Similarity NPC227906
0.8779 High Similarity NPC289244
0.8779 High Similarity NPC53917
0.8773 High Similarity NPC5871
0.8773 High Similarity NPC41326
0.8772 High Similarity NPC271848
0.8772 High Similarity NPC81332
0.8772 High Similarity NPC262580
0.8772 High Similarity NPC289396
0.8772 High Similarity NPC212038
0.8772 High Similarity NPC174700
0.8772 High Similarity NPC247964
0.8765 High Similarity NPC242395
0.8765 High Similarity NPC211309
0.8765 High Similarity NPC202470
0.8757 High Similarity NPC235610
0.8757 High Similarity NPC13481
0.8757 High Similarity NPC207575
0.8757 High Similarity NPC29160
0.8757 High Similarity NPC323137
0.875 High Similarity NPC124038
0.875 High Similarity NPC475985
0.875 High Similarity NPC303460
0.875 High Similarity NPC1755
0.875 High Similarity NPC205265
0.875 High Similarity NPC1706
0.875 High Similarity NPC306321
0.875 High Similarity NPC472281
0.875 High Similarity NPC234004
0.875 High Similarity NPC300984
0.875 High Similarity NPC263092
0.875 High Similarity NPC248638
0.875 High Similarity NPC59295
0.875 High Similarity NPC39305
0.875 High Similarity NPC152659
0.875 High Similarity NPC18100
0.875 High Similarity NPC236521
0.8743 High Similarity NPC29876
0.8743 High Similarity NPC266314
0.8743 High Similarity NPC228383
0.8743 High Similarity NPC40491
0.8743 High Similarity NPC32694
0.8743 High Similarity NPC471842
0.8743 High Similarity NPC167678
0.8743 High Similarity NPC278052
0.8736 High Similarity NPC113446
0.8735 High Similarity NPC100123
0.8735 High Similarity NPC168616
0.8735 High Similarity NPC83763
0.8735 High Similarity NPC476242
0.8727 High Similarity NPC191146
0.8727 High Similarity NPC68093
0.8721 High Similarity NPC82217
0.8721 High Similarity NPC476640
0.8721 High Similarity NPC277510
0.8721 High Similarity NPC117450
0.8721 High Similarity NPC216842
0.8721 High Similarity NPC65885
0.872 High Similarity NPC472462
0.872 High Similarity NPC89474
0.872 High Similarity NPC74924
0.872 High Similarity NPC213608
0.872 High Similarity NPC1477
0.8713 High Similarity NPC28042
0.8712 High Similarity NPC170169
0.8712 High Similarity NPC171010
0.8706 High Similarity NPC320789
0.8706 High Similarity NPC234331
0.8704 High Similarity NPC178202
0.8701 High Similarity NPC73703
0.8698 High Similarity NPC472450
0.8698 High Similarity NPC275780
0.8698 High Similarity NPC471788
0.8698 High Similarity NPC239752
0.8698 High Similarity NPC88243
0.8698 High Similarity NPC108433
0.8698 High Similarity NPC472277
0.8698 High Similarity NPC50960
0.8698 High Similarity NPC38914
0.8698 High Similarity NPC300053
0.8696 High Similarity NPC207729
0.8693 High Similarity NPC154527
0.869 High Similarity NPC472635
0.869 High Similarity NPC470694
0.869 High Similarity NPC261470
0.869 High Similarity NPC8300
0.869 High Similarity NPC25152
0.869 High Similarity NPC272722
0.8683 High Similarity NPC45146
0.8683 High Similarity NPC119224
0.8683 High Similarity NPC320359
0.8683 High Similarity NPC328102
0.8683 High Similarity NPC220582
0.8683 High Similarity NPC235018
0.8683 High Similarity NPC204290
0.8683 High Similarity NPC472624
0.8683 High Similarity NPC304839
0.8675 High Similarity NPC268360

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC37606 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
0.8606 High Similarity NPD2393 Clinical (unspecified phase)
0.8503 High Similarity NPD4868 Clinical (unspecified phase)
0.8494 Intermediate Similarity NPD2801 Approved
0.8471 Intermediate Similarity NPD6232 Discontinued
0.8452 Intermediate Similarity NPD3749 Approved
0.843 Intermediate Similarity NPD7473 Discontinued
0.8383 Intermediate Similarity NPD1465 Phase 2
0.8353 Intermediate Similarity NPD5494 Approved
0.8333 Intermediate Similarity NPD5844 Phase 1
0.8323 Intermediate Similarity NPD1934 Approved
0.8295 Intermediate Similarity NPD6559 Discontinued
0.8284 Intermediate Similarity NPD3882 Suspended
0.8276 Intermediate Similarity NPD3818 Discontinued
0.8274 Intermediate Similarity NPD7819 Suspended
0.8235 Intermediate Similarity NPD7075 Discontinued
0.8208 Intermediate Similarity NPD3926 Phase 2
0.8171 Intermediate Similarity NPD1511 Approved
0.8161 Intermediate Similarity NPD6166 Phase 2
0.8161 Intermediate Similarity NPD6167 Clinical (unspecified phase)
0.8161 Intermediate Similarity NPD6168 Clinical (unspecified phase)
0.8155 Intermediate Similarity NPD7411 Suspended
0.8146 Intermediate Similarity NPD4338 Clinical (unspecified phase)
0.8133 Intermediate Similarity NPD920 Approved
0.8118 Intermediate Similarity NPD3817 Phase 2
0.8092 Intermediate Similarity NPD6959 Discontinued
0.8081 Intermediate Similarity NPD919 Approved
0.8072 Intermediate Similarity NPD1512 Approved
0.8059 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.8057 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.8037 Intermediate Similarity NPD1243 Approved
0.8034 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.8012 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.8 Intermediate Similarity NPD6801 Discontinued
0.7989 Intermediate Similarity NPD1247 Approved
0.7988 Intermediate Similarity NPD4380 Phase 2
0.7978 Intermediate Similarity NPD7074 Phase 3
0.7927 Intermediate Similarity NPD2800 Approved
0.7921 Intermediate Similarity NPD7054 Approved
0.7914 Intermediate Similarity NPD2344 Approved
0.7907 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD2532 Approved
0.7904 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7904 Intermediate Similarity NPD2534 Approved
0.7904 Intermediate Similarity NPD2533 Approved
0.788 Intermediate Similarity NPD8397 Clinical (unspecified phase)
0.7877 Intermediate Similarity NPD7472 Approved
0.7861 Intermediate Similarity NPD7768 Phase 2
0.7853 Intermediate Similarity NPD2935 Discontinued
0.7833 Intermediate Similarity NPD6797 Phase 2
0.7824 Intermediate Similarity NPD3226 Approved
0.7816 Intermediate Similarity NPD4381 Clinical (unspecified phase)
0.7803 Intermediate Similarity NPD5402 Approved
0.779 Intermediate Similarity NPD7251 Discontinued
0.7784 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7758 Intermediate Similarity NPD1549 Phase 2
0.7738 Intermediate Similarity NPD6799 Approved
0.7725 Intermediate Similarity NPD2309 Approved
0.7706 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7701 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7697 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7676 Intermediate Similarity NPD8434 Phase 2
0.7674 Intermediate Similarity NPD6599 Discontinued
0.7651 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.765 Intermediate Similarity NPD7808 Phase 3
0.7624 Intermediate Similarity NPD7804 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7607 Intermediate Similarity NPD230 Phase 1
0.7605 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7576 Intermediate Similarity NPD1510 Phase 2
0.7571 Intermediate Similarity NPD6234 Discontinued
0.756 Intermediate Similarity NPD3750 Approved
0.7546 Intermediate Similarity NPD943 Approved
0.7546 Intermediate Similarity NPD1240 Approved
0.7541 Intermediate Similarity NPD5953 Discontinued
0.753 Intermediate Similarity NPD2796 Approved
0.75 Intermediate Similarity NPD4287 Approved
0.7486 Intermediate Similarity NPD7199 Phase 2
0.7485 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7485 Intermediate Similarity NPD2346 Discontinued
0.747 Intermediate Similarity NPD2799 Discontinued
0.7456 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7455 Intermediate Similarity NPD1607 Approved
0.7444 Intermediate Similarity NPD5710 Approved
0.7444 Intermediate Similarity NPD5711 Approved
0.7432 Intermediate Similarity NPD7286 Phase 2
0.7403 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD5403 Approved
0.7394 Intermediate Similarity NPD447 Suspended
0.7387 Intermediate Similarity NPD8151 Discontinued
0.7386 Intermediate Similarity NPD37 Approved
0.7377 Intermediate Similarity NPD7228 Approved
0.7377 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7377 Intermediate Similarity NPD3751 Discontinued
0.7365 Intermediate Similarity NPD1509 Clinical (unspecified phase)
0.736 Intermediate Similarity NPD4967 Phase 2
0.736 Intermediate Similarity NPD4966 Approved
0.736 Intermediate Similarity NPD4965 Approved
0.7356 Intermediate Similarity NPD1653 Approved
0.7349 Intermediate Similarity NPD6651 Approved
0.7348 Intermediate Similarity NPD7229 Phase 3
0.7326 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.7326 Intermediate Similarity NPD8312 Approved
0.7326 Intermediate Similarity NPD7390 Discontinued
0.7326 Intermediate Similarity NPD8313 Approved
0.7321 Intermediate Similarity NPD1551 Phase 2
0.7317 Intermediate Similarity NPD2313 Discontinued
0.7313 Intermediate Similarity NPD7783 Phase 2
0.7313 Intermediate Similarity NPD7782 Clinical (unspecified phase)
0.731 Intermediate Similarity NPD7435 Discontinued
0.731 Intermediate Similarity NPD6190 Approved
0.7283 Intermediate Similarity NPD5401 Approved
0.7262 Intermediate Similarity NPD3748 Approved
0.7251 Intermediate Similarity NPD4628 Phase 3
0.7251 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD6776 Approved
0.7245 Intermediate Similarity NPD6782 Approved
0.7245 Intermediate Similarity NPD7501 Clinical (unspecified phase)
0.7245 Intermediate Similarity NPD6780 Approved
0.7245 Intermediate Similarity NPD6778 Approved
0.7245 Intermediate Similarity NPD6777 Approved
0.7245 Intermediate Similarity NPD6781 Approved
0.7245 Intermediate Similarity NPD6779 Approved
0.7239 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7219 Intermediate Similarity NPD6099 Approved
0.7219 Intermediate Similarity NPD7685 Pre-registration
0.7219 Intermediate Similarity NPD6100 Approved
0.7212 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7211 Intermediate Similarity NPD8150 Discontinued
0.7207 Intermediate Similarity NPD2296 Approved
0.7195 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD7422 Clinical (unspecified phase)
0.7184 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7182 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7181 Intermediate Similarity NPD4419 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD651 Clinical (unspecified phase)
0.7158 Intermediate Similarity NPD6808 Phase 2
0.7158 Intermediate Similarity NPD3787 Discontinued
0.7126 Intermediate Similarity NPD1613 Approved
0.7126 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7119 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7117 Intermediate Similarity NPD1203 Approved
0.7108 Intermediate Similarity NPD3764 Approved
0.71 Intermediate Similarity NPD7870 Phase 2
0.71 Intermediate Similarity NPD7871 Phase 2
0.7094 Intermediate Similarity NPD7874 Approved
0.7094 Intermediate Similarity NPD7875 Clinical (unspecified phase)
0.7092 Intermediate Similarity NPD8090 Clinical (unspecified phase)
0.7091 Intermediate Similarity NPD6832 Phase 2
0.7083 Intermediate Similarity NPD1933 Approved
0.7076 Intermediate Similarity NPD1471 Phase 3
0.705 Intermediate Similarity NPD7696 Phase 3
0.705 Intermediate Similarity NPD7697 Approved
0.705 Intermediate Similarity NPD7698 Approved
0.7037 Intermediate Similarity NPD9269 Phase 2
0.7018 Intermediate Similarity NPD5405 Approved
0.7018 Intermediate Similarity NPD5404 Approved
0.7018 Intermediate Similarity NPD5406 Approved
0.7018 Intermediate Similarity NPD5408 Approved
0.7006 Intermediate Similarity NPD3268 Approved
0.7006 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7 Intermediate Similarity NPD7549 Discontinued
0.7 Intermediate Similarity NPD6280 Approved
0.7 Intermediate Similarity NPD6279 Approved
0.6995 Remote Similarity NPD7701 Phase 2
0.699 Remote Similarity NPD6534 Approved
0.699 Remote Similarity NPD6535 Approved
0.6989 Remote Similarity NPD2403 Approved
0.6982 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6961 Remote Similarity NPD8455 Phase 2
0.6959 Remote Similarity NPD4308 Phase 3
0.6959 Remote Similarity NPD7033 Discontinued
0.6947 Remote Similarity NPD7240 Approved
0.6946 Remote Similarity NPD4625 Phase 3
0.6944 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6935 Remote Similarity NPD5242 Approved
0.6933 Remote Similarity NPD9717 Approved
0.6915 Remote Similarity NPD6823 Phase 2
0.6909 Remote Similarity NPD2797 Approved
0.6893 Remote Similarity NPD7801 Approved
0.6886 Remote Similarity NPD4908 Phase 1
0.6884 Remote Similarity NPD7700 Phase 2
0.6884 Remote Similarity NPD7699 Phase 2
0.6882 Remote Similarity NPD5124 Phase 1
0.6882 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6868 Remote Similarity NPD5760 Phase 2
0.6868 Remote Similarity NPD5761 Phase 2
0.6863 Remote Similarity NPD7584 Approved
0.6857 Remote Similarity NPD7003 Approved
0.6845 Remote Similarity NPD3027 Phase 3
0.6842 Remote Similarity NPD1729 Discontinued
0.684 Remote Similarity NPD8155 Clinical (unspecified phase)
0.684 Remote Similarity NPD7907 Approved
0.6833 Remote Similarity NPD7458 Discontinued
0.6831 Remote Similarity NPD5353 Approved
0.6829 Remote Similarity NPD1608 Approved
0.6828 Remote Similarity NPD8127 Discontinued
0.6825 Remote Similarity NPD7177 Discontinued

Structure

External Identifiers

PubChem CID   24899157
ChEMBL   CHEMBL486292
ZINC  

Physicochemical Properties

Molecular Weight:  400.12
ALogP:  -1.2261
MLogP:  2.89
XLogP:  1.547
# Rotatable Bonds:  11
Polar Surface Area:  129.59
# H-Bond Aceptor:  2
# H-Bond Donor:  4
# Rings:  4
# Heavy Atoms:  29

Download Data

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