Natural Product: NPC110420

Natural Product ID:  NPC110420
Common Name:   S-4-Methoxydalbergione
IUPAC Name:   2-methoxy-5-[(1S)-1-phenylprop-2-enyl]cyclohexa-2,5-diene-1,4-dione
Synonyms:   (S)-4-Methoxydalbergione; S-4-Methoxydalbergione
Molecular Formula:   C16H14O3
Standard InCHIKey:  RGSUZUQISVAJJF-LBPRGKRZSA-N
Standard InCHI:  InChI=1S/C16H14O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-10,12H,1H2,2H3/t12-/m0/s1
Canonical SMILES:  COC1=CC(=O)C(=CC1=O)[C@H](c1ccccc1)C=C
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
NPO29804 Nepalese propolis NA NA NA PMID[15974608]
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota TM-MC*
NPO18117 Dalbergia odorifera Species Fabaceae Eukaryota TCMID*
NPO8707.1 Pueraria montana var. lobata Varieties Fabaceae Eukaryota TCMID*
NPO8707.2 Pueraria montana var. thomsonii Varieties Fabaceae Eukaryota TCMID*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 38800 nM 18154272
NPT2 Others Unspecified IC50 = 10200 nM 15974608

  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 NPC110420 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 NPC67585
1.0 High Similarity NPC303967
0.9231 High Similarity NPC145052
0.8989 High Similarity NPC476484
0.8804 High Similarity NPC12695
0.8511 High Similarity NPC103048
0.8438 Intermediate Similarity NPC112552
0.8161 Intermediate Similarity NPC190567
0.8161 Intermediate Similarity NPC285716
0.8161 Intermediate Similarity NPC17408
0.8119 Intermediate Similarity NPC203732
0.8085 Intermediate Similarity NPC188844
0.8085 Intermediate Similarity NPC153885
0.8085 Intermediate Similarity NPC1682
0.8065 Intermediate Similarity NPC108026
0.8046 Intermediate Similarity NPC300205
0.8046 Intermediate Similarity NPC151405
0.8046 Intermediate Similarity NPC139901
0.8043 Intermediate Similarity NPC157778
0.8 Intermediate Similarity NPC326664
0.8 Intermediate Similarity NPC238219
0.7979 Intermediate Similarity NPC284475
0.7979 Intermediate Similarity NPC133461
0.7959 Intermediate Similarity NPC476042
0.7955 Intermediate Similarity NPC164086
0.7941 Intermediate Similarity NPC470391
0.7935 Intermediate Similarity NPC69057
0.7935 Intermediate Similarity NPC43945
0.7931 Intermediate Similarity NPC2785
0.7931 Intermediate Similarity NPC103488
0.7931 Intermediate Similarity NPC36342
0.7931 Intermediate Similarity NPC285470
0.7917 Intermediate Similarity NPC260233
0.7895 Intermediate Similarity NPC155232
0.7889 Intermediate Similarity NPC215008
0.7889 Intermediate Similarity NPC273758
0.7885 Intermediate Similarity NPC137315
0.7872 Intermediate Similarity NPC173413
0.7865 Intermediate Similarity NPC12936
0.7865 Intermediate Similarity NPC145053
0.7865 Intermediate Similarity NPC273033
0.7864 Intermediate Similarity NPC192577
0.7857 Intermediate Similarity NPC74458
0.7841 Intermediate Similarity NPC272260
0.783 Intermediate Similarity NPC67377
0.7816 Intermediate Similarity NPC245966
0.7816 Intermediate Similarity NPC298023
0.7816 Intermediate Similarity NPC9796
0.7812 Intermediate Similarity NPC34243
0.7778 Intermediate Similarity NPC28951
0.7778 Intermediate Similarity NPC325646
0.7767 Intermediate Similarity NPC470007
0.7765 Intermediate Similarity NPC285679
0.7755 Intermediate Similarity NPC239185
0.7753 Intermediate Similarity NPC71664
0.7753 Intermediate Similarity NPC477703
0.7753 Intermediate Similarity NPC95868
0.7738 Intermediate Similarity NPC95289
0.7732 Intermediate Similarity NPC473347
0.7727 Intermediate Similarity NPC76455
0.7727 Intermediate Similarity NPC137847
0.7723 Intermediate Similarity NPC274443
0.7717 Intermediate Similarity NPC123476
0.7717 Intermediate Similarity NPC252067
0.7708 Intermediate Similarity NPC59677
0.7708 Intermediate Similarity NPC77273
0.7706 Intermediate Similarity NPC471553
0.7677 Intermediate Similarity NPC49994
0.7677 Intermediate Similarity NPC75724
0.7677 Intermediate Similarity NPC134882
0.7667 Intermediate Similarity NPC73978
0.7664 Intermediate Similarity NPC241851
0.766 Intermediate Similarity NPC477693
0.766 Intermediate Similarity NPC477704
0.7634 Intermediate Similarity NPC307
0.7634 Intermediate Similarity NPC160339
0.7624 Intermediate Similarity NPC222390
0.7624 Intermediate Similarity NPC244427
0.7619 Intermediate Similarity NPC98880
0.7614 Intermediate Similarity NPC179726
0.7614 Intermediate Similarity NPC329318
0.7593 Intermediate Similarity NPC472164
0.7593 Intermediate Similarity NPC470764
0.7579 Intermediate Similarity NPC231591
0.7579 Intermediate Similarity NPC418308
0.7576 Intermediate Similarity NPC240042
0.7576 Intermediate Similarity NPC156021
0.7576 Intermediate Similarity NPC265220
0.7573 Intermediate Similarity NPC172483
0.7556 Intermediate Similarity NPC157055
0.7547 Intermediate Similarity NPC291799
0.7526 Intermediate Similarity NPC323420
0.7525 Intermediate Similarity NPC476993
0.7525 Intermediate Similarity NPC109514
0.7524 Intermediate Similarity NPC475282
0.75 Intermediate Similarity NPC197581
0.75 Intermediate Similarity NPC311343
0.75 Intermediate Similarity NPC100767
0.75 Intermediate Similarity NPC317280
0.75 Intermediate Similarity NPC19256
0.75 Intermediate Similarity NPC39600
0.75 Intermediate Similarity NPC179411
0.75 Intermediate Similarity NPC329387
0.75 Intermediate Similarity NPC277277
0.7477 Intermediate Similarity NPC292834
0.7475 Intermediate Similarity NPC219573
0.7475 Intermediate Similarity NPC185208
0.7474 Intermediate Similarity NPC267262
0.7449 Intermediate Similarity NPC289883
0.7431 Intermediate Similarity NPC474408
0.7426 Intermediate Similarity NPC474308
0.7404 Intermediate Similarity NPC474307
0.7404 Intermediate Similarity NPC134120
0.74 Intermediate Similarity NPC278228
0.7396 Intermediate Similarity NPC298115
0.7396 Intermediate Similarity NPC113307
0.7391 Intermediate Similarity NPC230068
0.7379 Intermediate Similarity NPC247976
0.7379 Intermediate Similarity NPC329556
0.7374 Intermediate Similarity NPC472880
0.7368 Intermediate Similarity NPC194326
0.7356 Intermediate Similarity NPC271437
0.734 Intermediate Similarity NPC53299
0.7327 Intermediate Similarity NPC154517
0.7327 Intermediate Similarity NPC476120
0.7312 Intermediate Similarity NPC288903
0.7308 Intermediate Similarity NPC329282
0.7292 Intermediate Similarity NPC153308
0.7283 Intermediate Similarity NPC100039
0.7273 Intermediate Similarity NPC208075
0.7255 Intermediate Similarity NPC7435
0.7255 Intermediate Similarity NPC54647
0.7255 Intermediate Similarity NPC80115
0.7248 Intermediate Similarity NPC143768
0.7248 Intermediate Similarity NPC469547
0.7245 Intermediate Similarity NPC110704
0.7241 Intermediate Similarity NPC326200
0.7228 Intermediate Similarity NPC289201
0.7228 Intermediate Similarity NPC472788
0.7216 Intermediate Similarity NPC325709
0.7212 Intermediate Similarity NPC475939
0.7212 Intermediate Similarity NPC471829
0.7212 Intermediate Similarity NPC474866
0.7212 Intermediate Similarity NPC472691
0.7204 Intermediate Similarity NPC99240
0.72 Intermediate Similarity NPC5472
0.7196 Intermediate Similarity NPC470252
0.7193 Intermediate Similarity NPC105709
0.7188 Intermediate Similarity NPC322387
0.7182 Intermediate Similarity NPC196075
0.7182 Intermediate Similarity NPC477411
0.7168 Intermediate Similarity NPC318173
0.7168 Intermediate Similarity NPC152159
0.7158 Intermediate Similarity NPC294134
0.7158 Intermediate Similarity NPC95965
0.7157 Intermediate Similarity NPC135951
0.7156 Intermediate Similarity NPC477250
0.7156 Intermediate Similarity NPC186128
0.7156 Intermediate Similarity NPC212415
0.7143 Intermediate Similarity NPC249067
0.7143 Intermediate Similarity NPC108532
0.7143 Intermediate Similarity NPC58872
0.7143 Intermediate Similarity NPC84288
0.7128 Intermediate Similarity NPC324624
0.7117 Intermediate Similarity NPC93181
0.7117 Intermediate Similarity NPC228936
0.7111 Intermediate Similarity NPC78500
0.7105 Intermediate Similarity NPC204784
0.7103 Intermediate Similarity NPC47536
0.7097 Intermediate Similarity NPC71795
0.7091 Intermediate Similarity NPC13784
0.7091 Intermediate Similarity NPC161611
0.7083 Intermediate Similarity NPC164526
0.708 Intermediate Similarity NPC323440
0.708 Intermediate Similarity NPC61651
0.708 Intermediate Similarity NPC80605
0.708 Intermediate Similarity NPC222968
0.7075 Intermediate Similarity NPC209632
0.7071 Intermediate Similarity NPC187725
0.7071 Intermediate Similarity NPC103346
0.7071 Intermediate Similarity NPC141607
0.7071 Intermediate Similarity NPC475023
0.7071 Intermediate Similarity NPC125226
0.7071 Intermediate Similarity NPC475059
0.7059 Intermediate Similarity NPC226041
0.7054 Intermediate Similarity NPC226093
0.7054 Intermediate Similarity NPC62138
0.7054 Intermediate Similarity NPC260886
0.7054 Intermediate Similarity NPC135730
0.7043 Intermediate Similarity NPC473243
0.7041 Intermediate Similarity NPC9822
0.7037 Intermediate Similarity NPC40178
0.7033 Intermediate Similarity NPC287790
0.7033 Intermediate Similarity NPC3672
0.7019 Intermediate Similarity NPC472879
0.7019 Intermediate Similarity NPC473325
0.7011 Intermediate Similarity NPC235059
0.7011 Intermediate Similarity NPC16190
0.7011 Intermediate Similarity NPC169222
0.701 Intermediate Similarity NPC169050

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC110420 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
0.8085 Intermediate Similarity NPD7631 Approved
0.7979 Intermediate Similarity NPD7609 Phase 3
0.7935 Intermediate Similarity NPD650 Approved
0.7865 Intermediate Similarity NPD942 Approved
0.7812 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7755 Intermediate Similarity NPD3495 Discontinued
0.7753 Intermediate Similarity NPD1507 Clinical (unspecified phase)
0.76 Intermediate Similarity NPD2066 Phase 3
0.7526 Intermediate Similarity NPD1508 Approved
0.7379 Intermediate Similarity NPD1930 Approved
0.7379 Intermediate Similarity NPD1929 Approved
0.7379 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.732 Intermediate Similarity NPD3672 Approved
0.732 Intermediate Similarity NPD3673 Approved
0.7308 Intermediate Similarity NPD5909 Discontinued
0.73 Intermediate Similarity NPD1843 Approved
0.729 Intermediate Similarity NPD2067 Discontinued
0.7188 Intermediate Similarity NPD1087 Approved
0.7188 Intermediate Similarity NPD506 Clinical (unspecified phase)
0.7156 Intermediate Similarity NPD1609 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1237 Approved
0.7129 Intermediate Similarity NPD1989 Approved
0.7117 Intermediate Similarity NPD690 Clinical (unspecified phase)
0.7064 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.703 Intermediate Similarity NPD1693 Approved
0.701 Intermediate Similarity NPD1282 Approved
0.697 Remote Similarity NPD1086 Approved
0.697 Remote Similarity NPD1089 Approved
0.697 Remote Similarity NPD1090 Approved
0.6957 Remote Similarity NPD227 Approved
0.6957 Remote Similarity NPD225 Approved
0.6952 Remote Similarity NPD2193 Phase 2
0.6952 Remote Similarity NPD1932 Approved
0.6952 Remote Similarity NPD2648 Phase 3
0.6937 Remote Similarity NPD6858 Approved
0.6937 Remote Similarity NPD7094 Approved
0.6931 Remote Similarity NPD1563 Approved
0.6887 Remote Similarity NPD6647 Phase 2
0.6882 Remote Similarity NPD9490 Approved
0.6881 Remote Similarity NPD2329 Discontinued
0.6875 Remote Similarity NPD1241 Discontinued
0.6869 Remote Similarity NPD5347 Phase 2
0.6869 Remote Similarity NPD5346 Phase 2
0.6869 Remote Similarity NPD800 Approved
0.6863 Remote Similarity NPD4094 Approved
0.6857 Remote Similarity NPD3135 Clinical (unspecified phase)
0.6832 Remote Similarity NPD1088 Approved
0.6792 Remote Similarity NPD2196 Discontinued
0.6792 Remote Similarity NPD2171 Approved
0.6771 Remote Similarity NPD9491 Approved
0.6771 Remote Similarity NPD3971 Phase 1
0.6757 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6752 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6737 Remote Similarity NPD226 Approved
0.6733 Remote Similarity NPD1239 Approved
0.6731 Remote Similarity NPD1566 Phase 3
0.6731 Remote Similarity NPD4657 Approved
0.6731 Remote Similarity NPD1564 Approved
0.6731 Remote Similarity NPD1565 Approved
0.6731 Remote Similarity NPD4655 Approved
0.6695 Remote Similarity NPD4879 Approved
0.6695 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6667 Remote Similarity NPD2577 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4793 Discontinued
0.6667 Remote Similarity NPD164 Approved
0.6633 Remote Similarity NPD5734 Clinical (unspecified phase)
0.663 Remote Similarity NPD9716 Approved
0.6612 Remote Similarity NPD1876 Approved
0.6604 Remote Similarity NPD1238 Approved
0.6602 Remote Similarity NPD1202 Approved
0.6583 Remote Similarity NPD3972 Approved
0.6577 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6577 Remote Similarity NPD2182 Approved
0.6574 Remote Similarity NPD3357 Discontinued
0.6571 Remote Similarity NPD1099 Approved
0.6571 Remote Similarity NPD1100 Approved
0.6566 Remote Similarity NPD9259 Approved
0.6566 Remote Similarity NPD9257 Approved
0.6538 Remote Similarity NPD688 Clinical (unspecified phase)
0.6522 Remote Similarity NPD2629 Approved
0.6509 Remote Similarity NPD9495 Approved
0.6509 Remote Similarity NPD5926 Approved
0.6481 Remote Similarity NPD6024 Approved
0.6481 Remote Similarity NPD6027 Approved
0.6455 Remote Similarity NPD2192 Approved
0.6455 Remote Similarity NPD1677 Discontinued
0.6455 Remote Similarity NPD2197 Approved
0.6449 Remote Similarity NPD7798 Approved
0.6441 Remote Similarity NPD7009 Phase 2
0.6437 Remote Similarity NPD675 Discontinued
0.6435 Remote Similarity NPD7077 Approved
0.6435 Remote Similarity NPD7076 Approved
0.6408 Remote Similarity NPD1007 Discontinued
0.6381 Remote Similarity NPD6048 Clinical (unspecified phase)
0.6381 Remote Similarity NPD6049 Phase 2
0.6372 Remote Similarity NPD1317 Discontinued
0.6372 Remote Similarity NPD664 Approved
0.6371 Remote Similarity NPD2798 Approved
0.6371 Remote Similarity NPD2788 Approved
0.6356 Remote Similarity NPD7610 Discontinued
0.6355 Remote Similarity NPD466 Approved
0.6348 Remote Similarity NPD2607 Approved
0.6333 Remote Similarity NPD5306 Approved
0.6333 Remote Similarity NPD2345 Approved
0.6333 Remote Similarity NPD5305 Approved
0.6311 Remote Similarity NPD4878 Approved
0.6311 Remote Similarity NPD9258 Approved
0.6311 Remote Similarity NPD9256 Approved
0.6306 Remote Similarity NPD5048 Discontinued
0.6293 Remote Similarity NPD2650 Approved
0.6293 Remote Similarity NPD2652 Approved
0.629 Remote Similarity NPD3267 Approved
0.629 Remote Similarity NPD3266 Approved
0.6271 Remote Similarity NPD4574 Approved
0.6271 Remote Similarity NPD4576 Approved
0.625 Remote Similarity NPD7961 Discontinued
0.625 Remote Similarity NPD3134 Approved
0.625 Remote Similarity NPD6685 Approved
0.625 Remote Similarity NPD1651 Approved
0.624 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6239 Remote Similarity NPD2319 Discontinued
0.6239 Remote Similarity NPD5951 Approved
0.6239 Remote Similarity NPD1246 Approved
0.623 Remote Similarity NPD4806 Approved
0.623 Remote Similarity NPD4807 Approved
0.623 Remote Similarity NPD6287 Discontinued
0.623 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6228 Remote Similarity NPD1752 Approved
0.6228 Remote Similarity NPD4234 Approved
0.6228 Remote Similarity NPD1756 Approved
0.6228 Remote Similarity NPD4233 Approved
0.6228 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6204 Remote Similarity NPD253 Approved
0.6198 Remote Similarity NPD2932 Approved
0.6186 Remote Similarity NPD3317 Approved
0.6182 Remote Similarity NPD4803 Discontinued
0.6179 Remote Similarity NPD6637 Approved
0.6168 Remote Similarity NPD5206 Clinical (unspecified phase)
0.616 Remote Similarity NPD2797 Approved
0.6154 Remote Similarity NPD1370 Approved
0.6154 Remote Similarity NPD1373 Approved
0.6154 Remote Similarity NPD1374 Approved
0.6154 Remote Similarity NPD1371 Approved
0.6148 Remote Similarity NPD4136 Approved
0.6148 Remote Similarity NPD4135 Approved
0.6148 Remote Similarity NPD4106 Approved
0.6147 Remote Similarity NPD742 Approved
0.6134 Remote Similarity NPD405 Clinical (unspecified phase)
0.6126 Remote Similarity NPD5765 Approved
0.6126 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6121 Remote Similarity NPD2124 Approved
0.6117 Remote Similarity NPD531 Approved
0.6116 Remote Similarity NPD4196 Clinical (unspecified phase)
0.6116 Remote Similarity NPD3025 Approved
0.6116 Remote Similarity NPD4105 Approved
0.6116 Remote Similarity NPD3024 Approved
0.6116 Remote Similarity NPD4102 Approved
0.6116 Remote Similarity NPD1245 Approved
0.6111 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6102 Remote Similarity NPD4766 Approved
0.6098 Remote Similarity NPD1281 Approved
0.6087 Remote Similarity NPD9497 Clinical (unspecified phase)
0.6083 Remote Similarity NPD5536 Phase 2
0.6083 Remote Similarity NPD6065 Approved
0.608 Remote Similarity NPD5667 Approved
0.6077 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6075 Remote Similarity NPD9260 Approved
0.6068 Remote Similarity NPD1279 Clinical (unspecified phase)
0.6066 Remote Similarity NPD5836 Discontinued
0.6066 Remote Similarity NPD3019 Approved
0.6066 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6066 Remote Similarity NPD17 Approved
0.6063 Remote Similarity NPD7084 Phase 3
0.6058 Remote Similarity NPD689 Discontinued
0.605 Remote Similarity NPD4198 Discontinued
0.6047 Remote Similarity NPD3268 Approved
0.6036 Remote Similarity NPD813 Approved
0.6034 Remote Similarity NPD3642 Approved
0.6034 Remote Similarity NPD3644 Approved
0.6034 Remote Similarity NPD3643 Approved
0.6031 Remote Similarity NPD6355 Discontinued
0.6018 Remote Similarity NPD1018 Approved
0.6017 Remote Similarity NPD6010 Discontinued
0.6016 Remote Similarity NPD3023 Approved
0.6016 Remote Similarity NPD3836 Clinical (unspecified phase)
0.6016 Remote Similarity NPD7055 Discontinued
0.6016 Remote Similarity NPD3026 Approved
0.6 Remote Similarity NPD9493 Approved
0.6 Remote Similarity NPD5159 Phase 2
0.6 Remote Similarity NPD4058 Approved
0.6 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6 Remote Similarity NPD3097 Clinical (unspecified phase)
0.6 Remote Similarity NPD3020 Approved
0.6 Remote Similarity NPD5157 Phase 1
0.5982 Remote Similarity NPD9261 Approved
0.5969 Remote Similarity NPD6039 Approved
0.5968 Remote Similarity NPD2611 Approved
0.5968 Remote Similarity NPD4217 Approved
0.5968 Remote Similarity NPD2608 Approved
0.5968 Remote Similarity NPD4218 Approved

Structure

External Identifiers

PubChem CID   10400054
ChEMBL   CHEMBL255297
ZINC  

Physicochemical Properties

Molecular Weight:  254.09
ALogP:  0.2064
MLogP:  2.89
XLogP:  4.381
# Rotatable Bonds:  5
Polar Surface Area:  43.37
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  19

Download Data

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