Natural Product: NPC193640

Natural Product ID:  NPC193640
Common Name:   (2S,4R,5S)-4-Hydroxy-5-Methoxy-2-((S)-1-Phenylallyl)Cyclohexanone
IUPAC Name:   (2S,4R,5S)-4-hydroxy-5-methoxy-2-[(1S)-1-phenylprop-2-enyl]cyclohexan-1-one
Synonyms:  
Molecular Formula:   C16H20O3
Standard InCHIKey:  XFQZPZFTYDDJIR-CLWVCHIJSA-N
Standard InCHI:  InChI=1S/C16H20O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-8,12-13,15-16,18H,1,9-10H2,2H3/t12-,13+,15-,16+/m1/s1
Canonical SMILES:  CO[C@H]1CC(=O)[C@@H](C[C@H]1O)[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]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 = 9600 nM 20655237

  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 NPC193640 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 NPC25385
1.0 High Similarity NPC475905
0.8911 High Similarity NPC158623
0.8679 High Similarity NPC475282
0.8485 Intermediate Similarity NPC187725
0.8485 Intermediate Similarity NPC141607
0.8396 Intermediate Similarity NPC474307
0.8302 Intermediate Similarity NPC19136
0.8283 Intermediate Similarity NPC231591
0.8235 Intermediate Similarity NPC206764
0.8019 Intermediate Similarity NPC266343
0.8 Intermediate Similarity NPC329387
0.8 Intermediate Similarity NPC317280
0.7925 Intermediate Similarity NPC476042
0.7886 Intermediate Similarity NPC262819
0.7845 Intermediate Similarity NPC471553
0.783 Intermediate Similarity NPC271475
0.7788 Intermediate Similarity NPC471189
0.7727 Intermediate Similarity NPC471186
0.7705 Intermediate Similarity NPC294050
0.7705 Intermediate Similarity NPC328997
0.768 Intermediate Similarity NPC471334
0.7658 Intermediate Similarity NPC474111
0.7658 Intermediate Similarity NPC329705
0.7642 Intermediate Similarity NPC146239
0.7593 Intermediate Similarity NPC474308
0.7586 Intermediate Similarity NPC215419
0.7583 Intermediate Similarity NPC98305
0.7583 Intermediate Similarity NPC476234
0.7581 Intermediate Similarity NPC316553
0.757 Intermediate Similarity NPC289201
0.7568 Intermediate Similarity NPC321670
0.7563 Intermediate Similarity NPC476645
0.7544 Intermediate Similarity NPC265513
0.7541 Intermediate Similarity NPC138798
0.75 Intermediate Similarity NPC34634
0.75 Intermediate Similarity NPC265454
0.748 Intermediate Similarity NPC317163
0.7478 Intermediate Similarity NPC471188
0.7476 Intermediate Similarity NPC477693
0.7476 Intermediate Similarity NPC477704
0.7459 Intermediate Similarity NPC108286
0.7458 Intermediate Similarity NPC108532
0.7455 Intermediate Similarity NPC474820
0.7455 Intermediate Similarity NPC475978
0.7434 Intermediate Similarity NPC20485
0.7431 Intermediate Similarity NPC54647
0.7429 Intermediate Similarity NPC317645
0.7422 Intermediate Similarity NPC144257
0.7407 Intermediate Similarity NPC477767
0.74 Intermediate Similarity NPC73637
0.74 Intermediate Similarity NPC121478
0.7398 Intermediate Similarity NPC325740
0.7391 Intermediate Similarity NPC252544
0.7391 Intermediate Similarity NPC321252
0.7374 Intermediate Similarity NPC184030
0.7374 Intermediate Similarity NPC164449
0.7373 Intermediate Similarity NPC9274
0.7373 Intermediate Similarity NPC210531
0.7368 Intermediate Similarity NPC317305
0.7364 Intermediate Similarity NPC225079
0.7364 Intermediate Similarity NPC94487
0.736 Intermediate Similarity NPC171007
0.736 Intermediate Similarity NPC190849
0.7355 Intermediate Similarity NPC183339
0.7355 Intermediate Similarity NPC133389
0.7355 Intermediate Similarity NPC234337
0.735 Intermediate Similarity NPC172525
0.7345 Intermediate Similarity NPC94751
0.7345 Intermediate Similarity NPC142326
0.7344 Intermediate Similarity NPC209851
0.7339 Intermediate Similarity NPC145052
0.7328 Intermediate Similarity NPC177576
0.7328 Intermediate Similarity NPC218855
0.7327 Intermediate Similarity NPC44830
0.7323 Intermediate Similarity NPC473443
0.7317 Intermediate Similarity NPC86900
0.7308 Intermediate Similarity NPC477896
0.7297 Intermediate Similarity NPC474112
0.7281 Intermediate Similarity NPC470007
0.7281 Intermediate Similarity NPC211439
0.728 Intermediate Similarity NPC476033
0.728 Intermediate Similarity NPC79608
0.7266 Intermediate Similarity NPC137427
0.7266 Intermediate Similarity NPC244246
0.7266 Intermediate Similarity NPC215941
0.7266 Intermediate Similarity NPC123196
0.7266 Intermediate Similarity NPC319282
0.7266 Intermediate Similarity NPC275724
0.7266 Intermediate Similarity NPC65935
0.7266 Intermediate Similarity NPC311419
0.7265 Intermediate Similarity NPC477476
0.7265 Intermediate Similarity NPC470253
0.7265 Intermediate Similarity NPC477475
0.7258 Intermediate Similarity NPC244876
0.7258 Intermediate Similarity NPC472681
0.7258 Intermediate Similarity NPC140118
0.7258 Intermediate Similarity NPC12881
0.725 Intermediate Similarity NPC61651
0.7248 Intermediate Similarity NPC226041
0.7248 Intermediate Similarity NPC324602
0.7244 Intermediate Similarity NPC225103
0.7236 Intermediate Similarity NPC293831
0.7236 Intermediate Similarity NPC369
0.7232 Intermediate Similarity NPC247976
0.7232 Intermediate Similarity NPC329556
0.7232 Intermediate Similarity NPC160382
0.7231 Intermediate Similarity NPC136994
0.7231 Intermediate Similarity NPC88255
0.7227 Intermediate Similarity NPC471616
0.7227 Intermediate Similarity NPC23402
0.7227 Intermediate Similarity NPC62138
0.7227 Intermediate Similarity NPC188010
0.7222 Intermediate Similarity NPC81135
0.7213 Intermediate Similarity NPC472680
0.7213 Intermediate Similarity NPC475804
0.7213 Intermediate Similarity NPC472679
0.7213 Intermediate Similarity NPC105709
0.7213 Intermediate Similarity NPC474222
0.7212 Intermediate Similarity NPC322387
0.7209 Intermediate Similarity NPC80599
0.7207 Intermediate Similarity NPC136810
0.7207 Intermediate Similarity NPC133809
0.7207 Intermediate Similarity NPC128248
0.7206 Intermediate Similarity NPC277053
0.7206 Intermediate Similarity NPC301946
0.7203 Intermediate Similarity NPC294458
0.7203 Intermediate Similarity NPC474363
0.7203 Intermediate Similarity NPC234637
0.7203 Intermediate Similarity NPC130591
0.72 Intermediate Similarity NPC478108
0.72 Intermediate Similarity NPC231767
0.7193 Intermediate Similarity NPC244933
0.7193 Intermediate Similarity NPC85560
0.719 Intermediate Similarity NPC249435
0.719 Intermediate Similarity NPC318173
0.7188 Intermediate Similarity NPC472388
0.7188 Intermediate Similarity NPC475138
0.7184 Intermediate Similarity NPC99482
0.7184 Intermediate Similarity NPC475710
0.7179 Intermediate Similarity NPC477250
0.7176 Intermediate Similarity NPC477893
0.717 Intermediate Similarity NPC86670
0.717 Intermediate Similarity NPC70940
0.717 Intermediate Similarity NPC274455
0.717 Intermediate Similarity NPC84288
0.7167 Intermediate Similarity NPC212891
0.7165 Intermediate Similarity NPC20287
0.7165 Intermediate Similarity NPC20404
0.7165 Intermediate Similarity NPC12022
0.7165 Intermediate Similarity NPC293641
0.7164 Intermediate Similarity NPC77493
0.7154 Intermediate Similarity NPC472981
0.7153 Intermediate Similarity NPC474241
0.7143 Intermediate Similarity NPC127975
0.7143 Intermediate Similarity NPC285350
0.7143 Intermediate Similarity NPC236405
0.7143 Intermediate Similarity NPC217111
0.7132 Intermediate Similarity NPC80895
0.7132 Intermediate Similarity NPC471912
0.7131 Intermediate Similarity NPC182240
0.7131 Intermediate Similarity NPC202015
0.7119 Intermediate Similarity NPC471481
0.7117 Intermediate Similarity NPC221825
0.7111 Intermediate Similarity NPC182869
0.7109 Intermediate Similarity NPC767
0.7109 Intermediate Similarity NPC278308
0.7109 Intermediate Similarity NPC247250
0.7107 Intermediate Similarity NPC80605
0.7107 Intermediate Similarity NPC323440
0.7107 Intermediate Similarity NPC222968
0.7107 Intermediate Similarity NPC152812
0.71 Intermediate Similarity NPC272260
0.709 Intermediate Similarity NPC473440
0.709 Intermediate Similarity NPC474250
0.7087 Intermediate Similarity NPC269598
0.7087 Intermediate Similarity NPC253681
0.7087 Intermediate Similarity NPC473423
0.708 Intermediate Similarity NPC239608
0.708 Intermediate Similarity NPC127857
0.708 Intermediate Similarity NPC46161
0.7075 Intermediate Similarity NPC9822
0.7073 Intermediate Similarity NPC474223
0.7073 Intermediate Similarity NPC475827
0.7071 Intermediate Similarity NPC9796
0.7059 Intermediate Similarity NPC475199
0.7059 Intermediate Similarity NPC283012
0.7054 Intermediate Similarity NPC264728
0.705 Intermediate Similarity NPC81698
0.705 Intermediate Similarity NPC250046
0.705 Intermediate Similarity NPC471970
0.705 Intermediate Similarity NPC60509
0.7043 Intermediate Similarity NPC100767
0.7043 Intermediate Similarity NPC83409
0.7043 Intermediate Similarity NPC185763
0.704 Intermediate Similarity NPC469927
0.704 Intermediate Similarity NPC139171
0.7037 Intermediate Similarity NPC474784
0.703 Intermediate Similarity NPC477703
0.703 Intermediate Similarity NPC127343

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC193640 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
0.7739 Intermediate Similarity NPD2629 Approved
0.7727 Intermediate Similarity NPD5048 Discontinued
0.7699 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7619 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7521 Intermediate Similarity NPD3317 Approved
0.7431 Intermediate Similarity NPD2066 Phase 3
0.7333 Intermediate Similarity NPD3673 Approved
0.7333 Intermediate Similarity NPD3672 Approved
0.7273 Intermediate Similarity NPD7798 Approved
0.7238 Intermediate Similarity NPD5347 Phase 2
0.7238 Intermediate Similarity NPD5346 Phase 2
0.7232 Intermediate Similarity NPD1930 Approved
0.7232 Intermediate Similarity NPD1929 Approved
0.7232 Intermediate Similarity NPD6647 Phase 2
0.7232 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7222 Intermediate Similarity NPD1693 Approved
0.7193 Intermediate Similarity NPD6685 Approved
0.717 Intermediate Similarity NPD1090 Approved
0.717 Intermediate Similarity NPD1089 Approved
0.717 Intermediate Similarity NPD1086 Approved
0.7156 Intermediate Similarity NPD1989 Approved
0.7154 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1932 Approved
0.7129 Intermediate Similarity NPD226 Approved
0.708 Intermediate Similarity NPD5765 Approved
0.7075 Intermediate Similarity NPD800 Approved
0.7069 Intermediate Similarity NPD2329 Discontinued
0.7059 Intermediate Similarity NPD6010 Discontinued
0.7048 Intermediate Similarity NPD4793 Discontinued
0.7037 Intermediate Similarity NPD1088 Approved
0.7027 Intermediate Similarity NPD9495 Approved
0.7018 Intermediate Similarity NPD1237 Approved
0.7018 Intermediate Similarity NPD5909 Discontinued
0.7 Intermediate Similarity NPD1711 Phase 2
0.6975 Remote Similarity NPD6858 Approved
0.6975 Remote Similarity NPD7094 Approved
0.6944 Remote Similarity NPD1239 Approved
0.6937 Remote Similarity NPD1564 Approved
0.6937 Remote Similarity NPD1566 Phase 3
0.6937 Remote Similarity NPD1565 Approved
0.6935 Remote Similarity NPD5306 Approved
0.6935 Remote Similarity NPD5305 Approved
0.6917 Remote Similarity NPD2652 Approved
0.6917 Remote Similarity NPD2650 Approved
0.6909 Remote Similarity NPD688 Clinical (unspecified phase)
0.6887 Remote Similarity NPD1087 Approved
0.6832 Remote Similarity NPD227 Approved
0.6832 Remote Similarity NPD225 Approved
0.6829 Remote Similarity NPD7610 Discontinued
0.6827 Remote Similarity NPD9491 Approved
0.6825 Remote Similarity NPD4216 Approved
0.6825 Remote Similarity NPD4218 Approved
0.6825 Remote Similarity NPD2609 Approved
0.6825 Remote Similarity NPD4807 Approved
0.6825 Remote Similarity NPD4217 Approved
0.6825 Remote Similarity NPD3131 Approved
0.6825 Remote Similarity NPD4215 Approved
0.6825 Remote Similarity NPD2612 Approved
0.6825 Remote Similarity NPD2610 Approved
0.6825 Remote Similarity NPD3132 Approved
0.6825 Remote Similarity NPD2611 Approved
0.6825 Remote Similarity NPD4806 Approved
0.6825 Remote Similarity NPD2608 Approved
0.6822 Remote Similarity NPD6085 Phase 2
0.6822 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6803 Remote Similarity NPD4198 Discontinued
0.6783 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6754 Remote Similarity NPD3135 Clinical (unspecified phase)
0.675 Remote Similarity NPD6912 Phase 3
0.6746 Remote Similarity NPD4136 Approved
0.6746 Remote Similarity NPD4135 Approved
0.6746 Remote Similarity NPD4106 Approved
0.6723 Remote Similarity NPD2067 Discontinued
0.6696 Remote Similarity NPD5206 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6065 Approved
0.6667 Remote Similarity NPD3643 Approved
0.6667 Remote Similarity NPD2932 Approved
0.6667 Remote Similarity NPD1563 Approved
0.6667 Remote Similarity NPD3644 Approved
0.6667 Remote Similarity NPD3019 Approved
0.6667 Remote Similarity NPD3642 Approved
0.6639 Remote Similarity NPD4869 Clinical (unspecified phase)
0.6638 Remote Similarity NPD5700 Clinical (unspecified phase)
0.661 Remote Similarity NPD467 Phase 1
0.6593 Remote Similarity NPD6355 Discontinued
0.6587 Remote Similarity NPD5981 Approved
0.6587 Remote Similarity NPD4105 Approved
0.6587 Remote Similarity NPD4102 Approved
0.6583 Remote Similarity NPD1317 Discontinued
0.6583 Remote Similarity NPD3021 Approved
0.6583 Remote Similarity NPD3022 Approved
0.6577 Remote Similarity NPD7631 Approved
0.6569 Remote Similarity NPD7305 Phase 1
0.6567 Remote Similarity NPD7961 Discontinued
0.6565 Remote Similarity NPD5647 Approved
0.6538 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6535 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6529 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6525 Remote Similarity NPD1018 Approved
0.6522 Remote Similarity NPD3020 Approved
0.6515 Remote Similarity NPD5204 Approved
0.6508 Remote Similarity NPD7009 Phase 2
0.6491 Remote Similarity NPD3495 Discontinued
0.6486 Remote Similarity NPD7609 Phase 3
0.648 Remote Similarity NPD4574 Approved
0.648 Remote Similarity NPD4576 Approved
0.6476 Remote Similarity NPD942 Approved
0.6466 Remote Similarity NPD4620 Approved
0.6466 Remote Similarity NPD5201 Approved
0.6466 Remote Similarity NPD5203 Approved
0.6466 Remote Similarity NPD4617 Approved
0.6466 Remote Similarity NPD2613 Approved
0.646 Remote Similarity NPD4814 Discontinued
0.6454 Remote Similarity NPD4628 Phase 3
0.6446 Remote Similarity NPD4233 Approved
0.6446 Remote Similarity NPD4234 Approved
0.6444 Remote Similarity NPD6663 Approved
0.6442 Remote Similarity NPD9490 Approved
0.6435 Remote Similarity NPD253 Approved
0.641 Remote Similarity NPD4719 Phase 2
0.6397 Remote Similarity NPD943 Approved
0.6397 Remote Similarity NPD5120 Approved
0.6397 Remote Similarity NPD5121 Approved
0.6397 Remote Similarity NPD5119 Approved
0.6391 Remote Similarity NPD3664 Approved
0.6391 Remote Similarity NPD5736 Approved
0.6391 Remote Similarity NPD3662 Phase 3
0.6391 Remote Similarity NPD3663 Approved
0.6391 Remote Similarity NPD7084 Phase 3
0.6391 Remote Similarity NPD3661 Approved
0.6385 Remote Similarity NPD1608 Approved
0.6379 Remote Similarity NPD3097 Clinical (unspecified phase)
0.6378 Remote Similarity NPD4479 Discontinued
0.6378 Remote Similarity NPD2218 Phase 2
0.6378 Remote Similarity NPD2217 Approved
0.6372 Remote Similarity NPD3719 Approved
0.6372 Remote Similarity NPD3718 Approved
0.6372 Remote Similarity NPD1066 Discontinued
0.6371 Remote Similarity NPD3598 Phase 3
0.637 Remote Similarity NPD6798 Discontinued
0.6364 Remote Similarity NPD7236 Approved
0.6364 Remote Similarity NPD2628 Approved
0.6364 Remote Similarity NPD2160 Approved
0.6364 Remote Similarity NPD2627 Approved
0.6364 Remote Similarity NPD2625 Approved
0.6364 Remote Similarity NPD2159 Approved
0.6364 Remote Similarity NPD2626 Approved
0.6357 Remote Similarity NPD3026 Approved
0.6357 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6357 Remote Similarity NPD3023 Approved
0.6343 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6341 Remote Similarity NPD1609 Clinical (unspecified phase)
0.6338 Remote Similarity NPD8166 Discontinued
0.6338 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6338 Remote Similarity NPD4110 Phase 3
0.6336 Remote Similarity NPD5159 Phase 2
0.6336 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6336 Remote Similarity NPD5157 Phase 1
0.6328 Remote Similarity NPD1651 Approved
0.6328 Remote Similarity NPD3024 Approved
0.6328 Remote Similarity NPD3025 Approved
0.6324 Remote Similarity NPD3614 Approved
0.6324 Remote Similarity NPD3616 Approved
0.6324 Remote Similarity NPD3088 Approved
0.6324 Remote Similarity NPD2574 Discontinued
0.6324 Remote Similarity NPD2573 Approved
0.6324 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6324 Remote Similarity NPD2570 Approved
0.6324 Remote Similarity NPD3615 Approved
0.6324 Remote Similarity NPD2566 Approved
0.6324 Remote Similarity NPD4746 Phase 3
0.6324 Remote Similarity NPD3087 Approved
0.6324 Remote Similarity NPD3090 Approved
0.6324 Remote Similarity NPD2571 Approved
0.6324 Remote Similarity NPD4745 Approved
0.6324 Remote Similarity NPD3089 Approved
0.632 Remote Similarity NPD690 Clinical (unspecified phase)
0.632 Remote Similarity NPD5951 Approved
0.6316 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6316 Remote Similarity NPD2798 Approved
0.6316 Remote Similarity NPD4094 Approved
0.6311 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6308 Remote Similarity NPD3092 Approved
0.6306 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6101 Approved
0.6296 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6294 Remote Similarity NPD6190 Approved
0.6293 Remote Similarity NPD5926 Approved
0.6288 Remote Similarity NPD1283 Approved
0.6283 Remote Similarity NPD1508 Approved
0.6279 Remote Similarity NPD5126 Approved
0.6279 Remote Similarity NPD5125 Phase 3
0.6279 Remote Similarity NPD2345 Approved
0.6276 Remote Similarity NPD8389 Clinical (unspecified phase)
0.6273 Remote Similarity NPD650 Approved
0.6269 Remote Similarity NPD9494 Approved
0.6261 Remote Similarity NPD2860 Approved
0.6261 Remote Similarity NPD2859 Approved
0.626 Remote Similarity NPD3972 Approved
0.626 Remote Similarity NPD4878 Approved

Structure

External Identifiers

PubChem CID   11470965
ChEMBL   CHEMBL464974
ZINC  

Physicochemical Properties

Molecular Weight:  260.14
ALogP:  -0.1544
MLogP:  2.89
XLogP:  3.644
# Rotatable Bonds:  6
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  19

Download Data

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Structure MOL file  
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Biological Activities  
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