Natural Product: NPC474307

Natural Product ID:  NPC474307
Common Name:   (2R,4R,6R)-4-Hydroxy-2-Methoxy-6-(1-Phenylallyl)Cyclohexanone
IUPAC Name:   (2R,4R,6R)-4-hydroxy-2-methoxy-6-(1-phenylprop-2-enyl)cyclohexan-1-one
Synonyms:  
Molecular Formula:   C16H20O3
Standard InCHIKey:  YIXVBISJCATYND-RNLVXLIHSA-N
Standard InCHI:  InChI=1S/C16H20O3/c1-3-13(11-7-5-4-6-8-11)14-9-12(17)10-15(19-2)16(14)18/h3-8,12-15,17H,1,9-10H2,2H3/t12-,13?,14-,15-/m1/s1
Canonical SMILES:  C=CC([C@H]1C[C@@H](O)C[C@H](C1=O)OC)c1ccccc1
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 = 2300 nM 20681570

  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 NPC474307 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
0.8396 Intermediate Similarity NPC193640
0.8396 Intermediate Similarity NPC25385
0.8396 Intermediate Similarity NPC475905
0.82 Intermediate Similarity NPC141607
0.82 Intermediate Similarity NPC187725
0.8095 Intermediate Similarity NPC266343
0.8077 Intermediate Similarity NPC317280
0.8077 Intermediate Similarity NPC329387
0.8018 Intermediate Similarity NPC471189
0.8 Intermediate Similarity NPC231591
0.7961 Intermediate Similarity NPC206764
0.7913 Intermediate Similarity NPC471553
0.7909 Intermediate Similarity NPC475282
0.7905 Intermediate Similarity NPC145052
0.7798 Intermediate Similarity NPC471186
0.7706 Intermediate Similarity NPC19136
0.7664 Intermediate Similarity NPC476042
0.7661 Intermediate Similarity NPC49272
0.7653 Intermediate Similarity NPC121478
0.7653 Intermediate Similarity NPC73637
0.7642 Intermediate Similarity NPC289201
0.7632 Intermediate Similarity NPC477246
0.7632 Intermediate Similarity NPC477245
0.7593 Intermediate Similarity NPC158623
0.7544 Intermediate Similarity NPC471188
0.7541 Intermediate Similarity NPC317163
0.7521 Intermediate Similarity NPC108286
0.75 Intermediate Similarity NPC476484
0.75 Intermediate Similarity NPC317645
0.7479 Intermediate Similarity NPC476645
0.7477 Intermediate Similarity NPC103048
0.7456 Intermediate Similarity NPC265513
0.7449 Intermediate Similarity NPC164449
0.7449 Intermediate Similarity NPC184030
0.7436 Intermediate Similarity NPC9274
0.7431 Intermediate Similarity NPC225079
0.7426 Intermediate Similarity NPC95965
0.7426 Intermediate Similarity NPC99482
0.7411 Intermediate Similarity NPC142326
0.7411 Intermediate Similarity NPC100767
0.7411 Intermediate Similarity NPC94751
0.7407 Intermediate Similarity NPC271475
0.7404 Intermediate Similarity NPC67585
0.7404 Intermediate Similarity NPC110420
0.7404 Intermediate Similarity NPC303967
0.7402 Intermediate Similarity NPC80599
0.74 Intermediate Similarity NPC44830
0.7395 Intermediate Similarity NPC318173
0.7387 Intermediate Similarity NPC249067
0.7383 Intermediate Similarity NPC12695
0.7379 Intermediate Similarity NPC477704
0.7379 Intermediate Similarity NPC477693
0.7364 Intermediate Similarity NPC474112
0.7364 Intermediate Similarity NPC474820
0.7364 Intermediate Similarity NPC475978
0.7358 Intermediate Similarity NPC34243
0.7345 Intermediate Similarity NPC211439
0.7328 Intermediate Similarity NPC469547
0.7328 Intermediate Similarity NPC470253
0.7321 Intermediate Similarity NPC321670
0.7315 Intermediate Similarity NPC226041
0.7315 Intermediate Similarity NPC477767
0.7311 Intermediate Similarity NPC323440
0.7311 Intermediate Similarity NPC80605
0.7311 Intermediate Similarity NPC222968
0.7302 Intermediate Similarity NPC225103
0.7297 Intermediate Similarity NPC247976
0.7297 Intermediate Similarity NPC329556
0.7295 Intermediate Similarity NPC31936
0.7293 Intermediate Similarity NPC182869
0.7282 Intermediate Similarity NPC322387
0.7273 Intermediate Similarity NPC133809
0.7273 Intermediate Similarity NPC94487
0.7273 Intermediate Similarity NPC472680
0.7273 Intermediate Similarity NPC183339
0.7273 Intermediate Similarity NPC133389
0.7273 Intermediate Similarity NPC472679
0.7273 Intermediate Similarity NPC128248
0.7273 Intermediate Similarity NPC234337
0.7273 Intermediate Similarity NPC136810
0.7258 Intermediate Similarity NPC474803
0.7257 Intermediate Similarity NPC329705
0.7257 Intermediate Similarity NPC474111
0.7255 Intermediate Similarity NPC475710
0.7244 Intermediate Similarity NPC473443
0.7244 Intermediate Similarity NPC472388
0.7241 Intermediate Similarity NPC477250
0.7238 Intermediate Similarity NPC84288
0.7238 Intermediate Similarity NPC70940
0.7238 Intermediate Similarity NPC86670
0.7238 Intermediate Similarity NPC274455
0.7222 Intermediate Similarity NPC478162
0.7222 Intermediate Similarity NPC478165
0.7209 Intermediate Similarity NPC15850
0.7203 Intermediate Similarity NPC215419
0.72 Intermediate Similarity NPC470816
0.7182 Intermediate Similarity NPC221825
0.7177 Intermediate Similarity NPC138798
0.7172 Intermediate Similarity NPC272260
0.7156 Intermediate Similarity NPC324602
0.7155 Intermediate Similarity NPC477247
0.7154 Intermediate Similarity NPC369
0.7154 Intermediate Similarity NPC293831
0.7143 Intermediate Similarity NPC160382
0.7143 Intermediate Similarity NPC9796
0.7143 Intermediate Similarity NPC9822
0.7143 Intermediate Similarity NPC253681
0.7132 Intermediate Similarity NPC301946
0.7132 Intermediate Similarity NPC277053
0.7132 Intermediate Similarity NPC471162
0.7131 Intermediate Similarity NPC473243
0.7129 Intermediate Similarity NPC283012
0.7129 Intermediate Similarity NPC475199
0.7117 Intermediate Similarity NPC264728
0.7105 Intermediate Similarity NPC244933
0.7105 Intermediate Similarity NPC185763
0.7105 Intermediate Similarity NPC83409
0.7105 Intermediate Similarity NPC85560
0.71 Intermediate Similarity NPC127343
0.71 Intermediate Similarity NPC477703
0.7097 Intermediate Similarity NPC182333
0.7097 Intermediate Similarity NPC273336
0.7094 Intermediate Similarity NPC292834
0.7091 Intermediate Similarity NPC210529
0.7091 Intermediate Similarity NPC160548
0.7091 Intermediate Similarity NPC175852
0.7087 Intermediate Similarity NPC195224
0.7087 Intermediate Similarity NPC477370
0.7083 Intermediate Similarity NPC470820
0.7083 Intermediate Similarity NPC108532
0.7083 Intermediate Similarity NPC325646
0.7083 Intermediate Similarity NPC28951
0.708 Intermediate Similarity NPC329282
0.7077 Intermediate Similarity NPC159811
0.7073 Intermediate Similarity NPC476234
0.7071 Intermediate Similarity NPC224544
0.7071 Intermediate Similarity NPC103488
0.7063 Intermediate Similarity NPC477363
0.7063 Intermediate Similarity NPC127975
0.7063 Intermediate Similarity NPC477366
0.7063 Intermediate Similarity NPC87985
0.7059 Intermediate Similarity NPC471912
0.7059 Intermediate Similarity NPC80895
0.7054 Intermediate Similarity NPC471334
0.7054 Intermediate Similarity NPC469519
0.7049 Intermediate Similarity NPC202015
0.7048 Intermediate Similarity NPC329064
0.7043 Intermediate Similarity NPC20485
0.7043 Intermediate Similarity NPC21929
0.7043 Intermediate Similarity NPC470007
0.7043 Intermediate Similarity NPC203732
0.704 Intermediate Similarity NPC77691
0.704 Intermediate Similarity NPC469742
0.704 Intermediate Similarity NPC140118
0.704 Intermediate Similarity NPC472681
0.704 Intermediate Similarity NPC12881
0.704 Intermediate Similarity NPC318067
0.704 Intermediate Similarity NPC328107
0.7034 Intermediate Similarity NPC306977
0.7034 Intermediate Similarity NPC206414
0.7034 Intermediate Similarity NPC128368
0.7034 Intermediate Similarity NPC287055
0.7034 Intermediate Similarity NPC242957
0.7034 Intermediate Similarity NPC143768
0.7031 Intermediate Similarity NPC226101
0.7031 Intermediate Similarity NPC476024
0.7031 Intermediate Similarity NPC237182
0.7031 Intermediate Similarity NPC37968
0.7027 Intermediate Similarity NPC54647
0.7027 Intermediate Similarity NPC7435
0.7025 Intermediate Similarity NPC76308
0.7025 Intermediate Similarity NPC325295
0.7018 Intermediate Similarity NPC134120
0.7009 Intermediate Similarity NPC252544
0.7009 Intermediate Similarity NPC220596
0.7009 Intermediate Similarity NPC321252
0.7009 Intermediate Similarity NPC86987
0.7008 Intermediate Similarity NPC146239
0.7008 Intermediate Similarity NPC477365
0.7 Intermediate Similarity NPC209851
0.7 Intermediate Similarity NPC476976
0.7 Intermediate Similarity NPC188010
0.7 Intermediate Similarity NPC62138
0.6992 Remote Similarity NPC473136
0.6992 Remote Similarity NPC105709
0.6991 Remote Similarity NPC274443
0.6984 Remote Similarity NPC231767
0.6984 Remote Similarity NPC57607
0.6983 Remote Similarity NPC64642
0.6983 Remote Similarity NPC472982
0.6983 Remote Similarity NPC317305
0.6983 Remote Similarity NPC149455
0.6977 Remote Similarity NPC27712
0.6977 Remote Similarity NPC183722
0.6975 Remote Similarity NPC241851
0.6975 Remote Similarity NPC326664
0.6975 Remote Similarity NPC294458
0.6972 Remote Similarity NPC172925
0.697 Remote Similarity NPC298023
0.697 Remote Similarity NPC23894

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC474307 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
0.7798 Intermediate Similarity NPD5048 Discontinued
0.7727 Intermediate Similarity NPD6685 Approved
0.7692 Intermediate Similarity NPD5122 Clinical (unspecified phase)
0.7652 Intermediate Similarity NPD2629 Approved
0.7615 Intermediate Similarity NPD5765 Approved
0.75 Intermediate Similarity NPD2066 Phase 3
0.7456 Intermediate Similarity NPD4141 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD3672 Approved
0.7404 Intermediate Similarity NPD3673 Approved
0.7387 Intermediate Similarity NPD1237 Approved
0.7308 Intermediate Similarity NPD5347 Phase 2
0.7308 Intermediate Similarity NPD5346 Phase 2
0.7297 Intermediate Similarity NPD1929 Approved
0.7297 Intermediate Similarity NPD6647 Phase 2
0.7297 Intermediate Similarity NPD1931 Clinical (unspecified phase)
0.7297 Intermediate Similarity NPD1930 Approved
0.729 Intermediate Similarity NPD1693 Approved
0.7241 Intermediate Similarity NPD6912 Phase 3
0.7238 Intermediate Similarity NPD1089 Approved
0.7238 Intermediate Similarity NPD1090 Approved
0.7238 Intermediate Similarity NPD1086 Approved
0.7222 Intermediate Similarity NPD1989 Approved
0.7209 Intermediate Similarity NPD7966 Clinical (unspecified phase)
0.7207 Intermediate Similarity NPD1932 Approved
0.72 Intermediate Similarity NPD226 Approved
0.7182 Intermediate Similarity NPD7798 Approved
0.7143 Intermediate Similarity NPD800 Approved
0.713 Intermediate Similarity NPD2329 Discontinued
0.7117 Intermediate Similarity NPD3135 Clinical (unspecified phase)
0.7115 Intermediate Similarity NPD4793 Discontinued
0.7103 Intermediate Similarity NPD1088 Approved
0.7091 Intermediate Similarity NPD9495 Approved
0.708 Intermediate Similarity NPD5909 Discontinued
0.7034 Intermediate Similarity NPD7094 Approved
0.7034 Intermediate Similarity NPD6858 Approved
0.7009 Intermediate Similarity NPD1239 Approved
0.7 Intermediate Similarity NPD1564 Approved
0.7 Intermediate Similarity NPD1566 Phase 3
0.7 Intermediate Similarity NPD3317 Approved
0.7 Intermediate Similarity NPD1565 Approved
0.6991 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6972 Remote Similarity NPD688 Clinical (unspecified phase)
0.6952 Remote Similarity NPD1087 Approved
0.6923 Remote Similarity NPD2067 Discontinued
0.69 Remote Similarity NPD227 Approved
0.69 Remote Similarity NPD225 Approved
0.6893 Remote Similarity NPD9491 Approved
0.6875 Remote Similarity NPD6007 Clinical (unspecified phase)
0.687 Remote Similarity NPD7961 Discontinued
0.6855 Remote Similarity NPD5305 Approved
0.6855 Remote Similarity NPD5306 Approved
0.6833 Remote Similarity NPD2650 Approved
0.6833 Remote Similarity NPD2652 Approved
0.6829 Remote Similarity NPD7741 Discontinued
0.6769 Remote Similarity NPD2613 Approved
0.6757 Remote Similarity NPD5206 Clinical (unspecified phase)
0.6748 Remote Similarity NPD6065 Approved
0.6748 Remote Similarity NPD7610 Discontinued
0.6746 Remote Similarity NPD2612 Approved
0.6746 Remote Similarity NPD2609 Approved
0.6746 Remote Similarity NPD2608 Approved
0.6746 Remote Similarity NPD4217 Approved
0.6746 Remote Similarity NPD4806 Approved
0.6746 Remote Similarity NPD4807 Approved
0.6746 Remote Similarity NPD3132 Approved
0.6746 Remote Similarity NPD2610 Approved
0.6746 Remote Similarity NPD3131 Approved
0.6746 Remote Similarity NPD2611 Approved
0.6746 Remote Similarity NPD4215 Approved
0.6746 Remote Similarity NPD4218 Approved
0.6746 Remote Similarity NPD4216 Approved
0.6727 Remote Similarity NPD1563 Approved
0.6723 Remote Similarity NPD3643 Approved
0.6723 Remote Similarity NPD3642 Approved
0.6723 Remote Similarity NPD3644 Approved
0.6721 Remote Similarity NPD4198 Discontinued
0.6696 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6694 Remote Similarity NPD6010 Discontinued
0.6667 Remote Similarity NPD4136 Approved
0.6667 Remote Similarity NPD4106 Approved
0.6667 Remote Similarity NPD4135 Approved
0.664 Remote Similarity NPD5981 Approved
0.6639 Remote Similarity NPD1317 Discontinued
0.6636 Remote Similarity NPD7631 Approved
0.6617 Remote Similarity NPD2571 Approved
0.6617 Remote Similarity NPD3614 Approved
0.6617 Remote Similarity NPD2573 Approved
0.6617 Remote Similarity NPD2574 Discontinued
0.6617 Remote Similarity NPD3615 Approved
0.6617 Remote Similarity NPD2570 Approved
0.6617 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6617 Remote Similarity NPD3089 Approved
0.6617 Remote Similarity NPD4746 Phase 3
0.6617 Remote Similarity NPD3616 Approved
0.6617 Remote Similarity NPD2566 Approved
0.6617 Remote Similarity NPD3087 Approved
0.6617 Remote Similarity NPD4745 Approved
0.6617 Remote Similarity NPD3088 Approved
0.6617 Remote Similarity NPD3090 Approved
0.6615 Remote Similarity NPD6085 Phase 2
0.6615 Remote Similarity NPD5740 Clinical (unspecified phase)
0.6602 Remote Similarity NPD1507 Clinical (unspecified phase)
0.6587 Remote Similarity NPD3019 Approved
0.6587 Remote Similarity NPD2932 Approved
0.6583 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6577 Remote Similarity NPD3718 Approved
0.6577 Remote Similarity NPD3719 Approved
0.6562 Remote Similarity NPD1608 Approved
0.656 Remote Similarity NPD7009 Phase 2
0.6549 Remote Similarity NPD3495 Discontinued
0.6545 Remote Similarity NPD7609 Phase 3
0.6538 Remote Similarity NPD942 Approved
0.6532 Remote Similarity NPD4574 Approved
0.6532 Remote Similarity NPD4576 Approved
0.6525 Remote Similarity NPD467 Phase 1
0.6525 Remote Similarity NPD7236 Approved
0.6519 Remote Similarity NPD6355 Discontinued
0.6519 Remote Similarity NPD4685 Phase 3
0.6519 Remote Similarity NPD4686 Approved
0.6519 Remote Similarity NPD4684 Phase 3
0.6518 Remote Similarity NPD4814 Discontinued
0.6508 Remote Similarity NPD4102 Approved
0.6508 Remote Similarity NPD4105 Approved
0.6505 Remote Similarity NPD9490 Approved
0.6504 Remote Similarity NPD1711 Phase 2
0.6491 Remote Similarity NPD253 Approved
0.6466 Remote Similarity NPD4719 Phase 2
0.6457 Remote Similarity NPD5125 Phase 3
0.6457 Remote Similarity NPD3412 Clinical (unspecified phase)
0.6457 Remote Similarity NPD5126 Approved
0.6454 Remote Similarity NPD6190 Approved
0.6441 Remote Similarity NPD1018 Approved
0.6439 Remote Similarity NPD5204 Approved
0.6435 Remote Similarity NPD3020 Approved
0.6435 Remote Similarity NPD3097 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1066 Discontinued
0.6429 Remote Similarity NPD4479 Discontinued
0.6423 Remote Similarity NPD3598 Phase 3
0.6422 Remote Similarity NPD531 Approved
0.6406 Remote Similarity NPD4879 Approved
0.6406 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6391 Remote Similarity NPD5201 Approved
0.6391 Remote Similarity NPD4617 Approved
0.6391 Remote Similarity NPD5203 Approved
0.6391 Remote Similarity NPD4620 Approved
0.6385 Remote Similarity NPD5159 Phase 2
0.6385 Remote Similarity NPD5157 Phase 1
0.6385 Remote Similarity NPD5158 Clinical (unspecified phase)
0.6377 Remote Similarity NPD7305 Phase 1
0.6372 Remote Similarity NPD4094 Approved
0.6371 Remote Similarity NPD5951 Approved
0.6371 Remote Similarity NPD690 Clinical (unspecified phase)
0.637 Remote Similarity NPD6663 Approved
0.6364 Remote Similarity NPD3646 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4750 Phase 3
0.6348 Remote Similarity NPD5926 Approved
0.6339 Remote Similarity NPD1508 Approved
0.6336 Remote Similarity NPD5667 Approved
0.6331 Remote Similarity NPD6099 Approved
0.6331 Remote Similarity NPD6100 Approved
0.633 Remote Similarity NPD650 Approved
0.6328 Remote Similarity NPD17 Approved
0.6328 Remote Similarity NPD2345 Approved
0.6324 Remote Similarity NPD5119 Approved
0.6324 Remote Similarity NPD5121 Approved
0.6324 Remote Similarity NPD5120 Approved
0.6316 Remote Similarity NPD5736 Approved
0.6316 Remote Similarity NPD3664 Approved
0.6316 Remote Similarity NPD3663 Approved
0.6316 Remote Similarity NPD3662 Phase 3
0.6316 Remote Similarity NPD3661 Approved
0.6308 Remote Similarity NPD6637 Approved
0.6301 Remote Similarity NPD7239 Suspended
0.6296 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6296 Remote Similarity NPD6798 Discontinued
0.6288 Remote Similarity NPD2159 Approved
0.6288 Remote Similarity NPD2628 Approved
0.6288 Remote Similarity NPD2627 Approved
0.6288 Remote Similarity NPD2625 Approved
0.6288 Remote Similarity NPD2160 Approved
0.6288 Remote Similarity NPD2626 Approved
0.6286 Remote Similarity NPD6005 Phase 3
0.6286 Remote Similarity NPD6002 Phase 3
0.6286 Remote Similarity NPD6004 Phase 3
0.6286 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6286 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6281 Remote Similarity NPD2182 Approved
0.6281 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6279 Remote Similarity NPD3026 Approved
0.6279 Remote Similarity NPD3023 Approved
0.6273 Remote Similarity NPD1101 Approved
0.6269 Remote Similarity NPD5202 Clinical (unspecified phase)
0.6268 Remote Similarity NPD2575 Approved
0.6262 Remote Similarity NPD3971 Phase 1
0.6261 Remote Similarity NPD4657 Approved
0.6261 Remote Similarity NPD4655 Approved
0.625 Remote Similarity NPD5706 Approved
0.625 Remote Similarity NPD7715 Approved
0.625 Remote Similarity NPD1651 Approved
0.625 Remote Similarity NPD5705 Approved

Structure

External Identifiers

PubChem CID   11448344
ChEMBL   CHEMBL464975
ZINC  

Physicochemical Properties

Molecular Weight:  260.14
ALogP:  -0.5839
MLogP:  2.89
XLogP:  3.91
# 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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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs