Natural Product: NPC266343

Natural Product ID:  NPC266343
Common Name:   (1R,2S,4S,5S)-2-Methoxy-5-((R)-1-Phenylallyl)Cyclohexane-1,4-Diol
IUPAC Name:   (1R,2S,4S,5S)-2-methoxy-5-[(1R)-1-phenylprop-2-enyl]cyclohexane-1,4-diol
Synonyms:  
Molecular Formula:   C16H22O3
Standard InCHIKey:  ALWFGDVUNCQWQU-GVRJEKJASA-N
Standard InCHI:  InChI=1S/C16H22O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-8,12-18H,1,9-10H2,2H3/t12-,13-,14-,15+,16-/m0/s1
Canonical SMILES:  CO[C@H]1C[C@H](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 = 100000 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 NPC266343 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
0.8318 Intermediate Similarity NPC111108
0.8095 Intermediate Similarity NPC474307
0.8087 Intermediate Similarity NPC473871
0.8087 Intermediate Similarity NPC473870
0.8019 Intermediate Similarity NPC25385
0.8019 Intermediate Similarity NPC475905
0.8019 Intermediate Similarity NPC193640
0.8 Intermediate Similarity NPC473889
0.7979 Intermediate Similarity NPC73637
0.7979 Intermediate Similarity NPC121478
0.7881 Intermediate Similarity NPC475933
0.7881 Intermediate Similarity NPC470158
0.7815 Intermediate Similarity NPC476971
0.7815 Intermediate Similarity NPC476972
0.7767 Intermediate Similarity NPC324602
0.7766 Intermediate Similarity NPC184030
0.7766 Intermediate Similarity NPC164449
0.7732 Intermediate Similarity NPC99482
0.7731 Intermediate Similarity NPC476970
0.7692 Intermediate Similarity NPC262826
0.7652 Intermediate Similarity NPC473860
0.7545 Intermediate Similarity NPC64642
0.7545 Intermediate Similarity NPC472982
0.7545 Intermediate Similarity NPC149455
0.75 Intermediate Similarity NPC47286
0.75 Intermediate Similarity NPC471758
0.75 Intermediate Similarity NPC476976
0.7479 Intermediate Similarity NPC108286
0.7459 Intermediate Similarity NPC58061
0.7458 Intermediate Similarity NPC37641
0.7458 Intermediate Similarity NPC311175
0.7438 Intermediate Similarity NPC45821
0.7423 Intermediate Similarity NPC475199
0.7423 Intermediate Similarity NPC283012
0.7419 Intermediate Similarity NPC476977
0.7395 Intermediate Similarity NPC70973
0.7387 Intermediate Similarity NPC475282
0.7383 Intermediate Similarity NPC158623
0.7368 Intermediate Similarity NPC224544
0.7355 Intermediate Similarity NPC284022
0.7347 Intermediate Similarity NPC477770
0.7333 Intermediate Similarity NPC12016
0.7328 Intermediate Similarity NPC472862
0.7328 Intermediate Similarity NPC470820
0.7317 Intermediate Similarity NPC118533
0.7317 Intermediate Similarity NPC165045
0.7315 Intermediate Similarity NPC60373
0.7315 Intermediate Similarity NPC154905
0.7304 Intermediate Similarity NPC473137
0.7304 Intermediate Similarity NPC12656
0.7304 Intermediate Similarity NPC120280
0.7304 Intermediate Similarity NPC473869
0.7297 Intermediate Similarity NPC472979
0.7297 Intermediate Similarity NPC27252
0.7297 Intermediate Similarity NPC472980
0.7282 Intermediate Similarity NPC220596
0.728 Intermediate Similarity NPC470727
0.7273 Intermediate Similarity NPC473451
0.7273 Intermediate Similarity NPC472373
0.7273 Intermediate Similarity NPC243601
0.7265 Intermediate Similarity NPC476266
0.7258 Intermediate Similarity NPC470084
0.7258 Intermediate Similarity NPC93632
0.725 Intermediate Similarity NPC475328
0.7248 Intermediate Similarity NPC469527
0.7236 Intermediate Similarity NPC206882
0.7227 Intermediate Similarity NPC223451
0.7222 Intermediate Similarity NPC474017
0.7222 Intermediate Similarity NPC80599
0.7213 Intermediate Similarity NPC114927
0.7213 Intermediate Similarity NPC473083
0.72 Intermediate Similarity NPC475710
0.7193 Intermediate Similarity NPC54373
0.7188 Intermediate Similarity NPC16485
0.7182 Intermediate Similarity NPC19136
0.7182 Intermediate Similarity NPC56168
0.7179 Intermediate Similarity NPC473556
0.7179 Intermediate Similarity NPC301651
0.7177 Intermediate Similarity NPC5428
0.7177 Intermediate Similarity NPC242032
0.7168 Intermediate Similarity NPC473524
0.7167 Intermediate Similarity NPC473439
0.7167 Intermediate Similarity NPC300827
0.7154 Intermediate Similarity NPC473111
0.7154 Intermediate Similarity NPC473082
0.7154 Intermediate Similarity NPC473110
0.7154 Intermediate Similarity NPC33654
0.7154 Intermediate Similarity NPC148627
0.7143 Intermediate Similarity NPC42300
0.7143 Intermediate Similarity NPC241522
0.7143 Intermediate Similarity NPC257582
0.7143 Intermediate Similarity NPC153739
0.7143 Intermediate Similarity NPC64201
0.7143 Intermediate Similarity NPC187998
0.7143 Intermediate Similarity NPC174495
0.7143 Intermediate Similarity NPC77040
0.7143 Intermediate Similarity NPC145305
0.7143 Intermediate Similarity NPC242807
0.7143 Intermediate Similarity NPC92164
0.712 Intermediate Similarity NPC148366
0.712 Intermediate Similarity NPC311293
0.7119 Intermediate Similarity NPC471553
0.7119 Intermediate Similarity NPC320864
0.7119 Intermediate Similarity NPC84129
0.7117 Intermediate Similarity NPC37714
0.7117 Intermediate Similarity NPC152384
0.7115 Intermediate Similarity NPC187725
0.7115 Intermediate Similarity NPC141607
0.7105 Intermediate Similarity NPC30563
0.71 Intermediate Similarity NPC304538
0.7099 Intermediate Similarity NPC275592
0.7099 Intermediate Similarity NPC100913
0.7097 Intermediate Similarity NPC208302
0.7097 Intermediate Similarity NPC470724
0.7087 Intermediate Similarity NPC1793
0.7087 Intermediate Similarity NPC45715
0.7087 Intermediate Similarity NPC474356
0.7087 Intermediate Similarity NPC12275
0.7087 Intermediate Similarity NPC277804
0.7073 Intermediate Similarity NPC131747
0.7073 Intermediate Similarity NPC257682
0.7073 Intermediate Similarity NPC146355
0.7069 Intermediate Similarity NPC123175
0.7069 Intermediate Similarity NPC319803
0.7069 Intermediate Similarity NPC176730
0.7063 Intermediate Similarity NPC475875
0.7063 Intermediate Similarity NPC476968
0.7063 Intermediate Similarity NPC190144
0.7063 Intermediate Similarity NPC170844
0.7059 Intermediate Similarity NPC48781
0.7059 Intermediate Similarity NPC9592
0.7054 Intermediate Similarity NPC287745
0.7049 Intermediate Similarity NPC273336
0.7049 Intermediate Similarity NPC182333
0.7045 Intermediate Similarity NPC472576
0.7045 Intermediate Similarity NPC87448
0.7045 Intermediate Similarity NPC97947
0.7045 Intermediate Similarity NPC27377
0.7045 Intermediate Similarity NPC41481
0.7045 Intermediate Similarity NPC291599
0.7045 Intermediate Similarity NPC118080
0.7045 Intermediate Similarity NPC325078
0.7043 Intermediate Similarity NPC257430
0.7043 Intermediate Similarity NPC471189
0.7043 Intermediate Similarity NPC179002
0.7043 Intermediate Similarity NPC187583
0.7043 Intermediate Similarity NPC234376
0.7043 Intermediate Similarity NPC308689
0.704 Intermediate Similarity NPC471077
0.704 Intermediate Similarity NPC295478
0.7034 Intermediate Similarity NPC148055
0.7031 Intermediate Similarity NPC6451
0.7031 Intermediate Similarity NPC230219
0.7027 Intermediate Similarity NPC323810
0.7018 Intermediate Similarity NPC62258
0.7018 Intermediate Similarity NPC55617
0.7018 Intermediate Similarity NPC474148
0.7018 Intermediate Similarity NPC276061
0.7008 Intermediate Similarity NPC143483
0.7008 Intermediate Similarity NPC192687
0.7008 Intermediate Similarity NPC224157
0.7 Intermediate Similarity NPC135961
0.7 Intermediate Similarity NPC256262
0.6992 Remote Similarity NPC34012
0.6992 Remote Similarity NPC77691
0.6992 Remote Similarity NPC474160
0.6992 Remote Similarity NPC280704
0.6992 Remote Similarity NPC471693
0.6992 Remote Similarity NPC471389
0.6991 Remote Similarity NPC305603
0.6991 Remote Similarity NPC61033
0.6984 Remote Similarity NPC474178
0.6984 Remote Similarity NPC282703
0.6984 Remote Similarity NPC184733
0.6984 Remote Similarity NPC21867
0.6984 Remote Similarity NPC128208
0.6984 Remote Similarity NPC129570
0.6984 Remote Similarity NPC245826
0.6984 Remote Similarity NPC186843
0.6984 Remote Similarity NPC98631
0.6984 Remote Similarity NPC11258
0.6984 Remote Similarity NPC470213
0.6984 Remote Similarity NPC252307
0.6984 Remote Similarity NPC45774
0.6984 Remote Similarity NPC206615
0.6983 Remote Similarity NPC228425
0.6983 Remote Similarity NPC473521
0.6983 Remote Similarity NPC265002
0.6977 Remote Similarity NPC158331
0.6977 Remote Similarity NPC26394
0.6977 Remote Similarity NPC263064
0.697 Remote Similarity NPC472547
0.697 Remote Similarity NPC292882
0.697 Remote Similarity NPC471388
0.697 Remote Similarity NPC97667
0.697 Remote Similarity NPC171207
0.697 Remote Similarity NPC90614
0.6967 Remote Similarity NPC469686
0.6967 Remote Similarity NPC476343
0.6964 Remote Similarity NPC154899

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC266343 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
0.7364 Intermediate Similarity NPD6685 Approved
0.7248 Intermediate Similarity NPD5765 Approved
0.7227 Intermediate Similarity NPD5126 Approved
0.7227 Intermediate Similarity NPD5125 Phase 3
0.7117 Intermediate Similarity NPD5048 Discontinued
0.7069 Intermediate Similarity NPD4869 Clinical (unspecified phase)
0.7063 Intermediate Similarity NPD3027 Phase 3
0.7059 Intermediate Similarity NPD7741 Discontinued
0.7009 Intermediate Similarity NPD2629 Approved
0.6937 Remote Similarity NPD5700 Clinical (unspecified phase)
0.6897 Remote Similarity NPD6912 Phase 3
0.687 Remote Similarity NPD3022 Approved
0.687 Remote Similarity NPD3021 Approved
0.6822 Remote Similarity NPD3719 Approved
0.6822 Remote Similarity NPD3718 Approved
0.6818 Remote Similarity NPD3020 Approved
0.681 Remote Similarity NPD4141 Clinical (unspecified phase)
0.6759 Remote Similarity NPD4814 Discontinued
0.6746 Remote Similarity NPD3094 Phase 2
0.6724 Remote Similarity NPD4750 Phase 3
0.6696 Remote Similarity NPD4719 Phase 2
0.6694 Remote Similarity NPD3092 Approved
0.6667 Remote Similarity NPD4198 Discontinued
0.6667 Remote Similarity NPD5122 Clinical (unspecified phase)
0.6667 Remote Similarity NPD531 Approved
0.6667 Remote Similarity NPD7798 Approved
0.6642 Remote Similarity NPD7274 Clinical (unspecified phase)
0.6641 Remote Similarity NPD2861 Phase 2
0.6641 Remote Similarity NPD1612 Clinical (unspecified phase)
0.6641 Remote Similarity NPD1613 Approved
0.6641 Remote Similarity NPD2238 Phase 2
0.6637 Remote Similarity NPD5738 Clinical (unspecified phase)
0.6637 Remote Similarity NPD6647 Phase 2
0.6555 Remote Similarity NPD7635 Approved
0.6552 Remote Similarity NPD6406 Approved
0.6549 Remote Similarity NPD846 Approved
0.6549 Remote Similarity NPD940 Approved
0.6545 Remote Similarity NPD2860 Approved
0.6545 Remote Similarity NPD2859 Approved
0.6542 Remote Similarity NPD3672 Approved
0.6542 Remote Similarity NPD3673 Approved
0.6518 Remote Similarity NPD2066 Phase 3
0.6515 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6509 Remote Similarity NPD1101 Approved
0.6504 Remote Similarity NPD3091 Approved
0.65 Remote Similarity NPD5283 Phase 1
0.6496 Remote Similarity NPD2684 Approved
0.6462 Remote Similarity NPD4908 Phase 1
0.646 Remote Similarity NPD289 Clinical (unspecified phase)
0.6455 Remote Similarity NPD2934 Approved
0.6455 Remote Similarity NPD2933 Approved
0.6449 Remote Similarity NPD5347 Phase 2
0.6449 Remote Similarity NPD5346 Phase 2
0.6434 Remote Similarity NPD6917 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1610 Phase 2
0.6423 Remote Similarity NPD7522 Discontinued
0.641 Remote Similarity NPD290 Approved
0.64 Remote Similarity NPD9294 Approved
0.64 Remote Similarity NPD3095 Discontinued
0.6396 Remote Similarity NPD1989 Approved
0.6393 Remote Similarity NPD7157 Approved
0.6389 Remote Similarity NPD1090 Approved
0.6389 Remote Similarity NPD1089 Approved
0.6389 Remote Similarity NPD1086 Approved
0.6377 Remote Similarity NPD5698 Clinical (unspecified phase)
0.6364 Remote Similarity NPD845 Approved
0.6364 Remote Similarity NPD4907 Clinical (unspecified phase)
0.635 Remote Similarity NPD7266 Discontinued
0.6348 Remote Similarity NPD1929 Approved
0.6348 Remote Similarity NPD1931 Clinical (unspecified phase)
0.6348 Remote Similarity NPD1930 Approved
0.6339 Remote Similarity NPD288 Approved
0.6336 Remote Similarity NPD1529 Clinical (unspecified phase)
0.6328 Remote Similarity NPD7876 Discontinued
0.6316 Remote Similarity NPD1242 Phase 1
0.6316 Remote Similarity NPD4760 Clinical (unspecified phase)
0.6311 Remote Similarity NPD226 Approved
0.6308 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6306 Remote Similarity NPD1693 Approved
0.6306 Remote Similarity NPD1432 Clinical (unspecified phase)
0.6299 Remote Similarity NPD1091 Approved
0.6296 Remote Similarity NPD800 Approved
0.6293 Remote Similarity NPD5909 Discontinued
0.6286 Remote Similarity NPD2677 Approved
0.6283 Remote Similarity NPD9495 Approved
0.6281 Remote Similarity NPD7843 Approved
0.6279 Remote Similarity NPD8651 Approved
0.6273 Remote Similarity NPD752 Approved
0.6273 Remote Similarity NPD1088 Approved
0.6271 Remote Similarity NPD4095 Clinical (unspecified phase)
0.627 Remote Similarity NPD5305 Approved
0.627 Remote Similarity NPD5238 Clinical (unspecified phase)
0.627 Remote Similarity NPD5306 Approved
0.6269 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6269 Remote Similarity NPD3620 Phase 2
0.6262 Remote Similarity NPD7524 Approved
0.6262 Remote Similarity NPD4793 Discontinued
0.6261 Remote Similarity NPD4818 Approved
0.6261 Remote Similarity NPD4817 Approved
0.626 Remote Similarity NPD3317 Approved
0.626 Remote Similarity NPD1530 Clinical (unspecified phase)
0.6259 Remote Similarity NPD6674 Discontinued
0.625 Remote Similarity NPD844 Approved
0.625 Remote Similarity NPD4538 Approved
0.625 Remote Similarity NPD4536 Approved
0.625 Remote Similarity NPD4537 Clinical (unspecified phase)
0.625 Remote Similarity NPD5886 Approved
0.625 Remote Similarity NPD41 Approved
0.6241 Remote Similarity NPD6410 Clinical (unspecified phase)
0.6232 Remote Similarity NPD5762 Approved
0.6232 Remote Similarity NPD5763 Approved
0.6232 Remote Similarity NPD2029 Clinical (unspecified phase)
0.6222 Remote Similarity NPD5735 Approved
0.6216 Remote Similarity NPD719 Approved
0.6216 Remote Similarity NPD720 Approved
0.6216 Remote Similarity NPD1409 Phase 3
0.6212 Remote Similarity NPD2613 Approved
0.6202 Remote Similarity NPD4749 Approved
0.6198 Remote Similarity NPD228 Approved
0.6195 Remote Similarity NPD1564 Approved
0.6195 Remote Similarity NPD1875 Phase 1
0.6195 Remote Similarity NPD1566 Phase 3
0.6195 Remote Similarity NPD1565 Approved
0.6194 Remote Similarity NPD4404 Approved
0.619 Remote Similarity NPD3971 Phase 1
0.6186 Remote Similarity NPD5705 Approved
0.6186 Remote Similarity NPD5704 Approved
0.6186 Remote Similarity NPD5706 Approved
0.6182 Remote Similarity NPD1239 Approved
0.6182 Remote Similarity NPD530 Approved
0.6174 Remote Similarity NPD2549 Approved
0.6174 Remote Similarity NPD2558 Approved
0.6174 Remote Similarity NPD2552 Approved
0.6174 Remote Similarity NPD2555 Approved
0.6174 Remote Similarity NPD2553 Approved
0.6174 Remote Similarity NPD2550 Approved
0.6172 Remote Similarity NPD4807 Approved
0.6172 Remote Similarity NPD5350 Clinical (unspecified phase)
0.6172 Remote Similarity NPD4806 Approved
0.6172 Remote Similarity NPD5351 Clinical (unspecified phase)
0.617 Remote Similarity NPD6190 Approved
0.6161 Remote Similarity NPD688 Clinical (unspecified phase)
0.6154 Remote Similarity NPD1237 Approved
0.6154 Remote Similarity NPD3047 Approved
0.6154 Remote Similarity NPD3048 Approved
0.6154 Remote Similarity NPD3046 Approved
0.6148 Remote Similarity NPD7094 Approved
0.6148 Remote Similarity NPD6858 Approved
0.6148 Remote Similarity NPD4060 Phase 1
0.6142 Remote Similarity NPD7725 Approved
0.6142 Remote Similarity NPD9384 Approved
0.6142 Remote Similarity NPD5723 Approved
0.6142 Remote Similarity NPD9381 Approved
0.614 Remote Similarity NPD5926 Approved
0.6136 Remote Similarity NPD3018 Phase 2
0.6134 Remote Similarity NPD9532 Phase 3
0.6129 Remote Similarity NPD6671 Approved
0.6124 Remote Similarity NPD2232 Approved
0.6124 Remote Similarity NPD2233 Approved
0.6124 Remote Similarity NPD2230 Approved
0.6121 Remote Similarity NPD1932 Approved
0.6121 Remote Similarity NPD4189 Approved
0.6121 Remote Similarity NPD4188 Approved
0.6116 Remote Similarity NPD4025 Clinical (unspecified phase)
0.6111 Remote Similarity NPD1087 Approved
0.6111 Remote Similarity NPD1548 Phase 1
0.6111 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6106 Remote Similarity NPD1809 Phase 2
0.6103 Remote Similarity NPD6355 Discontinued
0.6098 Remote Similarity NPD2652 Approved
0.6098 Remote Similarity NPD2650 Approved
0.6098 Remote Similarity NPD2234 Approved
0.6098 Remote Similarity NPD2229 Approved
0.6098 Remote Similarity NPD2228 Approved
0.6098 Remote Similarity NPD6010 Discontinued
0.6094 Remote Similarity NPD4106 Approved
0.6094 Remote Similarity NPD4135 Approved
0.6094 Remote Similarity NPD4136 Approved
0.6087 Remote Similarity NPD5588 Approved
0.6087 Remote Similarity NPD5960 Phase 3
0.6083 Remote Similarity NPD2329 Discontinued
0.6081 Remote Similarity NPD37 Approved
0.6077 Remote Similarity NPD4659 Approved
0.6077 Remote Similarity NPD3600 Clinical (unspecified phase)
0.6077 Remote Similarity NPD2983 Phase 2
0.6077 Remote Similarity NPD2982 Phase 2
0.6077 Remote Similarity NPD9622 Approved
0.6074 Remote Similarity NPD2572 Clinical (unspecified phase)
0.6074 Remote Similarity NPD3089 Approved
0.6074 Remote Similarity NPD2574 Discontinued
0.6074 Remote Similarity NPD4746 Phase 3
0.6074 Remote Similarity NPD3616 Approved
0.6074 Remote Similarity NPD2566 Approved
0.6074 Remote Similarity NPD3088 Approved
0.6074 Remote Similarity NPD3087 Approved
0.6074 Remote Similarity NPD2570 Approved
0.6074 Remote Similarity NPD3090 Approved
0.6074 Remote Similarity NPD2573 Approved
0.6074 Remote Similarity NPD3614 Approved
0.6074 Remote Similarity NPD3615 Approved

Structure

External Identifiers

PubChem CID   11380002
ChEMBL   CHEMBL451888
ZINC  

Physicochemical Properties

Molecular Weight:  262.16
ALogP:  -0.8855
MLogP:  2.89
XLogP:  4.057
# Rotatable Bonds:  7
Polar Surface Area:  49.69
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  19

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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