Natural Product: NPC476649

Natural Product ID:  NPC476649
Common Name:   Waikialide A
IUPAC Name:   (2R,3R,5R)-3-[(1E,3E,5E)-hepta-1,3,5-trienyl]-5-hydroxy-2-methylcyclohexan-1-one
Synonyms:   Waikialide A
Molecular Formula:   C14H20O2
Standard InCHIKey:  JQUGOGSMHDBLNB-BIOSCNBNSA-N
Standard InCHI:  InChI=1S/C14H20O2/c1-3-4-5-6-7-8-12-9-13(15)10-14(16)11(12)2/h3-8,11-13,15H,9-10H2,1-2H3/b4-3+,6-5+,8-7+/t11-,12+,13-/m1/s1
Canonical SMILES:  C/C=C/C=C/C=C/[C@H]1C[C@@H](O)CC(=O)[C@@H]1C
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
NPO31572 Aspergillus sp. Species Aspergillaceae Eukaryota Isolated from a sandy-loam soil sample 50 m inland from Waikiki Beach, Honolulu, Hawaii 2010-JUL PMID[22400916]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT20 Organism Candida albicans Candida albicans MIC > 200000 nM 22400916
NPT20 Organism Candida albicans Candida albicans IC50 = 32400 nM 22400916

  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 NPC476649 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
0.8718 High Similarity NPC136114
0.7952 Intermediate Similarity NPC298904
0.7875 Intermediate Similarity NPC14151
0.775 Intermediate Similarity NPC148685
0.775 Intermediate Similarity NPC157895
0.775 Intermediate Similarity NPC104120
0.7722 Intermediate Similarity NPC178852
0.7683 Intermediate Similarity NPC64600
0.7683 Intermediate Similarity NPC105173
0.7683 Intermediate Similarity NPC312480
0.7619 Intermediate Similarity NPC475753
0.7595 Intermediate Similarity NPC197659
0.7568 Intermediate Similarity NPC476650
0.7558 Intermediate Similarity NPC118193
0.7558 Intermediate Similarity NPC97577
0.7558 Intermediate Similarity NPC256902
0.7558 Intermediate Similarity NPC69627
0.7529 Intermediate Similarity NPC472324
0.7529 Intermediate Similarity NPC141292
0.747 Intermediate Similarity NPC476082
0.747 Intermediate Similarity NPC278648
0.7468 Intermediate Similarity NPC250621
0.7442 Intermediate Similarity NPC158778
0.7442 Intermediate Similarity NPC292491
0.7442 Intermediate Similarity NPC310752
0.7412 Intermediate Similarity NPC183736
0.7412 Intermediate Similarity NPC262026
0.7407 Intermediate Similarity NPC474113
0.7407 Intermediate Similarity NPC308038
0.7403 Intermediate Similarity NPC320119
0.7386 Intermediate Similarity NPC36491
0.7375 Intermediate Similarity NPC74995
0.7368 Intermediate Similarity NPC10758
0.7368 Intermediate Similarity NPC250928
0.7349 Intermediate Similarity NPC48362
0.7349 Intermediate Similarity NPC93590
0.7342 Intermediate Similarity NPC114236
0.7333 Intermediate Similarity NPC280725
0.7333 Intermediate Similarity NPC88310
0.7317 Intermediate Similarity NPC172013
0.7308 Intermediate Similarity NPC275098
0.7294 Intermediate Similarity NPC202868
0.7294 Intermediate Similarity NPC15807
0.7294 Intermediate Similarity NPC79573
0.7284 Intermediate Similarity NPC207772
0.7284 Intermediate Similarity NPC62336
0.7273 Intermediate Similarity NPC472325
0.7253 Intermediate Similarity NPC471153
0.725 Intermediate Similarity NPC1973
0.725 Intermediate Similarity NPC167873
0.725 Intermediate Similarity NPC263582
0.7241 Intermediate Similarity NPC53911
0.7241 Intermediate Similarity NPC328539
0.7229 Intermediate Similarity NPC119229
0.7229 Intermediate Similarity NPC121984
0.7229 Intermediate Similarity NPC473420
0.7222 Intermediate Similarity NPC474529
0.7209 Intermediate Similarity NPC476043
0.7209 Intermediate Similarity NPC198761
0.7209 Intermediate Similarity NPC194417
0.7195 Intermediate Similarity NPC229204
0.7195 Intermediate Similarity NPC7232
0.7195 Intermediate Similarity NPC152061
0.7176 Intermediate Similarity NPC470812
0.716 Intermediate Similarity NPC203403
0.716 Intermediate Similarity NPC325946
0.716 Intermediate Similarity NPC472746
0.7159 Intermediate Similarity NPC275740
0.7159 Intermediate Similarity NPC472970
0.7159 Intermediate Similarity NPC472973
0.7159 Intermediate Similarity NPC472971
0.7159 Intermediate Similarity NPC86319
0.7158 Intermediate Similarity NPC320294
0.7143 Intermediate Similarity NPC151519
0.7143 Intermediate Similarity NPC73882
0.7126 Intermediate Similarity NPC136548
0.7111 Intermediate Similarity NPC477520
0.7111 Intermediate Similarity NPC134826
0.7108 Intermediate Similarity NPC471514
0.7108 Intermediate Similarity NPC306095
0.7108 Intermediate Similarity NPC45495
0.7108 Intermediate Similarity NPC164999
0.7105 Intermediate Similarity NPC96962
0.7093 Intermediate Similarity NPC470574
0.7093 Intermediate Similarity NPC36350
0.7093 Intermediate Similarity NPC133954
0.7089 Intermediate Similarity NPC186042
0.7089 Intermediate Similarity NPC326024
0.7089 Intermediate Similarity NPC68443
0.7079 Intermediate Similarity NPC128672
0.7079 Intermediate Similarity NPC134321
0.7079 Intermediate Similarity NPC230332
0.7073 Intermediate Similarity NPC80088
0.7073 Intermediate Similarity NPC297996
0.7073 Intermediate Similarity NPC253561
0.7067 Intermediate Similarity NPC474329
0.7067 Intermediate Similarity NPC474304
0.7045 Intermediate Similarity NPC131470
0.7045 Intermediate Similarity NPC471724
0.7045 Intermediate Similarity NPC143767
0.7045 Intermediate Similarity NPC328313
0.7045 Intermediate Similarity NPC474854
0.7037 Intermediate Similarity NPC242722
0.7037 Intermediate Similarity NPC78935
0.7037 Intermediate Similarity NPC76966
0.7037 Intermediate Similarity NPC472305
0.7037 Intermediate Similarity NPC469514
0.7037 Intermediate Similarity NPC470525
0.7037 Intermediate Similarity NPC469646
0.7037 Intermediate Similarity NPC186554
0.7033 Intermediate Similarity NPC299100
0.7033 Intermediate Similarity NPC209662
0.7033 Intermediate Similarity NPC471207
0.7033 Intermediate Similarity NPC473172
0.7033 Intermediate Similarity NPC474690
0.7024 Intermediate Similarity NPC136150
0.7024 Intermediate Similarity NPC116797
0.7013 Intermediate Similarity NPC477452
0.7013 Intermediate Similarity NPC471238
0.7011 Intermediate Similarity NPC473168
0.7011 Intermediate Similarity NPC213412
0.7011 Intermediate Similarity NPC472985
0.7011 Intermediate Similarity NPC472986
0.7011 Intermediate Similarity NPC20688
0.7011 Intermediate Similarity NPC94666
0.7011 Intermediate Similarity NPC475862
0.7011 Intermediate Similarity NPC470955
0.7011 Intermediate Similarity NPC179591
0.7011 Intermediate Similarity NPC74363
0.7011 Intermediate Similarity NPC202394
0.7 Intermediate Similarity NPC472975
0.7 Intermediate Similarity NPC19114
0.7 Intermediate Similarity NPC301244
0.7 Intermediate Similarity NPC473167
0.7 Intermediate Similarity NPC3753
0.7 Intermediate Similarity NPC472978
0.7 Intermediate Similarity NPC237591
0.7 Intermediate Similarity NPC168027
0.7 Intermediate Similarity NPC185936
0.7 Intermediate Similarity NPC230623
0.7 Intermediate Similarity NPC102313
0.7 Intermediate Similarity NPC199316
0.6989 Remote Similarity NPC161147
0.6989 Remote Similarity NPC21728
0.6988 Remote Similarity NPC113363
0.6988 Remote Similarity NPC164308
0.6988 Remote Similarity NPC19900
0.6988 Remote Similarity NPC281138
0.6977 Remote Similarity NPC40687
0.6977 Remote Similarity NPC180834
0.6977 Remote Similarity NPC221758
0.6977 Remote Similarity NPC59453
0.6966 Remote Similarity NPC95246
0.6966 Remote Similarity NPC161751
0.6966 Remote Similarity NPC102414
0.6966 Remote Similarity NPC474972
0.6966 Remote Similarity NPC84271
0.6966 Remote Similarity NPC77168
0.6957 Remote Similarity NPC259286
0.6957 Remote Similarity NPC180950
0.6957 Remote Similarity NPC272617
0.6957 Remote Similarity NPC127063
0.6951 Remote Similarity NPC266193
0.6951 Remote Similarity NPC276769
0.6951 Remote Similarity NPC257666
0.6947 Remote Similarity NPC282524
0.6941 Remote Similarity NPC212083
0.6941 Remote Similarity NPC70479
0.6932 Remote Similarity NPC57469
0.6932 Remote Similarity NPC58063
0.6932 Remote Similarity NPC109900
0.6932 Remote Similarity NPC287079
0.6932 Remote Similarity NPC73064
0.6932 Remote Similarity NPC86005
0.6923 Remote Similarity NPC469914
0.6923 Remote Similarity NPC475952
0.6923 Remote Similarity NPC69454
0.6914 Remote Similarity NPC472256
0.6914 Remote Similarity NPC474011
0.6914 Remote Similarity NPC476844
0.6905 Remote Similarity NPC476809
0.6905 Remote Similarity NPC115418
0.6905 Remote Similarity NPC103634
0.6905 Remote Similarity NPC233352
0.6905 Remote Similarity NPC138492
0.6905 Remote Similarity NPC824
0.6905 Remote Similarity NPC74086
0.6905 Remote Similarity NPC2482
0.6897 Remote Similarity NPC474853
0.6897 Remote Similarity NPC476426
0.6897 Remote Similarity NPC179006
0.6889 Remote Similarity NPC172361
0.6889 Remote Similarity NPC129913
0.6889 Remote Similarity NPC86372
0.6889 Remote Similarity NPC183283
0.6883 Remote Similarity NPC60120
0.6883 Remote Similarity NPC278895
0.6882 Remote Similarity NPC160056
0.6882 Remote Similarity NPC249954
0.6882 Remote Similarity NPC301534

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC476649 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
0.7558 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7558 Intermediate Similarity NPD6101 Approved
0.7386 Intermediate Similarity NPD6411 Approved
0.7303 Intermediate Similarity NPD5779 Approved
0.7303 Intermediate Similarity NPD5778 Approved
0.7191 Intermediate Similarity NPD6079 Approved
0.7159 Intermediate Similarity NPD5328 Approved
0.7143 Intermediate Similarity NPD3667 Approved
0.7011 Intermediate Similarity NPD3618 Phase 1
0.7011 Intermediate Similarity NPD5279 Phase 3
0.6977 Remote Similarity NPD4786 Approved
0.6905 Remote Similarity NPD4252 Approved
0.6905 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6905 Remote Similarity NPD5368 Approved
0.6882 Remote Similarity NPD5222 Approved
0.6882 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6882 Remote Similarity NPD5221 Approved
0.6824 Remote Similarity NPD5369 Approved
0.6818 Remote Similarity NPD5786 Approved
0.6809 Remote Similarity NPD5173 Approved
0.6782 Remote Similarity NPD3666 Approved
0.6782 Remote Similarity NPD3133 Approved
0.6782 Remote Similarity NPD3665 Phase 1
0.6753 Remote Similarity NPD7331 Phase 2
0.6744 Remote Similarity NPD6435 Approved
0.6744 Remote Similarity NPD4270 Approved
0.6744 Remote Similarity NPD4269 Approved
0.6702 Remote Similarity NPD4697 Phase 3
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6632 Remote Similarity NPD4755 Approved
0.663 Remote Similarity NPD7515 Phase 2
0.6623 Remote Similarity NPD7341 Phase 2
0.6598 Remote Similarity NPD5223 Approved
0.6559 Remote Similarity NPD4202 Approved
0.6543 Remote Similarity NPD7151 Approved
0.6543 Remote Similarity NPD7152 Approved
0.6543 Remote Similarity NPD7150 Approved
0.6531 Remote Similarity NPD5224 Approved
0.6531 Remote Similarity NPD5226 Approved
0.6531 Remote Similarity NPD5225 Approved
0.6531 Remote Similarity NPD4633 Approved
0.6531 Remote Similarity NPD5211 Phase 2
0.6517 Remote Similarity NPD5363 Approved
0.6506 Remote Similarity NPD8264 Approved
0.6495 Remote Similarity NPD4700 Approved
0.6465 Remote Similarity NPD5175 Approved
0.6465 Remote Similarity NPD5174 Approved
0.6452 Remote Similarity NPD7983 Approved
0.6421 Remote Similarity NPD1698 Clinical (unspecified phase)
0.642 Remote Similarity NPD7144 Approved
0.642 Remote Similarity NPD7143 Approved
0.6408 Remote Similarity NPD4634 Approved
0.6404 Remote Similarity NPD3668 Phase 3
0.64 Remote Similarity NPD5141 Approved
0.6386 Remote Similarity NPD6926 Approved
0.6386 Remote Similarity NPD6924 Approved
0.6354 Remote Similarity NPD7839 Suspended
0.6333 Remote Similarity NPD1696 Phase 3
0.6322 Remote Similarity NPD4695 Discontinued
0.6316 Remote Similarity NPD4246 Clinical (unspecified phase)
0.6316 Remote Similarity NPD7748 Approved
0.63 Remote Similarity NPD4754 Approved
0.6296 Remote Similarity NPD6922 Approved
0.6296 Remote Similarity NPD6923 Approved
0.6282 Remote Similarity NPD3197 Phase 1
0.6277 Remote Similarity NPD7637 Suspended
0.6275 Remote Similarity NPD5697 Approved
0.6264 Remote Similarity NPD4694 Approved
0.6264 Remote Similarity NPD5280 Approved
0.6264 Remote Similarity NPD3574 Clinical (unspecified phase)
0.625 Remote Similarity NPD4247 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4753 Phase 2
0.6235 Remote Similarity NPD6933 Approved
0.6214 Remote Similarity NPD5168 Approved
0.6214 Remote Similarity NPD4730 Approved
0.6214 Remote Similarity NPD6881 Approved
0.6214 Remote Similarity NPD6011 Approved
0.6214 Remote Similarity NPD6899 Approved
0.6214 Remote Similarity NPD4729 Approved
0.6211 Remote Similarity NPD6399 Phase 3
0.6196 Remote Similarity NPD3573 Approved
0.618 Remote Similarity NPD4223 Phase 3
0.618 Remote Similarity NPD4221 Approved
0.6176 Remote Similarity NPD6402 Approved
0.6176 Remote Similarity NPD4767 Approved
0.6176 Remote Similarity NPD7128 Approved
0.6176 Remote Similarity NPD5739 Approved
0.6176 Remote Similarity NPD4768 Approved
0.6176 Remote Similarity NPD6675 Approved
0.617 Remote Similarity NPD5785 Approved
0.6163 Remote Similarity NPD6932 Approved
0.6154 Remote Similarity NPD6012 Approved
0.6154 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6154 Remote Similarity NPD6013 Approved
0.6154 Remote Similarity NPD6014 Approved
0.6146 Remote Similarity NPD5282 Discontinued
0.6136 Remote Similarity NPD7509 Discontinued
0.6129 Remote Similarity NPD4518 Approved
0.6122 Remote Similarity NPD7902 Approved
0.6118 Remote Similarity NPD3703 Phase 2
0.6117 Remote Similarity NPD5701 Approved
0.6111 Remote Similarity NPD5362 Discontinued
0.6105 Remote Similarity NPD5281 Approved
0.6105 Remote Similarity NPD4810 Clinical (unspecified phase)
0.6105 Remote Similarity NPD5284 Approved
0.6098 Remote Similarity NPD3699 Clinical (unspecified phase)
0.6098 Remote Similarity NPD3700 Clinical (unspecified phase)
0.6095 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6095 Remote Similarity NPD7290 Approved
0.6095 Remote Similarity NPD7102 Approved
0.6095 Remote Similarity NPD5248 Approved
0.6095 Remote Similarity NPD5135 Approved
0.6095 Remote Similarity NPD5249 Phase 3
0.6095 Remote Similarity NPD5169 Approved
0.6095 Remote Similarity NPD5247 Approved
0.6095 Remote Similarity NPD5250 Approved
0.6095 Remote Similarity NPD5251 Approved
0.6095 Remote Similarity NPD6883 Approved
0.6092 Remote Similarity NPD7145 Approved
0.6092 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6092 Remote Similarity NPD4268 Approved
0.6092 Remote Similarity NPD4271 Approved
0.6087 Remote Similarity NPD4519 Discontinued
0.6087 Remote Similarity NPD4623 Approved
0.6087 Remote Similarity NPD5690 Phase 2
0.6082 Remote Similarity NPD5210 Approved
0.6082 Remote Similarity NPD4629 Approved
0.6058 Remote Similarity NPD5128 Approved
0.6058 Remote Similarity NPD7320 Approved
0.6047 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4197 Approved
0.6038 Remote Similarity NPD5127 Approved
0.6038 Remote Similarity NPD6847 Approved
0.6038 Remote Similarity NPD6617 Approved
0.6038 Remote Similarity NPD5216 Approved
0.6038 Remote Similarity NPD6650 Approved
0.6038 Remote Similarity NPD8130 Phase 1
0.6038 Remote Similarity NPD5215 Approved
0.6038 Remote Similarity NPD6649 Approved
0.6038 Remote Similarity NPD6869 Approved
0.6038 Remote Similarity NPD5217 Approved
0.6027 Remote Similarity NPD3172 Approved
0.6026 Remote Similarity NPD368 Approved
0.6023 Remote Similarity NPD7645 Phase 2
0.6023 Remote Similarity NPD6929 Approved
0.6 Remote Similarity NPD6372 Approved
0.6 Remote Similarity NPD4096 Approved
0.6 Remote Similarity NPD5209 Approved
0.6 Remote Similarity NPD4687 Approved
0.6 Remote Similarity NPD4058 Approved
0.6 Remote Similarity NPD6373 Approved
0.5981 Remote Similarity NPD6882 Approved
0.5981 Remote Similarity NPD8297 Approved
0.5978 Remote Similarity NPD5329 Approved
0.5978 Remote Similarity NPD1694 Approved
0.5977 Remote Similarity NPD5776 Phase 2
0.5977 Remote Similarity NPD6925 Approved
0.5955 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5955 Remote Similarity NPD4822 Approved
0.5955 Remote Similarity NPD7525 Registered
0.5955 Remote Similarity NPD6931 Approved
0.5955 Remote Similarity NPD7514 Phase 3
0.5955 Remote Similarity NPD4820 Approved
0.5955 Remote Similarity NPD6930 Phase 2
0.5955 Remote Similarity NPD4821 Approved
0.5955 Remote Similarity NPD4819 Approved
0.5955 Remote Similarity NPD7332 Phase 2
0.5952 Remote Similarity NPD5276 Approved
0.5952 Remote Similarity NPD4808 Clinical (unspecified phase)
0.5952 Remote Similarity NPD4809 Clinical (unspecified phase)
0.5946 Remote Similarity NPD3194 Approved
0.5946 Remote Similarity NPD3196 Approved
0.5946 Remote Similarity NPD4266 Approved
0.5946 Remote Similarity NPD3195 Phase 2
0.5934 Remote Similarity NPD4788 Approved
0.5934 Remote Similarity NPD7154 Phase 3
0.593 Remote Similarity NPD8039 Approved
0.593 Remote Similarity NPD6942 Approved
0.593 Remote Similarity NPD7339 Approved
0.5926 Remote Similarity NPD4632 Approved
0.5914 Remote Similarity NPD4693 Phase 3
0.5914 Remote Similarity NPD6684 Approved
0.5914 Remote Similarity NPD5330 Approved
0.5914 Remote Similarity NPD6409 Approved
0.5914 Remote Similarity NPD7521 Approved
0.5914 Remote Similarity NPD7146 Approved
0.5914 Remote Similarity NPD4689 Approved
0.5914 Remote Similarity NPD7334 Approved
0.5914 Remote Similarity NPD4688 Approved
0.5914 Remote Similarity NPD6422 Discontinued
0.5914 Remote Similarity NPD5205 Approved
0.5914 Remote Similarity NPD4690 Approved
0.5914 Remote Similarity NPD4138 Approved
0.5909 Remote Similarity NPD3617 Approved
0.5909 Remote Similarity NPD3732 Approved
0.5905 Remote Similarity NPD5345 Clinical (unspecified phase)
0.59 Remote Similarity NPD4225 Approved

Structure

External Identifiers

PubChem CID   57408410
ChEMBL   CHEMBL2042027
ZINC  

Physicochemical Properties

Molecular Weight:  220.15
ALogP:  1.3475
MLogP:  2.78
XLogP:  2.591
# Rotatable Bonds:  6
Polar Surface Area:  37.3
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  16

Download Data

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