Natural Product: NPC475861

Natural Product ID:  NPC475861
Common Name:   Acalycixeniolide F
IUPAC Name:  
Synonyms:   Acalycixeniolide F
Molecular Formula:   C20H30O3
Standard InCHIKey:  AXWUMLHVVOTAIO-PBPFGFGSSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-13(2)6-5-7-16-15-10-11-20(4)18(23-20)9-8-14(3)17(15)12-22-19(16)21/h6,15-18H,3,5,7-12H2,1-2,4H3/t15-,16+,17+,18?,20+/m1/s1
Canonical SMILES:  CC(=CCC[C@@H]1C(=O)OC[C@@H]2[C@@H]1CC[C@]1(C)OC1CCC2=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
NPO32884 acalycigorgia inermis Species Acanthogorgiidae Eukaryota PMID[11325246]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT111 Cell Line K562 Homo sapiens LC50 = 0.2 ug/ml 18161942

  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 NPC475861 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
0.9079 High Similarity NPC475936
0.9054 High Similarity NPC474341
0.8961 High Similarity NPC53867
0.8611 High Similarity NPC475310
0.8481 Intermediate Similarity NPC475842
0.8421 Intermediate Similarity NPC107668
0.8378 Intermediate Similarity NPC135703
0.8313 Intermediate Similarity NPC106040
0.8313 Intermediate Similarity NPC115179
0.8272 Intermediate Similarity NPC474369
0.8171 Intermediate Similarity NPC116575
0.8101 Intermediate Similarity NPC103634
0.8072 Intermediate Similarity NPC474765
0.8052 Intermediate Similarity NPC110461
0.8052 Intermediate Similarity NPC61863
0.8052 Intermediate Similarity NPC12740
0.8 Intermediate Similarity NPC475481
0.8 Intermediate Similarity NPC79277
0.7975 Intermediate Similarity NPC617
0.7973 Intermediate Similarity NPC199557
0.7927 Intermediate Similarity NPC72464
0.7922 Intermediate Similarity NPC324762
0.7922 Intermediate Similarity NPC474419
0.7895 Intermediate Similarity NPC107783
0.7895 Intermediate Similarity NPC92909
0.7882 Intermediate Similarity NPC212598
0.7867 Intermediate Similarity NPC472955
0.7831 Intermediate Similarity NPC474547
0.7821 Intermediate Similarity NPC471726
0.7821 Intermediate Similarity NPC226242
0.7821 Intermediate Similarity NPC474527
0.7805 Intermediate Similarity NPC108045
0.7805 Intermediate Similarity NPC475622
0.7805 Intermediate Similarity NPC272814
0.7792 Intermediate Similarity NPC167049
0.7792 Intermediate Similarity NPC469691
0.7792 Intermediate Similarity NPC330016
0.7778 Intermediate Similarity NPC207188
0.7778 Intermediate Similarity NPC141810
0.775 Intermediate Similarity NPC471740
0.7733 Intermediate Similarity NPC296522
0.7733 Intermediate Similarity NPC144511
0.7733 Intermediate Similarity NPC261398
0.7733 Intermediate Similarity NPC477448
0.7733 Intermediate Similarity NPC329656
0.7733 Intermediate Similarity NPC477449
0.7722 Intermediate Similarity NPC476264
0.7722 Intermediate Similarity NPC476325
0.7711 Intermediate Similarity NPC14575
0.7711 Intermediate Similarity NPC196487
0.7692 Intermediate Similarity NPC469669
0.7692 Intermediate Similarity NPC475771
0.7692 Intermediate Similarity NPC469678
0.7662 Intermediate Similarity NPC167145
0.7662 Intermediate Similarity NPC470237
0.7654 Intermediate Similarity NPC304795
0.7654 Intermediate Similarity NPC233377
0.7625 Intermediate Similarity NPC474056
0.7625 Intermediate Similarity NPC35574
0.7595 Intermediate Similarity NPC271070
0.7595 Intermediate Similarity NPC474447
0.759 Intermediate Similarity NPC475989
0.7564 Intermediate Similarity NPC474551
0.7564 Intermediate Similarity NPC472966
0.7561 Intermediate Similarity NPC476988
0.7561 Intermediate Similarity NPC286229
0.7532 Intermediate Similarity NPC40327
0.7531 Intermediate Similarity NPC622
0.7531 Intermediate Similarity NPC276647
0.7529 Intermediate Similarity NPC234038
0.75 Intermediate Similarity NPC195785
0.75 Intermediate Similarity NPC474776
0.75 Intermediate Similarity NPC476794
0.75 Intermediate Similarity NPC15975
0.75 Intermediate Similarity NPC9868
0.75 Intermediate Similarity NPC295799
0.75 Intermediate Similarity NPC470240
0.75 Intermediate Similarity NPC475053
0.7471 Intermediate Similarity NPC471342
0.7471 Intermediate Similarity NPC469866
0.747 Intermediate Similarity NPC123880
0.747 Intermediate Similarity NPC145963
0.747 Intermediate Similarity NPC471159
0.747 Intermediate Similarity NPC35556
0.7468 Intermediate Similarity NPC93213
0.7468 Intermediate Similarity NPC255060
0.7444 Intermediate Similarity NPC272050
0.7444 Intermediate Similarity NPC107476
0.7442 Intermediate Similarity NPC231889
0.7442 Intermediate Similarity NPC475703
0.7442 Intermediate Similarity NPC471739
0.7436 Intermediate Similarity NPC238425
0.7436 Intermediate Similarity NPC472018
0.7436 Intermediate Similarity NPC474543
0.7416 Intermediate Similarity NPC476049
0.7407 Intermediate Similarity NPC207186
0.7403 Intermediate Similarity NPC69462
0.7381 Intermediate Similarity NPC52609
0.7381 Intermediate Similarity NPC193198
0.7381 Intermediate Similarity NPC1761
0.7381 Intermediate Similarity NPC170377
0.7381 Intermediate Similarity NPC222358
0.7375 Intermediate Similarity NPC469514
0.7375 Intermediate Similarity NPC239127
0.7375 Intermediate Similarity NPC472959
0.7375 Intermediate Similarity NPC235906
0.7349 Intermediate Similarity NPC325031
0.7349 Intermediate Similarity NPC39411
0.7349 Intermediate Similarity NPC255580
0.7349 Intermediate Similarity NPC327002
0.7326 Intermediate Similarity NPC50637
0.7326 Intermediate Similarity NPC469676
0.7326 Intermediate Similarity NPC198314
0.7326 Intermediate Similarity NPC261253
0.7326 Intermediate Similarity NPC474045
0.7317 Intermediate Similarity NPC476177
0.7317 Intermediate Similarity NPC82488
0.7317 Intermediate Similarity NPC182550
0.7317 Intermediate Similarity NPC469690
0.7317 Intermediate Similarity NPC469617
0.7317 Intermediate Similarity NPC308545
0.7308 Intermediate Similarity NPC163003
0.7308 Intermediate Similarity NPC129665
0.7308 Intermediate Similarity NPC477084
0.7303 Intermediate Similarity NPC49420
0.7297 Intermediate Similarity NPC328089
0.7297 Intermediate Similarity NPC68343
0.7294 Intermediate Similarity NPC243618
0.7294 Intermediate Similarity NPC475796
0.7294 Intermediate Similarity NPC82297
0.7294 Intermediate Similarity NPC70424
0.7294 Intermediate Similarity NPC139566
0.7284 Intermediate Similarity NPC41780
0.7284 Intermediate Similarity NPC65603
0.7284 Intermediate Similarity NPC187568
0.7273 Intermediate Similarity NPC269841
0.7273 Intermediate Similarity NPC151770
0.7273 Intermediate Similarity NPC107130
0.7273 Intermediate Similarity NPC166919
0.7273 Intermediate Similarity NPC5714
0.7273 Intermediate Similarity NPC97577
0.725 Intermediate Similarity NPC60718
0.725 Intermediate Similarity NPC226669
0.725 Intermediate Similarity NPC193351
0.725 Intermediate Similarity NPC138408
0.725 Intermediate Similarity NPC471491
0.725 Intermediate Similarity NPC155587
0.7241 Intermediate Similarity NPC74139
0.7237 Intermediate Similarity NPC469868
0.7229 Intermediate Similarity NPC47747
0.7229 Intermediate Similarity NPC474510
0.7229 Intermediate Similarity NPC276356
0.7222 Intermediate Similarity NPC477615
0.7215 Intermediate Similarity NPC472956
0.7209 Intermediate Similarity NPC319795
0.7209 Intermediate Similarity NPC50362
0.7209 Intermediate Similarity NPC38468
0.7195 Intermediate Similarity NPC321514
0.7195 Intermediate Similarity NPC63445
0.7195 Intermediate Similarity NPC121200
0.7195 Intermediate Similarity NPC471220
0.7195 Intermediate Similarity NPC222210
0.7195 Intermediate Similarity NPC128276
0.7195 Intermediate Similarity NPC4827
0.7191 Intermediate Similarity NPC469718
0.7191 Intermediate Similarity NPC475748
0.7191 Intermediate Similarity NPC51653
0.7191 Intermediate Similarity NPC329857
0.7191 Intermediate Similarity NPC62815
0.7183 Intermediate Similarity NPC165808
0.7176 Intermediate Similarity NPC470948
0.7176 Intermediate Similarity NPC39588
0.7176 Intermediate Similarity NPC474703
0.716 Intermediate Similarity NPC59602
0.716 Intermediate Similarity NPC266159
0.716 Intermediate Similarity NPC301525
0.716 Intermediate Similarity NPC476987
0.716 Intermediate Similarity NPC41017
0.716 Intermediate Similarity NPC474316
0.716 Intermediate Similarity NPC266119
0.716 Intermediate Similarity NPC472967
0.716 Intermediate Similarity NPC152754
0.716 Intermediate Similarity NPC476985
0.716 Intermediate Similarity NPC475744
0.7159 Intermediate Similarity NPC475902
0.7159 Intermediate Similarity NPC473151
0.7159 Intermediate Similarity NPC281516
0.7143 Intermediate Similarity NPC301477
0.7143 Intermediate Similarity NPC475665
0.7143 Intermediate Similarity NPC25684
0.7143 Intermediate Similarity NPC476716
0.7143 Intermediate Similarity NPC473420
0.7143 Intermediate Similarity NPC223604
0.7143 Intermediate Similarity NPC14044
0.7143 Intermediate Similarity NPC478262
0.7143 Intermediate Similarity NPC276290
0.7143 Intermediate Similarity NPC281949
0.7143 Intermediate Similarity NPC117960
0.7143 Intermediate Similarity NPC471325
0.7143 Intermediate Similarity NPC38830

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC475861 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
0.7273 Intermediate Similarity NPD6101 Approved
0.7273 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7209 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7111 Intermediate Similarity NPD6411 Approved
0.7079 Intermediate Similarity NPD1695 Approved
0.7 Intermediate Similarity NPD6698 Approved
0.7 Intermediate Similarity NPD46 Approved
0.6941 Remote Similarity NPD5369 Approved
0.6932 Remote Similarity NPD6422 Discontinued
0.6932 Remote Similarity NPD6684 Approved
0.6932 Remote Similarity NPD7521 Approved
0.6932 Remote Similarity NPD6409 Approved
0.6932 Remote Similarity NPD7334 Approved
0.6932 Remote Similarity NPD7146 Approved
0.6932 Remote Similarity NPD5330 Approved
0.686 Remote Similarity NPD6435 Approved
0.686 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6854 Remote Similarity NPD3573 Approved
0.6848 Remote Similarity NPD5779 Approved
0.6848 Remote Similarity NPD5778 Approved
0.6829 Remote Similarity NPD8039 Approved
0.6782 Remote Similarity NPD7154 Phase 3
0.6782 Remote Similarity NPD5362 Discontinued
0.6778 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6778 Remote Similarity NPD6903 Approved
0.6667 Remote Similarity NPD7331 Phase 2
0.6667 Remote Similarity NPD6399 Phase 3
0.6629 Remote Similarity NPD1694 Approved
0.6628 Remote Similarity NPD5368 Approved
0.66 Remote Similarity NPD6008 Approved
0.6593 Remote Similarity NPD6672 Approved
0.6593 Remote Similarity NPD5737 Approved
0.6556 Remote Similarity NPD5786 Approved
0.6556 Remote Similarity NPD6098 Approved
0.6538 Remote Similarity NPD7341 Phase 2
0.6477 Remote Similarity NPD3667 Approved
0.6477 Remote Similarity NPD4270 Approved
0.6477 Remote Similarity NPD4269 Approved
0.6458 Remote Similarity NPD7839 Suspended
0.6437 Remote Similarity NPD4819 Approved
0.6437 Remote Similarity NPD4821 Approved
0.6437 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4822 Approved
0.6437 Remote Similarity NPD4820 Approved
0.6421 Remote Similarity NPD7748 Approved
0.6421 Remote Similarity NPD5282 Discontinued
0.6421 Remote Similarity NPD7900 Approved
0.6421 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6413 Remote Similarity NPD5208 Approved
0.6395 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6383 Remote Similarity NPD7983 Approved
0.6354 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6354 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5695 Phase 3
0.6344 Remote Similarity NPD6904 Approved
0.6344 Remote Similarity NPD6080 Approved
0.6344 Remote Similarity NPD6673 Approved
0.6338 Remote Similarity NPD29 Approved
0.6338 Remote Similarity NPD28 Approved
0.6333 Remote Similarity NPD4786 Approved
0.6333 Remote Similarity NPD3668 Phase 3
0.6292 Remote Similarity NPD5209 Approved
0.6289 Remote Similarity NPD5349 Clinical (unspecified phase)
0.6277 Remote Similarity NPD5692 Phase 3
0.6277 Remote Similarity NPD5207 Approved
0.6264 Remote Similarity NPD5363 Approved
0.625 Remote Similarity NPD4252 Approved
0.625 Remote Similarity NPD6001 Approved
0.6224 Remote Similarity NPD7902 Approved
0.6224 Remote Similarity NPD6083 Phase 2
0.6224 Remote Similarity NPD6084 Phase 2
0.6222 Remote Similarity NPD5332 Approved
0.6222 Remote Similarity NPD5331 Approved
0.6211 Remote Similarity NPD5694 Approved
0.6211 Remote Similarity NPD5693 Phase 1
0.6211 Remote Similarity NPD6050 Approved
0.6211 Remote Similarity NPD7515 Phase 2
0.6207 Remote Similarity NPD4268 Approved
0.6207 Remote Similarity NPD4271 Approved
0.6203 Remote Similarity NPD3197 Phase 1
0.618 Remote Similarity NPD4790 Discontinued
0.6164 Remote Similarity NPD3172 Approved
0.6162 Remote Similarity NPD5696 Approved
0.6154 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD3133 Approved
0.6117 Remote Similarity NPD7128 Approved
0.6117 Remote Similarity NPD6675 Approved
0.6117 Remote Similarity NPD6402 Approved
0.6117 Remote Similarity NPD5739 Approved
0.6105 Remote Similarity NPD7838 Discovery
0.6105 Remote Similarity NPD3672 Approved
0.6105 Remote Similarity NPD3673 Approved
0.6105 Remote Similarity NPD5785 Approved
0.6087 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6081 Remote Similarity NPD4266 Approved
0.6081 Remote Similarity NPD3194 Approved
0.6081 Remote Similarity NPD3196 Approved
0.6081 Remote Similarity NPD3195 Phase 2
0.6067 Remote Similarity NPD4695 Discontinued
0.6058 Remote Similarity NPD5697 Approved
0.6058 Remote Similarity NPD5701 Approved
0.6049 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6022 Remote Similarity NPD3618 Phase 1
0.6022 Remote Similarity NPD5279 Phase 3
0.6022 Remote Similarity NPD4249 Approved
0.6 Remote Similarity NPD5328 Approved
0.6 Remote Similarity NPD6051 Approved
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD6899 Approved
0.6 Remote Similarity NPD6881 Approved
0.6 Remote Similarity NPD7320 Approved
0.5957 Remote Similarity NPD4250 Approved
0.5957 Remote Similarity NPD4251 Approved
0.5943 Remote Similarity NPD6012 Approved
0.5943 Remote Similarity NPD6013 Approved
0.5943 Remote Similarity NPD6373 Approved
0.5943 Remote Similarity NPD6014 Approved
0.5943 Remote Similarity NPD6372 Approved
0.5941 Remote Similarity NPD6648 Approved
0.5934 Remote Similarity NPD4221 Approved
0.5934 Remote Similarity NPD4223 Phase 3
0.593 Remote Similarity NPD6926 Approved
0.593 Remote Similarity NPD6924 Approved
0.5926 Remote Similarity NPD6053 Discontinued
0.5915 Remote Similarity NPD5343 Approved
0.5914 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5909 Remote Similarity NPD4756 Discovery
0.5905 Remote Similarity NPD7899 Clinical (unspecified phase)
0.59 Remote Similarity NPD5959 Approved
0.5888 Remote Similarity NPD6371 Approved
0.5888 Remote Similarity NPD7102 Approved
0.5888 Remote Similarity NPD7290 Approved
0.5888 Remote Similarity NPD6883 Approved
0.5882 Remote Similarity NPD5344 Discontinued
0.5876 Remote Similarity NPD5284 Approved
0.5876 Remote Similarity NPD5281 Approved
0.5876 Remote Similarity NPD6079 Approved
0.5876 Remote Similarity NPD8034 Phase 2
0.5876 Remote Similarity NPD8035 Phase 2
0.5876 Remote Similarity NPD7637 Suspended
0.5862 Remote Similarity NPD3702 Approved
0.5859 Remote Similarity NPD5654 Approved
0.5857 Remote Similarity NPD3174 Discontinued
0.5856 Remote Similarity NPD7115 Discovery
0.5849 Remote Similarity NPD6686 Approved
0.5842 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5842 Remote Similarity NPD4225 Approved
0.5842 Remote Similarity NPD7638 Approved
0.5833 Remote Similarity NPD6650 Approved
0.5833 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6847 Approved
0.5833 Remote Similarity NPD6649 Approved
0.5833 Remote Similarity NPD6869 Approved
0.5833 Remote Similarity NPD8130 Phase 1
0.5833 Remote Similarity NPD4753 Phase 2
0.5833 Remote Similarity NPD6617 Approved
0.5833 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5833 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5824 Remote Similarity NPD857 Phase 3
0.5823 Remote Similarity NPD1145 Discontinued
0.5816 Remote Similarity NPD4202 Approved
0.5806 Remote Similarity NPD4197 Approved
0.5802 Remote Similarity NPD5325 Clinical (unspecified phase)
0.58 Remote Similarity NPD1989 Approved
0.58 Remote Similarity NPD7732 Phase 3
0.5795 Remote Similarity NPD6933 Approved
0.5784 Remote Similarity NPD7640 Approved
0.5784 Remote Similarity NPD7639 Approved
0.578 Remote Similarity NPD8297 Approved
0.578 Remote Similarity NPD6882 Approved
0.5773 Remote Similarity NPD3168 Discontinued
0.5755 Remote Similarity NPD5954 Clinical (unspecified phase)
0.575 Remote Similarity NPD368 Approved
0.5745 Remote Similarity NPD5329 Approved
0.5743 Remote Similarity NPD4755 Approved
0.5729 Remote Similarity NPD4518 Approved
0.5714 Remote Similarity NPD2699 Approved
0.5714 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5699 Remote Similarity NPD6695 Phase 3
0.5698 Remote Similarity NPD5777 Approved
0.5696 Remote Similarity NPD3198 Approved
0.5684 Remote Similarity NPD4693 Phase 3
0.5684 Remote Similarity NPD4694 Approved
0.5684 Remote Similarity NPD5280 Approved
0.5684 Remote Similarity NPD4623 Approved
0.5684 Remote Similarity NPD4690 Approved
0.5684 Remote Similarity NPD4519 Discontinued
0.5684 Remote Similarity NPD5690 Phase 2
0.5684 Remote Similarity NPD4138 Approved
0.5684 Remote Similarity NPD4688 Approved
0.5684 Remote Similarity NPD4689 Approved
0.5684 Remote Similarity NPD5205 Approved
0.5679 Remote Similarity NPD2664 Clinical (unspecified phase)
0.5676 Remote Similarity NPD6927 Phase 3
0.567 Remote Similarity NPD5370 Suspended
0.5667 Remote Similarity NPD3732 Approved
0.5663 Remote Similarity NPD3704 Approved
0.5657 Remote Similarity NPD5781 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID  
ChEMBL   CHEMBL517546
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  1.9786
MLogP:  3.33
XLogP:  3.803
# Rotatable Bonds:  6
Polar Surface Area:  38.83
# H-Bond Aceptor:  3
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  23

Download Data

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