Natural Product: NPC74139

Natural Product ID:  NPC74139
Common Name:   Alcyonolide
IUPAC Name:   [(1S,4aS,5R,6R)-1-(3-methylbut-2-enyl)-3-oxo-5-(6-oxohept-1-en-2-yl)-4,4a,5,6-tetrahydro-1H-pyrano[3,4-c]pyran-6-yl] acetate
Synonyms:  
Molecular Formula:   C22H30O6
Standard InCHIKey:  CILYNFXVBBCMQY-QTPAZIJBSA-N
Standard InCHI:  InChI=1S/C22H30O6/c1-13(2)9-10-19-18-12-26-22(27-16(5)24)21(17(18)11-20(25)28-19)14(3)7-6-8-15(4)23/h9,12,17,19,21-22H,3,6-8,10-11H2,1-2,4-5H3/t17-,19+,21+,22-/m1/s1
Canonical SMILES:  CC(=O)O[C@H]1OC=C2[C@H]([C@@H]1C(=C)CCCC(=O)C)CC(=O)O[C@H]2CC=C(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
NPO32852 cespitularia sp. Species Xeniidae Eukaryota Okinawan soft coral PMID[26351041]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT113 Cell Line RAW264.7 Mus musculus Activity = 10.94 ug/ml PubChem BioAssay data set
NPT113 Cell Line RAW264.7 Mus musculus Activity = 37.36 ug/ml PubChem BioAssay data set
NPT113 Cell Line RAW264.7 Mus musculus Activity = 24.62 ug/ml PubChem BioAssay data set
NPT393 Cell Line HCT-116 Homo sapiens IC50 = 5850 nM 13678413
NPT113 Cell Line RAW264.7 Mus musculus Activity = 13.75 ug/ml PubChem BioAssay data set
NPT113 Cell Line RAW264.7 Mus musculus Activity = 21.48 ug/ml PubChem BioAssay data set
NPT113 Cell Line RAW264.7 Mus musculus Activity = 8.25 ug/ml 20713679

  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 NPC74139 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
0.9639 High Similarity NPC473151
0.7907 Intermediate Similarity NPC323472
0.7889 Intermediate Similarity NPC471480
0.7816 Intermediate Similarity NPC475946
0.7766 Intermediate Similarity NPC61201
0.7717 Intermediate Similarity NPC233997
0.766 Intermediate Similarity NPC470379
0.766 Intermediate Similarity NPC470373
0.764 Intermediate Similarity NPC123908
0.764 Intermediate Similarity NPC10080
0.7619 Intermediate Similarity NPC135703
0.7586 Intermediate Similarity NPC474341
0.7582 Intermediate Similarity NPC474547
0.7579 Intermediate Similarity NPC471571
0.7526 Intermediate Similarity NPC311166
0.7525 Intermediate Similarity NPC305157
0.7525 Intermediate Similarity NPC307846
0.75 Intermediate Similarity NPC83005
0.75 Intermediate Similarity NPC35185
0.75 Intermediate Similarity NPC220478
0.75 Intermediate Similarity NPC474730
0.75 Intermediate Similarity NPC177013
0.75 Intermediate Similarity NPC4899
0.75 Intermediate Similarity NPC106668
0.75 Intermediate Similarity NPC71589
0.75 Intermediate Similarity NPC195510
0.75 Intermediate Similarity NPC13171
0.7475 Intermediate Similarity NPC306344
0.7475 Intermediate Similarity NPC22149
0.7475 Intermediate Similarity NPC255677
0.7451 Intermediate Similarity NPC170432
0.7449 Intermediate Similarity NPC472290
0.7444 Intermediate Similarity NPC475936
0.7426 Intermediate Similarity NPC475928
0.7426 Intermediate Similarity NPC27687
0.7426 Intermediate Similarity NPC37240
0.7423 Intermediate Similarity NPC473369
0.7416 Intermediate Similarity NPC474510
0.74 Intermediate Similarity NPC28304
0.74 Intermediate Similarity NPC298255
0.7396 Intermediate Similarity NPC320089
0.7379 Intermediate Similarity NPC197813
0.7379 Intermediate Similarity NPC80338
0.7379 Intermediate Similarity NPC148270
0.7374 Intermediate Similarity NPC472015
0.7374 Intermediate Similarity NPC279561
0.7368 Intermediate Similarity NPC65665
0.7368 Intermediate Similarity NPC231710
0.7368 Intermediate Similarity NPC270908
0.7368 Intermediate Similarity NPC6414
0.7368 Intermediate Similarity NPC327183
0.7368 Intermediate Similarity NPC328935
0.7368 Intermediate Similarity NPC303451
0.7368 Intermediate Similarity NPC470573
0.7368 Intermediate Similarity NPC117596
0.7368 Intermediate Similarity NPC216826
0.7368 Intermediate Similarity NPC120021
0.7368 Intermediate Similarity NPC80875
0.7363 Intermediate Similarity NPC53867
0.7363 Intermediate Similarity NPC475842
0.7363 Intermediate Similarity NPC318468
0.7363 Intermediate Similarity NPC170377
0.7363 Intermediate Similarity NPC272814
0.7353 Intermediate Similarity NPC469869
0.7347 Intermediate Similarity NPC161293
0.7347 Intermediate Similarity NPC54731
0.7347 Intermediate Similarity NPC112654
0.7327 Intermediate Similarity NPC310804
0.7327 Intermediate Similarity NPC261117
0.7327 Intermediate Similarity NPC222062
0.732 Intermediate Similarity NPC88507
0.7312 Intermediate Similarity NPC47220
0.7312 Intermediate Similarity NPC469676
0.7312 Intermediate Similarity NPC284902
0.7312 Intermediate Similarity NPC186332
0.7303 Intermediate Similarity NPC469620
0.7303 Intermediate Similarity NPC469690
0.7292 Intermediate Similarity NPC472125
0.7292 Intermediate Similarity NPC221282
0.7292 Intermediate Similarity NPC472197
0.7292 Intermediate Similarity NPC472126
0.7292 Intermediate Similarity NPC472124
0.729 Intermediate Similarity NPC311592
0.729 Intermediate Similarity NPC75167
0.7283 Intermediate Similarity NPC474776
0.7282 Intermediate Similarity NPC41681
0.7263 Intermediate Similarity NPC50070
0.7263 Intermediate Similarity NPC174765
0.7255 Intermediate Similarity NPC197541
0.7255 Intermediate Similarity NPC132395
0.7255 Intermediate Similarity NPC471365
0.7255 Intermediate Similarity NPC267869
0.7255 Intermediate Similarity NPC118761
0.7255 Intermediate Similarity NPC471364
0.7255 Intermediate Similarity NPC234304
0.7255 Intermediate Similarity NPC284929
0.7245 Intermediate Similarity NPC291709
0.7245 Intermediate Similarity NPC241407
0.7241 Intermediate Similarity NPC324762
0.7241 Intermediate Similarity NPC475861
0.7238 Intermediate Similarity NPC112457
0.7234 Intermediate Similarity NPC475703
0.7234 Intermediate Similarity NPC231889
0.7228 Intermediate Similarity NPC287539
0.7228 Intermediate Similarity NPC474912
0.7228 Intermediate Similarity NPC473384
0.7228 Intermediate Similarity NPC3488
0.7228 Intermediate Similarity NPC474899
0.7222 Intermediate Similarity NPC181145
0.7222 Intermediate Similarity NPC233377
0.7216 Intermediate Similarity NPC476049
0.7204 Intermediate Similarity NPC197903
0.7204 Intermediate Similarity NPC99395
0.7204 Intermediate Similarity NPC474369
0.72 Intermediate Similarity NPC473307
0.7191 Intermediate Similarity NPC128276
0.7188 Intermediate Similarity NPC469718
0.7188 Intermediate Similarity NPC307699
0.7188 Intermediate Similarity NPC329857
0.7188 Intermediate Similarity NPC62815
0.7184 Intermediate Similarity NPC476763
0.7184 Intermediate Similarity NPC476764
0.7184 Intermediate Similarity NPC86095
0.7174 Intermediate Similarity NPC11620
0.7174 Intermediate Similarity NPC222358
0.7174 Intermediate Similarity NPC170286
0.7172 Intermediate Similarity NPC241911
0.7172 Intermediate Similarity NPC306041
0.717 Intermediate Similarity NPC193741
0.7158 Intermediate Similarity NPC471057
0.7158 Intermediate Similarity NPC471058
0.7158 Intermediate Similarity NPC202672
0.7157 Intermediate Similarity NPC250545
0.7143 Intermediate Similarity NPC473807
0.7143 Intermediate Similarity NPC475481
0.7143 Intermediate Similarity NPC471325
0.7143 Intermediate Similarity NPC79277
0.7143 Intermediate Similarity NPC475960
0.7143 Intermediate Similarity NPC47635
0.7129 Intermediate Similarity NPC473146
0.7129 Intermediate Similarity NPC469402
0.7128 Intermediate Similarity NPC244174
0.7128 Intermediate Similarity NPC234038
0.7128 Intermediate Similarity NPC122502
0.7128 Intermediate Similarity NPC474045
0.7128 Intermediate Similarity NPC116575
0.7128 Intermediate Similarity NPC261253
0.7115 Intermediate Similarity NPC127609
0.7115 Intermediate Similarity NPC127235
0.7115 Intermediate Similarity NPC476761
0.7115 Intermediate Similarity NPC476762
0.7115 Intermediate Similarity NPC476760
0.7115 Intermediate Similarity NPC153095
0.7113 Intermediate Similarity NPC472199
0.7113 Intermediate Similarity NPC474631
0.7113 Intermediate Similarity NPC65513
0.7113 Intermediate Similarity NPC473944
0.7113 Intermediate Similarity NPC20713
0.7111 Intermediate Similarity NPC178277
0.7111 Intermediate Similarity NPC321728
0.71 Intermediate Similarity NPC472188
0.71 Intermediate Similarity NPC153559
0.7097 Intermediate Similarity NPC243618
0.7097 Intermediate Similarity NPC70424
0.7097 Intermediate Similarity NPC9868
0.7097 Intermediate Similarity NPC72464
0.7093 Intermediate Similarity NPC477084
0.7083 Intermediate Similarity NPC151770
0.7083 Intermediate Similarity NPC307411
0.7083 Intermediate Similarity NPC295312
0.7083 Intermediate Similarity NPC166919
0.7083 Intermediate Similarity NPC474032
0.7079 Intermediate Similarity NPC316324
0.7079 Intermediate Similarity NPC470240
0.7079 Intermediate Similarity NPC476794
0.7079 Intermediate Similarity NPC107668
0.7079 Intermediate Similarity NPC57744
0.7075 Intermediate Similarity NPC315836
0.7075 Intermediate Similarity NPC313668
0.7075 Intermediate Similarity NPC118225
0.7071 Intermediate Similarity NPC272050
0.7071 Intermediate Similarity NPC469543
0.7071 Intermediate Similarity NPC170204
0.7071 Intermediate Similarity NPC167893
0.7071 Intermediate Similarity NPC108141
0.7065 Intermediate Similarity NPC173609
0.7059 Intermediate Similarity NPC67296
0.7053 Intermediate Similarity NPC248602
0.7053 Intermediate Similarity NPC86005
0.7053 Intermediate Similarity NPC316138
0.7053 Intermediate Similarity NPC313658
0.7053 Intermediate Similarity NPC474765
0.7053 Intermediate Similarity NPC142583
0.7048 Intermediate Similarity NPC474285
0.7048 Intermediate Similarity NPC254538
0.7045 Intermediate Similarity NPC155587
0.7045 Intermediate Similarity NPC138408
0.7045 Intermediate Similarity NPC193351
0.7045 Intermediate Similarity NPC471491
0.7045 Intermediate Similarity NPC226669

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC74139 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
0.7021 Intermediate Similarity NPD1733 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD46 Approved
0.701 Intermediate Similarity NPD6698 Approved
0.6981 Remote Similarity NPD6686 Approved
0.6869 Remote Similarity NPD5778 Approved
0.6869 Remote Similarity NPD5779 Approved
0.6842 Remote Similarity NPD8513 Phase 3
0.6832 Remote Similarity NPD7839 Suspended
0.6735 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6735 Remote Similarity NPD6101 Approved
0.6727 Remote Similarity NPD6053 Discontinued
0.6702 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6699 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6696 Remote Similarity NPD8515 Approved
0.6696 Remote Similarity NPD8516 Approved
0.6696 Remote Similarity NPD8517 Approved
0.6636 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6632 Remote Similarity NPD7154 Phase 3
0.66 Remote Similarity NPD7983 Approved
0.66 Remote Similarity NPD6411 Approved
0.6598 Remote Similarity NPD6422 Discontinued
0.6566 Remote Similarity NPD1695 Approved
0.6526 Remote Similarity NPD6435 Approved
0.6495 Remote Similarity NPD1694 Approved
0.6484 Remote Similarity NPD8039 Approved
0.6471 Remote Similarity NPD5282 Discontinued
0.6429 Remote Similarity NPD4249 Approved
0.6429 Remote Similarity NPD5786 Approved
0.6422 Remote Similarity NPD6412 Phase 2
0.641 Remote Similarity NPD8444 Approved
0.6408 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6392 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4250 Approved
0.6364 Remote Similarity NPD4251 Approved
0.6333 Remote Similarity NPD7507 Approved
0.633 Remote Similarity NPD6008 Approved
0.6316 Remote Similarity NPD5368 Approved
0.6303 Remote Similarity NPD7829 Approved
0.6303 Remote Similarity NPD7830 Approved
0.6293 Remote Similarity NPD7641 Discontinued
0.6289 Remote Similarity NPD5362 Discontinued
0.6263 Remote Similarity NPD7146 Approved
0.6263 Remote Similarity NPD5330 Approved
0.6263 Remote Similarity NPD7521 Approved
0.6263 Remote Similarity NPD7334 Approved
0.6263 Remote Similarity NPD6409 Approved
0.6263 Remote Similarity NPD6684 Approved
0.625 Remote Similarity NPD5369 Approved
0.6226 Remote Similarity NPD7638 Approved
0.6214 Remote Similarity NPD6399 Phase 3
0.6207 Remote Similarity NPD8137 Clinical (unspecified phase)
0.6207 Remote Similarity NPD2685 Clinical (unspecified phase)
0.62 Remote Similarity NPD3573 Approved
0.6198 Remote Similarity NPD8451 Approved
0.6186 Remote Similarity NPD4269 Approved
0.6186 Remote Similarity NPD5209 Approved
0.6186 Remote Similarity NPD4270 Approved
0.6179 Remote Similarity NPD7319 Approved
0.6176 Remote Similarity NPD5785 Approved
0.6168 Remote Similarity NPD7640 Approved
0.6168 Remote Similarity NPD7639 Approved
0.6167 Remote Similarity NPD7642 Approved
0.6167 Remote Similarity NPD8328 Phase 3
0.6161 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6148 Remote Similarity NPD8448 Approved
0.6148 Remote Similarity NPD8074 Phase 3
0.6139 Remote Similarity NPD5737 Approved
0.6139 Remote Similarity NPD6903 Approved
0.6139 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6139 Remote Similarity NPD6672 Approved
0.6134 Remote Similarity NPD8274 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5693 Phase 1
0.6105 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6087 Remote Similarity NPD8133 Approved
0.6083 Remote Similarity NPD8080 Discontinued
0.6068 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6019 Remote Similarity NPD7838 Discovery
0.6 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6 Remote Similarity NPD5363 Approved
0.6 Remote Similarity NPD4756 Discovery
0.6 Remote Similarity NPD8392 Approved
0.6 Remote Similarity NPD7503 Approved
0.6 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6 Remote Similarity NPD7900 Approved
0.6 Remote Similarity NPD8391 Approved
0.6 Remote Similarity NPD8390 Approved
0.6 Remote Similarity NPD7748 Approved
0.5984 Remote Similarity NPD8341 Approved
0.5984 Remote Similarity NPD8299 Approved
0.5984 Remote Similarity NPD8340 Approved
0.5984 Remote Similarity NPD8342 Approved
0.5982 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5979 Remote Similarity NPD4252 Approved
0.5979 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5965 Remote Similarity NPD6371 Approved
0.5962 Remote Similarity NPD7637 Suspended
0.596 Remote Similarity NPD6110 Phase 1
0.5955 Remote Similarity NPD7331 Phase 2
0.5932 Remote Similarity NPD6009 Approved
0.5929 Remote Similarity NPD5345 Clinical (unspecified phase)
0.5918 Remote Similarity NPD1779 Approved
0.5918 Remote Similarity NPD1780 Approved
0.59 Remote Similarity NPD3668 Phase 3
0.5887 Remote Similarity NPD8293 Discontinued
0.5873 Remote Similarity NPD6914 Discontinued
0.5862 Remote Similarity NPD6882 Approved
0.5859 Remote Similarity NPD3667 Approved
0.584 Remote Similarity NPD8337 Approved
0.584 Remote Similarity NPD8336 Approved
0.584 Remote Similarity NPD7736 Approved
0.5833 Remote Similarity NPD7902 Approved
0.5827 Remote Similarity NPD7260 Phase 2
0.582 Remote Similarity NPD6370 Approved
0.5816 Remote Similarity NPD4695 Discontinued
0.5816 Remote Similarity NPD4822 Approved
0.5816 Remote Similarity NPD4821 Approved
0.5816 Remote Similarity NPD4820 Approved
0.5816 Remote Similarity NPD4819 Approved
0.581 Remote Similarity NPD7515 Phase 2
0.58 Remote Similarity NPD5332 Approved
0.58 Remote Similarity NPD5331 Approved
0.5794 Remote Similarity NPD5695 Phase 3
0.5784 Remote Similarity NPD6098 Approved
0.578 Remote Similarity NPD4225 Approved
0.5778 Remote Similarity NPD6108 Clinical (unspecified phase)
0.5773 Remote Similarity NPD4268 Approved
0.5773 Remote Similarity NPD4271 Approved
0.5769 Remote Similarity NPD6904 Approved
0.5769 Remote Similarity NPD6051 Approved
0.5769 Remote Similarity NPD6080 Approved
0.5769 Remote Similarity NPD6673 Approved
0.5758 Remote Similarity NPD4790 Discontinued
0.5752 Remote Similarity NPD5739 Approved
0.5752 Remote Similarity NPD6402 Approved
0.5752 Remote Similarity NPD7128 Approved
0.5752 Remote Similarity NPD6675 Approved
0.575 Remote Similarity NPD7327 Approved
0.575 Remote Similarity NPD7328 Approved
0.5743 Remote Similarity NPD4786 Approved
0.5738 Remote Similarity NPD8033 Approved
0.5727 Remote Similarity NPD6648 Approved
0.5726 Remote Similarity NPD7492 Approved
0.5714 Remote Similarity NPD5692 Phase 3
0.5714 Remote Similarity NPD4247 Clinical (unspecified phase)
0.5702 Remote Similarity NPD7516 Approved
0.5702 Remote Similarity NPD5697 Approved
0.5702 Remote Similarity NPD5701 Approved
0.5702 Remote Similarity NPD5954 Clinical (unspecified phase)
0.5688 Remote Similarity NPD6084 Phase 2
0.5688 Remote Similarity NPD6083 Phase 2
0.568 Remote Similarity NPD6616 Approved
0.5678 Remote Similarity NPD4632 Approved
0.5676 Remote Similarity NPD5344 Discontinued
0.5673 Remote Similarity NPD5208 Approved
0.5667 Remote Similarity NPD7341 Phase 2
0.5667 Remote Similarity NPD7115 Discovery
0.5664 Remote Similarity NPD5909 Discontinued
0.566 Remote Similarity NPD5694 Approved
0.566 Remote Similarity NPD6050 Approved
0.5659 Remote Similarity NPD8338 Approved
0.5656 Remote Similarity NPD6059 Approved
0.5656 Remote Similarity NPD8377 Approved
0.5656 Remote Similarity NPD8294 Approved
0.5656 Remote Similarity NPD6054 Approved
0.5652 Remote Similarity NPD7320 Approved
0.5652 Remote Similarity NPD6899 Approved
0.5652 Remote Similarity NPD6011 Approved
0.5652 Remote Similarity NPD6881 Approved
0.5648 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5645 Remote Similarity NPD7122 Discontinued
0.5636 Remote Similarity NPD5696 Approved
0.5635 Remote Similarity NPD7078 Approved
0.5625 Remote Similarity NPD7632 Discontinued
0.5619 Remote Similarity NPD5328 Approved
0.5619 Remote Similarity NPD7285 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4238 Approved
0.5612 Remote Similarity NPD4802 Phase 2
0.561 Remote Similarity NPD8296 Approved
0.561 Remote Similarity NPD8267 Approved
0.561 Remote Similarity NPD8380 Approved
0.561 Remote Similarity NPD8335 Approved
0.561 Remote Similarity NPD8269 Approved
0.561 Remote Similarity NPD8379 Approved
0.561 Remote Similarity NPD8266 Approved
0.561 Remote Similarity NPD6015 Approved
0.561 Remote Similarity NPD8268 Approved
0.561 Remote Similarity NPD8378 Approved
0.561 Remote Similarity NPD6016 Approved
0.5606 Remote Similarity NPD7966 Clinical (unspecified phase)
0.5604 Remote Similarity NPD3704 Approved
0.5603 Remote Similarity NPD6014 Approved
0.5603 Remote Similarity NPD6372 Approved
0.5603 Remote Similarity NPD6012 Approved
0.5603 Remote Similarity NPD6373 Approved
0.5603 Remote Similarity NPD6013 Approved
0.5603 Remote Similarity NPD4061 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   21669836
ChEMBL   CHEMBL3621222
ZINC  

Physicochemical Properties

Molecular Weight:  390.20
ALogP:  1.08
MLogP:  3.22
XLogP:  2.588
# Rotatable Bonds:  13
Polar Surface Area:  78.9
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  28

Download Data

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