Natural Product: NPC149869

Natural Product ID:  NPC149869
Common Name:   Chapecoderin A
IUPAC Name:   4-[3-oxo-3-[(1S,2S)-1,3,3-trimethyl-2-(3-oxobutyl)cyclohexyl]propyl]-2H-furan-5-one
Synonyms:  
Molecular Formula:   C20H30O4
Standard InCHIKey:  KVLVNKUNUGDPMA-JXFKEZNVSA-N
Standard InCHI:  InChI=1S/C20H30O4/c1-14(21)6-8-16-19(2,3)11-5-12-20(16,4)17(22)9-7-15-10-13-24-18(15)23/h10,16H,5-9,11-13H2,1-4H3/t16-,20-/m0/s1
Canonical SMILES:  CC(=O)CC[C@H]1C(C)(C)CCC[C@]1(C)C(=O)CCC1=CCOC1=O
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
NPO23381 Echinodorus macrophyllus Species Alismataceae Eukaryota PMID[10757722]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT137 Cell Line L1210 Mus musculus IC50 > 10 ug/ml PubChem BioAssay data set

  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 NPC149869 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
0.9286 High Similarity NPC471818
0.9146 High Similarity NPC189311
0.9024 High Similarity NPC475100
0.9012 High Similarity NPC200513
0.8987 High Similarity NPC471220
0.8721 High Similarity NPC5509
0.869 High Similarity NPC65661
0.8675 High Similarity NPC193198
0.8621 High Similarity NPC51486
0.8605 High Similarity NPC226863
0.8588 High Similarity NPC220478
0.8554 High Similarity NPC173609
0.8539 High Similarity NPC84893
0.8519 High Similarity NPC128276
0.85 High Similarity NPC27205
0.8471 Intermediate Similarity NPC86316
0.8471 Intermediate Similarity NPC106416
0.8409 Intermediate Similarity NPC476437
0.8409 Intermediate Similarity NPC476369
0.8395 Intermediate Similarity NPC57744
0.8353 Intermediate Similarity NPC30486
0.8353 Intermediate Similarity NPC474359
0.8333 Intermediate Similarity NPC94200
0.8333 Intermediate Similarity NPC148463
0.8295 Intermediate Similarity NPC174342
0.8295 Intermediate Similarity NPC284561
0.8272 Intermediate Similarity NPC473223
0.825 Intermediate Similarity NPC20025
0.8242 Intermediate Similarity NPC209355
0.8235 Intermediate Similarity NPC118423
0.8235 Intermediate Similarity NPC22611
0.8222 Intermediate Similarity NPC475657
0.8222 Intermediate Similarity NPC139692
0.8214 Intermediate Similarity NPC282293
0.8214 Intermediate Similarity NPC471325
0.8202 Intermediate Similarity NPC8062
0.8193 Intermediate Similarity NPC178277
0.8193 Intermediate Similarity NPC469690
0.8193 Intermediate Similarity NPC469620
0.8193 Intermediate Similarity NPC150646
0.8193 Intermediate Similarity NPC471299
0.8182 Intermediate Similarity NPC472302
0.8171 Intermediate Similarity NPC316500
0.8161 Intermediate Similarity NPC168248
0.814 Intermediate Similarity NPC238197
0.8132 Intermediate Similarity NPC476596
0.8132 Intermediate Similarity NPC476415
0.8118 Intermediate Similarity NPC268122
0.8111 Intermediate Similarity NPC477783
0.8111 Intermediate Similarity NPC472814
0.8111 Intermediate Similarity NPC177037
0.809 Intermediate Similarity NPC251528
0.8068 Intermediate Similarity NPC312561
0.8065 Intermediate Similarity NPC474343
0.8065 Intermediate Similarity NPC476768
0.8065 Intermediate Similarity NPC38530
0.8065 Intermediate Similarity NPC84335
0.8049 Intermediate Similarity NPC40353
0.8046 Intermediate Similarity NPC110405
0.8043 Intermediate Similarity NPC295347
0.8025 Intermediate Similarity NPC117746
0.8025 Intermediate Similarity NPC294434
0.8025 Intermediate Similarity NPC15499
0.8025 Intermediate Similarity NPC259599
0.8023 Intermediate Similarity NPC222358
0.8022 Intermediate Similarity NPC476598
0.8022 Intermediate Similarity NPC115021
0.8022 Intermediate Similarity NPC476597
0.8 Intermediate Similarity NPC475099
0.8 Intermediate Similarity NPC469595
0.8 Intermediate Similarity NPC14203
0.8 Intermediate Similarity NPC152467
0.8 Intermediate Similarity NPC229584
0.8 Intermediate Similarity NPC40228
0.8 Intermediate Similarity NPC42470
0.8 Intermediate Similarity NPC232426
0.8 Intermediate Similarity NPC212679
0.8 Intermediate Similarity NPC220454
0.8 Intermediate Similarity NPC477782
0.8 Intermediate Similarity NPC281942
0.8 Intermediate Similarity NPC257618
0.7978 Intermediate Similarity NPC215831
0.7976 Intermediate Similarity NPC28319
0.7957 Intermediate Similarity NPC134072
0.7957 Intermediate Similarity NPC234993
0.7957 Intermediate Similarity NPC242848
0.7957 Intermediate Similarity NPC29952
0.7952 Intermediate Similarity NPC187568
0.7952 Intermediate Similarity NPC41780
0.7935 Intermediate Similarity NPC477129
0.7935 Intermediate Similarity NPC477130
0.7935 Intermediate Similarity NPC470697
0.7931 Intermediate Similarity NPC71626
0.7927 Intermediate Similarity NPC244166
0.7927 Intermediate Similarity NPC65650
0.7912 Intermediate Similarity NPC65513
0.7912 Intermediate Similarity NPC141831
0.7912 Intermediate Similarity NPC473944
0.7907 Intermediate Similarity NPC178676
0.7907 Intermediate Similarity NPC471218
0.7907 Intermediate Similarity NPC221231
0.7907 Intermediate Similarity NPC186276
0.7907 Intermediate Similarity NPC471326
0.7895 Intermediate Similarity NPC117685
0.7895 Intermediate Similarity NPC471413
0.7889 Intermediate Similarity NPC168131
0.7889 Intermediate Similarity NPC469546
0.7889 Intermediate Similarity NPC288699
0.7889 Intermediate Similarity NPC73995
0.7882 Intermediate Similarity NPC47747
0.7882 Intermediate Similarity NPC195424
0.7872 Intermediate Similarity NPC208094
0.7872 Intermediate Similarity NPC475709
0.7865 Intermediate Similarity NPC477228
0.7865 Intermediate Similarity NPC476409
0.7857 Intermediate Similarity NPC184737
0.7849 Intermediate Similarity NPC470974
0.7849 Intermediate Similarity NPC33473
0.7849 Intermediate Similarity NPC473369
0.7849 Intermediate Similarity NPC470978
0.7841 Intermediate Similarity NPC142649
0.7841 Intermediate Similarity NPC177932
0.7841 Intermediate Similarity NPC30984
0.7831 Intermediate Similarity NPC123360
0.7826 Intermediate Similarity NPC472303
0.7826 Intermediate Similarity NPC476416
0.7816 Intermediate Similarity NPC474976
0.7816 Intermediate Similarity NPC474790
0.7816 Intermediate Similarity NPC474193
0.7816 Intermediate Similarity NPC53867
0.7816 Intermediate Similarity NPC12283
0.7812 Intermediate Similarity NPC472643
0.7812 Intermediate Similarity NPC471412
0.7812 Intermediate Similarity NPC310981
0.7805 Intermediate Similarity NPC474758
0.7805 Intermediate Similarity NPC476355
0.7802 Intermediate Similarity NPC159748
0.7802 Intermediate Similarity NPC101651
0.7791 Intermediate Similarity NPC90055
0.7791 Intermediate Similarity NPC275507
0.7791 Intermediate Similarity NPC475665
0.7789 Intermediate Similarity NPC222011
0.7778 Intermediate Similarity NPC133422
0.7778 Intermediate Similarity NPC196407
0.7778 Intermediate Similarity NPC477128
0.7766 Intermediate Similarity NPC325960
0.7766 Intermediate Similarity NPC184065
0.7766 Intermediate Similarity NPC319692
0.7755 Intermediate Similarity NPC189616
0.7753 Intermediate Similarity NPC279859
0.7753 Intermediate Similarity NPC474045
0.7753 Intermediate Similarity NPC234038
0.7753 Intermediate Similarity NPC38576
0.7753 Intermediate Similarity NPC261253
0.7742 Intermediate Similarity NPC53685
0.7742 Intermediate Similarity NPC38830
0.7738 Intermediate Similarity NPC189206
0.7738 Intermediate Similarity NPC472300
0.7732 Intermediate Similarity NPC476769
0.7732 Intermediate Similarity NPC162973
0.7727 Intermediate Similarity NPC31086
0.7727 Intermediate Similarity NPC320801
0.7717 Intermediate Similarity NPC472953
0.7717 Intermediate Similarity NPC284185
0.7717 Intermediate Similarity NPC472705
0.7717 Intermediate Similarity NPC221282
0.7717 Intermediate Similarity NPC289479
0.7717 Intermediate Similarity NPC303697
0.7708 Intermediate Similarity NPC472644
0.7708 Intermediate Similarity NPC474012
0.7708 Intermediate Similarity NPC54705
0.7708 Intermediate Similarity NPC476767
0.7708 Intermediate Similarity NPC476299
0.7701 Intermediate Similarity NPC302661
0.7701 Intermediate Similarity NPC238991
0.7701 Intermediate Similarity NPC35556
0.7692 Intermediate Similarity NPC177141
0.7692 Intermediate Similarity NPC285982
0.7692 Intermediate Similarity NPC474844
0.7684 Intermediate Similarity NPC253826
0.7684 Intermediate Similarity NPC53844
0.7684 Intermediate Similarity NPC476253
0.7684 Intermediate Similarity NPC110937
0.7684 Intermediate Similarity NPC2049
0.7684 Intermediate Similarity NPC69385
0.7684 Intermediate Similarity NPC226986
0.7683 Intermediate Similarity NPC135703
0.7667 Intermediate Similarity NPC478144
0.7667 Intermediate Similarity NPC478145
0.766 Intermediate Similarity NPC474490
0.766 Intermediate Similarity NPC183012
0.766 Intermediate Similarity NPC293052
0.7654 Intermediate Similarity NPC67183
0.7654 Intermediate Similarity NPC469660
0.7653 Intermediate Similarity NPC476770
0.7647 Intermediate Similarity NPC299235
0.7647 Intermediate Similarity NPC198240
0.764 Intermediate Similarity NPC161957
0.764 Intermediate Similarity NPC471300
0.764 Intermediate Similarity NPC323765

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC149869 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
0.9012 High Similarity NPD4752 Clinical (unspecified phase)
0.7841 Intermediate Similarity NPD1694 Approved
0.7582 Intermediate Similarity NPD6672 Approved
0.7582 Intermediate Similarity NPD5737 Approved
0.7556 Intermediate Similarity NPD7521 Approved
0.7556 Intermediate Similarity NPD7334 Approved
0.7556 Intermediate Similarity NPD7146 Approved
0.7556 Intermediate Similarity NPD6409 Approved
0.7556 Intermediate Similarity NPD6684 Approved
0.7556 Intermediate Similarity NPD5330 Approved
0.7527 Intermediate Similarity NPD5693 Phase 1
0.75 Intermediate Similarity NPD5209 Approved
0.75 Intermediate Similarity NPD8039 Approved
0.7391 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD6903 Approved
0.7283 Intermediate Similarity NPD3573 Approved
0.7245 Intermediate Similarity NPD5696 Approved
0.7234 Intermediate Similarity NPD5785 Approved
0.7184 Intermediate Similarity NPD6686 Approved
0.7128 Intermediate Similarity NPD6673 Approved
0.7128 Intermediate Similarity NPD6904 Approved
0.7128 Intermediate Similarity NPD6080 Approved
0.7113 Intermediate Similarity NPD5695 Phase 3
0.7113 Intermediate Similarity NPD1698 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD7638 Approved
0.7071 Intermediate Similarity NPD4225 Approved
0.7053 Intermediate Similarity NPD5692 Phase 3
0.7041 Intermediate Similarity NPD7732 Phase 3
0.7021 Intermediate Similarity NPD5208 Approved
0.701 Intermediate Similarity NPD7900 Approved
0.701 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.701 Intermediate Similarity NPD7748 Approved
0.7 Intermediate Similarity NPD7639 Approved
0.7 Intermediate Similarity NPD7640 Approved
0.6979 Remote Similarity NPD6050 Approved
0.6979 Remote Similarity NPD5694 Approved
0.697 Remote Similarity NPD6084 Phase 2
0.697 Remote Similarity NPD6083 Phase 2
0.6939 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6907 Remote Similarity NPD6399 Phase 3
0.6889 Remote Similarity NPD4695 Discontinued
0.6875 Remote Similarity NPD5207 Approved
0.6854 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6829 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6824 Remote Similarity NPD4691 Approved
0.6809 Remote Similarity NPD6098 Approved
0.6804 Remote Similarity NPD7515 Phase 2
0.68 Remote Similarity NPD7902 Approved
0.6774 Remote Similarity NPD3133 Approved
0.6774 Remote Similarity NPD3665 Phase 1
0.6774 Remote Similarity NPD3666 Approved
0.6771 Remote Similarity NPD6051 Approved
0.6768 Remote Similarity NPD5210 Approved
0.6768 Remote Similarity NPD4629 Approved
0.6762 Remote Similarity NPD5697 Approved
0.6706 Remote Similarity NPD4137 Phase 3
0.6702 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6702 Remote Similarity NPD5363 Approved
0.6701 Remote Similarity NPD6698 Approved
0.6701 Remote Similarity NPD46 Approved
0.67 Remote Similarity NPD7614 Phase 1
0.6698 Remote Similarity NPD6899 Approved
0.6698 Remote Similarity NPD6881 Approved
0.6698 Remote Similarity NPD6011 Approved
0.6667 Remote Similarity NPD6001 Approved
0.6667 Remote Similarity NPD6008 Approved
0.6667 Remote Similarity NPD7115 Discovery
0.6667 Remote Similarity NPD7128 Approved
0.6667 Remote Similarity NPD5739 Approved
0.6667 Remote Similarity NPD6675 Approved
0.6667 Remote Similarity NPD6402 Approved
0.6636 Remote Similarity NPD6012 Approved
0.6636 Remote Similarity NPD6013 Approved
0.6636 Remote Similarity NPD6014 Approved
0.6633 Remote Similarity NPD5284 Approved
0.6633 Remote Similarity NPD6079 Approved
0.6633 Remote Similarity NPD5281 Approved
0.6632 Remote Similarity NPD4623 Approved
0.6632 Remote Similarity NPD3618 Phase 1
0.6632 Remote Similarity NPD4519 Discontinued
0.6632 Remote Similarity NPD5279 Phase 3
0.6628 Remote Similarity NPD4747 Approved
0.6604 Remote Similarity NPD5701 Approved
0.6604 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6604 Remote Similarity NPD6614 Approved
0.66 Remote Similarity NPD5654 Approved
0.6598 Remote Similarity NPD4753 Phase 2
0.6598 Remote Similarity NPD5328 Approved
0.6596 Remote Similarity NPD3668 Phase 3
0.6596 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6591 Remote Similarity NPD4058 Approved
0.6574 Remote Similarity NPD7290 Approved
0.6574 Remote Similarity NPD7102 Approved
0.6574 Remote Similarity NPD6883 Approved
0.6559 Remote Similarity NPD6435 Approved
0.6559 Remote Similarity NPD3667 Approved
0.6559 Remote Similarity NPD4221 Approved
0.6559 Remote Similarity NPD4223 Phase 3
0.6552 Remote Similarity NPD5276 Approved
0.6542 Remote Similarity NPD7320 Approved
0.6535 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6535 Remote Similarity NPD5221 Approved
0.6535 Remote Similarity NPD5222 Approved
0.6514 Remote Similarity NPD6649 Approved
0.6514 Remote Similarity NPD6869 Approved
0.6514 Remote Similarity NPD6847 Approved
0.6514 Remote Similarity NPD6617 Approved
0.6514 Remote Similarity NPD8130 Phase 1
0.6514 Remote Similarity NPD6650 Approved
0.6506 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6489 Remote Similarity NPD7154 Phase 3
0.6489 Remote Similarity NPD5362 Discontinued
0.6481 Remote Similarity NPD6373 Approved
0.6481 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6481 Remote Similarity NPD6372 Approved
0.6471 Remote Similarity NPD5173 Approved
0.6471 Remote Similarity NPD5959 Approved
0.6465 Remote Similarity NPD6411 Approved
0.6458 Remote Similarity NPD5690 Phase 2
0.6458 Remote Similarity NPD5786 Approved
0.6458 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6455 Remote Similarity NPD6882 Approved
0.6455 Remote Similarity NPD8297 Approved
0.6429 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6429 Remote Similarity NPD1695 Approved
0.6422 Remote Similarity NPD6371 Approved
0.6422 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6421 Remote Similarity NPD4786 Approved
0.6421 Remote Similarity NPD4197 Approved
0.6404 Remote Similarity NPD5733 Approved
0.6404 Remote Similarity NPD4687 Approved
0.64 Remote Similarity NPD5778 Approved
0.64 Remote Similarity NPD5779 Approved
0.6383 Remote Similarity NPD4269 Approved
0.6383 Remote Similarity NPD4270 Approved
0.6381 Remote Similarity NPD7632 Discontinued
0.6381 Remote Similarity NPD5211 Phase 2
0.6374 Remote Similarity NPD4756 Discovery
0.6373 Remote Similarity NPD4697 Phase 3
0.6364 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6354 Remote Similarity NPD5329 Approved
0.6354 Remote Similarity NPD1696 Phase 3
0.6354 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6353 Remote Similarity NPD7331 Phase 2
0.6346 Remote Similarity NPD5286 Approved
0.6346 Remote Similarity NPD4696 Approved
0.6346 Remote Similarity NPD5285 Approved
0.6344 Remote Similarity NPD5368 Approved
0.6321 Remote Similarity NPD6052 Approved
0.6311 Remote Similarity NPD4755 Approved
0.6306 Remote Similarity NPD6053 Discontinued
0.6304 Remote Similarity NPD3617 Approved
0.63 Remote Similarity NPD7637 Suspended
0.6289 Remote Similarity NPD4693 Phase 3
0.6289 Remote Similarity NPD5205 Approved
0.6289 Remote Similarity NPD4694 Approved
0.6289 Remote Similarity NPD4689 Approved
0.6289 Remote Similarity NPD5280 Approved
0.6289 Remote Similarity NPD4688 Approved
0.6289 Remote Similarity NPD4138 Approved
0.6289 Remote Similarity NPD4690 Approved
0.6286 Remote Similarity NPD5223 Approved
0.6283 Remote Similarity NPD6868 Approved
0.6283 Remote Similarity NPD6274 Approved
0.6277 Remote Similarity NPD5369 Approved
0.6263 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6263 Remote Similarity NPD6101 Approved
0.6262 Remote Similarity NPD5141 Approved
0.625 Remote Similarity NPD4632 Approved
0.6238 Remote Similarity NPD4202 Approved
0.623 Remote Similarity NPD7260 Phase 2
0.6228 Remote Similarity NPD6317 Approved
0.6226 Remote Similarity NPD5224 Approved
0.6226 Remote Similarity NPD4633 Approved
0.6226 Remote Similarity NPD5226 Approved
0.6226 Remote Similarity NPD5225 Approved
0.6218 Remote Similarity NPD7507 Approved
0.6207 Remote Similarity NPD3621 Clinical (unspecified phase)
0.619 Remote Similarity NPD4700 Approved
0.619 Remote Similarity NPD6404 Discontinued
0.6176 Remote Similarity NPD5282 Discontinued
0.6174 Remote Similarity NPD6313 Approved
0.6174 Remote Similarity NPD6335 Approved
0.6174 Remote Similarity NPD6314 Approved
0.617 Remote Similarity NPD5790 Clinical (unspecified phase)
0.617 Remote Similarity NPD4252 Approved
0.6168 Remote Similarity NPD5175 Approved
0.6168 Remote Similarity NPD5174 Approved
0.6147 Remote Similarity NPD6412 Phase 2
0.6147 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6146 Remote Similarity NPD4788 Approved
0.6139 Remote Similarity NPD8034 Phase 2
0.6139 Remote Similarity NPD8035 Phase 2
0.6122 Remote Similarity NPD6422 Discontinued
0.6121 Remote Similarity NPD7100 Approved
0.6121 Remote Similarity NPD7101 Approved
0.6098 Remote Similarity NPD287 Approved
0.6087 Remote Similarity NPD6009 Approved
0.6075 Remote Similarity NPD5091 Approved
0.6071 Remote Similarity NPD2181 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   10246301
ChEMBL   CHEMBL525356
ZINC  

Physicochemical Properties

Molecular Weight:  334.21
ALogP:  0.9549
MLogP:  3.22
XLogP:  3.389
# Rotatable Bonds:  11
Polar Surface Area:  60.44
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  24

Download Data

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