Natural Product: NPC166110

Natural Product ID:  NPC166110
Common Name:   (6Ar)-3,6A-Dimethyl-9-[(2S)-2-Methyldecanoyl]Furo[2,3-H]Isochromene-6,8-Dione
IUPAC Name:   (6aR)-3,6a-dimethyl-9-[(2S)-2-methyldecanoyl]furo[2,3-h]isochromene-6,8-dione
Synonyms:  
Molecular Formula:   C24H30O5
Standard InCHIKey:  HEDXHFZUZSYLJP-OWJWWREXSA-N
Standard InCHI:  InChI=1S/C24H30O5/c1-5-6-7-8-9-10-11-15(2)22(26)20-21-18-14-28-16(3)12-17(18)13-19(25)24(21,4)29-23(20)27/h12-15H,5-11H2,1-4H3/t15-,24-/m0/s1
Canonical SMILES:  CCCCCCCC[C@@H](C(=O)C1=C2C3=COC(=CC3=CC(=O)[C@@]2(OC1=O)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
NPO33002 aspergillus deflectus cbs 109.55 Species Aspergillaceae Eukaryota PMID[20655237]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT397 Cell Line NCI-H460 Homo sapiens IC50 > 50000 nM 22801644
NPT762 Cell Line A-431 Homo sapiens IC50 > 25000 nM 16488146
NPT2 Others Unspecified IC50 > 100000 nM 16038561
NPT2 Others Unspecified IC50 > 50000 nM 17194835

  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 NPC166110 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
0.9884 High Similarity NPC248193
0.9765 High Similarity NPC95364
0.9765 High Similarity NPC142159
0.954 High Similarity NPC193396
0.954 High Similarity NPC32944
0.907 High Similarity NPC281172
0.8966 High Similarity NPC291712
0.875 High Similarity NPC25666
0.875 High Similarity NPC271059
0.8737 High Similarity NPC469851
0.8696 High Similarity NPC143210
0.8602 High Similarity NPC31021
0.8602 High Similarity NPC12727
0.8384 Intermediate Similarity NPC469852
0.83 Intermediate Similarity NPC469853
0.828 Intermediate Similarity NPC32552
0.8211 Intermediate Similarity NPC471698
0.8172 Intermediate Similarity NPC224270
0.8163 Intermediate Similarity NPC471699
0.814 Intermediate Similarity NPC471225
0.8065 Intermediate Similarity NPC280833
0.8021 Intermediate Similarity NPC295347
0.8 Intermediate Similarity NPC321496
0.7941 Intermediate Similarity NPC232969
0.7941 Intermediate Similarity NPC199107
0.7857 Intermediate Similarity NPC208094
0.7812 Intermediate Similarity NPC29798
0.7812 Intermediate Similarity NPC282644
0.7766 Intermediate Similarity NPC469653
0.7766 Intermediate Similarity NPC472302
0.7766 Intermediate Similarity NPC473658
0.7766 Intermediate Similarity NPC475902
0.7766 Intermediate Similarity NPC471047
0.7766 Intermediate Similarity NPC469631
0.7766 Intermediate Similarity NPC475906
0.7766 Intermediate Similarity NPC469628
0.7755 Intermediate Similarity NPC318082
0.7755 Intermediate Similarity NPC301596
0.7755 Intermediate Similarity NPC172998
0.7755 Intermediate Similarity NPC299396
0.7742 Intermediate Similarity NPC279859
0.7742 Intermediate Similarity NPC38576
0.7742 Intermediate Similarity NPC261721
0.7727 Intermediate Similarity NPC180290
0.7727 Intermediate Similarity NPC316324
0.7692 Intermediate Similarity NPC221231
0.7692 Intermediate Similarity NPC471326
0.7684 Intermediate Similarity NPC307092
0.766 Intermediate Similarity NPC113370
0.766 Intermediate Similarity NPC476079
0.766 Intermediate Similarity NPC103743
0.7653 Intermediate Similarity NPC273197
0.7653 Intermediate Similarity NPC234339
0.764 Intermediate Similarity NPC471220
0.7634 Intermediate Similarity NPC189311
0.7634 Intermediate Similarity NPC307112
0.7629 Intermediate Similarity NPC1108
0.7629 Intermediate Similarity NPC476598
0.7629 Intermediate Similarity NPC476597
0.7619 Intermediate Similarity NPC23497
0.7615 Intermediate Similarity NPC243298
0.7609 Intermediate Similarity NPC193198
0.7609 Intermediate Similarity NPC288281
0.7604 Intermediate Similarity NPC212679
0.7604 Intermediate Similarity NPC220454
0.7604 Intermediate Similarity NPC213636
0.7604 Intermediate Similarity NPC280592
0.7604 Intermediate Similarity NPC469595
0.7604 Intermediate Similarity NPC253177
0.7604 Intermediate Similarity NPC469372
0.76 Intermediate Similarity NPC264378
0.7579 Intermediate Similarity NPC241507
0.7579 Intermediate Similarity NPC26078
0.7573 Intermediate Similarity NPC272528
0.7556 Intermediate Similarity NPC150646
0.7553 Intermediate Similarity NPC472009
0.7553 Intermediate Similarity NPC203795
0.7551 Intermediate Similarity NPC476596
0.7551 Intermediate Similarity NPC38830
0.7529 Intermediate Similarity NPC232812
0.7527 Intermediate Similarity NPC474359
0.7527 Intermediate Similarity NPC30486
0.7526 Intermediate Similarity NPC471329
0.7526 Intermediate Similarity NPC45579
0.7526 Intermediate Similarity NPC296114
0.7525 Intermediate Similarity NPC54705
0.75 Intermediate Similarity NPC51358
0.75 Intermediate Similarity NPC268122
0.75 Intermediate Similarity NPC239895
0.75 Intermediate Similarity NPC284561
0.7477 Intermediate Similarity NPC245320
0.7476 Intermediate Similarity NPC473144
0.7476 Intermediate Similarity NPC297281
0.7475 Intermediate Similarity NPC209355
0.7474 Intermediate Similarity NPC471739
0.7474 Intermediate Similarity NPC125925
0.7474 Intermediate Similarity NPC472007
0.7447 Intermediate Similarity NPC67081
0.7447 Intermediate Similarity NPC471223
0.7444 Intermediate Similarity NPC128276
0.7444 Intermediate Similarity NPC315765
0.7442 Intermediate Similarity NPC37929
0.7442 Intermediate Similarity NPC64234
0.7426 Intermediate Similarity NPC35717
0.7419 Intermediate Similarity NPC475083
0.7419 Intermediate Similarity NPC118423
0.7419 Intermediate Similarity NPC16488
0.7419 Intermediate Similarity NPC222358
0.7411 Intermediate Similarity NPC473145
0.7411 Intermediate Similarity NPC31641
0.7411 Intermediate Similarity NPC476815
0.7396 Intermediate Similarity NPC472008
0.7391 Intermediate Similarity NPC471325
0.7391 Intermediate Similarity NPC42470
0.7391 Intermediate Similarity NPC282293
0.7379 Intermediate Similarity NPC197835
0.7379 Intermediate Similarity NPC291500
0.7379 Intermediate Similarity NPC189609
0.7379 Intermediate Similarity NPC303653
0.7379 Intermediate Similarity NPC140591
0.7374 Intermediate Similarity NPC470697
0.7374 Intermediate Similarity NPC469632
0.7374 Intermediate Similarity NPC477241
0.7368 Intermediate Similarity NPC168248
0.7368 Intermediate Similarity NPC234038
0.7368 Intermediate Similarity NPC315395
0.7368 Intermediate Similarity NPC316426
0.7368 Intermediate Similarity NPC220478
0.7363 Intermediate Similarity NPC471740
0.7363 Intermediate Similarity NPC178277
0.7363 Intermediate Similarity NPC471299
0.7358 Intermediate Similarity NPC327106
0.7353 Intermediate Similarity NPC476299
0.7353 Intermediate Similarity NPC469551
0.7353 Intermediate Similarity NPC474012
0.7347 Intermediate Similarity NPC472705
0.7347 Intermediate Similarity NPC20713
0.734 Intermediate Similarity NPC470918
0.7333 Intermediate Similarity NPC57744
0.7333 Intermediate Similarity NPC41780
0.7333 Intermediate Similarity NPC187568
0.7333 Intermediate Similarity NPC283087
0.7327 Intermediate Similarity NPC53844
0.7327 Intermediate Similarity NPC134083
0.732 Intermediate Similarity NPC5509
0.7312 Intermediate Similarity NPC475690
0.7312 Intermediate Similarity NPC85772
0.7312 Intermediate Similarity NPC173609
0.7303 Intermediate Similarity NPC469414
0.7303 Intermediate Similarity NPC329826
0.7292 Intermediate Similarity NPC478145
0.7292 Intermediate Similarity NPC181327
0.729 Intermediate Similarity NPC137911
0.729 Intermediate Similarity NPC228477
0.729 Intermediate Similarity NPC38154
0.7282 Intermediate Similarity NPC472643
0.7282 Intermediate Similarity NPC469657
0.7282 Intermediate Similarity NPC194028
0.7282 Intermediate Similarity NPC168319
0.7282 Intermediate Similarity NPC244456
0.7273 Intermediate Similarity NPC271652
0.7263 Intermediate Similarity NPC470177
0.7263 Intermediate Similarity NPC130030
0.7253 Intermediate Similarity NPC299235
0.7248 Intermediate Similarity NPC66108
0.7245 Intermediate Similarity NPC316228
0.7245 Intermediate Similarity NPC8062
0.7245 Intermediate Similarity NPC471818
0.7245 Intermediate Similarity NPC51653
0.7245 Intermediate Similarity NPC51486
0.7234 Intermediate Similarity NPC318468
0.7234 Intermediate Similarity NPC475947
0.7234 Intermediate Similarity NPC474703
0.7234 Intermediate Similarity NPC475989
0.7232 Intermediate Similarity NPC315974
0.7228 Intermediate Similarity NPC112654
0.7222 Intermediate Similarity NPC27205
0.7222 Intermediate Similarity NPC123360
0.7222 Intermediate Similarity NPC40353
0.7216 Intermediate Similarity NPC260343
0.7216 Intermediate Similarity NPC226863
0.7216 Intermediate Similarity NPC471956
0.7216 Intermediate Similarity NPC196407
0.7209 Intermediate Similarity NPC134385
0.7204 Intermediate Similarity NPC474353
0.7204 Intermediate Similarity NPC275766
0.7204 Intermediate Similarity NPC79277
0.7204 Intermediate Similarity NPC475481
0.7204 Intermediate Similarity NPC286229
0.72 Intermediate Similarity NPC84893
0.72 Intermediate Similarity NPC121825
0.72 Intermediate Similarity NPC148463
0.72 Intermediate Similarity NPC53685
0.72 Intermediate Similarity NPC477130
0.72 Intermediate Similarity NPC477129
0.7196 Intermediate Similarity NPC322903
0.7191 Intermediate Similarity NPC476355
0.7191 Intermediate Similarity NPC474551
0.7188 Intermediate Similarity NPC472863
0.7184 Intermediate Similarity NPC215253

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC166110 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
0.7333 Intermediate Similarity NPD4756 Discovery
0.7172 Intermediate Similarity NPD5693 Phase 1
0.7128 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD5692 Phase 3
0.7041 Intermediate Similarity NPD6672 Approved
0.7041 Intermediate Similarity NPD5737 Approved
0.7 Intermediate Similarity NPD5694 Approved
0.7 Intermediate Similarity NPD6050 Approved
0.6947 Remote Similarity NPD5209 Approved
0.6923 Remote Similarity NPD8039 Approved
0.6907 Remote Similarity NPD1694 Approved
0.68 Remote Similarity NPD6080 Approved
0.68 Remote Similarity NPD6673 Approved
0.68 Remote Similarity NPD6904 Approved
0.6796 Remote Similarity NPD5695 Phase 3
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD6083 Phase 2
0.6635 Remote Similarity NPD5654 Approved
0.6607 Remote Similarity NPD2067 Discontinued
0.6604 Remote Similarity NPD5696 Approved
0.6602 Remote Similarity NPD5778 Approved
0.6602 Remote Similarity NPD5779 Approved
0.6591 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6569 Remote Similarity NPD5785 Approved
0.6552 Remote Similarity NPD7115 Discovery
0.6538 Remote Similarity NPD5282 Discontinued
0.6531 Remote Similarity NPD7154 Phase 3
0.6509 Remote Similarity NPD5959 Approved
0.65 Remote Similarity NPD7146 Approved
0.65 Remote Similarity NPD6409 Approved
0.65 Remote Similarity NPD7334 Approved
0.65 Remote Similarity NPD7521 Approved
0.65 Remote Similarity NPD6684 Approved
0.65 Remote Similarity NPD5330 Approved
0.65 Remote Similarity NPD6098 Approved
0.6491 Remote Similarity NPD6053 Discontinued
0.6477 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6471 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6471 Remote Similarity NPD6101 Approved
0.6471 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6408 Remote Similarity NPD46 Approved
0.6408 Remote Similarity NPD5207 Approved
0.6408 Remote Similarity NPD6698 Approved
0.6404 Remote Similarity NPD3704 Approved
0.64 Remote Similarity NPD5363 Approved
0.6396 Remote Similarity NPD6402 Approved
0.6396 Remote Similarity NPD5739 Approved
0.6396 Remote Similarity NPD6675 Approved
0.6396 Remote Similarity NPD7128 Approved
0.6373 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6373 Remote Similarity NPD6903 Approved
0.6346 Remote Similarity NPD6411 Approved
0.6339 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6339 Remote Similarity NPD5701 Approved
0.6339 Remote Similarity NPD5697 Approved
0.6327 Remote Similarity NPD5369 Approved
0.6321 Remote Similarity NPD1698 Clinical (unspecified phase)
0.63 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6296 Remote Similarity NPD4225 Approved
0.6286 Remote Similarity NPD6399 Phase 3
0.6283 Remote Similarity NPD6881 Approved
0.6283 Remote Similarity NPD7320 Approved
0.6283 Remote Similarity NPD6899 Approved
0.6283 Remote Similarity NPD6011 Approved
0.6275 Remote Similarity NPD3573 Approved
0.6263 Remote Similarity NPD4270 Approved
0.6263 Remote Similarity NPD4269 Approved
0.6238 Remote Similarity NPD1733 Clinical (unspecified phase)
0.6238 Remote Similarity NPD1696 Phase 3
0.6228 Remote Similarity NPD6372 Approved
0.6228 Remote Similarity NPD6013 Approved
0.6228 Remote Similarity NPD6014 Approved
0.6228 Remote Similarity NPD6012 Approved
0.6228 Remote Similarity NPD6373 Approved
0.6226 Remote Similarity NPD7748 Approved
0.6226 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6226 Remote Similarity NPD7900 Approved
0.6224 Remote Similarity NPD4695 Discontinued
0.6224 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6214 Remote Similarity NPD5208 Approved
0.6198 Remote Similarity NPD8513 Phase 3
0.619 Remote Similarity NPD5284 Approved
0.619 Remote Similarity NPD5281 Approved
0.619 Remote Similarity NPD7983 Approved
0.6176 Remote Similarity NPD5786 Approved
0.6176 Remote Similarity NPD5280 Approved
0.6176 Remote Similarity NPD4694 Approved
0.6176 Remote Similarity NPD5279 Phase 3
0.6174 Remote Similarity NPD7290 Approved
0.6174 Remote Similarity NPD7102 Approved
0.6174 Remote Similarity NPD6883 Approved
0.6168 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6154 Remote Similarity NPD4753 Phase 2
0.6147 Remote Similarity NPD7638 Approved
0.6147 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6847 Approved
0.6121 Remote Similarity NPD6649 Approved
0.6121 Remote Similarity NPD8130 Phase 1
0.6121 Remote Similarity NPD6869 Approved
0.6121 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6121 Remote Similarity NPD6650 Approved
0.6121 Remote Similarity NPD6617 Approved
0.6111 Remote Similarity NPD7839 Suspended
0.6106 Remote Similarity NPD6008 Approved
0.61 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7639 Approved
0.6091 Remote Similarity NPD7640 Approved
0.6068 Remote Similarity NPD8297 Approved
0.6068 Remote Similarity NPD6882 Approved
0.6067 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6066 Remote Similarity NPD8516 Approved
0.6066 Remote Similarity NPD8517 Approved
0.6066 Remote Similarity NPD8515 Approved
0.6061 Remote Similarity NPD4252 Approved
0.6055 Remote Similarity NPD7902 Approved
0.6053 Remote Similarity NPD5954 Clinical (unspecified phase)
0.605 Remote Similarity NPD690 Clinical (unspecified phase)
0.6044 Remote Similarity NPD7331 Phase 2
0.604 Remote Similarity NPD5362 Discontinued
0.6038 Remote Similarity NPD7515 Phase 2
0.6038 Remote Similarity NPD7637 Suspended
0.6034 Remote Similarity NPD6371 Approved
0.6018 Remote Similarity NPD5909 Discontinued
0.6 Remote Similarity NPD1695 Approved
0.6 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6 Remote Similarity NPD6051 Approved
0.5984 Remote Similarity NPD6319 Approved
0.5983 Remote Similarity NPD8413 Clinical (unspecified phase)
0.598 Remote Similarity NPD3668 Phase 3
0.598 Remote Similarity NPD4197 Approved
0.5948 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5943 Remote Similarity NPD7838 Discovery
0.5941 Remote Similarity NPD3667 Approved
0.5926 Remote Similarity NPD6001 Approved
0.5922 Remote Similarity NPD5329 Approved
0.5917 Remote Similarity NPD6274 Approved
0.5913 Remote Similarity NPD6614 Approved
0.5909 Remote Similarity NPD4755 Approved
0.5897 Remote Similarity NPD5955 Clinical (unspecified phase)
0.5891 Remote Similarity NPD7260 Phase 2
0.5882 Remote Similarity NPD6110 Phase 1
0.5872 Remote Similarity NPD4629 Approved
0.5872 Remote Similarity NPD5210 Approved
0.5868 Remote Similarity NPD6317 Approved
0.5865 Remote Similarity NPD3618 Phase 1
0.5865 Remote Similarity NPD4623 Approved
0.5865 Remote Similarity NPD4519 Discontinued
0.5865 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5865 Remote Similarity NPD5690 Phase 2
0.5862 Remote Similarity NPD8779 Phase 3
0.5862 Remote Similarity NPD6686 Approved
0.5859 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5859 Remote Similarity NPD3617 Approved
0.5854 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5211 Phase 2
0.5827 Remote Similarity NPD8074 Phase 3
0.5825 Remote Similarity NPD3665 Phase 1
0.5825 Remote Similarity NPD3133 Approved
0.5825 Remote Similarity NPD3666 Approved
0.5825 Remote Similarity NPD4786 Approved
0.582 Remote Similarity NPD6314 Approved
0.582 Remote Similarity NPD6335 Approved
0.582 Remote Similarity NPD6313 Approved
0.5818 Remote Similarity NPD4697 Phase 3
0.5818 Remote Similarity NPD5221 Approved
0.5818 Remote Similarity NPD5222 Approved
0.5818 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5804 Remote Similarity NPD5285 Approved
0.5804 Remote Similarity NPD4700 Approved
0.5804 Remote Similarity NPD6648 Approved
0.5804 Remote Similarity NPD5286 Approved
0.5804 Remote Similarity NPD4696 Approved
0.5794 Remote Similarity NPD7492 Approved
0.5785 Remote Similarity NPD6868 Approved
0.5784 Remote Similarity NPD4223 Phase 3
0.5784 Remote Similarity NPD4221 Approved
0.5784 Remote Similarity NPD6435 Approved
0.5773 Remote Similarity NPD4058 Approved
0.5773 Remote Similarity NPD5733 Approved
0.5773 Remote Similarity NPD4687 Approved
0.5772 Remote Similarity NPD7100 Approved
0.5772 Remote Similarity NPD7101 Approved
0.5769 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5766 Remote Similarity NPD5173 Approved
0.5761 Remote Similarity NPD7341 Phase 2
0.576 Remote Similarity NPD2838 Clinical (unspecified phase)
0.5755 Remote Similarity NPD4518 Approved
0.5752 Remote Similarity NPD5223 Approved
0.575 Remote Similarity NPD4632 Approved
0.5748 Remote Similarity NPD6616 Approved
0.5743 Remote Similarity NPD4821 Approved
0.5743 Remote Similarity NPD4822 Approved
0.5743 Remote Similarity NPD4820 Approved
0.5743 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5743 Remote Similarity NPD4819 Approved
0.5741 Remote Similarity NPD4810 Clinical (unspecified phase)
0.5739 Remote Similarity NPD5141 Approved
0.5738 Remote Similarity NPD6009 Approved
0.5729 Remote Similarity NPD5276 Approved
0.5726 Remote Similarity NPD6054 Approved

Structure

External Identifiers

PubChem CID   49864150
ChEMBL   CHEMBL1215535
ZINC  

Physicochemical Properties

Molecular Weight:  398.21
ALogP:  -1.2907
MLogP:  3.55
XLogP:  4.946
# Rotatable Bonds:  13
Polar Surface Area:  69.67
# H-Bond Aceptor:  5
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  29

Download Data

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