Natural Product: NPC224172

Natural Product ID:  NPC224172
Common Name:   Chaetomugilin R
IUPAC Name:   (7R,8S,8aS)-5-chloro-7,8-dihydroxy-3-[(E,3S,4S)-4-hydroxy-3-methylpent-1-enyl]-7-methyl-8,8a-dihydro-1H-isochromen-6-one
Synonyms:   Chaetomugilin R
Molecular Formula:   C16H21ClO5
Standard InCHIKey:  HYQLBUHERBRGKE-HKOMCDGQSA-N
Standard InCHI:  InChI=1S/C16H21ClO5/c1-8(9(2)18)4-5-10-6-11-12(7-22-10)14(19)16(3,21)15(20)13(11)17/h4-6,8-9,12,14,18-19,21H,7H2,1-3H3/b5-4+/t8-,9-,12+,14-,16+/m0/s1
Canonical SMILES:  C[C@@H]([C@H](/C=C/C1=CC2=C(Cl)C(=O)[C@]([C@H]([C@@H]2CO1)O)(C)O)C)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
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota PMID[21640594]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 0.0671 nM 18678487
NPT137 Cell Line L1210 Mus musculus IC50 = 0.0671 nM 20349977
NPT116 Cell Line HL-60 Homo sapiens IC50 = 0.0518 nM 19640715
NPT168 Cell Line P388 Mus musculus IC50 = 0.032 nM 15387645

  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 NPC224172 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
0.8365 Intermediate Similarity NPC199107
0.8365 Intermediate Similarity NPC232969
0.8252 Intermediate Similarity NPC297281
0.8252 Intermediate Similarity NPC473144
0.8137 Intermediate Similarity NPC185253
0.8137 Intermediate Similarity NPC215253
0.8039 Intermediate Similarity NPC166770
0.8 Intermediate Similarity NPC143210
0.798 Intermediate Similarity NPC32552
0.7941 Intermediate Similarity NPC134083
0.7925 Intermediate Similarity NPC469852
0.7921 Intermediate Similarity NPC12727
0.7879 Intermediate Similarity NPC224270
0.785 Intermediate Similarity NPC469853
0.783 Intermediate Similarity NPC272528
0.7807 Intermediate Similarity NPC476815
0.7807 Intermediate Similarity NPC31641
0.7778 Intermediate Similarity NPC327106
0.7723 Intermediate Similarity NPC282644
0.7723 Intermediate Similarity NPC29798
0.7719 Intermediate Similarity NPC245320
0.7714 Intermediate Similarity NPC469851
0.7692 Intermediate Similarity NPC35717
0.7652 Intermediate Similarity NPC473145
0.7525 Intermediate Similarity NPC469464
0.7524 Intermediate Similarity NPC306908
0.7391 Intermediate Similarity NPC243298
0.7374 Intermediate Similarity NPC187529
0.7353 Intermediate Similarity NPC131864
0.7297 Intermediate Similarity NPC264819
0.7281 Intermediate Similarity NPC321496
0.7264 Intermediate Similarity NPC471694
0.7248 Intermediate Similarity NPC473624
0.7228 Intermediate Similarity NPC23622
0.7228 Intermediate Similarity NPC113370
0.7228 Intermediate Similarity NPC103743
0.7228 Intermediate Similarity NPC476079
0.7207 Intermediate Similarity NPC266514
0.72 Intermediate Similarity NPC307112
0.72 Intermediate Similarity NPC281172
0.7172 Intermediate Similarity NPC475083
0.7143 Intermediate Similarity NPC477241
0.7129 Intermediate Similarity NPC291712
0.7129 Intermediate Similarity NPC196381
0.7115 Intermediate Similarity NPC193396
0.7115 Intermediate Similarity NPC32944
0.7115 Intermediate Similarity NPC166110
0.7091 Intermediate Similarity NPC104161
0.7091 Intermediate Similarity NPC271059
0.7091 Intermediate Similarity NPC25666
0.7091 Intermediate Similarity NPC320294
0.7091 Intermediate Similarity NPC118902
0.7091 Intermediate Similarity NPC469980
0.7087 Intermediate Similarity NPC142159
0.7087 Intermediate Similarity NPC95364
0.7083 Intermediate Similarity NPC97173
0.7083 Intermediate Similarity NPC82666
0.7075 Intermediate Similarity NPC471698
0.7064 Intermediate Similarity NPC207885
0.7048 Intermediate Similarity NPC248193
0.7043 Intermediate Similarity NPC66108
0.7019 Intermediate Similarity NPC477684
0.7019 Intermediate Similarity NPC316228
0.7019 Intermediate Similarity NPC274075
0.701 Intermediate Similarity NPC478122
0.7 Intermediate Similarity NPC16488
0.699 Remote Similarity NPC472008
0.697 Remote Similarity NPC275766
0.6964 Remote Similarity NPC32006
0.6964 Remote Similarity NPC477125
0.6964 Remote Similarity NPC85529
0.6961 Remote Similarity NPC472009
0.6957 Remote Similarity NPC317107
0.6944 Remote Similarity NPC20066
0.6944 Remote Similarity NPC239895
0.693 Remote Similarity NPC475065
0.6923 Remote Similarity NPC471054
0.6916 Remote Similarity NPC227494
0.6916 Remote Similarity NPC91408
0.6909 Remote Similarity NPC112613
0.6909 Remote Similarity NPC472637
0.6903 Remote Similarity NPC330011
0.6903 Remote Similarity NPC329048
0.6897 Remote Similarity NPC317687
0.6893 Remote Similarity NPC472007
0.6887 Remote Similarity NPC242637
0.687 Remote Similarity NPC99760
0.687 Remote Similarity NPC89408
0.6857 Remote Similarity NPC475879
0.6852 Remote Similarity NPC94337
0.6852 Remote Similarity NPC473291
0.6842 Remote Similarity NPC473482
0.6842 Remote Similarity NPC475418
0.6842 Remote Similarity NPC322903
0.6842 Remote Similarity NPC318363
0.6837 Remote Similarity NPC248624
0.6832 Remote Similarity NPC477784
0.6832 Remote Similarity NPC477785
0.6832 Remote Similarity NPC185256
0.6832 Remote Similarity NPC477786
0.6827 Remote Similarity NPC60765
0.6814 Remote Similarity NPC478052
0.6796 Remote Similarity NPC316426
0.6796 Remote Similarity NPC203795
0.6796 Remote Similarity NPC315395
0.6792 Remote Similarity NPC142838
0.6792 Remote Similarity NPC472010
0.6789 Remote Similarity NPC471916
0.6789 Remote Similarity NPC208094
0.6789 Remote Similarity NPC245521
0.6783 Remote Similarity NPC38154
0.6783 Remote Similarity NPC87335
0.678 Remote Similarity NPC247069
0.6777 Remote Similarity NPC478051
0.6771 Remote Similarity NPC122244
0.6759 Remote Similarity NPC295347
0.6757 Remote Similarity NPC244456
0.6757 Remote Similarity NPC469657
0.6757 Remote Similarity NPC472753
0.6757 Remote Similarity NPC471699
0.6754 Remote Similarity NPC473284
0.675 Remote Similarity NPC284707
0.6731 Remote Similarity NPC241054
0.6729 Remote Similarity NPC189651
0.6729 Remote Similarity NPC320552
0.6729 Remote Similarity NPC475098
0.6727 Remote Similarity NPC316598
0.6727 Remote Similarity NPC161855
0.6723 Remote Similarity NPC64318
0.672 Remote Similarity NPC287903
0.672 Remote Similarity NPC156797
0.67 Remote Similarity NPC74086
0.6699 Remote Similarity NPC15807
0.6698 Remote Similarity NPC213636
0.6698 Remote Similarity NPC327253
0.6698 Remote Similarity NPC265856
0.6698 Remote Similarity NPC471399
0.6698 Remote Similarity NPC280592
0.6698 Remote Similarity NPC253177
0.6696 Remote Similarity NPC472507
0.6696 Remote Similarity NPC39996
0.6696 Remote Similarity NPC478176
0.6696 Remote Similarity NPC472754
0.6696 Remote Similarity NPC473807
0.6695 Remote Similarity NPC469454
0.6695 Remote Similarity NPC478212
0.6695 Remote Similarity NPC469463
0.6695 Remote Similarity NPC469496
0.6695 Remote Similarity NPC326264
0.6667 Remote Similarity NPC179798
0.6667 Remote Similarity NPC474315
0.6667 Remote Similarity NPC98249
0.6667 Remote Similarity NPC266570
0.6667 Remote Similarity NPC46761
0.6667 Remote Similarity NPC44261
0.6667 Remote Similarity NPC2003
0.6667 Remote Similarity NPC476299
0.6667 Remote Similarity NPC472011
0.6667 Remote Similarity NPC1679
0.6667 Remote Similarity NPC106051
0.6667 Remote Similarity NPC304180
0.6667 Remote Similarity NPC53396
0.6667 Remote Similarity NPC474012
0.6667 Remote Similarity NPC474518
0.6667 Remote Similarity NPC25701
0.6641 Remote Similarity NPC470185
0.6639 Remote Similarity NPC147912
0.6639 Remote Similarity NPC67259
0.6638 Remote Similarity NPC228477
0.6638 Remote Similarity NPC23497
0.6638 Remote Similarity NPC101018
0.6638 Remote Similarity NPC137911
0.6638 Remote Similarity NPC20192
0.6638 Remote Similarity NPC471400
0.6637 Remote Similarity NPC475871
0.6637 Remote Similarity NPC131366
0.6637 Remote Similarity NPC475945
0.6637 Remote Similarity NPC475050
0.6636 Remote Similarity NPC303230
0.6636 Remote Similarity NPC20078
0.6636 Remote Similarity NPC474938
0.6636 Remote Similarity NPC53844
0.6636 Remote Similarity NPC146852
0.6636 Remote Similarity NPC473574
0.6636 Remote Similarity NPC6099
0.6636 Remote Similarity NPC471329
0.6636 Remote Similarity NPC114345
0.6636 Remote Similarity NPC327760
0.6636 Remote Similarity NPC296114
0.6636 Remote Similarity NPC474785
0.6614 Remote Similarity NPC221414
0.6612 Remote Similarity NPC50774
0.6612 Remote Similarity NPC709
0.6612 Remote Similarity NPC315974
0.6612 Remote Similarity NPC186525
0.6609 Remote Similarity NPC473169
0.6607 Remote Similarity NPC110443
0.6607 Remote Similarity NPC169365
0.6607 Remote Similarity NPC133907
0.6607 Remote Similarity NPC128733

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC224172 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
0.67 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6574 Remote Similarity NPD5778 Approved
0.6574 Remote Similarity NPD5779 Approved
0.6529 Remote Similarity NPD7115 Discovery
0.6505 Remote Similarity NPD6110 Phase 1
0.6449 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6449 Remote Similarity NPD6101 Approved
0.6441 Remote Similarity NPD5169 Approved
0.641 Remote Similarity NPD5128 Approved
0.6387 Remote Similarity NPD5215 Approved
0.6387 Remote Similarity NPD5216 Approved
0.6387 Remote Similarity NPD5127 Approved
0.6387 Remote Similarity NPD5217 Approved
0.6364 Remote Similarity NPD5282 Discontinued
0.6341 Remote Similarity NPD6314 Approved
0.6341 Remote Similarity NPD6313 Approved
0.6341 Remote Similarity NPD6335 Approved
0.633 Remote Similarity NPD7983 Approved
0.633 Remote Similarity NPD6411 Approved
0.632 Remote Similarity NPD8513 Phase 3
0.6303 Remote Similarity NPD4634 Approved
0.629 Remote Similarity NPD7100 Approved
0.629 Remote Similarity NPD7101 Approved
0.6283 Remote Similarity NPD4225 Approved
0.6261 Remote Similarity NPD5211 Phase 2
0.6239 Remote Similarity NPD46 Approved
0.6239 Remote Similarity NPD6698 Approved
0.623 Remote Similarity NPD5167 Approved
0.6228 Remote Similarity NPD4696 Approved
0.6228 Remote Similarity NPD5286 Approved
0.6228 Remote Similarity NPD5285 Approved
0.6226 Remote Similarity NPD1696 Phase 3
0.6198 Remote Similarity NPD6053 Discontinued
0.6195 Remote Similarity NPD4755 Approved
0.619 Remote Similarity NPD8516 Approved
0.619 Remote Similarity NPD8515 Approved
0.619 Remote Similarity NPD8517 Approved
0.6186 Remote Similarity NPD5697 Approved
0.616 Remote Similarity NPD4522 Approved
0.6154 Remote Similarity NPD6033 Approved
0.6154 Remote Similarity NPD5141 Approved
0.6148 Remote Similarity NPD4632 Approved
0.6134 Remote Similarity NPD6899 Approved
0.6134 Remote Similarity NPD6881 Approved
0.6134 Remote Similarity NPD5168 Approved
0.6121 Remote Similarity NPD5224 Approved
0.6121 Remote Similarity NPD4633 Approved
0.6121 Remote Similarity NPD5226 Approved
0.6121 Remote Similarity NPD5225 Approved
0.6111 Remote Similarity NPD6319 Approved
0.6102 Remote Similarity NPD7128 Approved
0.6102 Remote Similarity NPD6675 Approved
0.6102 Remote Similarity NPD5739 Approved
0.6102 Remote Similarity NPD6402 Approved
0.6091 Remote Similarity NPD7838 Discovery
0.6087 Remote Similarity NPD4700 Approved
0.6083 Remote Similarity NPD6012 Approved
0.6083 Remote Similarity NPD6014 Approved
0.6083 Remote Similarity NPD6013 Approved
0.6078 Remote Similarity NPD4756 Discovery
0.6068 Remote Similarity NPD5174 Approved
0.6068 Remote Similarity NPD5175 Approved
0.6066 Remote Similarity NPD8297 Approved
0.6063 Remote Similarity NPD5983 Phase 2
0.605 Remote Similarity NPD5701 Approved
0.6048 Remote Similarity NPD6868 Approved
0.6034 Remote Similarity NPD5223 Approved
0.6033 Remote Similarity NPD7102 Approved
0.6033 Remote Similarity NPD6883 Approved
0.6033 Remote Similarity NPD7290 Approved
0.6018 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6 Remote Similarity NPD6336 Discontinued
0.6 Remote Similarity NPD6011 Approved
0.6 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6 Remote Similarity NPD7320 Approved
0.5984 Remote Similarity NPD6054 Approved
0.5984 Remote Similarity NPD8130 Phase 1
0.5984 Remote Similarity NPD6650 Approved
0.5984 Remote Similarity NPD6617 Approved
0.5984 Remote Similarity NPD6847 Approved
0.5984 Remote Similarity NPD6649 Approved
0.5984 Remote Similarity NPD6869 Approved
0.5965 Remote Similarity NPD5222 Approved
0.5965 Remote Similarity NPD5221 Approved
0.5965 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5965 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5954 Remote Similarity NPD8074 Phase 3
0.595 Remote Similarity NPD6373 Approved
0.595 Remote Similarity NPD6372 Approved
0.5943 Remote Similarity NPD5209 Approved
0.5938 Remote Similarity NPD6015 Approved
0.5938 Remote Similarity NPD6016 Approved
0.5935 Remote Similarity NPD6882 Approved
0.5917 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5913 Remote Similarity NPD5173 Approved
0.5897 Remote Similarity NPD5344 Discontinued
0.5893 Remote Similarity NPD7637 Suspended
0.5891 Remote Similarity NPD6370 Approved
0.5891 Remote Similarity NPD5988 Approved
0.5888 Remote Similarity NPD7154 Phase 3
0.5876 Remote Similarity NPD3704 Approved
0.5873 Remote Similarity NPD6009 Approved
0.5872 Remote Similarity NPD5279 Phase 3
0.5868 Remote Similarity NPD4729 Approved
0.5868 Remote Similarity NPD4730 Approved
0.5859 Remote Similarity NPD6059 Approved
0.5856 Remote Similarity NPD4753 Phase 2
0.5854 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5133 Approved
0.5833 Remote Similarity NPD4767 Approved
0.5833 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4768 Approved
0.5826 Remote Similarity NPD4697 Phase 3
0.5826 Remote Similarity NPD7839 Suspended
0.5821 Remote Similarity NPD5956 Approved
0.582 Remote Similarity NPD4061 Clinical (unspecified phase)
0.5814 Remote Similarity NPD7503 Approved
0.5812 Remote Similarity NPD6648 Approved
0.5804 Remote Similarity NPD5785 Approved
0.5802 Remote Similarity NPD7492 Approved
0.5798 Remote Similarity NPD4754 Approved
0.5776 Remote Similarity NPD6084 Phase 2
0.5776 Remote Similarity NPD6083 Phase 2
0.5772 Remote Similarity NPD5251 Approved
0.5772 Remote Similarity NPD6371 Approved
0.5772 Remote Similarity NPD5249 Phase 3
0.5772 Remote Similarity NPD5248 Approved
0.5772 Remote Similarity NPD5247 Approved
0.5772 Remote Similarity NPD5250 Approved
0.5758 Remote Similarity NPD6616 Approved
0.5755 Remote Similarity NPD4695 Discontinued
0.5752 Remote Similarity NPD6079 Approved
0.5739 Remote Similarity NPD4629 Approved
0.5739 Remote Similarity NPD5210 Approved
0.5739 Remote Similarity NPD5654 Approved
0.5739 Remote Similarity NPD5695 Phase 3
0.5736 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5728 Remote Similarity NPD8264 Approved
0.5727 Remote Similarity NPD3618 Phase 1
0.5726 Remote Similarity NPD7601 Clinical (unspecified phase)
0.5726 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5726 Remote Similarity NPD7638 Approved
0.5725 Remote Similarity NPD8328 Phase 3
0.5714 Remote Similarity NPD7078 Approved
0.5714 Remote Similarity NPD5328 Approved
0.5714 Remote Similarity NPD5091 Approved
0.5702 Remote Similarity NPD4202 Approved
0.5678 Remote Similarity NPD7639 Approved
0.5678 Remote Similarity NPD7640 Approved
0.5672 Remote Similarity NPD7736 Approved
0.5669 Remote Similarity NPD6274 Approved
0.5662 Remote Similarity NPD7260 Phase 2
0.5652 Remote Similarity NPD7748 Approved
0.5648 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5648 Remote Similarity NPD3667 Approved
0.5645 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5645 Remote Similarity NPD5135 Approved
0.5641 Remote Similarity NPD5959 Approved
0.5641 Remote Similarity NPD7902 Approved
0.5636 Remote Similarity NPD1694 Approved
0.5636 Remote Similarity NPD5363 Approved
0.563 Remote Similarity NPD7319 Approved
0.5625 Remote Similarity NPD6317 Approved
0.5614 Remote Similarity NPD7515 Phase 2
0.561 Remote Similarity NPD6686 Approved
0.5607 Remote Similarity NPD4252 Approved
0.5607 Remote Similarity NPD5790 Clinical (unspecified phase)
0.5606 Remote Similarity NPD7829 Approved
0.5606 Remote Similarity NPD7830 Approved
0.56 Remote Similarity NPD7116 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   53358200
ChEMBL   CHEMBL1797231
ZINC  

Physicochemical Properties

Molecular Weight:  328.11
ALogP:  -0.7251
MLogP:  2.56
XLogP:  0.845
# Rotatable Bonds:  10
Polar Surface Area:  86.99
# H-Bond Aceptor:  5
# H-Bond Donor:  3
# Rings:  2
# Heavy Atoms:  22

Download Data

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