Natural Product: NPC166770

Natural Product ID:  NPC166770
Common Name:   Chaetomugilin P
IUPAC Name:   (8S)-8-[(Z,2S)-4-chloro-2-hydroxy-3-oxohex-4-en-2-yl]-3-[(E,3R,4R)-4-hydroxy-3-methylpent-1-enyl]-5-methyl-7,8-dihydroisochromen-6-one
Synonyms:   Chaetomugilin P
Molecular Formula:   C22H27ClO5
Standard InCHIKey:  KLMQRLLJGPIKJE-NCZDROTISA-N
Standard InCHI:  InChI=1S/C22H27ClO5/c1-6-19(23)21(26)22(5,27)18-10-20(25)13(3)16-9-15(28-11-17(16)18)8-7-12(2)14(4)24/h6-9,11-12,14,18,24,27H,10H2,1-5H3/b8-7+,19-6-/t12-,14-,18+,22+/m1/s1
Canonical SMILES:  C/C=C(/C(=O)[C@]([C@H]1CC(=O)C(=C2C1=COC(=C2)/C=C/[C@H]([C@H](O)C)C)C)(O)C)Cl
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 = 0.0018 nM 12617583
NPT137 Cell Line L1210 Mus musculus IC50 = 0.0015 nM 19167886
NPT168 Cell Line P388 Mus musculus IC50 = 0.0007 nM 22545792
NPT116 Cell Line HL-60 Homo sapiens IC50 = 0.0012 nM 22545792

  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 NPC166770 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
0.9891 High Similarity NPC185253
0.9891 High Similarity NPC215253
0.9674 High Similarity NPC134083
0.9375 High Similarity NPC297281
0.9375 High Similarity NPC473144
0.8191 Intermediate Similarity NPC203795
0.8108 Intermediate Similarity NPC31641
0.8108 Intermediate Similarity NPC476815
0.8039 Intermediate Similarity NPC224172
0.8018 Intermediate Similarity NPC245320
0.7981 Intermediate Similarity NPC272528
0.7946 Intermediate Similarity NPC473145
0.7857 Intermediate Similarity NPC224270
0.7679 Intermediate Similarity NPC243298
0.7664 Intermediate Similarity NPC199107
0.7664 Intermediate Similarity NPC232969
0.7549 Intermediate Similarity NPC12727
0.7547 Intermediate Similarity NPC320294
0.7451 Intermediate Similarity NPC143210
0.7426 Intermediate Similarity NPC32552
0.7404 Intermediate Similarity NPC471694
0.7404 Intermediate Similarity NPC208094
0.7383 Intermediate Similarity NPC271059
0.7383 Intermediate Similarity NPC25666
0.7379 Intermediate Similarity NPC295347
0.7364 Intermediate Similarity NPC228477
0.7364 Intermediate Similarity NPC137911
0.7358 Intermediate Similarity NPC469851
0.734 Intermediate Similarity NPC478122
0.7339 Intermediate Similarity NPC469853
0.73 Intermediate Similarity NPC60765
0.7248 Intermediate Similarity NPC469852
0.7228 Intermediate Similarity NPC51358
0.7228 Intermediate Similarity NPC307092
0.7228 Intermediate Similarity NPC210216
0.7196 Intermediate Similarity NPC472637
0.7172 Intermediate Similarity NPC32037
0.7168 Intermediate Similarity NPC66108
0.7158 Intermediate Similarity NPC231739
0.7143 Intermediate Similarity NPC16488
0.7143 Intermediate Similarity NPC288281
0.7129 Intermediate Similarity NPC26078
0.7129 Intermediate Similarity NPC473658
0.71 Intermediate Similarity NPC315395
0.71 Intermediate Similarity NPC316426
0.7091 Intermediate Similarity NPC32006
0.7091 Intermediate Similarity NPC85529
0.7091 Intermediate Similarity NPC478052
0.7091 Intermediate Similarity NPC477125
0.7087 Intermediate Similarity NPC166110
0.7087 Intermediate Similarity NPC193396
0.7087 Intermediate Similarity NPC32944
0.7083 Intermediate Similarity NPC19900
0.7059 Intermediate Similarity NPC212598
0.7053 Intermediate Similarity NPC97173
0.7048 Intermediate Similarity NPC91408
0.7048 Intermediate Similarity NPC31021
0.7037 Intermediate Similarity NPC469657
0.7037 Intermediate Similarity NPC244456
0.703 Intermediate Similarity NPC103743
0.703 Intermediate Similarity NPC113370
0.703 Intermediate Similarity NPC476079
0.7019 Intermediate Similarity NPC248193
0.7019 Intermediate Similarity NPC242637
0.7 Intermediate Similarity NPC307112
0.7 Intermediate Similarity NPC8518
0.7 Intermediate Similarity NPC132228
0.7 Intermediate Similarity NPC263997
0.7 Intermediate Similarity NPC6185
0.7 Intermediate Similarity NPC241512
0.7 Intermediate Similarity NPC187529
0.699 Remote Similarity NPC469372
0.699 Remote Similarity NPC131864
0.699 Remote Similarity NPC265856
0.6979 Remote Similarity NPC475994
0.697 Remote Similarity NPC477786
0.697 Remote Similarity NPC477784
0.697 Remote Similarity NPC477785
0.6961 Remote Similarity NPC53454
0.6961 Remote Similarity NPC307298
0.6957 Remote Similarity NPC321496
0.6957 Remote Similarity NPC326264
0.6952 Remote Similarity NPC474882
0.6937 Remote Similarity NPC266570
0.6937 Remote Similarity NPC189863
0.6931 Remote Similarity NPC234038
0.6931 Remote Similarity NPC94666
0.6923 Remote Similarity NPC303697
0.6923 Remote Similarity NPC45579
0.6916 Remote Similarity NPC239895
0.6916 Remote Similarity NPC473161
0.6916 Remote Similarity NPC202705
0.6916 Remote Similarity NPC20066
0.6909 Remote Similarity NPC473624
0.6909 Remote Similarity NPC111323
0.6907 Remote Similarity NPC27817
0.6907 Remote Similarity NPC475681
0.6903 Remote Similarity NPC23497
0.6893 Remote Similarity NPC36668
0.6893 Remote Similarity NPC471054
0.6893 Remote Similarity NPC142159
0.6893 Remote Similarity NPC474918
0.6893 Remote Similarity NPC118011
0.6893 Remote Similarity NPC95364
0.6893 Remote Similarity NPC5509
0.6887 Remote Similarity NPC476245
0.6887 Remote Similarity NPC209355
0.6887 Remote Similarity NPC279313
0.6881 Remote Similarity NPC115862
0.6881 Remote Similarity NPC471699
0.6875 Remote Similarity NPC185
0.6875 Remote Similarity NPC82666
0.6875 Remote Similarity NPC475294
0.6875 Remote Similarity NPC471061
0.687 Remote Similarity NPC221144
0.6869 Remote Similarity NPC279186
0.6869 Remote Similarity NPC103486
0.6869 Remote Similarity NPC158411
0.6869 Remote Similarity NPC38796
0.6864 Remote Similarity NPC146786
0.6857 Remote Similarity NPC476049
0.6852 Remote Similarity NPC35717
0.6852 Remote Similarity NPC316598
0.6852 Remote Similarity NPC57079
0.6852 Remote Similarity NPC108368
0.6848 Remote Similarity NPC474060
0.6832 Remote Similarity NPC476426
0.6832 Remote Similarity NPC471060
0.6832 Remote Similarity NPC255174
0.6832 Remote Similarity NPC28887
0.6827 Remote Similarity NPC253177
0.6827 Remote Similarity NPC469595
0.6827 Remote Similarity NPC475823
0.6827 Remote Similarity NPC212369
0.6827 Remote Similarity NPC212679
0.6827 Remote Similarity NPC474209
0.6827 Remote Similarity NPC38952
0.6827 Remote Similarity NPC476369
0.6827 Remote Similarity NPC220454
0.6827 Remote Similarity NPC476437
0.6827 Remote Similarity NPC280592
0.6827 Remote Similarity NPC113393
0.6827 Remote Similarity NPC213636
0.6822 Remote Similarity NPC318082
0.6818 Remote Similarity NPC235369
0.6818 Remote Similarity NPC87351
0.6818 Remote Similarity NPC140591
0.6818 Remote Similarity NPC189609
0.6818 Remote Similarity NPC197835
0.6818 Remote Similarity NPC291500
0.6818 Remote Similarity NPC273005
0.6818 Remote Similarity NPC31058
0.6818 Remote Similarity NPC303653
0.6818 Remote Similarity NPC469606
0.6814 Remote Similarity NPC220155
0.681 Remote Similarity NPC469463
0.681 Remote Similarity NPC469454
0.681 Remote Similarity NPC469496
0.681 Remote Similarity NPC474271
0.68 Remote Similarity NPC475083
0.6796 Remote Similarity NPC7280
0.6796 Remote Similarity NPC106051
0.6796 Remote Similarity NPC229612
0.6792 Remote Similarity NPC477129
0.6792 Remote Similarity NPC299100
0.6792 Remote Similarity NPC477130
0.6792 Remote Similarity NPC78159
0.6792 Remote Similarity NPC477241
0.6792 Remote Similarity NPC38830
0.6789 Remote Similarity NPC46761
0.6789 Remote Similarity NPC54705
0.6783 Remote Similarity NPC179798
0.6783 Remote Similarity NPC474315
0.6783 Remote Similarity NPC304180
0.6771 Remote Similarity NPC26504
0.6771 Remote Similarity NPC110725
0.6768 Remote Similarity NPC6663
0.6768 Remote Similarity NPC225515
0.6768 Remote Similarity NPC55869
0.6768 Remote Similarity NPC99308
0.6768 Remote Similarity NPC275766
0.6768 Remote Similarity NPC121984
0.6765 Remote Similarity NPC116575
0.6765 Remote Similarity NPC472974
0.6765 Remote Similarity NPC194417
0.6765 Remote Similarity NPC261721
0.6765 Remote Similarity NPC291712
0.6762 Remote Similarity NPC471329
0.6762 Remote Similarity NPC296114
0.6762 Remote Similarity NPC472975
0.6759 Remote Similarity NPC53844
0.6759 Remote Similarity NPC478233
0.6759 Remote Similarity NPC273269
0.6757 Remote Similarity NPC311612
0.6757 Remote Similarity NPC476848
0.6737 Remote Similarity NPC147438
0.6733 Remote Similarity NPC7927
0.6733 Remote Similarity NPC230527
0.6733 Remote Similarity NPC14575
0.6733 Remote Similarity NPC196487

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC166770 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
0.6972 Remote Similarity NPD5091 Approved
0.6887 Remote Similarity NPD5210 Approved
0.6887 Remote Similarity NPD4629 Approved
0.6701 Remote Similarity NPD4756 Discovery
0.6696 Remote Similarity NPD5169 Approved
0.6667 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4695 Discontinued
0.6638 Remote Similarity NPD5127 Approved
0.6602 Remote Similarity NPD5279 Phase 3
0.6542 Remote Similarity NPD5133 Approved
0.6522 Remote Similarity NPD5128 Approved
0.6522 Remote Similarity NPD5168 Approved
0.6509 Remote Similarity NPD5785 Approved
0.6505 Remote Similarity NPD1696 Phase 3
0.6496 Remote Similarity NPD5216 Approved
0.6496 Remote Similarity NPD5215 Approved
0.6496 Remote Similarity NPD5217 Approved
0.6481 Remote Similarity NPD5282 Discontinued
0.6471 Remote Similarity NPD6110 Phase 1
0.6471 Remote Similarity NPD5167 Approved
0.6446 Remote Similarity NPD6314 Approved
0.6446 Remote Similarity NPD6313 Approved
0.6446 Remote Similarity NPD6335 Approved
0.6435 Remote Similarity NPD6614 Approved
0.6415 Remote Similarity NPD4753 Phase 2
0.6396 Remote Similarity NPD5696 Approved
0.6372 Remote Similarity NPD5211 Phase 2
0.6364 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6364 Remote Similarity NPD5222 Approved
0.6364 Remote Similarity NPD5221 Approved
0.6364 Remote Similarity NPD7115 Discovery
0.6346 Remote Similarity NPD1694 Approved
0.6346 Remote Similarity NPD5363 Approved
0.6344 Remote Similarity NPD3704 Approved
0.6339 Remote Similarity NPD4696 Approved
0.6339 Remote Similarity NPD5286 Approved
0.6339 Remote Similarity NPD5285 Approved
0.6306 Remote Similarity NPD5173 Approved
0.6303 Remote Similarity NPD6053 Discontinued
0.6286 Remote Similarity NPD5690 Phase 2
0.6286 Remote Similarity NPD4694 Approved
0.6286 Remote Similarity NPD5280 Approved
0.6286 Remote Similarity NPD3618 Phase 1
0.6283 Remote Similarity NPD5223 Approved
0.6281 Remote Similarity NPD6868 Approved
0.6273 Remote Similarity NPD5654 Approved
0.6262 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6261 Remote Similarity NPD5141 Approved
0.626 Remote Similarity NPD7100 Approved
0.626 Remote Similarity NPD7101 Approved
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD3665 Phase 1
0.625 Remote Similarity NPD3133 Approved
0.6239 Remote Similarity NPD5779 Approved
0.6239 Remote Similarity NPD5778 Approved
0.6231 Remote Similarity NPD7260 Phase 2
0.6228 Remote Similarity NPD5224 Approved
0.6228 Remote Similarity NPD5226 Approved
0.6228 Remote Similarity NPD5225 Approved
0.6228 Remote Similarity NPD4633 Approved
0.6216 Remote Similarity NPD4697 Phase 3
0.6214 Remote Similarity NPD3667 Approved
0.6196 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6174 Remote Similarity NPD5175 Approved
0.6174 Remote Similarity NPD5174 Approved
0.617 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6161 Remote Similarity NPD6084 Phase 2
0.6161 Remote Similarity NPD5959 Approved
0.6161 Remote Similarity NPD4755 Approved
0.6161 Remote Similarity NPD6083 Phase 2
0.6154 Remote Similarity NPD5697 Approved
0.6154 Remote Similarity NPD7154 Phase 3
0.6147 Remote Similarity NPD5284 Approved
0.6147 Remote Similarity NPD6079 Approved
0.6147 Remote Similarity NPD5281 Approved
0.6132 Remote Similarity NPD4519 Discontinued
0.6132 Remote Similarity NPD4623 Approved
0.6129 Remote Similarity NPD4522 Approved
0.6126 Remote Similarity NPD5695 Phase 3
0.6126 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6117 Remote Similarity NPD5369 Approved
0.6116 Remote Similarity NPD4632 Approved
0.6111 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6111 Remote Similarity NPD6101 Approved
0.6102 Remote Similarity NPD6881 Approved
0.6102 Remote Similarity NPD6899 Approved
0.6102 Remote Similarity NPD6011 Approved
0.6095 Remote Similarity NPD4786 Approved
0.6095 Remote Similarity NPD4197 Approved
0.6083 Remote Similarity NPD6649 Approved
0.6083 Remote Similarity NPD6650 Approved
0.608 Remote Similarity NPD7299 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6058 Remote Similarity NPD4269 Approved
0.6058 Remote Similarity NPD5209 Approved
0.6058 Remote Similarity NPD4270 Approved
0.6055 Remote Similarity NPD6698 Approved
0.6055 Remote Similarity NPD46 Approved
0.6053 Remote Similarity NPD4700 Approved
0.605 Remote Similarity NPD6014 Approved
0.605 Remote Similarity NPD6012 Approved
0.605 Remote Similarity NPD6013 Approved
0.6038 Remote Similarity NPD5329 Approved
0.6032 Remote Similarity NPD5983 Phase 2
0.6019 Remote Similarity NPD4252 Approved
0.6 Remote Similarity NPD5362 Discontinued
0.6 Remote Similarity NPD7102 Approved
0.6 Remote Similarity NPD7331 Phase 2
0.6 Remote Similarity NPD7290 Approved
0.6 Remote Similarity NPD8264 Approved
0.6 Remote Similarity NPD5694 Approved
0.6 Remote Similarity NPD7515 Phase 2
0.6 Remote Similarity NPD6411 Approved
0.6 Remote Similarity NPD5693 Phase 1
0.6 Remote Similarity NPD6883 Approved
0.5981 Remote Similarity NPD5786 Approved
0.5981 Remote Similarity NPD3574 Clinical (unspecified phase)
0.598 Remote Similarity NPD3617 Approved
0.598 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5969 Remote Similarity NPD6336 Discontinued
0.5968 Remote Similarity NPD6009 Approved
0.5966 Remote Similarity NPD4730 Approved
0.5966 Remote Similarity NPD4729 Approved
0.5965 Remote Similarity NPD4225 Approved
0.5963 Remote Similarity NPD5328 Approved
0.595 Remote Similarity NPD8130 Phase 1
0.595 Remote Similarity NPD6869 Approved
0.595 Remote Similarity NPD6617 Approved
0.595 Remote Similarity NPD7116 Clinical (unspecified phase)
0.595 Remote Similarity NPD6847 Approved
0.5946 Remote Similarity NPD6399 Phase 3
0.5946 Remote Similarity NPD4202 Approved
0.5932 Remote Similarity NPD5739 Approved
0.5932 Remote Similarity NPD6402 Approved
0.5932 Remote Similarity NPD6675 Approved
0.5932 Remote Similarity NPD7128 Approved
0.5917 Remote Similarity NPD6373 Approved
0.5917 Remote Similarity NPD6372 Approved
0.5909 Remote Similarity NPD7838 Discovery
0.5909 Remote Similarity NPD5692 Phase 3
0.5905 Remote Similarity NPD4221 Approved
0.5905 Remote Similarity NPD4223 Phase 3
0.5902 Remote Similarity NPD6882 Approved
0.5902 Remote Similarity NPD8297 Approved
0.59 Remote Similarity NPD4058 Approved
0.5897 Remote Similarity NPD4754 Approved
0.5893 Remote Similarity NPD7748 Approved
0.5882 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5882 Remote Similarity NPD5701 Approved
0.5877 Remote Similarity NPD7902 Approved
0.5872 Remote Similarity NPD4518 Approved
0.5872 Remote Similarity NPD5737 Approved
0.5872 Remote Similarity NPD6672 Approved
0.5868 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5868 Remote Similarity NPD4634 Approved
0.5868 Remote Similarity NPD5247 Approved
0.5868 Remote Similarity NPD5251 Approved
0.5868 Remote Similarity NPD5248 Approved
0.5868 Remote Similarity NPD5249 Phase 3
0.5868 Remote Similarity NPD5250 Approved
0.5868 Remote Similarity NPD5135 Approved
0.5856 Remote Similarity NPD6050 Approved
0.5842 Remote Similarity NPD8039 Approved
0.5833 Remote Similarity NPD7320 Approved
0.5826 Remote Similarity NPD7638 Approved
0.5821 Remote Similarity NPD6845 Suspended
0.582 Remote Similarity NPD4141 Clinical (unspecified phase)
0.582 Remote Similarity NPD8413 Clinical (unspecified phase)
0.5798 Remote Similarity NPD4768 Approved
0.5798 Remote Similarity NPD4767 Approved
0.5794 Remote Similarity NPD3668 Phase 3
0.5794 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5789 Remote Similarity NPD5956 Approved
0.5789 Remote Similarity NPD4792 Clinical (unspecified phase)
0.5781 Remote Similarity NPD8513 Phase 3
0.5776 Remote Similarity NPD7639 Approved
0.5776 Remote Similarity NPD7640 Approved
0.5766 Remote Similarity NPD5207 Approved
0.5758 Remote Similarity NPD6033 Approved
0.5755 Remote Similarity NPD4800 Clinical (unspecified phase)
0.5745 Remote Similarity NPD368 Approved
0.5743 Remote Similarity NPD4687 Approved
0.5738 Remote Similarity NPD6371 Approved
0.5729 Remote Similarity NPD7341 Phase 2
0.5714 Remote Similarity NPD4819 Approved
0.5714 Remote Similarity NPD4822 Approved
0.5714 Remote Similarity NPD7983 Approved
0.5714 Remote Similarity NPD6317 Approved
0.5714 Remote Similarity NPD7637 Suspended
0.5714 Remote Similarity NPD4820 Approved
0.5714 Remote Similarity NPD4821 Approved
0.5702 Remote Similarity NPD6686 Approved
0.5701 Remote Similarity NPD4788 Approved
0.5691 Remote Similarity NPD6401 Clinical (unspecified phase)
0.5688 Remote Similarity NPD4693 Phase 3
0.5688 Remote Similarity NPD5330 Approved
0.5688 Remote Similarity NPD7146 Approved
0.5688 Remote Similarity NPD6684 Approved
0.5688 Remote Similarity NPD7521 Approved

Structure

External Identifiers

PubChem CID   53358091
ChEMBL   CHEMBL1797229
ZINC  

Physicochemical Properties

Molecular Weight:  406.15
ALogP:  0.9217
MLogP:  3.22
XLogP:  1.503
# Rotatable Bonds:  14
Polar Surface Area:  83.83
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  28

Download Data

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