Natural Product: NPC134083

Natural Product ID:  NPC134083
Common Name:   Chaetomugilin J
IUPAC Name:   (7S,8S)-5-chloro-7-hydroxy-7-methyl-8-[(E)-3-methyl-2-oxopent-3-enyl]-3-[(E,3S)-3-methylpent-1-enyl]-8H-isochromen-6-one
Synonyms:  
Molecular Formula:   C22H27ClO4
Standard InCHIKey:  DIBDMIBWFDRKHK-ODXBHRCKSA-N
Standard InCHI:  InChI=1S/C22H27ClO4/c1-6-13(3)8-9-15-10-16-17(12-27-15)18(11-19(24)14(4)7-2)22(5,26)21(25)20(16)23/h7-10,12-13,18,26H,6,11H2,1-5H3/b9-8+,14-7+/t13-,18-,22-/m0/s1
Canonical SMILES:  CC[C@@H](/C=C/C1=CC2=C(Cl)C(=O)[C@@]([C@H](C2=CO1)CC(=O)/C(=C/C)/C)(C)O)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
NPO24171 Chaetomium globosum Species Chaetomiaceae Eukaryota PMID[26343828]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT71 Cell Line HEK293 Homo sapiens Survival = 83.4 % 24852121
NPT113 Cell Line RAW264.7 Mus musculus Survival = 36.2 % 18044832
NPT2 Others Unspecified IC50 = 7600 nM 26296475
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4200 nM 21353775
NPT113 Cell Line RAW264.7 Mus musculus IC50 = 4200 nM 9784152
NPT2 Others Unspecified Inhibition = 74.2 % 15646539
NPT113 Cell Line RAW264.7 Mus musculus Inhibition = 99.9 % 9748375

  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 NPC134083 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
0.9783 High Similarity NPC185253
0.9783 High Similarity NPC215253
0.9674 High Similarity NPC166770
0.9271 High Similarity NPC473144
0.9271 High Similarity NPC297281
0.8478 Intermediate Similarity NPC203795
0.8125 Intermediate Similarity NPC224270
0.8091 Intermediate Similarity NPC245320
0.8058 Intermediate Similarity NPC272528
0.8018 Intermediate Similarity NPC473145
0.8018 Intermediate Similarity NPC476815
0.8018 Intermediate Similarity NPC31641
0.7941 Intermediate Similarity NPC224172
0.78 Intermediate Similarity NPC12727
0.7748 Intermediate Similarity NPC243298
0.77 Intermediate Similarity NPC143210
0.7619 Intermediate Similarity NPC25666
0.7619 Intermediate Similarity NPC271059
0.757 Intermediate Similarity NPC232969
0.757 Intermediate Similarity NPC199107
0.7453 Intermediate Similarity NPC320294
0.7451 Intermediate Similarity NPC295347
0.7429 Intermediate Similarity NPC469851
0.7327 Intermediate Similarity NPC166110
0.7327 Intermediate Similarity NPC32944
0.7327 Intermediate Similarity NPC193396
0.7327 Intermediate Similarity NPC32552
0.7308 Intermediate Similarity NPC471694
0.7308 Intermediate Similarity NPC208094
0.7282 Intermediate Similarity NPC31021
0.7255 Intermediate Similarity NPC242637
0.7255 Intermediate Similarity NPC248193
0.7248 Intermediate Similarity NPC469853
0.7216 Intermediate Similarity NPC288281
0.72 Intermediate Similarity NPC473658
0.72 Intermediate Similarity NPC26078
0.7156 Intermediate Similarity NPC469852
0.7156 Intermediate Similarity NPC85529
0.7156 Intermediate Similarity NPC32006
0.7129 Intermediate Similarity NPC95364
0.7129 Intermediate Similarity NPC118011
0.7129 Intermediate Similarity NPC307092
0.7129 Intermediate Similarity NPC36668
0.7129 Intermediate Similarity NPC210216
0.7129 Intermediate Similarity NPC142159
0.7129 Intermediate Similarity NPC51358
0.7117 Intermediate Similarity NPC137911
0.7117 Intermediate Similarity NPC228477
0.7103 Intermediate Similarity NPC472637
0.71 Intermediate Similarity NPC103743
0.71 Intermediate Similarity NPC476079
0.71 Intermediate Similarity NPC113370
0.7071 Intermediate Similarity NPC307112
0.7071 Intermediate Similarity NPC32037
0.7071 Intermediate Similarity NPC132228
0.7071 Intermediate Similarity NPC8518
0.7071 Intermediate Similarity NPC263997
0.7071 Intermediate Similarity NPC6185
0.7071 Intermediate Similarity NPC241512
0.7059 Intermediate Similarity NPC38952
0.7059 Intermediate Similarity NPC212369
0.7059 Intermediate Similarity NPC474209
0.7059 Intermediate Similarity NPC475823
0.7053 Intermediate Similarity NPC478122
0.7048 Intermediate Similarity NPC318082
0.703 Intermediate Similarity NPC60765
0.7 Intermediate Similarity NPC234038
0.7 Intermediate Similarity NPC291712
0.7 Intermediate Similarity NPC478052
0.7 Intermediate Similarity NPC477125
0.699 Remote Similarity NPC45579
0.6979 Remote Similarity NPC475681
0.6979 Remote Similarity NPC27817
0.6964 Remote Similarity NPC23497
0.6961 Remote Similarity NPC474918
0.6947 Remote Similarity NPC97173
0.6944 Remote Similarity NPC471699
0.6931 Remote Similarity NPC181327
0.693 Remote Similarity NPC66108
0.6923 Remote Similarity NPC474060
0.69 Remote Similarity NPC281172
0.69 Remote Similarity NPC187529
0.6893 Remote Similarity NPC131864
0.6893 Remote Similarity NPC253177
0.6893 Remote Similarity NPC469372
0.6893 Remote Similarity NPC280592
0.6893 Remote Similarity NPC213636
0.6893 Remote Similarity NPC476369
0.6893 Remote Similarity NPC476437
0.6875 Remote Similarity NPC231739
0.687 Remote Similarity NPC321496
0.687 Remote Similarity NPC326264
0.6869 Remote Similarity NPC475083
0.6869 Remote Similarity NPC297398
0.6869 Remote Similarity NPC16488
0.6863 Remote Similarity NPC307298
0.6857 Remote Similarity NPC38830
0.6852 Remote Similarity NPC46761
0.6847 Remote Similarity NPC189863
0.6847 Remote Similarity NPC266570
0.6842 Remote Similarity NPC151622
0.6842 Remote Similarity NPC7629
0.6842 Remote Similarity NPC26504
0.6842 Remote Similarity NPC110725
0.6837 Remote Similarity NPC55869
0.6837 Remote Similarity NPC99308
0.6837 Remote Similarity NPC275766
0.6837 Remote Similarity NPC225515
0.6832 Remote Similarity NPC316426
0.6832 Remote Similarity NPC315395
0.6832 Remote Similarity NPC94666
0.6827 Remote Similarity NPC471329
0.6827 Remote Similarity NPC296114
0.6827 Remote Similarity NPC303697
0.6822 Remote Similarity NPC202705
0.6822 Remote Similarity NPC239895
0.6818 Remote Similarity NPC473624
0.6814 Remote Similarity NPC300026
0.6809 Remote Similarity NPC122244
0.6809 Remote Similarity NPC147438
0.6804 Remote Similarity NPC19900
0.68 Remote Similarity NPC196487
0.68 Remote Similarity NPC14575
0.6796 Remote Similarity NPC5509
0.6796 Remote Similarity NPC212598
0.6796 Remote Similarity NPC284561
0.6792 Remote Similarity NPC209355
0.6792 Remote Similarity NPC471698
0.6792 Remote Similarity NPC476245
0.6792 Remote Similarity NPC91408
0.6789 Remote Similarity NPC115862
0.6789 Remote Similarity NPC469657
0.6789 Remote Similarity NPC244456
0.6786 Remote Similarity NPC185
0.678 Remote Similarity NPC146786
0.6771 Remote Similarity NPC316324
0.6771 Remote Similarity NPC82666
0.6768 Remote Similarity NPC471326
0.6768 Remote Similarity NPC103486
0.6768 Remote Similarity NPC221231
0.6762 Remote Similarity NPC1108
0.6759 Remote Similarity NPC57079
0.6759 Remote Similarity NPC35717
0.6759 Remote Similarity NPC108368
0.6757 Remote Similarity NPC472868
0.6739 Remote Similarity NPC262673
0.6735 Remote Similarity NPC108955
0.6735 Remote Similarity NPC160582
0.6733 Remote Similarity NPC474680
0.6733 Remote Similarity NPC471060
0.6733 Remote Similarity NPC470177
0.6733 Remote Similarity NPC255174
0.6731 Remote Similarity NPC212679
0.6731 Remote Similarity NPC265856
0.6731 Remote Similarity NPC220454
0.6731 Remote Similarity NPC469595
0.6731 Remote Similarity NPC113393
0.6727 Remote Similarity NPC469606
0.6727 Remote Similarity NPC273005
0.6727 Remote Similarity NPC31058
0.6726 Remote Similarity NPC168883
0.6724 Remote Similarity NPC474271
0.6701 Remote Similarity NPC189485
0.6701 Remote Similarity NPC475994
0.67 Remote Similarity NPC477785
0.67 Remote Similarity NPC118423
0.67 Remote Similarity NPC477786
0.67 Remote Similarity NPC477784
0.6699 Remote Similarity NPC478260
0.6699 Remote Similarity NPC53454
0.6699 Remote Similarity NPC229612
0.6699 Remote Similarity NPC478259
0.6699 Remote Similarity NPC478261
0.6699 Remote Similarity NPC7280
0.6698 Remote Similarity NPC477241
0.6698 Remote Similarity NPC477129
0.6698 Remote Similarity NPC477130
0.6698 Remote Similarity NPC78159
0.6698 Remote Similarity NPC476415
0.6698 Remote Similarity NPC474882
0.6698 Remote Similarity NPC299100
0.6697 Remote Similarity NPC54705
0.6696 Remote Similarity NPC179798
0.6696 Remote Similarity NPC474315
0.6696 Remote Similarity NPC304180
0.6667 Remote Similarity NPC1254
0.6667 Remote Similarity NPC111323
0.6667 Remote Similarity NPC186554
0.6667 Remote Similarity NPC472305
0.6667 Remote Similarity NPC121984
0.6667 Remote Similarity NPC20066
0.6667 Remote Similarity NPC476848
0.6667 Remote Similarity NPC291062
0.6667 Remote Similarity NPC473161
0.6667 Remote Similarity NPC469538
0.6667 Remote Similarity NPC474085
0.6667 Remote Similarity NPC168248
0.6667 Remote Similarity NPC76966
0.6667 Remote Similarity NPC94743
0.6667 Remote Similarity NPC170131

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC134083 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
0.7037 Intermediate Similarity NPD5091 Approved
0.6792 Remote Similarity NPD4629 Approved
0.6792 Remote Similarity NPD5210 Approved
0.6771 Remote Similarity NPD4756 Discovery
0.6735 Remote Similarity NPD4695 Discontinued
0.6609 Remote Similarity NPD5169 Approved
0.6604 Remote Similarity NPD5133 Approved
0.6569 Remote Similarity NPD1696 Phase 3
0.6566 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6552 Remote Similarity NPD5127 Approved
0.6491 Remote Similarity NPD6614 Approved
0.6455 Remote Similarity NPD5696 Approved
0.6435 Remote Similarity NPD5128 Approved
0.6435 Remote Similarity NPD5168 Approved
0.641 Remote Similarity NPD5216 Approved
0.641 Remote Similarity NPD5215 Approved
0.641 Remote Similarity NPD5217 Approved
0.6389 Remote Similarity NPD5282 Discontinued
0.6387 Remote Similarity NPD5167 Approved
0.6364 Remote Similarity NPD6335 Approved
0.6364 Remote Similarity NPD6313 Approved
0.6364 Remote Similarity NPD6314 Approved
0.6346 Remote Similarity NPD5279 Phase 3
0.6346 Remote Similarity NPD4694 Approved
0.6346 Remote Similarity NPD5280 Approved
0.6346 Remote Similarity NPD5690 Phase 2
0.633 Remote Similarity NPD5654 Approved
0.6321 Remote Similarity NPD4753 Phase 2
0.6321 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6283 Remote Similarity NPD5211 Phase 2
0.6281 Remote Similarity NPD7115 Discovery
0.6273 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6273 Remote Similarity NPD5221 Approved
0.6273 Remote Similarity NPD5222 Approved
0.6264 Remote Similarity NPD2664 Clinical (unspecified phase)
0.6262 Remote Similarity NPD5785 Approved
0.625 Remote Similarity NPD5286 Approved
0.625 Remote Similarity NPD5285 Approved
0.625 Remote Similarity NPD1694 Approved
0.625 Remote Similarity NPD4696 Approved
0.6237 Remote Similarity NPD6108 Clinical (unspecified phase)
0.6237 Remote Similarity NPD3704 Approved
0.6216 Remote Similarity NPD5959 Approved
0.6216 Remote Similarity NPD5173 Approved
0.6214 Remote Similarity NPD6110 Phase 1
0.6204 Remote Similarity NPD5281 Approved
0.6204 Remote Similarity NPD5284 Approved
0.6198 Remote Similarity NPD6868 Approved
0.6195 Remote Similarity NPD5223 Approved
0.619 Remote Similarity NPD3618 Phase 1
0.619 Remote Similarity NPD4519 Discontinued
0.619 Remote Similarity NPD4623 Approved
0.6182 Remote Similarity NPD5695 Phase 3
0.6179 Remote Similarity NPD7100 Approved
0.6179 Remote Similarity NPD7101 Approved
0.6174 Remote Similarity NPD5141 Approved
0.6154 Remote Similarity NPD7260 Phase 2
0.6154 Remote Similarity NPD4197 Approved
0.614 Remote Similarity NPD5225 Approved
0.614 Remote Similarity NPD4633 Approved
0.614 Remote Similarity NPD5224 Approved
0.614 Remote Similarity NPD5226 Approved
0.6126 Remote Similarity NPD4697 Phase 3
0.6117 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6117 Remote Similarity NPD3667 Approved
0.6095 Remote Similarity NPD5329 Approved
0.6095 Remote Similarity NPD5363 Approved
0.6087 Remote Similarity NPD5175 Approved
0.6087 Remote Similarity NPD5174 Approved
0.6083 Remote Similarity NPD6053 Discontinued
0.6071 Remote Similarity NPD6084 Phase 2
0.6071 Remote Similarity NPD4755 Approved
0.6071 Remote Similarity NPD6083 Phase 2
0.6068 Remote Similarity NPD5697 Approved
0.6064 Remote Similarity NPD7331 Phase 2
0.6055 Remote Similarity NPD6079 Approved
0.6055 Remote Similarity NPD5694 Approved
0.6055 Remote Similarity NPD5693 Phase 1
0.604 Remote Similarity NPD3617 Approved
0.6038 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6033 Remote Similarity NPD4632 Approved
0.6018 Remote Similarity NPD8029 Clinical (unspecified phase)
0.6017 Remote Similarity NPD6011 Approved
0.6017 Remote Similarity NPD6899 Approved
0.6017 Remote Similarity NPD6881 Approved
0.6 Remote Similarity NPD3665 Phase 1
0.6 Remote Similarity NPD3666 Approved
0.6 Remote Similarity NPD3133 Approved
0.6 Remote Similarity NPD6650 Approved
0.6 Remote Similarity NPD5779 Approved
0.6 Remote Similarity NPD5778 Approved
0.6 Remote Similarity NPD6649 Approved
0.6 Remote Similarity NPD4786 Approved
0.6 Remote Similarity NPD6399 Phase 3
0.5966 Remote Similarity NPD6013 Approved
0.5966 Remote Similarity NPD6014 Approved
0.5966 Remote Similarity NPD6012 Approved
0.5965 Remote Similarity NPD4700 Approved
0.5963 Remote Similarity NPD5692 Phase 3
0.5962 Remote Similarity NPD4223 Phase 3
0.5962 Remote Similarity NPD4221 Approved
0.5962 Remote Similarity NPD5209 Approved
0.596 Remote Similarity NPD4058 Approved
0.5952 Remote Similarity NPD5983 Phase 2
0.5946 Remote Similarity NPD7748 Approved
0.5929 Remote Similarity NPD7902 Approved
0.5926 Remote Similarity NPD4518 Approved
0.5926 Remote Similarity NPD6672 Approved
0.5926 Remote Similarity NPD5737 Approved
0.592 Remote Similarity NPD4522 Approved
0.5917 Remote Similarity NPD6883 Approved
0.5917 Remote Similarity NPD7102 Approved
0.5917 Remote Similarity NPD7290 Approved
0.5909 Remote Similarity NPD6050 Approved
0.5909 Remote Similarity NPD7515 Phase 2
0.5905 Remote Similarity NPD7154 Phase 3
0.59 Remote Similarity NPD8264 Approved
0.59 Remote Similarity NPD8039 Approved
0.5893 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5891 Remote Similarity NPD6336 Discontinued
0.5887 Remote Similarity NPD6009 Approved
0.5882 Remote Similarity NPD4730 Approved
0.5882 Remote Similarity NPD4729 Approved
0.5877 Remote Similarity NPD4225 Approved
0.5873 Remote Similarity NPD7299 Clinical (unspecified phase)
0.5872 Remote Similarity NPD5764 Clinical (unspecified phase)
0.5872 Remote Similarity NPD5328 Approved
0.5872 Remote Similarity NPD6101 Approved
0.5868 Remote Similarity NPD8130 Phase 1
0.5868 Remote Similarity NPD6617 Approved
0.5868 Remote Similarity NPD6847 Approved
0.5868 Remote Similarity NPD6869 Approved
0.5865 Remote Similarity NPD5369 Approved
0.5856 Remote Similarity NPD4202 Approved
0.5849 Remote Similarity NPD3668 Phase 3
0.5847 Remote Similarity NPD6402 Approved
0.5847 Remote Similarity NPD6675 Approved
0.5847 Remote Similarity NPD7128 Approved
0.5847 Remote Similarity NPD5739 Approved
0.5833 Remote Similarity NPD3573 Approved
0.5833 Remote Similarity NPD6372 Approved
0.5833 Remote Similarity NPD6373 Approved
0.582 Remote Similarity NPD8297 Approved
0.582 Remote Similarity NPD6882 Approved
0.5818 Remote Similarity NPD6698 Approved
0.5818 Remote Similarity NPD46 Approved
0.5818 Remote Similarity NPD5207 Approved
0.5812 Remote Similarity NPD4754 Approved
0.581 Remote Similarity NPD4269 Approved
0.581 Remote Similarity NPD4800 Clinical (unspecified phase)
0.581 Remote Similarity NPD4270 Approved
0.58 Remote Similarity NPD4687 Approved
0.5798 Remote Similarity NPD5701 Approved
0.5798 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5789 Remote Similarity NPD7341 Phase 2
0.5785 Remote Similarity NPD5248 Approved
0.5785 Remote Similarity NPD5247 Approved
0.5785 Remote Similarity NPD5249 Phase 3
0.5785 Remote Similarity NPD5134 Clinical (unspecified phase)
0.5785 Remote Similarity NPD5250 Approved
0.5785 Remote Similarity NPD5251 Approved
0.5785 Remote Similarity NPD5135 Approved
0.5785 Remote Similarity NPD4634 Approved
0.5769 Remote Similarity NPD4252 Approved
0.5766 Remote Similarity NPD6411 Approved
0.5755 Remote Similarity NPD5362 Discontinued
0.575 Remote Similarity NPD7320 Approved
0.5746 Remote Similarity NPD6845 Suspended
0.5741 Remote Similarity NPD4693 Phase 3
0.5741 Remote Similarity NPD4690 Approved
0.5741 Remote Similarity NPD4138 Approved
0.5741 Remote Similarity NPD5786 Approved
0.5741 Remote Similarity NPD4689 Approved
0.5741 Remote Similarity NPD5205 Approved
0.5741 Remote Similarity NPD4688 Approved
0.5739 Remote Similarity NPD7638 Approved
0.5738 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5728 Remote Similarity NPD5784 Clinical (unspecified phase)
0.5727 Remote Similarity NPD6673 Approved
0.5727 Remote Similarity NPD6080 Approved
0.5727 Remote Similarity NPD6904 Approved
0.5714 Remote Similarity NPD4767 Approved
0.5714 Remote Similarity NPD4768 Approved
0.5703 Remote Similarity NPD8513 Phase 3
0.569 Remote Similarity NPD7640 Approved
0.569 Remote Similarity NPD7639 Approved
0.5682 Remote Similarity NPD6033 Approved
0.5676 Remote Similarity NPD7838 Discovery
0.5676 Remote Similarity NPD4096 Approved
0.5673 Remote Similarity NPD4195 Approved
0.5664 Remote Similarity NPD7900 Approved
0.5664 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5657 Remote Similarity NPD4691 Approved
0.5644 Remote Similarity NPD5733 Approved
0.5635 Remote Similarity NPD6317 Approved
0.563 Remote Similarity NPD5909 Discontinued
0.5615 Remote Similarity NPD4879 Approved
0.561 Remote Similarity NPD6401 Clinical (unspecified phase)
0.561 Remote Similarity NPD4141 Clinical (unspecified phase)
0.561 Remote Similarity NPD8413 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   44250065
ChEMBL   CHEMBL3621756
ZINC  

Physicochemical Properties

Molecular Weight:  390.16
ALogP:  1.1444
MLogP:  3.33
XLogP:  4.017
# Rotatable Bonds:  13
Polar Surface Area:  63.6
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  27

Download Data

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