Natural Product: NPC318082

Natural Product ID:  NPC318082
Common Name:   Longirostrerone C
IUPAC Name:   (6aR,9S,9aR)-6a-methyl-3-[(1S,6S)-6-methyl-2-oxocyclohex-3-en-1-yl]-9-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]-9,9a-dihydrofuro[2,3-h]isochromene-6,8-dione
Synonyms:   longirostrerone C
Molecular Formula:   C32H38O6
Standard InCHIKey:  HOGGEAXXACLKBX-OPYHNVJQSA-N
Standard InCHI:  InChI=1S/C32H38O6/c1-7-18(2)13-20(4)14-19(3)11-12-25(34)29-30-23-17-37-26(28-21(5)9-8-10-24(28)33)15-22(23)16-27(35)32(30,6)38-31(29)36/h8,10-12,14-18,20-21,28-30H,7,9,13H2,1-6H3/b12-11+,19-14+/t18?,20?,21-,28+,29+,30-,32-/m0/s1
Canonical SMILES:  CCC(CC(/C=C(/C=C/C(=O)[C@H]1C(=O)O[C@@]2([C@H]1C1=COC(=CC1=CC2=O)[C@@H]1[C@@H](C)CC=CC1=O)C)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
NPO31373 Chaetomium longirostre Species Chaetomiaceae Eukaryota PMID[22004007]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens IC50 = 230 nM 22004007
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 620 nM 22004007

  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 NPC318082 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
0.883 High Similarity NPC31021
0.84 Intermediate Similarity NPC271059
0.84 Intermediate Similarity NPC25666
0.8381 Intermediate Similarity NPC326264
0.7979 Intermediate Similarity NPC291712
0.7938 Intermediate Similarity NPC32944
0.7938 Intermediate Similarity NPC193396
0.7872 Intermediate Similarity NPC281172
0.7857 Intermediate Similarity NPC248193
0.783 Intermediate Similarity NPC23497
0.7788 Intermediate Similarity NPC272528
0.7755 Intermediate Similarity NPC166110
0.7732 Intermediate Similarity NPC142159
0.7732 Intermediate Similarity NPC95364
0.77 Intermediate Similarity NPC12727
0.767 Intermediate Similarity NPC471699
0.76 Intermediate Similarity NPC143210
0.7576 Intermediate Similarity NPC32552
0.7545 Intermediate Similarity NPC321496
0.7525 Intermediate Similarity NPC471698
0.7524 Intermediate Similarity NPC320294
0.75 Intermediate Similarity NPC243298
0.75 Intermediate Similarity NPC469851
0.7475 Intermediate Similarity NPC224270
0.7423 Intermediate Similarity NPC203795
0.7368 Intermediate Similarity NPC245320
0.7304 Intermediate Similarity NPC31641
0.7304 Intermediate Similarity NPC473145
0.7263 Intermediate Similarity NPC474353
0.7222 Intermediate Similarity NPC469852
0.7172 Intermediate Similarity NPC38885
0.7156 Intermediate Similarity NPC199107
0.7156 Intermediate Similarity NPC232969
0.7155 Intermediate Similarity NPC476815
0.7143 Intermediate Similarity NPC472686
0.7143 Intermediate Similarity NPC290329
0.7129 Intermediate Similarity NPC469372
0.7115 Intermediate Similarity NPC121036
0.7115 Intermediate Similarity NPC472674
0.7115 Intermediate Similarity NPC269492
0.7087 Intermediate Similarity NPC56525
0.7083 Intermediate Similarity NPC475833
0.708 Intermediate Similarity NPC472929
0.7059 Intermediate Similarity NPC296114
0.7059 Intermediate Similarity NPC471329
0.7048 Intermediate Similarity NPC134083
0.7041 Intermediate Similarity NPC469884
0.7027 Intermediate Similarity NPC250018
0.7 Intermediate Similarity NPC469853
0.7 Intermediate Similarity NPC471739
0.6983 Remote Similarity NPC21326
0.6981 Remote Similarity NPC275439
0.6981 Remote Similarity NPC112753
0.6961 Remote Similarity NPC213636
0.6961 Remote Similarity NPC280592
0.6961 Remote Similarity NPC253177
0.6937 Remote Similarity NPC327106
0.6923 Remote Similarity NPC472933
0.6916 Remote Similarity NPC215253
0.6916 Remote Similarity NPC472728
0.6916 Remote Similarity NPC472727
0.6916 Remote Similarity NPC185253
0.6907 Remote Similarity NPC286229
0.6907 Remote Similarity NPC275507
0.69 Remote Similarity NPC38576
0.69 Remote Similarity NPC279859
0.6897 Remote Similarity NPC472934
0.6897 Remote Similarity NPC472927
0.6887 Remote Similarity NPC216904
0.6887 Remote Similarity NPC471694
0.6881 Remote Similarity NPC473144
0.6881 Remote Similarity NPC297281
0.6881 Remote Similarity NPC179208
0.6863 Remote Similarity NPC280833
0.6857 Remote Similarity NPC777
0.6852 Remote Similarity NPC469657
0.6852 Remote Similarity NPC168319
0.6852 Remote Similarity NPC194028
0.6852 Remote Similarity NPC244456
0.6847 Remote Similarity NPC133422
0.6827 Remote Similarity NPC29798
0.6827 Remote Similarity NPC282644
0.6827 Remote Similarity NPC165383
0.6822 Remote Similarity NPC472730
0.6822 Remote Similarity NPC472729
0.6822 Remote Similarity NPC153776
0.6822 Remote Similarity NPC166770
0.6822 Remote Similarity NPC177680
0.6818 Remote Similarity NPC213366
0.6814 Remote Similarity NPC472508
0.68 Remote Similarity NPC470177
0.68 Remote Similarity NPC90287
0.68 Remote Similarity NPC133652
0.6796 Remote Similarity NPC469595
0.6796 Remote Similarity NPC223093
0.6796 Remote Similarity NPC212679
0.6796 Remote Similarity NPC471818
0.6796 Remote Similarity NPC220454
0.6792 Remote Similarity NPC471775
0.6789 Remote Similarity NPC53222
0.6789 Remote Similarity NPC163249
0.6789 Remote Similarity NPC308351
0.6789 Remote Similarity NPC271266
0.6786 Remote Similarity NPC472507
0.6783 Remote Similarity NPC474271
0.6771 Remote Similarity NPC469510
0.6771 Remote Similarity NPC478247
0.6771 Remote Similarity NPC478246
0.6768 Remote Similarity NPC288281
0.6762 Remote Similarity NPC473280
0.6762 Remote Similarity NPC473431
0.6762 Remote Similarity NPC471078
0.6762 Remote Similarity NPC473435
0.6759 Remote Similarity NPC46761
0.6759 Remote Similarity NPC104861
0.6757 Remote Similarity NPC85529
0.6757 Remote Similarity NPC32006
0.6757 Remote Similarity NPC472935
0.6757 Remote Similarity NPC292588
0.6754 Remote Similarity NPC43775
0.6754 Remote Similarity NPC34315
0.6735 Remote Similarity NPC474085
0.6729 Remote Similarity NPC472732
0.6729 Remote Similarity NPC292133
0.6729 Remote Similarity NPC226986
0.6729 Remote Similarity NPC472731
0.6726 Remote Similarity NPC137911
0.6726 Remote Similarity NPC228477
0.6726 Remote Similarity NPC220705
0.6724 Remote Similarity NPC247069
0.6701 Remote Similarity NPC471740
0.67 Remote Similarity NPC320801
0.6699 Remote Similarity NPC284561
0.6698 Remote Similarity NPC295347
0.6697 Remote Similarity NPC473514
0.6697 Remote Similarity NPC124211
0.6696 Remote Similarity NPC221144
0.6696 Remote Similarity NPC264634
0.6696 Remote Similarity NPC66108
0.6696 Remote Similarity NPC147180
0.6696 Remote Similarity NPC193948
0.6667 Remote Similarity NPC2436
0.6667 Remote Similarity NPC54843
0.6667 Remote Similarity NPC13385
0.6667 Remote Similarity NPC221231
0.6667 Remote Similarity NPC471331
0.6667 Remote Similarity NPC99657
0.6667 Remote Similarity NPC113370
0.6667 Remote Similarity NPC472687
0.6667 Remote Similarity NPC470251
0.6667 Remote Similarity NPC471582
0.6667 Remote Similarity NPC125925
0.6667 Remote Similarity NPC286880
0.6667 Remote Similarity NPC135854
0.6667 Remote Similarity NPC1108
0.6667 Remote Similarity NPC270478
0.6667 Remote Similarity NPC263780
0.6667 Remote Similarity NPC216245
0.6667 Remote Similarity NPC79117
0.6667 Remote Similarity NPC203388
0.6667 Remote Similarity NPC471330
0.6667 Remote Similarity NPC476079
0.6667 Remote Similarity NPC471326
0.6667 Remote Similarity NPC103743
0.6639 Remote Similarity NPC158963
0.6638 Remote Similarity NPC472926
0.6637 Remote Similarity NPC470269
0.6637 Remote Similarity NPC264819
0.6636 Remote Similarity NPC472675
0.6636 Remote Similarity NPC106425
0.6636 Remote Similarity NPC122324
0.6636 Remote Similarity NPC320447
0.6636 Remote Similarity NPC151725
0.6636 Remote Similarity NPC472734
0.6636 Remote Similarity NPC235369
0.6636 Remote Similarity NPC21681
0.6636 Remote Similarity NPC476275
0.6636 Remote Similarity NPC472733
0.6635 Remote Similarity NPC474842
0.6635 Remote Similarity NPC131864
0.6635 Remote Similarity NPC475965
0.6634 Remote Similarity NPC263997
0.6634 Remote Similarity NPC132228
0.6634 Remote Similarity NPC471060
0.6634 Remote Similarity NPC8518
0.663 Remote Similarity NPC473603
0.663 Remote Similarity NPC476059
0.6609 Remote Similarity NPC474315
0.6609 Remote Similarity NPC472928
0.6609 Remote Similarity NPC324683
0.6607 Remote Similarity NPC470267
0.6606 Remote Similarity NPC475392
0.6606 Remote Similarity NPC475202
0.6606 Remote Similarity NPC475385
0.6604 Remote Similarity NPC476596
0.6604 Remote Similarity NPC469819
0.6604 Remote Similarity NPC114162
0.6604 Remote Similarity NPC477129
0.6604 Remote Similarity NPC477130
0.6602 Remote Similarity NPC472220

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC318082 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
0.6893 Remote Similarity NPD6050 Approved
0.6893 Remote Similarity NPD5694 Approved
0.6796 Remote Similarity NPD5692 Phase 3
0.6765 Remote Similarity NPD6672 Approved
0.6765 Remote Similarity NPD5737 Approved
0.6667 Remote Similarity NPD5696 Approved
0.6635 Remote Similarity NPD5207 Approved
0.6542 Remote Similarity NPD5695 Phase 3
0.6538 Remote Similarity NPD6904 Approved
0.6538 Remote Similarity NPD5764 Clinical (unspecified phase)
0.6538 Remote Similarity NPD6080 Approved
0.6538 Remote Similarity NPD6101 Approved
0.6538 Remote Similarity NPD6673 Approved
0.6491 Remote Similarity NPD6899 Approved
0.6491 Remote Similarity NPD6881 Approved
0.6466 Remote Similarity NPD6650 Approved
0.6466 Remote Similarity NPD6649 Approved
0.6466 Remote Similarity NPD8130 Phase 1
0.6422 Remote Similarity NPD6083 Phase 2
0.6422 Remote Similarity NPD6084 Phase 2
0.6415 Remote Similarity NPD6411 Approved
0.641 Remote Similarity NPD8297 Approved
0.6404 Remote Similarity NPD6614 Approved
0.6404 Remote Similarity NPD5697 Approved
0.6389 Remote Similarity NPD5654 Approved
0.6381 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6379 Remote Similarity NPD7102 Approved
0.6379 Remote Similarity NPD7290 Approved
0.6379 Remote Similarity NPD6883 Approved
0.6348 Remote Similarity NPD6011 Approved
0.6346 Remote Similarity NPD3573 Approved
0.6337 Remote Similarity NPD5209 Approved
0.6327 Remote Similarity NPD4756 Discovery
0.6325 Remote Similarity NPD6617 Approved
0.6325 Remote Similarity NPD6869 Approved
0.6325 Remote Similarity NPD6847 Approved
0.6316 Remote Similarity NPD6402 Approved
0.6316 Remote Similarity NPD5739 Approved
0.6316 Remote Similarity NPD6675 Approved
0.6316 Remote Similarity NPD7128 Approved
0.6304 Remote Similarity NPD6108 Clinical (unspecified phase)
0.63 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7900 Approved
0.6296 Remote Similarity NPD5282 Discontinued
0.6296 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6293 Remote Similarity NPD6014 Approved
0.6293 Remote Similarity NPD6013 Approved
0.6293 Remote Similarity NPD6372 Approved
0.6293 Remote Similarity NPD6373 Approved
0.6293 Remote Similarity NPD6012 Approved
0.6273 Remote Similarity NPD5959 Approved
0.6271 Remote Similarity NPD6882 Approved
0.6262 Remote Similarity NPD5281 Approved
0.6262 Remote Similarity NPD5693 Phase 1
0.6262 Remote Similarity NPD5284 Approved
0.625 Remote Similarity NPD6098 Approved
0.625 Remote Similarity NPD6409 Approved
0.625 Remote Similarity NPD5330 Approved
0.625 Remote Similarity NPD7521 Approved
0.625 Remote Similarity NPD6684 Approved
0.625 Remote Similarity NPD7334 Approved
0.625 Remote Similarity NPD7146 Approved
0.6239 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6239 Remote Similarity NPD4629 Approved
0.6239 Remote Similarity NPD5210 Approved
0.6207 Remote Similarity NPD7320 Approved
0.6204 Remote Similarity NPD5779 Approved
0.6204 Remote Similarity NPD6399 Phase 3
0.6204 Remote Similarity NPD5778 Approved
0.6198 Remote Similarity NPD7115 Discovery
0.6182 Remote Similarity NPD7732 Phase 3
0.6174 Remote Similarity NPD6008 Approved
0.6154 Remote Similarity NPD1694 Approved
0.6147 Remote Similarity NPD7748 Approved
0.6132 Remote Similarity NPD6903 Approved
0.6132 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6126 Remote Similarity NPD7902 Approved
0.6121 Remote Similarity NPD5701 Approved
0.6111 Remote Similarity NPD7492 Approved
0.6094 Remote Similarity NPD7736 Approved
0.6078 Remote Similarity NPD5369 Approved
0.6077 Remote Similarity NPD7260 Phase 2
0.6063 Remote Similarity NPD6616 Approved
0.605 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6048 Remote Similarity NPD6054 Approved
0.6048 Remote Similarity NPD6319 Approved
0.6016 Remote Similarity NPD7078 Approved
0.6016 Remote Similarity NPD6335 Approved
0.6 Remote Similarity NPD5363 Approved
0.6 Remote Similarity NPD8513 Phase 3
0.5984 Remote Similarity NPD6868 Approved
0.598 Remote Similarity NPD4695 Discontinued
0.5968 Remote Similarity NPD7100 Approved
0.5968 Remote Similarity NPD7101 Approved
0.5962 Remote Similarity NPD6110 Phase 1
0.5955 Remote Similarity NPD8779 Phase 3
0.5952 Remote Similarity NPD6370 Approved
0.5946 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5943 Remote Similarity NPD5690 Phase 2
0.5943 Remote Similarity NPD4694 Approved
0.5943 Remote Similarity NPD5279 Phase 3
0.5943 Remote Similarity NPD5280 Approved
0.5935 Remote Similarity NPD6317 Approved
0.5893 Remote Similarity NPD5222 Approved
0.5893 Remote Similarity NPD5221 Approved
0.5893 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5891 Remote Similarity NPD8293 Discontinued
0.5887 Remote Similarity NPD6314 Approved
0.5887 Remote Similarity NPD6313 Approved
0.5877 Remote Similarity NPD5286 Approved
0.5877 Remote Similarity NPD4696 Approved
0.5877 Remote Similarity NPD5285 Approved
0.5873 Remote Similarity NPD6291 Clinical (unspecified phase)
0.5873 Remote Similarity NPD8517 Approved
0.5873 Remote Similarity NPD6016 Approved
0.5873 Remote Similarity NPD8516 Approved
0.5873 Remote Similarity NPD6015 Approved
0.5873 Remote Similarity NPD8515 Approved
0.5872 Remote Similarity NPD5785 Approved
0.5868 Remote Similarity NPD6053 Discontinued
0.5865 Remote Similarity NPD4752 Clinical (unspecified phase)
0.5859 Remote Similarity NPD5733 Approved
0.5859 Remote Similarity NPD4687 Approved
0.5859 Remote Similarity NPD4058 Approved
0.5856 Remote Similarity NPD6001 Approved
0.5854 Remote Similarity NPD6274 Approved
0.5849 Remote Similarity NPD1696 Phase 3
0.5847 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5841 Remote Similarity NPD5173 Approved
0.5833 Remote Similarity NPD5208 Approved
0.5827 Remote Similarity NPD5988 Approved
0.5826 Remote Similarity NPD5223 Approved
0.5825 Remote Similarity NPD4252 Approved
0.582 Remote Similarity NPD4632 Approved
0.5818 Remote Similarity NPD6079 Approved
0.5818 Remote Similarity NPD7515 Phase 2
0.5806 Remote Similarity NPD6009 Approved
0.58 Remote Similarity NPD8039 Approved
0.5794 Remote Similarity NPD6059 Approved
0.5794 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5794 Remote Similarity NPD5786 Approved
0.5789 Remote Similarity NPD4225 Approved
0.5789 Remote Similarity NPD6845 Suspended
0.5781 Remote Similarity NPD7604 Phase 2
0.5781 Remote Similarity NPD8328 Phase 3
0.578 Remote Similarity NPD4753 Phase 2
0.5776 Remote Similarity NPD5224 Approved
0.5776 Remote Similarity NPD5225 Approved
0.5776 Remote Similarity NPD5211 Phase 2
0.5776 Remote Similarity NPD4633 Approved
0.5776 Remote Similarity NPD5226 Approved
0.5752 Remote Similarity NPD4697 Phase 3
0.5752 Remote Similarity NPD7614 Phase 1
0.5748 Remote Similarity NPD5983 Phase 2
0.5726 Remote Similarity NPD5174 Approved
0.5726 Remote Similarity NPD5175 Approved
0.5726 Remote Similarity NPD6052 Approved
0.5714 Remote Similarity NPD4269 Approved
0.5714 Remote Similarity NPD4270 Approved
0.5702 Remote Similarity NPD4634 Approved
0.5702 Remote Similarity NPD4755 Approved
0.5701 Remote Similarity NPD5329 Approved
0.5692 Remote Similarity NPD6336 Discontinued
0.5678 Remote Similarity NPD5141 Approved
0.5676 Remote Similarity NPD7983 Approved
0.5676 Remote Similarity NPD7637 Suspended
0.566 Remote Similarity NPD7154 Phase 3
0.5657 Remote Similarity NPD5276 Approved
0.5652 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5649 Remote Similarity NPD8074 Phase 3
0.5648 Remote Similarity NPD3618 Phase 1
0.5641 Remote Similarity NPD5091 Approved
0.5636 Remote Similarity NPD5328 Approved
0.5625 Remote Similarity NPD6908 Approved
0.5625 Remote Similarity NPD6909 Approved
0.5625 Remote Similarity NPD3704 Approved
0.5614 Remote Similarity NPD7839 Suspended
0.5607 Remote Similarity NPD4786 Approved
0.5607 Remote Similarity NPD4197 Approved
0.5607 Remote Similarity NPD3668 Phase 3
0.5603 Remote Similarity NPD4700 Approved

Structure

External Identifiers

PubChem CID   56833384
ChEMBL   CHEMBL1939682
ZINC  

Physicochemical Properties

Molecular Weight:  518.27
ALogP:  0.5601
MLogP:  4.32
XLogP:  5.284
# Rotatable Bonds:  14
Polar Surface Area:  86.74
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  38

Download Data

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