Natural Product: NPC326264

Natural Product ID:  NPC326264
Common Name:   Longirostreronea
IUPAC Name:   (6aR,9S,9aR)-3-[(1S,2S,4R)-4-hydroxy-2-methyl-6-oxocyclohexyl]-6a-methyl-9-[(2E,4E)-4,6,8-trimethyldeca-2,4-dienoyl]-9,9a-dihydrofuro[2,3-h]isochromene-6,8-dione
Synonyms:   longirostreroneA
Molecular Formula:   C32H40O7
Standard InCHIKey:  IAPUSMZQQSXGDI-QXHNIIHBSA-N
Standard InCHI:  InChI=1S/C32H40O7/c1-7-17(2)10-19(4)11-18(3)8-9-24(34)29-30-23-16-38-26(28-20(5)12-22(33)15-25(28)35)13-21(23)14-27(36)32(30,6)39-31(29)37/h8-9,11,13-14,16-17,19-20,22,28-30,33H,7,10,12,15H2,1-6H3/b9-8+,18-11+/t17?,19?,20-,22+,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)C[C@H](CC1=O)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 = 1040 nM 22004007
NPT83 Cell Line MCF7 Homo sapiens IC50 = 240 nM 22004007
NPT639 Cell Line NCI-H187 Homo sapiens IC50 = 3080 nM 22004007
NPT485 Organism Plasmodium falciparum (isolate K1 / Thailand) Plasmodium falciparum K1 IC50 = 630 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 NPC326264 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
0.9135 High Similarity NPC320294
0.9083 High Similarity NPC321496
0.8545 High Similarity NPC23497
0.8435 Intermediate Similarity NPC21326
0.8381 Intermediate Similarity NPC318082
0.8286 Intermediate Similarity NPC31021
0.8205 Intermediate Similarity NPC472933
0.819 Intermediate Similarity NPC472927
0.8091 Intermediate Similarity NPC271059
0.8091 Intermediate Similarity NPC25666
0.8087 Intermediate Similarity NPC474271
0.807 Intermediate Similarity NPC34315
0.8053 Intermediate Similarity NPC250018
0.8034 Intermediate Similarity NPC472934
0.8017 Intermediate Similarity NPC247069
0.7983 Intermediate Similarity NPC476815
0.7982 Intermediate Similarity NPC472972
0.7931 Intermediate Similarity NPC472929
0.7931 Intermediate Similarity NPC472926
0.7928 Intermediate Similarity NPC275583
0.7899 Intermediate Similarity NPC268958
0.7899 Intermediate Similarity NPC470777
0.7833 Intermediate Similarity NPC478051
0.7833 Intermediate Similarity NPC31641
0.7826 Intermediate Similarity NPC210005
0.7815 Intermediate Similarity NPC17772
0.7797 Intermediate Similarity NPC270478
0.7797 Intermediate Similarity NPC270958
0.7788 Intermediate Similarity NPC469607
0.7778 Intermediate Similarity NPC198539
0.776 Intermediate Similarity NPC221414
0.7759 Intermediate Similarity NPC231589
0.7759 Intermediate Similarity NPC214797
0.7759 Intermediate Similarity NPC472928
0.7759 Intermediate Similarity NPC118860
0.775 Intermediate Similarity NPC245320
0.7739 Intermediate Similarity NPC304495
0.7731 Intermediate Similarity NPC239273
0.7727 Intermediate Similarity NPC472687
0.7727 Intermediate Similarity NPC471330
0.7727 Intermediate Similarity NPC203388
0.7727 Intermediate Similarity NPC471331
0.7727 Intermediate Similarity NPC99657
0.7724 Intermediate Similarity NPC24651
0.7719 Intermediate Similarity NPC144854
0.7719 Intermediate Similarity NPC3316
0.7712 Intermediate Similarity NPC473798
0.7706 Intermediate Similarity NPC269492
0.7699 Intermediate Similarity NPC96268
0.7699 Intermediate Similarity NPC213366
0.7692 Intermediate Similarity NPC71348
0.7692 Intermediate Similarity NPC193948
0.7692 Intermediate Similarity NPC170487
0.7686 Intermediate Similarity NPC473145
0.7679 Intermediate Similarity NPC31058
0.7679 Intermediate Similarity NPC469606
0.7679 Intermediate Similarity NPC273005
0.7672 Intermediate Similarity NPC129689
0.7672 Intermediate Similarity NPC286880
0.7672 Intermediate Similarity NPC478209
0.7667 Intermediate Similarity NPC297179
0.7667 Intermediate Similarity NPC118638
0.7658 Intermediate Similarity NPC472727
0.7658 Intermediate Similarity NPC472728
0.7658 Intermediate Similarity NPC46761
0.7652 Intermediate Similarity NPC476802
0.7652 Intermediate Similarity NPC154608
0.7652 Intermediate Similarity NPC89171
0.7652 Intermediate Similarity NPC192813
0.7652 Intermediate Similarity NPC277017
0.7647 Intermediate Similarity NPC251236
0.7647 Intermediate Similarity NPC16081
0.7647 Intermediate Similarity NPC173686
0.7647 Intermediate Similarity NPC328374
0.7647 Intermediate Similarity NPC207217
0.7647 Intermediate Similarity NPC40632
0.7647 Intermediate Similarity NPC96312
0.7642 Intermediate Similarity NPC265557
0.7642 Intermediate Similarity NPC18945
0.7642 Intermediate Similarity NPC105926
0.7642 Intermediate Similarity NPC91693
0.7636 Intermediate Similarity NPC273269
0.7636 Intermediate Similarity NPC27105
0.7632 Intermediate Similarity NPC181357
0.7632 Intermediate Similarity NPC471332
0.7632 Intermediate Similarity NPC32006
0.7632 Intermediate Similarity NPC478208
0.7632 Intermediate Similarity NPC471333
0.7632 Intermediate Similarity NPC85529
0.7632 Intermediate Similarity NPC292588
0.7627 Intermediate Similarity NPC469454
0.7627 Intermediate Similarity NPC25909
0.7627 Intermediate Similarity NPC469463
0.7627 Intermediate Similarity NPC469496
0.7627 Intermediate Similarity NPC159333
0.7627 Intermediate Similarity NPC202889
0.7611 Intermediate Similarity NPC179208
0.7611 Intermediate Similarity NPC159442
0.7607 Intermediate Similarity NPC324683
0.7607 Intermediate Similarity NPC43775
0.7607 Intermediate Similarity NPC115303
0.76 Intermediate Similarity NPC476008
0.7589 Intermediate Similarity NPC469851
0.7586 Intermediate Similarity NPC286174
0.7586 Intermediate Similarity NPC20192
0.7586 Intermediate Similarity NPC153239
0.7586 Intermediate Similarity NPC258543
0.7586 Intermediate Similarity NPC27814
0.7586 Intermediate Similarity NPC77947
0.7586 Intermediate Similarity NPC241927
0.7583 Intermediate Similarity NPC470854
0.7583 Intermediate Similarity NPC474654
0.7583 Intermediate Similarity NPC122033
0.7583 Intermediate Similarity NPC287343
0.7583 Intermediate Similarity NPC97908
0.7581 Intermediate Similarity NPC476729
0.7568 Intermediate Similarity NPC472729
0.7568 Intermediate Similarity NPC472730
0.7568 Intermediate Similarity NPC177680
0.7568 Intermediate Similarity NPC153776
0.7565 Intermediate Similarity NPC202524
0.7565 Intermediate Similarity NPC475294
0.7565 Intermediate Similarity NPC199107
0.7565 Intermediate Similarity NPC472925
0.7565 Intermediate Similarity NPC232969
0.7563 Intermediate Similarity NPC143268
0.7563 Intermediate Similarity NPC45218
0.7563 Intermediate Similarity NPC323821
0.7563 Intermediate Similarity NPC268238
0.7561 Intermediate Similarity NPC312833
0.7544 Intermediate Similarity NPC135854
0.7544 Intermediate Similarity NPC216245
0.7544 Intermediate Similarity NPC470251
0.7544 Intermediate Similarity NPC2436
0.7542 Intermediate Similarity NPC90769
0.7542 Intermediate Similarity NPC66108
0.7542 Intermediate Similarity NPC147180
0.7542 Intermediate Similarity NPC264634
0.7541 Intermediate Similarity NPC476962
0.7524 Intermediate Similarity NPC203795
0.7522 Intermediate Similarity NPC163249
0.7522 Intermediate Similarity NPC53222
0.7521 Intermediate Similarity NPC272898
0.7521 Intermediate Similarity NPC5284
0.7521 Intermediate Similarity NPC284707
0.7521 Intermediate Similarity NPC106644
0.7521 Intermediate Similarity NPC197428
0.7521 Intermediate Similarity NPC473036
0.752 Intermediate Similarity NPC477745
0.75 Intermediate Similarity NPC102316
0.75 Intermediate Similarity NPC322903
0.75 Intermediate Similarity NPC100390
0.75 Intermediate Similarity NPC476193
0.75 Intermediate Similarity NPC67251
0.75 Intermediate Similarity NPC120724
0.75 Intermediate Similarity NPC54705
0.75 Intermediate Similarity NPC275539
0.75 Intermediate Similarity NPC478216
0.75 Intermediate Similarity NPC148458
0.75 Intermediate Similarity NPC235539
0.75 Intermediate Similarity NPC254614
0.75 Intermediate Similarity NPC152199
0.75 Intermediate Similarity NPC189075
0.75 Intermediate Similarity NPC104861
0.75 Intermediate Similarity NPC476963
0.75 Intermediate Similarity NPC134869
0.7481 Intermediate Similarity NPC596
0.748 Intermediate Similarity NPC470921
0.748 Intermediate Similarity NPC54614
0.748 Intermediate Similarity NPC309096
0.7479 Intermediate Similarity NPC49451
0.7479 Intermediate Similarity NPC478212
0.7479 Intermediate Similarity NPC52634
0.7478 Intermediate Similarity NPC96377
0.7478 Intermediate Similarity NPC196528
0.7478 Intermediate Similarity NPC102352
0.7478 Intermediate Similarity NPC469852
0.7477 Intermediate Similarity NPC472732
0.7477 Intermediate Similarity NPC43747
0.7477 Intermediate Similarity NPC256902
0.7477 Intermediate Similarity NPC472731
0.7477 Intermediate Similarity NPC118193
0.7459 Intermediate Similarity NPC469488
0.7459 Intermediate Similarity NPC476960
0.7458 Intermediate Similarity NPC179798
0.7458 Intermediate Similarity NPC171888
0.7458 Intermediate Similarity NPC146945
0.7458 Intermediate Similarity NPC207689
0.7458 Intermediate Similarity NPC304180
0.7458 Intermediate Similarity NPC474315
0.7458 Intermediate Similarity NPC188738
0.7456 Intermediate Similarity NPC282233
0.7456 Intermediate Similarity NPC95585
0.7456 Intermediate Similarity NPC95899
0.7456 Intermediate Similarity NPC33973
0.7456 Intermediate Similarity NPC70967
0.744 Intermediate Similarity NPC470922
0.744 Intermediate Similarity NPC8369
0.7438 Intermediate Similarity NPC53396
0.7438 Intermediate Similarity NPC243298

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC326264 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
0.75 Intermediate Similarity NPD6899 Approved
0.75 Intermediate Similarity NPD6881 Approved
0.7458 Intermediate Similarity NPD6649 Approved
0.7458 Intermediate Similarity NPD8130 Phase 1
0.7458 Intermediate Similarity NPD6650 Approved
0.744 Intermediate Similarity NPD7492 Approved
0.7414 Intermediate Similarity NPD5697 Approved
0.7402 Intermediate Similarity NPD7736 Approved
0.7398 Intermediate Similarity NPD6054 Approved
0.7398 Intermediate Similarity NPD6319 Approved
0.7395 Intermediate Similarity NPD8297 Approved
0.7381 Intermediate Similarity NPD6616 Approved
0.7373 Intermediate Similarity NPD7102 Approved
0.7373 Intermediate Similarity NPD7290 Approved
0.7373 Intermediate Similarity NPD6883 Approved
0.735 Intermediate Similarity NPD6011 Approved
0.7328 Intermediate Similarity NPD6402 Approved
0.7328 Intermediate Similarity NPD5739 Approved
0.7328 Intermediate Similarity NPD6675 Approved
0.7328 Intermediate Similarity NPD7128 Approved
0.7323 Intermediate Similarity NPD7078 Approved
0.7315 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7315 Intermediate Similarity NPD6101 Approved
0.7311 Intermediate Similarity NPD6847 Approved
0.7311 Intermediate Similarity NPD6617 Approved
0.7311 Intermediate Similarity NPD6869 Approved
0.7288 Intermediate Similarity NPD6013 Approved
0.7288 Intermediate Similarity NPD6014 Approved
0.7288 Intermediate Similarity NPD6373 Approved
0.7288 Intermediate Similarity NPD6012 Approved
0.7288 Intermediate Similarity NPD6372 Approved
0.728 Intermediate Similarity NPD6370 Approved
0.7273 Intermediate Similarity NPD5779 Approved
0.7273 Intermediate Similarity NPD5778 Approved
0.725 Intermediate Similarity NPD6882 Approved
0.7203 Intermediate Similarity NPD7320 Approved
0.72 Intermediate Similarity NPD6015 Approved
0.72 Intermediate Similarity NPD6016 Approved
0.719 Intermediate Similarity NPD4632 Approved
0.7188 Intermediate Similarity NPD8293 Discontinued
0.7182 Intermediate Similarity NPD6411 Approved
0.7154 Intermediate Similarity NPD6009 Approved
0.7143 Intermediate Similarity NPD5988 Approved
0.712 Intermediate Similarity NPD6059 Approved
0.7119 Intermediate Similarity NPD5701 Approved
0.7105 Intermediate Similarity NPD5696 Approved
0.7087 Intermediate Similarity NPD7604 Phase 2
0.7087 Intermediate Similarity NPD8328 Phase 3
0.7063 Intermediate Similarity NPD5983 Phase 2
0.7054 Intermediate Similarity NPD5282 Discontinued
0.7034 Intermediate Similarity NPD6008 Approved
0.7025 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7018 Intermediate Similarity NPD6083 Phase 2
0.7018 Intermediate Similarity NPD6084 Phase 2
0.7016 Intermediate Similarity NPD7115 Discovery
0.6977 Remote Similarity NPD6336 Discontinued
0.6967 Remote Similarity NPD6053 Discontinued
0.696 Remote Similarity NPD6335 Approved
0.6942 Remote Similarity NPD4634 Approved
0.6935 Remote Similarity NPD6868 Approved
0.693 Remote Similarity NPD5220 Clinical (unspecified phase)
0.693 Remote Similarity NPD5222 Approved
0.693 Remote Similarity NPD5221 Approved
0.6929 Remote Similarity NPD8513 Phase 3
0.6905 Remote Similarity NPD7100 Approved
0.6905 Remote Similarity NPD7101 Approved
0.6903 Remote Similarity NPD7748 Approved
0.6897 Remote Similarity NPD4696 Approved
0.6897 Remote Similarity NPD5286 Approved
0.6897 Remote Similarity NPD5285 Approved
0.688 Remote Similarity NPD6317 Approved
0.6875 Remote Similarity NPD6079 Approved
0.687 Remote Similarity NPD7902 Approved
0.687 Remote Similarity NPD5173 Approved
0.6842 Remote Similarity NPD4629 Approved
0.6842 Remote Similarity NPD7260 Phase 2
0.6842 Remote Similarity NPD5210 Approved
0.6842 Remote Similarity NPD5695 Phase 3
0.6838 Remote Similarity NPD5223 Approved
0.6825 Remote Similarity NPD6314 Approved
0.6825 Remote Similarity NPD6313 Approved
0.6814 Remote Similarity NPD6399 Phase 3
0.68 Remote Similarity NPD6274 Approved
0.6797 Remote Similarity NPD8517 Approved
0.6797 Remote Similarity NPD8515 Approved
0.6797 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6797 Remote Similarity NPD8516 Approved
0.6783 Remote Similarity NPD4697 Phase 3
0.678 Remote Similarity NPD5226 Approved
0.678 Remote Similarity NPD5211 Phase 2
0.678 Remote Similarity NPD4633 Approved
0.678 Remote Similarity NPD5225 Approved
0.678 Remote Similarity NPD5224 Approved
0.6777 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6672 Approved
0.6757 Remote Similarity NPD5737 Approved
0.6746 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6742 Remote Similarity NPD6033 Approved
0.6726 Remote Similarity NPD6050 Approved
0.6726 Remote Similarity NPD7515 Phase 2
0.6726 Remote Similarity NPD5694 Approved
0.6724 Remote Similarity NPD4755 Approved
0.6723 Remote Similarity NPD5175 Approved
0.6723 Remote Similarity NPD5174 Approved
0.6696 Remote Similarity NPD5328 Approved
0.6696 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3573 Approved
0.6667 Remote Similarity NPD5141 Approved
0.6667 Remote Similarity NPD7638 Approved
0.6637 Remote Similarity NPD5692 Phase 3
0.661 Remote Similarity NPD7640 Approved
0.661 Remote Similarity NPD7639 Approved
0.661 Remote Similarity NPD4700 Approved
0.6609 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6609 Remote Similarity NPD7900 Approved
0.6579 Remote Similarity NPD5281 Approved
0.6579 Remote Similarity NPD5284 Approved
0.6579 Remote Similarity NPD7983 Approved
0.6577 Remote Similarity NPD5279 Phase 3
0.6577 Remote Similarity NPD3618 Phase 1
0.6557 Remote Similarity NPD7899 Clinical (unspecified phase)
0.6552 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6549 Remote Similarity NPD6080 Approved
0.6549 Remote Similarity NPD6904 Approved
0.6549 Remote Similarity NPD6673 Approved
0.6544 Remote Similarity NPD6845 Suspended
0.6541 Remote Similarity NPD8074 Phase 3
0.6538 Remote Similarity NPD6909 Approved
0.6538 Remote Similarity NPD6908 Approved
0.6525 Remote Similarity NPD4225 Approved
0.6504 Remote Similarity NPD4730 Approved
0.6504 Remote Similarity NPD4729 Approved
0.6491 Remote Similarity NPD5207 Approved
0.6481 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6481 Remote Similarity NPD4695 Discontinued
0.6475 Remote Similarity NPD7966 Clinical (unspecified phase)
0.6446 Remote Similarity NPD4754 Approved
0.6429 Remote Similarity NPD7521 Approved
0.6429 Remote Similarity NPD6334 Approved
0.6429 Remote Similarity NPD7334 Approved
0.6429 Remote Similarity NPD6409 Approved
0.6429 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6429 Remote Similarity NPD6684 Approved
0.6429 Remote Similarity NPD6333 Approved
0.6429 Remote Similarity NPD7146 Approved
0.6429 Remote Similarity NPD5330 Approved
0.6423 Remote Similarity NPD6614 Approved
0.6422 Remote Similarity NPD5369 Approved
0.641 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4753 Phase 2
0.64 Remote Similarity NPD5134 Clinical (unspecified phase)
0.64 Remote Similarity NPD5135 Approved
0.64 Remote Similarity NPD5249 Phase 3
0.64 Remote Similarity NPD5169 Approved
0.64 Remote Similarity NPD5250 Approved
0.64 Remote Similarity NPD5247 Approved
0.64 Remote Similarity NPD5251 Approved
0.64 Remote Similarity NPD5248 Approved
0.6396 Remote Similarity NPD4786 Approved
0.6371 Remote Similarity NPD5128 Approved
0.6371 Remote Similarity NPD5168 Approved
0.6364 Remote Similarity NPD3667 Approved
0.6356 Remote Similarity NPD7839 Suspended
0.6355 Remote Similarity NPD4756 Discovery
0.6349 Remote Similarity NPD5217 Approved
0.6349 Remote Similarity NPD5216 Approved
0.6349 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6349 Remote Similarity NPD5215 Approved
0.6349 Remote Similarity NPD5127 Approved
0.6341 Remote Similarity NPD4768 Approved
0.6341 Remote Similarity NPD4767 Approved
0.6339 Remote Similarity NPD5363 Approved
0.6339 Remote Similarity NPD1694 Approved
0.6316 Remote Similarity NPD6903 Approved
0.6316 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6306 Remote Similarity NPD6110 Phase 1
0.6293 Remote Similarity NPD7637 Suspended
0.6293 Remote Similarity NPD5693 Phase 1
0.629 Remote Similarity NPD6412 Phase 2
0.6288 Remote Similarity NPD7503 Approved
0.6283 Remote Similarity NPD4694 Approved
0.6283 Remote Similarity NPD6098 Approved
0.6283 Remote Similarity NPD5690 Phase 2
0.6283 Remote Similarity NPD5786 Approved
0.6283 Remote Similarity NPD5280 Approved
0.6277 Remote Similarity NPD5956 Approved
0.6271 Remote Similarity NPD5654 Approved
0.625 Remote Similarity NPD3665 Phase 1
0.625 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD8029 Clinical (unspecified phase)
0.625 Remote Similarity NPD3133 Approved
0.624 Remote Similarity NPD6686 Approved
0.6239 Remote Similarity NPD4202 Approved
0.6207 Remote Similarity NPD5785 Approved
0.6204 Remote Similarity NPD7319 Approved
0.6202 Remote Similarity NPD5167 Approved
0.6195 Remote Similarity NPD1696 Phase 3
0.6195 Remote Similarity NPD5329 Approved
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD8132 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   56833382
ChEMBL   CHEMBL1939684
ZINC  

Physicochemical Properties

Molecular Weight:  536.28
ALogP:  -0.0837
MLogP:  4.21
XLogP:  4.157
# Rotatable Bonds:  15
Polar Surface Area:  106.97
# H-Bond Aceptor:  7
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  39

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
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