Natural Product: NPC248574

Natural Product ID:  NPC248574
Common Name:   Oblongolide X
IUPAC Name:   (2S,4aS,6aR,8S,10aS,10bR)-2-hydroxy-2-(hydroxymethyl)-8,10b-dimethyl-4,4a,6a,7,8,9,10,10a-octahydrobenzo[f]isochromen-1-one
Synonyms:   Oblongolide X
Molecular Formula:   C16H24O4
Standard InCHIKey:  ALFVRDAMPYOPQO-VHPSDLRFSA-N
Standard InCHI:  InChI=1S/C16H24O4/c1-10-3-6-13-11(7-10)4-5-12-8-20-16(19,9-17)14(18)15(12,13)2/h4-5,10-13,17,19H,3,6-9H2,1-2H3/t10-,11-,12+,13-,15-,16-/m0/s1
Canonical SMILES:  OC[C@]1(O)OC[C@@H]2[C@@](C1=O)(C)[C@H]1CC[C@@H](C[C@@H]1C=C2)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
NPO33230 Phomopsis sp. BCC 9789 Species Valsaceae Eukaryota PMID[20038128]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT639 Cell Line NCI-H187 Homo sapiens IC50 > 71000 nM 15711537
NPT91 Cell Line KB Homo sapiens IC50 > 71000 nM 16989538
NPT2 Others Unspecified IC50 > 71000 nM 16989538
NPT189 Cell Line Vero Chlorocebus aethiops IC50 = 96000 nM 23992864
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis MIC > 178000 nM Open TG-GATES in vivo data: Hematology
NPT190 Organism Human herpesvirus 1 Human herpesvirus 1 MIC > 178000 nM 23268606

  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 NPC248574 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
0.967 High Similarity NPC469565
0.9205 High Similarity NPC230016
0.8632 High Similarity NPC469528
0.8632 High Similarity NPC469369
0.7925 Intermediate Similarity NPC471243
0.7917 Intermediate Similarity NPC214844
0.7905 Intermediate Similarity NPC87335
0.785 Intermediate Similarity NPC205534
0.7849 Intermediate Similarity NPC469569
0.7843 Intermediate Similarity NPC478176
0.7835 Intermediate Similarity NPC324157
0.7826 Intermediate Similarity NPC212083
0.7822 Intermediate Similarity NPC472972
0.7818 Intermediate Similarity NPC297179
0.7778 Intermediate Similarity NPC320118
0.7778 Intermediate Similarity NPC194273
0.7778 Intermediate Similarity NPC108141
0.7757 Intermediate Similarity NPC201992
0.7748 Intermediate Similarity NPC469488
0.7748 Intermediate Similarity NPC319570
0.7732 Intermediate Similarity NPC15059
0.7723 Intermediate Similarity NPC70733
0.7723 Intermediate Similarity NPC56071
0.7717 Intermediate Similarity NPC14151
0.7714 Intermediate Similarity NPC144854
0.7714 Intermediate Similarity NPC293512
0.7714 Intermediate Similarity NPC3316
0.7706 Intermediate Similarity NPC243354
0.7706 Intermediate Similarity NPC474906
0.7706 Intermediate Similarity NPC18547
0.7692 Intermediate Similarity NPC160843
0.7685 Intermediate Similarity NPC289312
0.7685 Intermediate Similarity NPC11252
0.7685 Intermediate Similarity NPC130427
0.7684 Intermediate Similarity NPC94666
0.7658 Intermediate Similarity NPC204552
0.7658 Intermediate Similarity NPC188667
0.7658 Intermediate Similarity NPC17772
0.7658 Intermediate Similarity NPC286347
0.7642 Intermediate Similarity NPC192813
0.7642 Intermediate Similarity NPC277017
0.7642 Intermediate Similarity NPC154608
0.7642 Intermediate Similarity NPC293850
0.7636 Intermediate Similarity NPC473126
0.7636 Intermediate Similarity NPC235539
0.7636 Intermediate Similarity NPC134869
0.7636 Intermediate Similarity NPC152199
0.7629 Intermediate Similarity NPC474700
0.7624 Intermediate Similarity NPC124246
0.7624 Intermediate Similarity NPC278506
0.7624 Intermediate Similarity NPC27105
0.7619 Intermediate Similarity NPC166607
0.7619 Intermediate Similarity NPC210178
0.7615 Intermediate Similarity NPC198539
0.7615 Intermediate Similarity NPC7921
0.7615 Intermediate Similarity NPC477266
0.7615 Intermediate Similarity NPC51978
0.7615 Intermediate Similarity NPC208998
0.7611 Intermediate Similarity NPC102822
0.7611 Intermediate Similarity NPC75417
0.7611 Intermediate Similarity NPC477046
0.7604 Intermediate Similarity NPC298904
0.7596 Intermediate Similarity NPC131366
0.7596 Intermediate Similarity NPC275583
0.7593 Intermediate Similarity NPC317107
0.7593 Intermediate Similarity NPC171888
0.7593 Intermediate Similarity NPC146945
0.7589 Intermediate Similarity NPC11551
0.7589 Intermediate Similarity NPC472949
0.7589 Intermediate Similarity NPC114441
0.7589 Intermediate Similarity NPC208381
0.7589 Intermediate Similarity NPC473884
0.7589 Intermediate Similarity NPC39211
0.7589 Intermediate Similarity NPC180550
0.7589 Intermediate Similarity NPC475171
0.7589 Intermediate Similarity NPC214484
0.7589 Intermediate Similarity NPC309780
0.7589 Intermediate Similarity NPC469945
0.7589 Intermediate Similarity NPC6377
0.7589 Intermediate Similarity NPC157868
0.7589 Intermediate Similarity NPC35405
0.7579 Intermediate Similarity NPC263997
0.7579 Intermediate Similarity NPC241512
0.7579 Intermediate Similarity NPC8518
0.7579 Intermediate Similarity NPC79573
0.7579 Intermediate Similarity NPC132228
0.7579 Intermediate Similarity NPC6185
0.7576 Intermediate Similarity NPC478037
0.7576 Intermediate Similarity NPC478036
0.757 Intermediate Similarity NPC218853
0.757 Intermediate Similarity NPC141350
0.757 Intermediate Similarity NPC246205
0.757 Intermediate Similarity NPC250018
0.757 Intermediate Similarity NPC27814
0.7568 Intermediate Similarity NPC97908
0.7568 Intermediate Similarity NPC122033
0.7568 Intermediate Similarity NPC218970
0.7568 Intermediate Similarity NPC27999
0.7568 Intermediate Similarity NPC477116
0.7568 Intermediate Similarity NPC470854
0.7568 Intermediate Similarity NPC474654
0.7568 Intermediate Similarity NPC287343
0.7568 Intermediate Similarity NPC224121
0.7549 Intermediate Similarity NPC203388
0.7549 Intermediate Similarity NPC471331
0.7549 Intermediate Similarity NPC472687
0.7549 Intermediate Similarity NPC99657
0.7549 Intermediate Similarity NPC471330
0.7547 Intermediate Similarity NPC202524
0.7545 Intermediate Similarity NPC469877
0.7545 Intermediate Similarity NPC247069
0.7545 Intermediate Similarity NPC470919
0.7545 Intermediate Similarity NPC474557
0.7544 Intermediate Similarity NPC471965
0.7544 Intermediate Similarity NPC162574
0.7544 Intermediate Similarity NPC275343
0.7527 Intermediate Similarity NPC116797
0.7526 Intermediate Similarity NPC1753
0.7526 Intermediate Similarity NPC474511
0.7525 Intermediate Similarity NPC472733
0.7525 Intermediate Similarity NPC472734
0.7524 Intermediate Similarity NPC255309
0.7524 Intermediate Similarity NPC100955
0.7524 Intermediate Similarity NPC121566
0.7523 Intermediate Similarity NPC302146
0.7523 Intermediate Similarity NPC317687
0.7522 Intermediate Similarity NPC112038
0.7522 Intermediate Similarity NPC294112
0.75 Intermediate Similarity NPC474963
0.75 Intermediate Similarity NPC324063
0.75 Intermediate Similarity NPC475317
0.75 Intermediate Similarity NPC477054
0.75 Intermediate Similarity NPC470776
0.75 Intermediate Similarity NPC251310
0.75 Intermediate Similarity NPC475632
0.75 Intermediate Similarity NPC225049
0.75 Intermediate Similarity NPC52241
0.75 Intermediate Similarity NPC86020
0.75 Intermediate Similarity NPC476126
0.75 Intermediate Similarity NPC109588
0.75 Intermediate Similarity NPC210005
0.75 Intermediate Similarity NPC476235
0.75 Intermediate Similarity NPC154856
0.75 Intermediate Similarity NPC474567
0.75 Intermediate Similarity NPC181066
0.75 Intermediate Similarity NPC469947
0.75 Intermediate Similarity NPC474113
0.7478 Intermediate Similarity NPC471964
0.7478 Intermediate Similarity NPC14617
0.7478 Intermediate Similarity NPC238005
0.7478 Intermediate Similarity NPC202666
0.7478 Intermediate Similarity NPC262199
0.7478 Intermediate Similarity NPC141196
0.7478 Intermediate Similarity NPC471961
0.7478 Intermediate Similarity NPC1980
0.7477 Intermediate Similarity NPC40632
0.7477 Intermediate Similarity NPC259306
0.7477 Intermediate Similarity NPC473288
0.7477 Intermediate Similarity NPC31797
0.7477 Intermediate Similarity NPC328374
0.7477 Intermediate Similarity NPC470628
0.7477 Intermediate Similarity NPC251236
0.7477 Intermediate Similarity NPC474046
0.7477 Intermediate Similarity NPC207217
0.7477 Intermediate Similarity NPC272576
0.7477 Intermediate Similarity NPC295389
0.7477 Intermediate Similarity NPC96312
0.7476 Intermediate Similarity NPC473576
0.7476 Intermediate Similarity NPC167974
0.7476 Intermediate Similarity NPC475156
0.7475 Intermediate Similarity NPC26865
0.7456 Intermediate Similarity NPC114484
0.7456 Intermediate Similarity NPC86222
0.7456 Intermediate Similarity NPC11242
0.7456 Intermediate Similarity NPC159309
0.7456 Intermediate Similarity NPC171544
0.7456 Intermediate Similarity NPC301449
0.7456 Intermediate Similarity NPC104372
0.7456 Intermediate Similarity NPC242840
0.7456 Intermediate Similarity NPC31838
0.7456 Intermediate Similarity NPC223301
0.7456 Intermediate Similarity NPC64715
0.7456 Intermediate Similarity NPC31193
0.7456 Intermediate Similarity NPC297263
0.7456 Intermediate Similarity NPC22956
0.7456 Intermediate Similarity NPC222580
0.7456 Intermediate Similarity NPC62725
0.7455 Intermediate Similarity NPC49451
0.7453 Intermediate Similarity NPC95243
0.7453 Intermediate Similarity NPC96377
0.7453 Intermediate Similarity NPC471332
0.7453 Intermediate Similarity NPC102352
0.7453 Intermediate Similarity NPC162033
0.7453 Intermediate Similarity NPC63023
0.7453 Intermediate Similarity NPC292588
0.7453 Intermediate Similarity NPC471333
0.7451 Intermediate Similarity NPC473161
0.7451 Intermediate Similarity NPC472732
0.7451 Intermediate Similarity NPC272451
0.7451 Intermediate Similarity NPC472731

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC248574 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
0.7547 Intermediate Similarity NPD6412 Phase 2
0.7478 Intermediate Similarity NPD8328 Phase 3
0.7411 Intermediate Similarity NPD8295 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD6054 Approved
0.7315 Intermediate Similarity NPD5345 Clinical (unspecified phase)
0.7304 Intermediate Similarity NPD6016 Approved
0.7304 Intermediate Similarity NPD6015 Approved
0.73 Intermediate Similarity NPD6411 Approved
0.7282 Intermediate Similarity NPD6083 Phase 2
0.7282 Intermediate Similarity NPD6084 Phase 2
0.7263 Intermediate Similarity NPD3667 Approved
0.7255 Intermediate Similarity NPD5695 Phase 3
0.7241 Intermediate Similarity NPD6370 Approved
0.7241 Intermediate Similarity NPD5988 Approved
0.7234 Intermediate Similarity NPD4695 Discontinued
0.7228 Intermediate Similarity NPD6399 Phase 3
0.7217 Intermediate Similarity NPD6059 Approved
0.7217 Intermediate Similarity NPD6319 Approved
0.7212 Intermediate Similarity NPD5696 Approved
0.7172 Intermediate Similarity NPD6672 Approved
0.7172 Intermediate Similarity NPD5737 Approved
0.7157 Intermediate Similarity NPD5282 Discontinued
0.7119 Intermediate Similarity NPD7492 Approved
0.7113 Intermediate Similarity NPD4786 Approved
0.7105 Intermediate Similarity NPD6009 Approved
0.71 Intermediate Similarity NPD6101 Approved
0.71 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.71 Intermediate Similarity NPD4753 Phase 2
0.7091 Intermediate Similarity NPD8132 Clinical (unspecified phase)
0.7087 Intermediate Similarity NPD5210 Approved
0.7087 Intermediate Similarity NPD4629 Approved
0.7059 Intermediate Similarity NPD6616 Approved
0.7027 Intermediate Similarity NPD4634 Approved
0.7 Intermediate Similarity NPD7078 Approved
0.7 Intermediate Similarity NPD6686 Approved
0.6991 Remote Similarity NPD4632 Approved
0.697 Remote Similarity NPD5279 Phase 3
0.697 Remote Similarity NPD3618 Phase 1
0.6957 Remote Similarity NPD7115 Discovery
0.6942 Remote Similarity NPD7736 Approved
0.6939 Remote Similarity NPD3133 Approved
0.6939 Remote Similarity NPD3666 Approved
0.6939 Remote Similarity NPD3665 Phase 1
0.6909 Remote Similarity NPD5697 Approved
0.6903 Remote Similarity NPD8297 Approved
0.6903 Remote Similarity NPD6882 Approved
0.6893 Remote Similarity NPD5779 Approved
0.6893 Remote Similarity NPD5778 Approved
0.686 Remote Similarity NPD8293 Discontinued
0.6857 Remote Similarity NPD5221 Approved
0.6857 Remote Similarity NPD4697 Phase 3
0.6857 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6857 Remote Similarity NPD5222 Approved
0.6847 Remote Similarity NPD6899 Approved
0.6847 Remote Similarity NPD6881 Approved
0.6847 Remote Similarity NPD6011 Approved
0.6829 Remote Similarity NPD5956 Approved
0.6827 Remote Similarity NPD7748 Approved
0.6818 Remote Similarity NPD6402 Approved
0.6818 Remote Similarity NPD7128 Approved
0.6818 Remote Similarity NPD5739 Approved
0.6818 Remote Similarity NPD6675 Approved
0.6814 Remote Similarity NPD6649 Approved
0.6814 Remote Similarity NPD6650 Approved
0.6803 Remote Similarity NPD6033 Approved
0.68 Remote Similarity NPD3574 Clinical (unspecified phase)
0.68 Remote Similarity NPD5690 Phase 2
0.68 Remote Similarity NPD6098 Approved
0.6796 Remote Similarity NPD7515 Phase 2
0.6796 Remote Similarity NPD5694 Approved
0.6792 Remote Similarity NPD7902 Approved
0.6792 Remote Similarity NPD5173 Approved
0.6786 Remote Similarity NPD6012 Approved
0.6786 Remote Similarity NPD6013 Approved
0.6786 Remote Similarity NPD6372 Approved
0.6786 Remote Similarity NPD6014 Approved
0.6786 Remote Similarity NPD6373 Approved
0.6768 Remote Similarity NPD3668 Phase 3
0.6768 Remote Similarity NPD4197 Approved
0.6765 Remote Similarity NPD6673 Approved
0.6765 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6765 Remote Similarity NPD6080 Approved
0.6765 Remote Similarity NPD6904 Approved
0.6757 Remote Similarity NPD5701 Approved
0.6729 Remote Similarity NPD4225 Approved
0.6726 Remote Similarity NPD7102 Approved
0.6726 Remote Similarity NPD7290 Approved
0.6726 Remote Similarity NPD6883 Approved
0.6723 Remote Similarity NPD5983 Phase 2
0.67 Remote Similarity NPD5329 Approved
0.6699 Remote Similarity NPD5692 Phase 3
0.6696 Remote Similarity NPD7320 Approved
0.6667 Remote Similarity NPD3617 Approved
0.6667 Remote Similarity NPD8413 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6869 Approved
0.6667 Remote Similarity NPD5286 Approved
0.6667 Remote Similarity NPD4696 Approved
0.6667 Remote Similarity NPD6847 Approved
0.6667 Remote Similarity NPD5285 Approved
0.6667 Remote Similarity NPD8130 Phase 1
0.6667 Remote Similarity NPD6617 Approved
0.6636 Remote Similarity NPD4755 Approved
0.6635 Remote Similarity NPD5693 Phase 1
0.6635 Remote Similarity NPD5284 Approved
0.6635 Remote Similarity NPD5281 Approved
0.6635 Remote Similarity NPD6079 Approved
0.6635 Remote Similarity NPD6050 Approved
0.6634 Remote Similarity NPD5330 Approved
0.6634 Remote Similarity NPD7146 Approved
0.6634 Remote Similarity NPD6409 Approved
0.6634 Remote Similarity NPD6684 Approved
0.6634 Remote Similarity NPD7521 Approved
0.6634 Remote Similarity NPD5280 Approved
0.6634 Remote Similarity NPD4694 Approved
0.6634 Remote Similarity NPD7334 Approved
0.6633 Remote Similarity NPD5369 Approved
0.6612 Remote Similarity NPD7604 Phase 2
0.6606 Remote Similarity NPD5223 Approved
0.6602 Remote Similarity NPD5328 Approved
0.6583 Remote Similarity NPD6921 Approved
0.6569 Remote Similarity NPD3573 Approved
0.6566 Remote Similarity NPD4223 Phase 3
0.6566 Remote Similarity NPD4221 Approved
0.6555 Remote Similarity NPD4522 Approved
0.6545 Remote Similarity NPD5226 Approved
0.6545 Remote Similarity NPD5225 Approved
0.6545 Remote Similarity NPD5224 Approved
0.6545 Remote Similarity NPD5211 Phase 2
0.6545 Remote Similarity NPD4633 Approved
0.6522 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6514 Remote Similarity NPD4700 Approved
0.6509 Remote Similarity NPD7900 Approved
0.6509 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6505 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6505 Remote Similarity NPD6903 Approved
0.6504 Remote Similarity NPD6336 Discontinued
0.6486 Remote Similarity NPD5175 Approved
0.6486 Remote Similarity NPD5174 Approved
0.6476 Remote Similarity NPD7637 Suspended
0.6476 Remote Similarity NPD7983 Approved
0.6471 Remote Similarity NPD4623 Approved
0.6471 Remote Similarity NPD4519 Discontinued
0.6446 Remote Similarity NPD8513 Phase 3
0.6446 Remote Similarity NPD8515 Approved
0.6446 Remote Similarity NPD8517 Approved
0.6446 Remote Similarity NPD8516 Approved
0.6441 Remote Similarity NPD6868 Approved
0.6429 Remote Similarity NPD5141 Approved
0.6422 Remote Similarity NPD7638 Approved
0.6415 Remote Similarity NPD4202 Approved
0.64 Remote Similarity NPD4269 Approved
0.64 Remote Similarity NPD4270 Approved
0.6389 Remote Similarity NPD7839 Suspended
0.6387 Remote Similarity NPD6317 Approved
0.6381 Remote Similarity NPD6698 Approved
0.6381 Remote Similarity NPD5785 Approved
0.6381 Remote Similarity NPD5207 Approved
0.6381 Remote Similarity NPD46 Approved
0.6372 Remote Similarity NPD6008 Approved
0.6364 Remote Similarity NPD7639 Approved
0.6364 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6364 Remote Similarity NPD7640 Approved
0.6349 Remote Similarity NPD7319 Approved
0.6348 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6341 Remote Similarity NPD6067 Discontinued
0.6339 Remote Similarity NPD4754 Approved
0.6337 Remote Similarity NPD6110 Phase 1
0.6333 Remote Similarity NPD6313 Approved
0.6333 Remote Similarity NPD6314 Approved
0.6333 Remote Similarity NPD6335 Approved
0.6311 Remote Similarity NPD4693 Phase 3
0.6311 Remote Similarity NPD4138 Approved
0.6311 Remote Similarity NPD5786 Approved
0.6311 Remote Similarity NPD4688 Approved
0.6311 Remote Similarity NPD4689 Approved
0.6311 Remote Similarity NPD4690 Approved
0.6311 Remote Similarity NPD5205 Approved
0.6303 Remote Similarity NPD6274 Approved
0.6296 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6296 Remote Similarity NPD5654 Approved
0.6296 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6293 Remote Similarity NPD6371 Approved
0.6289 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6281 Remote Similarity NPD7101 Approved
0.6281 Remote Similarity NPD7100 Approved
0.6271 Remote Similarity NPD8133 Approved
0.6261 Remote Similarity NPD5168 Approved
0.6261 Remote Similarity NPD4729 Approved
0.6261 Remote Similarity NPD4730 Approved
0.625 Remote Similarity NPD7524 Approved
0.625 Remote Similarity NPD5091 Approved
0.625 Remote Similarity NPD7260 Phase 2
0.624 Remote Similarity NPD7507 Approved
0.6238 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6228 Remote Similarity NPD4767 Approved
0.6228 Remote Similarity NPD4768 Approved
0.6214 Remote Similarity NPD5363 Approved
0.6214 Remote Similarity NPD1694 Approved
0.62 Remote Similarity NPD4252 Approved
0.619 Remote Similarity NPD5208 Approved

Structure

External Identifiers

PubChem CID   44627606
ChEMBL   CHEMBL1087551
ZINC  

Physicochemical Properties

Molecular Weight:  280.17
ALogP:  -0.4948
MLogP:  2.78
XLogP:  2.399
# Rotatable Bonds:  5
Polar Surface Area:  66.76
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  3
# Heavy Atoms:  20

Download Data

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