Natural Product: NPC130275

Natural Product ID:  NPC130275
Common Name:   Spongia-13(16),14-Dien-19-Oic Acid
IUPAC Name:   (3bR,5aR,6S,9aR,9bR)-3b,6,9a-trimethyl-5,5a,7,8,9,9b,10,11-octahydro-4H-naphtho[2,1-e][2]benzofuran-6-carboxylic acid
Synonyms:  
Molecular Formula:   C20H28O3
Standard InCHIKey:  KJCLDWYEUKTPNA-ZRSLWSEBSA-N
Standard InCHI:  InChI=1S/C20H28O3/c1-18-10-7-16-19(2,8-4-9-20(16,3)17(21)22)15(18)6-5-13-11-23-12-14(13)18/h11-12,15-16H,4-10H2,1-3H3,(H,21,22)/t15-,16+,18-,19+,20-/m0/s1
Canonical SMILES:  OC(=O)[C@@]1(C)CCC[C@]2([C@H]1CC[C@@]1([C@@H]2CCc2c1coc2)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
NPO29103 Spongia matamata Species Spongiidae Eukaryota PMID[10075761]
NPO30943 Spongia Genus Spongiidae Eukaryota PMID[22129061]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT140 Organism Artemia Artemia LC50 = 10 ug/ml 10075761
NPT113 Cell Line RAW264.7 Mus musculus Activity > 0.09 nM 22129061

  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 NPC130275 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
0.9658 High Similarity NPC36255
0.9587 High Similarity NPC120836
0.9587 High Similarity NPC223063
0.9576 High Similarity NPC272899
0.9496 High Similarity NPC83115
0.9417 High Similarity NPC230979
0.9417 High Similarity NPC303010
0.9397 High Similarity NPC212918
0.9339 High Similarity NPC46536
0.9339 High Similarity NPC138139
0.9187 High Similarity NPC207294
0.9187 High Similarity NPC112706
0.9113 High Similarity NPC198904
0.9106 High Similarity NPC83178
0.9091 High Similarity NPC16922
0.9024 High Similarity NPC74612
0.8968 High Similarity NPC89133
0.8943 High Similarity NPC179354
0.8906 High Similarity NPC471998
0.8871 High Similarity NPC23086
0.8855 High Similarity NPC202260
0.875 High Similarity NPC471995
0.874 High Similarity NPC476925
0.873 High Similarity NPC327527
0.873 High Similarity NPC476917
0.8626 High Similarity NPC214572
0.8583 High Similarity NPC477040
0.8583 High Similarity NPC329707
0.8561 High Similarity NPC4764
0.8561 High Similarity NPC307401
0.8561 High Similarity NPC310043
0.856 High Similarity NPC243269
0.8548 High Similarity NPC477967
0.8527 High Similarity NPC61788
0.8468 Intermediate Similarity NPC97566
0.8467 Intermediate Similarity NPC41182
0.8443 Intermediate Similarity NPC144745
0.8443 Intermediate Similarity NPC208906
0.8438 Intermediate Similarity NPC477123
0.8438 Intermediate Similarity NPC477966
0.8433 Intermediate Similarity NPC90953
0.843 Intermediate Similarity NPC150895
0.8413 Intermediate Similarity NPC178382
0.8409 Intermediate Similarity NPC476947
0.8397 Intermediate Similarity NPC218838
0.8394 Intermediate Similarity NPC476944
0.8385 Intermediate Similarity NPC298190
0.8382 Intermediate Similarity NPC121158
0.8358 Intermediate Similarity NPC471996
0.8358 Intermediate Similarity NPC476943
0.8346 Intermediate Similarity NPC46896
0.8345 Intermediate Similarity NPC216755
0.8321 Intermediate Similarity NPC267632
0.8295 Intermediate Similarity NPC477039
0.8284 Intermediate Similarity NPC42400
0.8284 Intermediate Similarity NPC310830
0.8271 Intermediate Similarity NPC158525
0.8261 Intermediate Similarity NPC251865
0.8258 Intermediate Similarity NPC293253
0.8248 Intermediate Similarity NPC62103
0.8248 Intermediate Similarity NPC263337
0.8248 Intermediate Similarity NPC20578
0.8235 Intermediate Similarity NPC148374
0.8235 Intermediate Similarity NPC56197
0.8226 Intermediate Similarity NPC243704
0.8217 Intermediate Similarity NPC246392
0.8217 Intermediate Similarity NPC290955
0.8214 Intermediate Similarity NPC471174
0.8209 Intermediate Similarity NPC146872
0.8169 Intermediate Similarity NPC228842
0.8169 Intermediate Similarity NPC212257
0.8154 Intermediate Similarity NPC26532
0.8143 Intermediate Similarity NPC346
0.8134 Intermediate Similarity NPC92941
0.8125 Intermediate Similarity NPC477965
0.8125 Intermediate Similarity NPC477038
0.812 Intermediate Similarity NPC470740
0.812 Intermediate Similarity NPC471006
0.811 Intermediate Similarity NPC317217
0.8102 Intermediate Similarity NPC67003
0.8099 Intermediate Similarity NPC234494
0.8092 Intermediate Similarity NPC208389
0.8088 Intermediate Similarity NPC220094
0.8085 Intermediate Similarity NPC255414
0.8085 Intermediate Similarity NPC250228
0.8058 Intermediate Similarity NPC103134
0.8056 Intermediate Similarity NPC121615
0.8056 Intermediate Similarity NPC294511
0.8056 Intermediate Similarity NPC472672
0.8045 Intermediate Similarity NPC471817
0.8043 Intermediate Similarity NPC205765
0.8042 Intermediate Similarity NPC470997
0.8028 Intermediate Similarity NPC476941
0.8028 Intermediate Similarity NPC476942
0.8028 Intermediate Similarity NPC93666
0.8015 Intermediate Similarity NPC470742
0.8015 Intermediate Similarity NPC279877
0.8 Intermediate Similarity NPC253201
0.8 Intermediate Similarity NPC142113
0.8 Intermediate Similarity NPC237259
0.8 Intermediate Similarity NPC34421
0.8 Intermediate Similarity NPC238843
0.8 Intermediate Similarity NPC302054
0.8 Intermediate Similarity NPC199044
0.8 Intermediate Similarity NPC98206
0.7986 Intermediate Similarity NPC272590
0.7986 Intermediate Similarity NPC52412
0.7972 Intermediate Similarity NPC195325
0.7972 Intermediate Similarity NPC211625
0.7972 Intermediate Similarity NPC69647
0.7972 Intermediate Similarity NPC472654
0.7972 Intermediate Similarity NPC125182
0.7958 Intermediate Similarity NPC476938
0.7958 Intermediate Similarity NPC476937
0.7958 Intermediate Similarity NPC71821
0.7956 Intermediate Similarity NPC236532
0.7955 Intermediate Similarity NPC59502
0.7943 Intermediate Similarity NPC290038
0.7943 Intermediate Similarity NPC185456
0.7939 Intermediate Similarity NPC476016
0.7931 Intermediate Similarity NPC246164
0.7931 Intermediate Similarity NPC33938
0.7931 Intermediate Similarity NPC469503
0.7929 Intermediate Similarity NPC243577
0.7929 Intermediate Similarity NPC476946
0.7923 Intermediate Similarity NPC474829
0.7923 Intermediate Similarity NPC300098
0.7923 Intermediate Similarity NPC290193
0.792 Intermediate Similarity NPC79202
0.792 Intermediate Similarity NPC59035
0.791 Intermediate Similarity NPC473982
0.7902 Intermediate Similarity NPC471007
0.7891 Intermediate Similarity NPC41880
0.7891 Intermediate Similarity NPC104736
0.7887 Intermediate Similarity NPC471292
0.7887 Intermediate Similarity NPC262198
0.7887 Intermediate Similarity NPC233763
0.7886 Intermediate Similarity NPC1811
0.7886 Intermediate Similarity NPC26157
0.7883 Intermediate Similarity NPC170604
0.7883 Intermediate Similarity NPC215109
0.7879 Intermediate Similarity NPC474279
0.7879 Intermediate Similarity NPC474438
0.7877 Intermediate Similarity NPC30222
0.7877 Intermediate Similarity NPC44606
0.7877 Intermediate Similarity NPC282445
0.7877 Intermediate Similarity NPC178932
0.7863 Intermediate Similarity NPC474260
0.7863 Intermediate Similarity NPC81912
0.7863 Intermediate Similarity NPC329694
0.7863 Intermediate Similarity NPC329922
0.7857 Intermediate Similarity NPC227660
0.7846 Intermediate Similarity NPC188377
0.7846 Intermediate Similarity NPC65735
0.7846 Intermediate Similarity NPC118853
0.7842 Intermediate Similarity NPC90296
0.7838 Intermediate Similarity NPC195954
0.7838 Intermediate Similarity NPC304692
0.7838 Intermediate Similarity NPC194499
0.7838 Intermediate Similarity NPC88007
0.7838 Intermediate Similarity NPC7059
0.7832 Intermediate Similarity NPC302987
0.7823 Intermediate Similarity NPC281258
0.7823 Intermediate Similarity NPC296807
0.7823 Intermediate Similarity NPC155939
0.7823 Intermediate Similarity NPC35000
0.7823 Intermediate Similarity NPC141538
0.7823 Intermediate Similarity NPC92979
0.7823 Intermediate Similarity NPC469336
0.7817 Intermediate Similarity NPC56731
0.7817 Intermediate Similarity NPC5676
0.7808 Intermediate Similarity NPC268905
0.7808 Intermediate Similarity NPC475777
0.7808 Intermediate Similarity NPC75906
0.7805 Intermediate Similarity NPC105249
0.7803 Intermediate Similarity NPC319140
0.7803 Intermediate Similarity NPC95567
0.7803 Intermediate Similarity NPC474830
0.7801 Intermediate Similarity NPC64568
0.7801 Intermediate Similarity NPC205071
0.7795 Intermediate Similarity NPC87466
0.7786 Intermediate Similarity NPC20500
0.7786 Intermediate Similarity NPC71274
0.7786 Intermediate Similarity NPC471559
0.7786 Intermediate Similarity NPC471074
0.7786 Intermediate Similarity NPC473885
0.7786 Intermediate Similarity NPC75557
0.7785 Intermediate Similarity NPC474611
0.7762 Intermediate Similarity NPC62799
0.7755 Intermediate Similarity NPC114880
0.7755 Intermediate Similarity NPC57998
0.7734 Intermediate Similarity NPC473969
0.7733 Intermediate Similarity NPC335761
0.7733 Intermediate Similarity NPC287559
0.7733 Intermediate Similarity NPC8389
0.7724 Intermediate Similarity NPC95526
0.7724 Intermediate Similarity NPC471001
0.7724 Intermediate Similarity NPC470998
0.7721 Intermediate Similarity NPC474425
0.7721 Intermediate Similarity NPC474426

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC130275 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
0.7899 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7708 Intermediate Similarity NPD6273 Approved
0.7584 Intermediate Similarity NPD5761 Phase 2
0.7584 Intermediate Similarity NPD5760 Phase 2
0.7361 Intermediate Similarity NPD7003 Approved
0.7266 Intermediate Similarity NPD8032 Phase 2
0.7246 Intermediate Similarity NPD5952 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD4628 Phase 3
0.7214 Intermediate Similarity NPD4140 Approved
0.7206 Intermediate Similarity NPD2797 Approved
0.7153 Intermediate Similarity NPD2346 Discontinued
0.7133 Intermediate Similarity NPD2799 Discontinued
0.7086 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7071 Intermediate Similarity NPD2313 Discontinued
0.7055 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7015 Intermediate Similarity NPD3412 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD1283 Approved
0.6994 Remote Similarity NPD6765 Approved
0.6994 Remote Similarity NPD6764 Approved
0.6985 Remote Similarity NPD1608 Approved
0.6974 Remote Similarity NPD7458 Discontinued
0.6968 Remote Similarity NPD5616 Clinical (unspecified phase)
0.695 Remote Similarity NPD3268 Approved
0.6947 Remote Similarity NPD5951 Approved
0.6943 Remote Similarity NPD5537 Clinical (unspecified phase)
0.694 Remote Similarity NPD5585 Approved
0.6933 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6355 Discontinued
0.6906 Remote Similarity NPD2798 Approved
0.6897 Remote Similarity NPD4308 Phase 3
0.6892 Remote Similarity NPD4110 Phase 3
0.6892 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6892 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6886 Remote Similarity NPD8434 Phase 2
0.6879 Remote Similarity NPD7008 Discontinued
0.6866 Remote Similarity NPD1894 Discontinued
0.6861 Remote Similarity NPD3972 Approved
0.6849 Remote Similarity NPD4476 Approved
0.6849 Remote Similarity NPD4477 Approved
0.6831 Remote Similarity NPD6798 Discontinued
0.6831 Remote Similarity NPD3764 Approved
0.6826 Remote Similarity NPD6784 Approved
0.6826 Remote Similarity NPD6785 Approved
0.6809 Remote Similarity NPD6832 Phase 2
0.6803 Remote Similarity NPD2344 Approved
0.6788 Remote Similarity NPD1281 Approved
0.6783 Remote Similarity NPD6663 Approved
0.6769 Remote Similarity NPD2181 Clinical (unspecified phase)
0.6765 Remote Similarity NPD17 Approved
0.6765 Remote Similarity NPD1778 Approved
0.6763 Remote Similarity NPD1876 Approved
0.6761 Remote Similarity NPD7095 Approved
0.6753 Remote Similarity NPD3226 Approved
0.675 Remote Similarity NPD8127 Discontinued
0.6738 Remote Similarity NPD5736 Approved
0.6736 Remote Similarity NPD2979 Phase 3
0.6736 Remote Similarity NPD4307 Phase 2
0.6735 Remote Similarity NPD1551 Phase 2
0.6714 Remote Similarity NPD3266 Approved
0.6714 Remote Similarity NPD3267 Approved
0.6713 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6711 Remote Similarity NPD2533 Approved
0.6711 Remote Similarity NPD2534 Approved
0.6711 Remote Similarity NPD2532 Approved
0.6691 Remote Similarity NPD4359 Approved
0.6691 Remote Similarity NPD5327 Phase 3
0.6689 Remote Similarity NPD6002 Phase 3
0.6689 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6689 Remote Similarity NPD6005 Phase 3
0.6689 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6689 Remote Similarity NPD1471 Phase 3
0.6689 Remote Similarity NPD6004 Phase 3
0.6688 Remote Similarity NPD7819 Suspended
0.6667 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6667 Remote Similarity NPD3750 Approved
0.6667 Remote Similarity NPD6233 Phase 2
0.6667 Remote Similarity NPD8166 Discontinued
0.6644 Remote Similarity NPD4534 Discontinued
0.6642 Remote Similarity NPD7163 Clinical (unspecified phase)
0.6623 Remote Similarity NPD7427 Discontinued
0.6623 Remote Similarity NPD2309 Approved
0.6622 Remote Similarity NPD6100 Approved
0.6622 Remote Similarity NPD6099 Approved
0.6622 Remote Similarity NPD2935 Discontinued
0.6619 Remote Similarity NPD9717 Approved
0.6617 Remote Similarity NPD1241 Discontinued
0.6604 Remote Similarity NPD7768 Phase 2
0.6603 Remote Similarity NPD6599 Discontinued
0.6596 Remote Similarity NPD1203 Approved
0.6579 Remote Similarity NPD7440 Discontinued
0.6579 Remote Similarity NPD643 Clinical (unspecified phase)
0.6579 Remote Similarity NPD7236 Approved
0.6577 Remote Similarity NPD6800 Clinical (unspecified phase)
0.6575 Remote Similarity NPD4622 Approved
0.6575 Remote Similarity NPD4618 Approved
0.6575 Remote Similarity NPD5735 Approved
0.6573 Remote Similarity NPD2614 Approved
0.6569 Remote Similarity NPD5691 Approved
0.6562 Remote Similarity NPD3749 Approved
0.6561 Remote Similarity NPD7411 Suspended
0.6554 Remote Similarity NPD3748 Approved
0.6541 Remote Similarity NPD5535 Approved
0.6536 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6533 Remote Similarity NPD5958 Discontinued
0.6531 Remote Similarity NPD6353 Approved
0.6522 Remote Similarity NPD4626 Approved
0.6522 Remote Similarity NPD3019 Approved
0.6516 Remote Similarity NPD920 Approved
0.651 Remote Similarity NPD2531 Phase 2
0.651 Remote Similarity NPD2438 Suspended
0.6507 Remote Similarity NPD4060 Phase 1
0.6497 Remote Similarity NPD7028 Phase 2
0.6494 Remote Similarity NPD642 Clinical (unspecified phase)
0.649 Remote Similarity NPD1243 Approved
0.649 Remote Similarity NPD2800 Approved
0.6489 Remote Similarity NPD6831 Clinical (unspecified phase)
0.6489 Remote Similarity NPD2182 Approved
0.6488 Remote Similarity NPD6559 Discontinued
0.6486 Remote Similarity NPD5689 Approved
0.6486 Remote Similarity NPD5688 Approved
0.6486 Remote Similarity NPD7097 Phase 1
0.6483 Remote Similarity NPD6859 Clinical (unspecified phase)
0.6478 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6475 Remote Similarity NPD3496 Discontinued
0.6467 Remote Similarity NPD5763 Approved
0.6467 Remote Similarity NPD5762 Approved
0.6463 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6456 Remote Similarity NPD6677 Suspended
0.6449 Remote Similarity NPD1651 Approved
0.6446 Remote Similarity NPD7177 Discontinued
0.6444 Remote Similarity NPD2629 Approved
0.6443 Remote Similarity NPD7033 Discontinued
0.6438 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6438 Remote Similarity NPD4870 Approved
0.6438 Remote Similarity NPD4062 Phase 3
0.6434 Remote Similarity NPD4624 Approved
0.6434 Remote Similarity NPD5647 Approved
0.6434 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6434 Remote Similarity NPD5909 Discontinued
0.6424 Remote Similarity NPD2897 Discontinued
0.6424 Remote Similarity NPD970 Clinical (unspecified phase)
0.6415 Remote Similarity NPD37 Approved
0.641 Remote Similarity NPD8012 Clinical (unspecified phase)
0.6407 Remote Similarity NPD5844 Phase 1
0.6403 Remote Similarity NPD2932 Approved
0.64 Remote Similarity NPD2796 Approved
0.6398 Remote Similarity NPD4965 Approved
0.6398 Remote Similarity NPD4966 Approved
0.6398 Remote Similarity NPD4967 Phase 2
0.6397 Remote Similarity NPD4198 Discontinued
0.6387 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6383 Remote Similarity NPD1481 Phase 2
0.6378 Remote Similarity NPD1238 Approved
0.6377 Remote Similarity NPD9545 Approved
0.637 Remote Similarity NPD7985 Registered
0.637 Remote Similarity NPD411 Approved
0.6369 Remote Similarity NPD7239 Suspended
0.6364 Remote Similarity NPD6362 Approved
0.6358 Remote Similarity NPD8005 Clinical (unspecified phase)
0.6358 Remote Similarity NPD7075 Discontinued
0.6357 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6357 Remote Similarity NPD3847 Discontinued
0.6351 Remote Similarity NPD1933 Approved
0.6346 Remote Similarity NPD5049 Phase 3
0.6336 Remote Similarity NPD3134 Approved
0.6325 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6323 Remote Similarity NPD6799 Approved
0.6319 Remote Similarity NPD6234 Discontinued
0.6319 Remote Similarity NPD1019 Discontinued
0.6316 Remote Similarity NPD7596 Clinical (unspecified phase)
0.6312 Remote Similarity NPD7577 Discontinued
0.6312 Remote Similarity NPD6287 Discontinued
0.6312 Remote Similarity NPD1535 Discovery
0.6309 Remote Similarity NPD6653 Approved
0.6306 Remote Similarity NPD3873 Phase 3
0.6306 Remote Similarity NPD3869 Phase 3
0.6304 Remote Similarity NPD7644 Approved
0.6303 Remote Similarity NPD7229 Phase 3
0.6299 Remote Similarity NPD2354 Approved
0.6299 Remote Similarity NPD3887 Approved
0.6296 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6296 Remote Similarity NPD7094 Approved
0.6296 Remote Similarity NPD6858 Approved
0.6294 Remote Similarity NPD3225 Approved
0.6284 Remote Similarity NPD3620 Phase 2
0.6284 Remote Similarity NPD3619 Clinical (unspecified phase)
0.6282 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6277 Remote Similarity NPD7157 Approved
0.6264 Remote Similarity NPD7693 Approved
0.6259 Remote Similarity NPD6410 Clinical (unspecified phase)
0.625 Remote Similarity NPD1550 Clinical (unspecified phase)
0.625 Remote Similarity NPD7702 Clinical (unspecified phase)
0.625 Remote Similarity NPD7893 Clinical (unspecified phase)
0.625 Remote Similarity NPD1049 Clinical (unspecified phase)
0.625 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6242 Remote Similarity NPD447 Suspended
0.6242 Remote Similarity NPD6959 Discontinued
0.6242 Remote Similarity NPD5123 Clinical (unspecified phase)
0.6242 Remote Similarity NPD7199 Phase 2
0.6242 Remote Similarity NPD5124 Phase 1

Structure

External Identifiers

PubChem CID   21582644
ChEMBL   CHEMBL510050
ZINC  

Physicochemical Properties

Molecular Weight:  316.20
ALogP:  0.6337
MLogP:  3.33
XLogP:  5.5
# Rotatable Bonds:  5
Polar Surface Area:  50.44
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  23

Download Data

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Biological Activities  
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