Natural Product: NPC306951

Natural Product ID:  NPC306951
Common Name:   5-(5,6-Epoxy-1,2,4A,5-Tetramethyldecahydronaphthalen-1-Yl)-3-Methylpent-2-Enoic Acid
IUPAC Name:   (E)-5-[(1aR,3aR,4R,5S,7aS,7bS)-4,5,7a,7b-tetramethyl-2,3,3a,5,6,7-hexahydro-1aH-naphtho[1,2-b]oxiren-4-yl]-3-methylpent-2-enoic acid
Synonyms:   3,4-epoxyclerodan-13E-en-15-oic acid
Molecular Formula:   C20H32O3
Standard InCHIKey:  ZIERSMJBWUDONC-XYHGBDLASA-N
Standard InCHI:  InChI=1S/C20H32O3/c1-13(12-17(21)22)8-10-18(3)14(2)9-11-19(4)15(18)6-7-16-20(19,5)23-16/h12,14-16H,6-11H2,1-5H3,(H,21,22)/b13-12+/t14-,15+,16+,18+,19-,20+/m0/s1
Canonical SMILES:  OC(=O)/C=C(/CC[C@]1(C)[C@@H](C)CC[C@]2([C@@H]1CC[C@@H]1[C@@]2(C)O1)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
NPO2430 Detarium microcarpum Species Fabaceae Eukaryota fruits PMID[16724838]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens Activity = 10 ug 16039849
NPT985 Organism Cladosporium cucumerinum Cladosporium cucumerinum Activity = 10 ug 16039849

  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 NPC306951 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
0.9375 High Similarity NPC476927
0.9367 High Similarity NPC170303
0.925 High Similarity NPC256112
0.9012 High Similarity NPC2524
0.9 High Similarity NPC281880
0.8889 High Similarity NPC159148
0.8861 High Similarity NPC132542
0.8824 High Similarity NPC93411
0.881 High Similarity NPC475069
0.881 High Similarity NPC175145
0.8721 High Similarity NPC170633
0.8706 High Similarity NPC166857
0.8652 High Similarity NPC472441
0.8621 High Similarity NPC78973
0.8523 High Similarity NPC329842
0.8471 Intermediate Similarity NPC474013
0.8471 Intermediate Similarity NPC109528
0.8452 Intermediate Similarity NPC79945
0.8427 Intermediate Similarity NPC38232
0.8427 Intermediate Similarity NPC7349
0.8415 Intermediate Similarity NPC242767
0.8372 Intermediate Similarity NPC131813
0.8353 Intermediate Similarity NPC102048
0.8353 Intermediate Similarity NPC96055
0.8333 Intermediate Similarity NPC140277
0.8333 Intermediate Similarity NPC105490
0.8315 Intermediate Similarity NPC110923
0.8315 Intermediate Similarity NPC74296
0.8298 Intermediate Similarity NPC109195
0.8298 Intermediate Similarity NPC475038
0.8295 Intermediate Similarity NPC472240
0.8295 Intermediate Similarity NPC82876
0.8295 Intermediate Similarity NPC262858
0.8256 Intermediate Similarity NPC35933
0.825 Intermediate Similarity NPC201048
0.825 Intermediate Similarity NPC476366
0.8242 Intermediate Similarity NPC276110
0.8235 Intermediate Similarity NPC311070
0.8222 Intermediate Similarity NPC476304
0.8222 Intermediate Similarity NPC53555
0.8214 Intermediate Similarity NPC142163
0.8182 Intermediate Similarity NPC104560
0.8182 Intermediate Similarity NPC291665
0.8182 Intermediate Similarity NPC106332
0.8171 Intermediate Similarity NPC470758
0.8171 Intermediate Similarity NPC283619
0.8171 Intermediate Similarity NPC470711
0.8152 Intermediate Similarity NPC209297
0.8152 Intermediate Similarity NPC194132
0.8152 Intermediate Similarity NPC475380
0.814 Intermediate Similarity NPC474047
0.8132 Intermediate Similarity NPC119562
0.8132 Intermediate Similarity NPC279410
0.8132 Intermediate Similarity NPC476186
0.8118 Intermediate Similarity NPC155521
0.8118 Intermediate Similarity NPC471218
0.8111 Intermediate Similarity NPC472811
0.8111 Intermediate Similarity NPC177641
0.8095 Intermediate Similarity NPC469802
0.809 Intermediate Similarity NPC16265
0.809 Intermediate Similarity NPC474396
0.809 Intermediate Similarity NPC314727
0.809 Intermediate Similarity NPC146554
0.809 Intermediate Similarity NPC50488
0.809 Intermediate Similarity NPC246028
0.8085 Intermediate Similarity NPC324841
0.8085 Intermediate Similarity NPC16601
0.8085 Intermediate Similarity NPC38855
0.8072 Intermediate Similarity NPC476314
0.8068 Intermediate Similarity NPC131329
0.8068 Intermediate Similarity NPC245004
0.8065 Intermediate Similarity NPC311241
0.8065 Intermediate Similarity NPC475446
0.8065 Intermediate Similarity NPC100912
0.8049 Intermediate Similarity NPC470749
0.8046 Intermediate Similarity NPC191965
0.8046 Intermediate Similarity NPC164424
0.8043 Intermediate Similarity NPC84383
0.8043 Intermediate Similarity NPC476519
0.8025 Intermediate Similarity NPC71152
0.8023 Intermediate Similarity NPC139206
0.8023 Intermediate Similarity NPC42476
0.8023 Intermediate Similarity NPC57370
0.8023 Intermediate Similarity NPC52108
0.8023 Intermediate Similarity NPC474789
0.8022 Intermediate Similarity NPC472812
0.8 Intermediate Similarity NPC118174
0.8 Intermediate Similarity NPC195334
0.8 Intermediate Similarity NPC221111
0.8 Intermediate Similarity NPC25554
0.8 Intermediate Similarity NPC182136
0.8 Intermediate Similarity NPC290495
0.8 Intermediate Similarity NPC310479
0.8 Intermediate Similarity NPC167706
0.8 Intermediate Similarity NPC280149
0.7979 Intermediate Similarity NPC278673
0.7979 Intermediate Similarity NPC325229
0.7979 Intermediate Similarity NPC478056
0.7979 Intermediate Similarity NPC218107
0.7979 Intermediate Similarity NPC107806
0.7979 Intermediate Similarity NPC275086
0.7979 Intermediate Similarity NPC72647
0.7976 Intermediate Similarity NPC100906
0.7976 Intermediate Similarity NPC283789
0.7957 Intermediate Similarity NPC276103
0.7957 Intermediate Similarity NPC54248
0.7957 Intermediate Similarity NPC195366
0.7957 Intermediate Similarity NPC114743
0.7955 Intermediate Similarity NPC329692
0.7955 Intermediate Similarity NPC73038
0.7955 Intermediate Similarity NPC325594
0.7955 Intermediate Similarity NPC474970
0.7955 Intermediate Similarity NPC471219
0.7955 Intermediate Similarity NPC84121
0.7955 Intermediate Similarity NPC137306
0.7952 Intermediate Similarity NPC189206
0.7935 Intermediate Similarity NPC38830
0.7935 Intermediate Similarity NPC57117
0.7935 Intermediate Similarity NPC201725
0.7931 Intermediate Similarity NPC302360
0.7931 Intermediate Similarity NPC32223
0.7927 Intermediate Similarity NPC32832
0.7917 Intermediate Similarity NPC320447
0.7912 Intermediate Similarity NPC473675
0.7912 Intermediate Similarity NPC49420
0.7912 Intermediate Similarity NPC212948
0.7912 Intermediate Similarity NPC72845
0.7907 Intermediate Similarity NPC286786
0.7895 Intermediate Similarity NPC470074
0.7895 Intermediate Similarity NPC251680
0.7895 Intermediate Similarity NPC471413
0.7895 Intermediate Similarity NPC266955
0.7889 Intermediate Similarity NPC20946
0.7882 Intermediate Similarity NPC206735
0.7882 Intermediate Similarity NPC269791
0.7882 Intermediate Similarity NPC233332
0.7872 Intermediate Similarity NPC51499
0.7872 Intermediate Similarity NPC99726
0.7872 Intermediate Similarity NPC141401
0.7865 Intermediate Similarity NPC264546
0.7835 Intermediate Similarity NPC329345
0.7835 Intermediate Similarity NPC478057
0.7835 Intermediate Similarity NPC72151
0.7835 Intermediate Similarity NPC473283
0.7835 Intermediate Similarity NPC471938
0.7835 Intermediate Similarity NPC297617
0.7835 Intermediate Similarity NPC475526
0.7831 Intermediate Similarity NPC265588
0.7826 Intermediate Similarity NPC152778
0.7826 Intermediate Similarity NPC472871
0.7826 Intermediate Similarity NPC214697
0.7826 Intermediate Similarity NPC205034
0.7826 Intermediate Similarity NPC162615
0.7826 Intermediate Similarity NPC139692
0.7816 Intermediate Similarity NPC132386
0.7816 Intermediate Similarity NPC475789
0.7816 Intermediate Similarity NPC49208
0.7816 Intermediate Similarity NPC23748
0.7812 Intermediate Similarity NPC247701
0.7812 Intermediate Similarity NPC222875
0.7812 Intermediate Similarity NPC115899
0.7812 Intermediate Similarity NPC295110
0.7812 Intermediate Similarity NPC268829
0.7812 Intermediate Similarity NPC471412
0.7812 Intermediate Similarity NPC11974
0.7812 Intermediate Similarity NPC25177
0.7805 Intermediate Similarity NPC306727
0.7802 Intermediate Similarity NPC232202
0.7802 Intermediate Similarity NPC302280
0.7791 Intermediate Similarity NPC108476
0.7789 Intermediate Similarity NPC316598
0.7778 Intermediate Similarity NPC472870
0.7778 Intermediate Similarity NPC472810
0.7778 Intermediate Similarity NPC48107
0.7778 Intermediate Similarity NPC472809
0.7778 Intermediate Similarity NPC473879
0.7778 Intermediate Similarity NPC229612
0.7778 Intermediate Similarity NPC7280
0.7778 Intermediate Similarity NPC79298
0.7778 Intermediate Similarity NPC43063
0.7766 Intermediate Similarity NPC473153
0.7766 Intermediate Similarity NPC250757
0.7766 Intermediate Similarity NPC301534
0.7766 Intermediate Similarity NPC134072
0.7766 Intermediate Similarity NPC242848
0.7766 Intermediate Similarity NPC260796
0.7766 Intermediate Similarity NPC162346
0.7766 Intermediate Similarity NPC190713
0.7766 Intermediate Similarity NPC16967
0.7766 Intermediate Similarity NPC29952
0.7766 Intermediate Similarity NPC234993
0.7765 Intermediate Similarity NPC44083
0.7765 Intermediate Similarity NPC170394
0.7765 Intermediate Similarity NPC153987
0.7755 Intermediate Similarity NPC471937
0.7753 Intermediate Similarity NPC322159
0.7753 Intermediate Similarity NPC82979
0.7753 Intermediate Similarity NPC473226
0.7742 Intermediate Similarity NPC74751
0.7742 Intermediate Similarity NPC161998

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC306951 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
0.7895 Intermediate Similarity NPD7640 Approved
0.7895 Intermediate Similarity NPD7639 Approved
0.7789 Intermediate Similarity NPD7638 Approved
0.7742 Intermediate Similarity NPD7748 Approved
0.7604 Intermediate Similarity NPD4225 Approved
0.7527 Intermediate Similarity NPD7515 Phase 2
0.75 Intermediate Similarity NPD7902 Approved
0.7368 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7368 Intermediate Similarity NPD7900 Approved
0.7363 Intermediate Similarity NPD6684 Approved
0.7363 Intermediate Similarity NPD7146 Approved
0.7363 Intermediate Similarity NPD5330 Approved
0.7363 Intermediate Similarity NPD7521 Approved
0.7363 Intermediate Similarity NPD7334 Approved
0.7363 Intermediate Similarity NPD6409 Approved
0.7356 Intermediate Similarity NPD7645 Phase 2
0.7347 Intermediate Similarity NPD6648 Approved
0.7312 Intermediate Similarity NPD6051 Approved
0.7303 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.729 Intermediate Similarity NPD7115 Discovery
0.7283 Intermediate Similarity NPD3573 Approved
0.7273 Intermediate Similarity NPD7525 Registered
0.7273 Intermediate Similarity NPD5344 Discontinued
0.725 Intermediate Similarity NPD2685 Clinical (unspecified phase)
0.7204 Intermediate Similarity NPD6903 Approved
0.7204 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.72 Intermediate Similarity NPD7632 Discontinued
0.7174 Intermediate Similarity NPD3618 Phase 1
0.7157 Intermediate Similarity NPD7128 Approved
0.7157 Intermediate Similarity NPD5739 Approved
0.7157 Intermediate Similarity NPD6675 Approved
0.7157 Intermediate Similarity NPD6402 Approved
0.7128 Intermediate Similarity NPD5328 Approved
0.7113 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6399 Phase 3
0.7065 Intermediate Similarity NPD1694 Approved
0.7021 Intermediate Similarity NPD5737 Approved
0.7021 Intermediate Similarity NPD6672 Approved
0.7019 Intermediate Similarity NPD6899 Approved
0.7019 Intermediate Similarity NPD6881 Approved
0.7019 Intermediate Similarity NPD7320 Approved
0.699 Remote Similarity NPD6008 Approved
0.6979 Remote Similarity NPD6079 Approved
0.697 Remote Similarity NPD6084 Phase 2
0.697 Remote Similarity NPD6083 Phase 2
0.6952 Remote Similarity NPD4061 Clinical (unspecified phase)
0.6952 Remote Similarity NPD6372 Approved
0.6952 Remote Similarity NPD6373 Approved
0.6923 Remote Similarity NPD5701 Approved
0.6923 Remote Similarity NPD5697 Approved
0.6907 Remote Similarity NPD4202 Approved
0.6897 Remote Similarity NPD7339 Approved
0.6897 Remote Similarity NPD8264 Approved
0.6897 Remote Similarity NPD6942 Approved
0.6887 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6887 Remote Similarity NPD7102 Approved
0.6887 Remote Similarity NPD7290 Approved
0.6887 Remote Similarity NPD6883 Approved
0.6882 Remote Similarity NPD7520 Clinical (unspecified phase)
0.6857 Remote Similarity NPD6011 Approved
0.6848 Remote Similarity NPD6695 Phase 3
0.6837 Remote Similarity NPD6001 Approved
0.6822 Remote Similarity NPD8130 Phase 1
0.6822 Remote Similarity NPD6617 Approved
0.6822 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6822 Remote Similarity NPD6869 Approved
0.6822 Remote Similarity NPD6650 Approved
0.6822 Remote Similarity NPD6649 Approved
0.6822 Remote Similarity NPD6847 Approved
0.6818 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6809 Remote Similarity NPD4519 Discontinued
0.6809 Remote Similarity NPD4623 Approved
0.6804 Remote Similarity NPD8034 Phase 2
0.6804 Remote Similarity NPD8035 Phase 2
0.6804 Remote Similarity NPD7637 Suspended
0.6792 Remote Similarity NPD6014 Approved
0.6792 Remote Similarity NPD6013 Approved
0.6792 Remote Similarity NPD6012 Approved
0.6782 Remote Similarity NPD6926 Approved
0.6782 Remote Similarity NPD6924 Approved
0.6778 Remote Similarity NPD4195 Approved
0.6774 Remote Similarity NPD3665 Phase 1
0.6774 Remote Similarity NPD6400 Clinical (unspecified phase)
0.6774 Remote Similarity NPD7338 Clinical (unspecified phase)
0.6774 Remote Similarity NPD3666 Approved
0.6774 Remote Similarity NPD3133 Approved
0.6774 Remote Similarity NPD4786 Approved
0.6771 Remote Similarity NPD6080 Approved
0.6771 Remote Similarity NPD6904 Approved
0.6771 Remote Similarity NPD6673 Approved
0.6768 Remote Similarity NPD5695 Phase 3
0.6762 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6759 Remote Similarity NPD6882 Approved
0.6759 Remote Similarity NPD8297 Approved
0.6757 Remote Similarity NPD7327 Approved
0.6757 Remote Similarity NPD7328 Approved
0.6739 Remote Similarity NPD3667 Approved
0.6737 Remote Similarity NPD4751 Clinical (unspecified phase)
0.6733 Remote Similarity NPD5696 Approved
0.6703 Remote Similarity NPD6930 Phase 2
0.6703 Remote Similarity NPD6931 Approved
0.6699 Remote Similarity NPD5211 Phase 2
0.6696 Remote Similarity NPD7516 Approved
0.6667 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5208 Approved
0.6637 Remote Similarity NPD8377 Approved
0.6637 Remote Similarity NPD8294 Approved
0.6634 Remote Similarity NPD4755 Approved
0.6633 Remote Similarity NPD5693 Phase 1
0.6632 Remote Similarity NPD6098 Approved
0.6629 Remote Similarity NPD6933 Approved
0.6593 Remote Similarity NPD6929 Approved
0.6579 Remote Similarity NPD8033 Approved
0.6579 Remote Similarity NPD8379 Approved
0.6579 Remote Similarity NPD8378 Approved
0.6579 Remote Similarity NPD8296 Approved
0.6579 Remote Similarity NPD8380 Approved
0.6579 Remote Similarity NPD8335 Approved
0.6571 Remote Similarity NPD5141 Approved
0.6566 Remote Similarity NPD5778 Approved
0.6566 Remote Similarity NPD5779 Approved
0.6562 Remote Similarity NPD7524 Approved
0.6562 Remote Similarity NPD7750 Discontinued
0.6559 Remote Similarity NPD4223 Phase 3
0.6559 Remote Similarity NPD4221 Approved
0.6552 Remote Similarity NPD4243 Approved
0.6542 Remote Similarity NPD6686 Approved
0.6535 Remote Similarity NPD5222 Approved
0.6535 Remote Similarity NPD5221 Approved
0.6535 Remote Similarity NPD4697 Phase 3
0.6535 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6526 Remote Similarity NPD1696 Phase 3
0.6526 Remote Similarity NPD5329 Approved
0.6522 Remote Similarity NPD7514 Phase 3
0.6522 Remote Similarity NPD7509 Discontinued
0.6522 Remote Similarity NPD7332 Phase 2
0.6505 Remote Similarity NPD5286 Approved
0.6505 Remote Similarity NPD4700 Approved
0.6505 Remote Similarity NPD4696 Approved
0.6505 Remote Similarity NPD5285 Approved
0.6471 Remote Similarity NPD5173 Approved
0.6465 Remote Similarity NPD6411 Approved
0.6465 Remote Similarity NPD6050 Approved
0.6463 Remote Similarity NPD4192 Approved
0.6463 Remote Similarity NPD368 Approved
0.6463 Remote Similarity NPD4193 Approved
0.6463 Remote Similarity NPD4191 Approved
0.6463 Remote Similarity NPD4194 Approved
0.646 Remote Similarity NPD6335 Approved
0.6458 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6452 Remote Similarity NPD6902 Approved
0.6442 Remote Similarity NPD5223 Approved
0.6435 Remote Similarity NPD7503 Approved
0.6429 Remote Similarity NPD4753 Phase 2
0.6429 Remote Similarity NPD6274 Approved
0.6429 Remote Similarity NPD6868 Approved
0.6429 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6421 Remote Similarity NPD3668 Phase 3
0.6421 Remote Similarity NPD4197 Approved
0.6408 Remote Similarity NPD5290 Discontinued
0.6404 Remote Similarity NPD7101 Approved
0.6404 Remote Similarity NPD4785 Approved
0.6404 Remote Similarity NPD7100 Approved
0.6404 Remote Similarity NPD4784 Approved
0.6396 Remote Similarity NPD4632 Approved
0.6381 Remote Similarity NPD5226 Approved
0.6381 Remote Similarity NPD4633 Approved
0.6381 Remote Similarity NPD5225 Approved
0.6381 Remote Similarity NPD5224 Approved
0.6374 Remote Similarity NPD5776 Phase 2
0.6374 Remote Similarity NPD6925 Approved
0.6372 Remote Similarity NPD6317 Approved
0.6364 Remote Similarity NPD6698 Approved
0.6364 Remote Similarity NPD7152 Approved
0.6364 Remote Similarity NPD46 Approved
0.6364 Remote Similarity NPD7838 Discovery
0.6364 Remote Similarity NPD7150 Approved
0.6364 Remote Similarity NPD5692 Phase 3
0.6364 Remote Similarity NPD5207 Approved
0.6364 Remote Similarity NPD7151 Approved
0.6356 Remote Similarity NPD7507 Approved
0.6354 Remote Similarity NPD6893 Approved
0.6344 Remote Similarity NPD4695 Discontinued
0.6333 Remote Similarity NPD8039 Approved
0.6325 Remote Similarity NPD7604 Phase 2
0.6322 Remote Similarity NPD6923 Approved
0.6322 Remote Similarity NPD6922 Approved
0.6321 Remote Similarity NPD5175 Approved
0.6321 Remote Similarity NPD4754 Approved
0.6321 Remote Similarity NPD5174 Approved
0.6316 Remote Similarity NPD6313 Approved
0.6316 Remote Similarity NPD6314 Approved
0.631 Remote Similarity NPD5325 Clinical (unspecified phase)
0.6304 Remote Similarity NPD7145 Approved
0.6304 Remote Similarity NPD5784 Clinical (unspecified phase)
0.63 Remote Similarity NPD5694 Approved
0.63 Remote Similarity NPD7087 Discontinued
0.63 Remote Similarity NPD5281 Approved
0.63 Remote Similarity NPD5284 Approved
0.6293 Remote Similarity NPD6908 Approved

Structure

External Identifiers

PubChem CID   11602192
ChEMBL   CHEMBL497526
ZINC  

Physicochemical Properties

Molecular Weight:  320.24
ALogP:  1.4751
MLogP:  3.33
XLogP:  5.496
# Rotatable Bonds:  10
Polar Surface Area:  49.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  3
# Heavy Atoms:  23

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
Similar NPs/Drugs