Natural Product: NPC469679

Natural Product ID:  NPC469679
Common Name:   7R*-Hydroperoxy-14-Keto-1S*,11S*-Dolabell-3Z,8E,12Z-Triene
IUPAC Name:   (3aS,5Z,9R,10E,12aR)-9-hydroperoxy-3a,6,10-trimethyl-1-propan-2-yl-4,7,8,9,12,12a-hexahydrocyclopenta[11]annulen-3-one
Synonyms:  
Molecular Formula:   C20H30O3
Standard InCHIKey:  KAXUBHIBOUNYIH-ICCBXIMKSA-N
Standard InCHI:  InChI=1S/C20H30O3/c1-13(2)16-12-19(21)20(5)11-10-14(3)6-9-18(23-22)15(4)7-8-17(16)20/h7,10,12-13,17-18,22H,6,8-9,11H2,1-5H3/b14-10-,15-7+/t17-,18-,20+/m1/s1
Canonical SMILES:  OO[C@@H]1CC/C(=CC[C@]2([C@H](C/C=C/1C)C(=CC2=O)C(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
NPO32701 Eunicea Genus Plexauridae Eukaryota Southwestern Caribbean PMID[20384296]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 9400 nM 9584409
NPT88 Organism Mycobacterium tuberculosis Mycobacterium tuberculosis Inhibition <= 50 % 10.1016/S0960-894X(01)80881-7

  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 NPC469679 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
0.9385 High Similarity NPC469688
0.8955 High Similarity NPC469677
0.8082 Intermediate Similarity NPC475771
0.8082 Intermediate Similarity NPC216791
0.8082 Intermediate Similarity NPC469669
0.8082 Intermediate Similarity NPC469678
0.8082 Intermediate Similarity NPC474011
0.7973 Intermediate Similarity NPC469646
0.7879 Intermediate Similarity NPC259261
0.7867 Intermediate Similarity NPC86917
0.7761 Intermediate Similarity NPC25853
0.7727 Intermediate Similarity NPC94991
0.7727 Intermediate Similarity NPC266295
0.7703 Intermediate Similarity NPC167049
0.7703 Intermediate Similarity NPC469691
0.7681 Intermediate Similarity NPC473902
0.7647 Intermediate Similarity NPC260573
0.7647 Intermediate Similarity NPC97322
0.7576 Intermediate Similarity NPC49575
0.7576 Intermediate Similarity NPC267626
0.7576 Intermediate Similarity NPC55004
0.7571 Intermediate Similarity NPC474304
0.7571 Intermediate Similarity NPC474329
0.7568 Intermediate Similarity NPC92909
0.7568 Intermediate Similarity NPC186042
0.7568 Intermediate Similarity NPC107783
0.7532 Intermediate Similarity NPC475994
0.7531 Intermediate Similarity NPC179006
0.7531 Intermediate Similarity NPC474853
0.7463 Intermediate Similarity NPC30215
0.7436 Intermediate Similarity NPC469690
0.7432 Intermediate Similarity NPC474884
0.7432 Intermediate Similarity NPC319163
0.7432 Intermediate Similarity NPC67076
0.7407 Intermediate Similarity NPC475100
0.7407 Intermediate Similarity NPC7927
0.7407 Intermediate Similarity NPC230527
0.7403 Intermediate Similarity NPC276769
0.7397 Intermediate Similarity NPC162867
0.7397 Intermediate Similarity NPC61702
0.7391 Intermediate Similarity NPC475795
0.7385 Intermediate Similarity NPC95581
0.7381 Intermediate Similarity NPC170775
0.7375 Intermediate Similarity NPC20262
0.7375 Intermediate Similarity NPC256750
0.7368 Intermediate Similarity NPC251435
0.7361 Intermediate Similarity NPC106613
0.7361 Intermediate Similarity NPC269985
0.7333 Intermediate Similarity NPC323437
0.7333 Intermediate Similarity NPC201562
0.7333 Intermediate Similarity NPC29542
0.7324 Intermediate Similarity NPC19569
0.7313 Intermediate Similarity NPC230823
0.7308 Intermediate Similarity NPC253749
0.7308 Intermediate Similarity NPC192006
0.7297 Intermediate Similarity NPC286154
0.7286 Intermediate Similarity NPC167256
0.7286 Intermediate Similarity NPC165695
0.7273 Intermediate Similarity NPC226242
0.7273 Intermediate Similarity NPC215481
0.7262 Intermediate Similarity NPC474854
0.725 Intermediate Similarity NPC136150
0.7237 Intermediate Similarity NPC294434
0.7237 Intermediate Similarity NPC15499
0.7237 Intermediate Similarity NPC215050
0.7237 Intermediate Similarity NPC117746
0.7237 Intermediate Similarity NPC259599
0.7231 Intermediate Similarity NPC474141
0.7231 Intermediate Similarity NPC296311
0.7231 Intermediate Similarity NPC45283
0.7229 Intermediate Similarity NPC194417
0.7215 Intermediate Similarity NPC469620
0.7215 Intermediate Similarity NPC181195
0.7215 Intermediate Similarity NPC261125
0.7215 Intermediate Similarity NPC308038
0.7215 Intermediate Similarity NPC229204
0.7209 Intermediate Similarity NPC473998
0.7195 Intermediate Similarity NPC238197
0.7195 Intermediate Similarity NPC85774
0.7195 Intermediate Similarity NPC214043
0.7195 Intermediate Similarity NPC473246
0.7183 Intermediate Similarity NPC212210
0.7179 Intermediate Similarity NPC57744
0.7176 Intermediate Similarity NPC477215
0.7176 Intermediate Similarity NPC476388
0.7176 Intermediate Similarity NPC123912
0.7176 Intermediate Similarity NPC309603
0.7176 Intermediate Similarity NPC473999
0.7164 Intermediate Similarity NPC20603
0.716 Intermediate Similarity NPC279186
0.716 Intermediate Similarity NPC145963
0.7143 Intermediate Similarity NPC213152
0.7143 Intermediate Similarity NPC77501
0.7143 Intermediate Similarity NPC329852
0.7143 Intermediate Similarity NPC114236
0.7143 Intermediate Similarity NPC287079
0.7143 Intermediate Similarity NPC474885
0.7126 Intermediate Similarity NPC37816
0.7125 Intermediate Similarity NPC45495
0.7108 Intermediate Similarity NPC474083
0.7108 Intermediate Similarity NPC471224
0.7105 Intermediate Similarity NPC275098
0.7093 Intermediate Similarity NPC49946
0.7093 Intermediate Similarity NPC48010
0.7093 Intermediate Similarity NPC306168
0.7089 Intermediate Similarity NPC474056
0.7089 Intermediate Similarity NPC478122
0.7089 Intermediate Similarity NPC471220
0.7089 Intermediate Similarity NPC128276
0.7089 Intermediate Similarity NPC299235
0.7077 Intermediate Similarity NPC471751
0.7073 Intermediate Similarity NPC41539
0.7073 Intermediate Similarity NPC470165
0.7073 Intermediate Similarity NPC470047
0.7073 Intermediate Similarity NPC193198
0.7073 Intermediate Similarity NPC470046
0.7073 Intermediate Similarity NPC65350
0.7067 Intermediate Similarity NPC318766
0.7067 Intermediate Similarity NPC307176
0.7059 Intermediate Similarity NPC477710
0.7051 Intermediate Similarity NPC279537
0.7051 Intermediate Similarity NPC27205
0.7051 Intermediate Similarity NPC473223
0.7051 Intermediate Similarity NPC263582
0.7045 Intermediate Similarity NPC8993
0.7042 Intermediate Similarity NPC32285
0.7027 Intermediate Similarity NPC470256
0.7027 Intermediate Similarity NPC155198
0.7027 Intermediate Similarity NPC117804
0.7027 Intermediate Similarity NPC476614
0.7024 Intermediate Similarity NPC145879
0.7024 Intermediate Similarity NPC118648
0.7024 Intermediate Similarity NPC475022
0.7024 Intermediate Similarity NPC222613
0.7024 Intermediate Similarity NPC474733
0.7024 Intermediate Similarity NPC474045
0.7024 Intermediate Similarity NPC261253
0.7024 Intermediate Similarity NPC31564
0.7024 Intermediate Similarity NPC474778
0.7024 Intermediate Similarity NPC474732
0.7024 Intermediate Similarity NPC476043
0.7013 Intermediate Similarity NPC206875
0.7013 Intermediate Similarity NPC7382
0.7013 Intermediate Similarity NPC474758
0.7011 Intermediate Similarity NPC190442
0.7011 Intermediate Similarity NPC475806
0.7 Intermediate Similarity NPC19900
0.7 Intermediate Similarity NPC7232
0.7 Intermediate Similarity NPC32758
0.7 Intermediate Similarity NPC471299
0.7 Intermediate Similarity NPC301769
0.7 Intermediate Similarity NPC178277
0.7 Intermediate Similarity NPC471081
0.6988 Remote Similarity NPC227064
0.6988 Remote Similarity NPC237712
0.6988 Remote Similarity NPC321187
0.6988 Remote Similarity NPC161423
0.6988 Remote Similarity NPC329043
0.6988 Remote Similarity NPC58841
0.6977 Remote Similarity NPC214387
0.6977 Remote Similarity NPC232747
0.6977 Remote Similarity NPC119416
0.6974 Remote Similarity NPC95863
0.6974 Remote Similarity NPC133253
0.6974 Remote Similarity NPC29328
0.697 Remote Similarity NPC268564
0.6962 Remote Similarity NPC476007
0.6962 Remote Similarity NPC74995
0.6962 Remote Similarity NPC203403
0.6962 Remote Similarity NPC15975
0.6962 Remote Similarity NPC195785
0.6962 Remote Similarity NPC197659
0.6962 Remote Similarity NPC211279
0.6957 Remote Similarity NPC311852
0.6951 Remote Similarity NPC133844
0.6951 Remote Similarity NPC472867
0.6951 Remote Similarity NPC93590
0.6941 Remote Similarity NPC136548
0.6941 Remote Similarity NPC58063
0.6941 Remote Similarity NPC317590
0.6941 Remote Similarity NPC475740
0.6933 Remote Similarity NPC250928
0.6933 Remote Similarity NPC477449
0.6933 Remote Similarity NPC256846
0.6933 Remote Similarity NPC10758
0.6933 Remote Similarity NPC139397
0.6933 Remote Similarity NPC477448
0.6933 Remote Similarity NPC136473
0.6932 Remote Similarity NPC474736
0.6932 Remote Similarity NPC472930
0.6932 Remote Similarity NPC69454
0.6932 Remote Similarity NPC229976
0.6923 Remote Similarity NPC263698
0.6914 Remote Similarity NPC172013
0.6914 Remote Similarity NPC472478
0.6914 Remote Similarity NPC471514
0.6905 Remote Similarity NPC78089
0.6905 Remote Similarity NPC470574
0.6905 Remote Similarity NPC472931
0.6905 Remote Similarity NPC469948

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469679 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
0.7532 Intermediate Similarity NPD5784 Clinical (unspecified phase)
0.7067 Intermediate Similarity NPD4747 Approved
0.7024 Intermediate Similarity NPD5279 Phase 3
0.6988 Remote Similarity NPD3666 Approved
0.6988 Remote Similarity NPD3665 Phase 1
0.6988 Remote Similarity NPD3133 Approved
0.6974 Remote Similarity NPD5276 Approved
0.6951 Remote Similarity NPD5209 Approved
0.6933 Remote Similarity NPD4137 Phase 3
0.6867 Remote Similarity NPD5362 Discontinued
0.6842 Remote Similarity NPD4691 Approved
0.6824 Remote Similarity NPD3618 Phase 1
0.6795 Remote Similarity NPD5733 Approved
0.6795 Remote Similarity NPD4687 Approved
0.6786 Remote Similarity NPD4786 Approved
0.6782 Remote Similarity NPD5328 Approved
0.6747 Remote Similarity NPD4221 Approved
0.6747 Remote Similarity NPD4223 Phase 3
0.6747 Remote Similarity NPD3667 Approved
0.6714 Remote Similarity NPD287 Approved
0.6706 Remote Similarity NPD5363 Approved
0.6705 Remote Similarity NPD5785 Approved
0.6629 Remote Similarity NPD6079 Approved
0.6628 Remote Similarity NPD7521 Approved
0.6628 Remote Similarity NPD4519 Discontinued
0.6628 Remote Similarity NPD6409 Approved
0.6628 Remote Similarity NPD7334 Approved
0.6628 Remote Similarity NPD6684 Approved
0.6628 Remote Similarity NPD7146 Approved
0.6628 Remote Similarity NPD4623 Approved
0.6628 Remote Similarity NPD5330 Approved
0.6591 Remote Similarity NPD4753 Phase 2
0.6588 Remote Similarity NPD3668 Phase 3
0.6588 Remote Similarity NPD4197 Approved
0.6582 Remote Similarity NPD4058 Approved
0.6556 Remote Similarity NPD4202 Approved
0.6548 Remote Similarity NPD4269 Approved
0.6548 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6548 Remote Similarity NPD4270 Approved
0.6533 Remote Similarity NPD7331 Phase 2
0.6512 Remote Similarity NPD5329 Approved
0.6512 Remote Similarity NPD1694 Approved
0.6506 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6506 Remote Similarity NPD4252 Approved
0.6477 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6477 Remote Similarity NPD6672 Approved
0.6477 Remote Similarity NPD5737 Approved
0.6477 Remote Similarity NPD6903 Approved
0.6471 Remote Similarity NPD5331 Approved
0.6471 Remote Similarity NPD7154 Phase 3
0.6471 Remote Similarity NPD5332 Approved
0.6463 Remote Similarity NPD7322 Clinical (unspecified phase)
0.6437 Remote Similarity NPD4694 Approved
0.6437 Remote Similarity NPD4693 Phase 3
0.6437 Remote Similarity NPD4689 Approved
0.6437 Remote Similarity NPD5690 Phase 2
0.6437 Remote Similarity NPD4688 Approved
0.6437 Remote Similarity NPD5205 Approved
0.6437 Remote Similarity NPD4690 Approved
0.6437 Remote Similarity NPD4138 Approved
0.6437 Remote Similarity NPD5280 Approved
0.6429 Remote Similarity NPD4790 Discontinued
0.64 Remote Similarity NPD2685 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5220 Clinical (unspecified phase)
0.6344 Remote Similarity NPD5222 Approved
0.6344 Remote Similarity NPD5221 Approved
0.6344 Remote Similarity NPD4697 Phase 3
0.6322 Remote Similarity NPD1696 Phase 3
0.631 Remote Similarity NPD4822 Approved
0.631 Remote Similarity NPD4695 Discontinued
0.631 Remote Similarity NPD7332 Phase 2
0.631 Remote Similarity NPD4821 Approved
0.631 Remote Similarity NPD5368 Approved
0.631 Remote Similarity NPD4819 Approved
0.631 Remote Similarity NPD4820 Approved
0.6304 Remote Similarity NPD5282 Discontinued
0.6292 Remote Similarity NPD4518 Approved
0.6282 Remote Similarity NPD6922 Approved
0.6282 Remote Similarity NPD6923 Approved
0.6277 Remote Similarity NPD4755 Approved
0.6277 Remote Similarity NPD5173 Approved
0.6265 Remote Similarity NPD4268 Approved
0.6265 Remote Similarity NPD4271 Approved
0.6265 Remote Similarity NPD3617 Approved
0.625 Remote Similarity NPD5786 Approved
0.6237 Remote Similarity NPD5695 Phase 3
0.6237 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6237 Remote Similarity NPD4629 Approved
0.6237 Remote Similarity NPD5210 Approved
0.6235 Remote Similarity NPD5369 Approved
0.6216 Remote Similarity NPD368 Approved
0.6203 Remote Similarity NPD7143 Approved
0.6203 Remote Similarity NPD7144 Approved
0.6196 Remote Similarity NPD6399 Phase 3
0.619 Remote Similarity NPD4195 Approved
0.6186 Remote Similarity NPD5211 Phase 2
0.6184 Remote Similarity NPD7341 Phase 2
0.6173 Remote Similarity NPD6926 Approved
0.6173 Remote Similarity NPD6924 Approved
0.6163 Remote Similarity NPD4800 Clinical (unspecified phase)
0.6163 Remote Similarity NPD6435 Approved
0.6154 Remote Similarity NPD4096 Approved
0.6146 Remote Similarity NPD4700 Approved
0.6146 Remote Similarity NPD5286 Approved
0.6146 Remote Similarity NPD5285 Approved
0.6146 Remote Similarity NPD4696 Approved
0.6145 Remote Similarity NPD5776 Phase 2
0.6145 Remote Similarity NPD6925 Approved
0.6136 Remote Similarity NPD6082 Clinical (unspecified phase)
0.6125 Remote Similarity NPD7151 Approved
0.6125 Remote Similarity NPD7150 Approved
0.6125 Remote Similarity NPD7152 Approved
0.6118 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6118 Remote Similarity NPD7514 Phase 3
0.6111 Remote Similarity NPD5208 Approved
0.6105 Remote Similarity NPD6084 Phase 2
0.6105 Remote Similarity NPD6083 Phase 2
0.6098 Remote Similarity NPD8039 Approved
0.6092 Remote Similarity NPD4788 Approved
0.6092 Remote Similarity NPD6110 Phase 1
0.6087 Remote Similarity NPD7637 Suspended
0.6087 Remote Similarity NPD5284 Approved
0.6087 Remote Similarity NPD5693 Phase 1
0.6087 Remote Similarity NPD5281 Approved
0.6087 Remote Similarity NPD7515 Phase 2
0.6082 Remote Similarity NPD5223 Approved
0.6071 Remote Similarity NPD7145 Approved
0.6067 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6061 Remote Similarity NPD5141 Approved
0.6047 Remote Similarity NPD6902 Approved
0.6047 Remote Similarity NPD6898 Phase 1
0.6044 Remote Similarity NPD6673 Approved
0.6044 Remote Similarity NPD1695 Approved
0.6044 Remote Similarity NPD6080 Approved
0.6044 Remote Similarity NPD6904 Approved
0.6042 Remote Similarity NPD7638 Approved
0.6042 Remote Similarity NPD5696 Approved
0.6024 Remote Similarity NPD6933 Approved
0.602 Remote Similarity NPD5224 Approved
0.602 Remote Similarity NPD5225 Approved
0.602 Remote Similarity NPD5226 Approved
0.602 Remote Similarity NPD4633 Approved
0.6 Remote Similarity NPD4194 Approved
0.6 Remote Similarity NPD4192 Approved
0.6 Remote Similarity NPD4193 Approved
0.6 Remote Similarity NPD4191 Approved
0.6 Remote Similarity NPD6929 Approved
0.5979 Remote Similarity NPD7639 Approved
0.5979 Remote Similarity NPD7640 Approved
0.5978 Remote Similarity NPD5207 Approved
0.5978 Remote Similarity NPD5692 Phase 3
0.596 Remote Similarity NPD5175 Approved
0.596 Remote Similarity NPD4754 Approved
0.596 Remote Similarity NPD5174 Approved
0.5957 Remote Similarity NPD7748 Approved
0.5952 Remote Similarity NPD6932 Approved
0.593 Remote Similarity NPD7509 Discontinued
0.593 Remote Similarity NPD6931 Approved
0.593 Remote Similarity NPD6930 Phase 2
0.5922 Remote Similarity NPD6371 Approved
0.5914 Remote Similarity NPD5694 Approved
0.5914 Remote Similarity NPD6050 Approved
0.5909 Remote Similarity NPD3527 Clinical (unspecified phase)
0.5904 Remote Similarity NPD8264 Approved
0.5904 Remote Similarity NPD6942 Approved
0.5904 Remote Similarity NPD7339 Approved
0.5895 Remote Similarity NPD6356 Clinical (unspecified phase)
0.5889 Remote Similarity NPD6098 Approved
0.5867 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5862 Remote Similarity NPD4692 Approved
0.5862 Remote Similarity NPD857 Phase 3
0.5862 Remote Similarity NPD4139 Approved
0.5851 Remote Similarity NPD5133 Approved
0.5843 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5842 Remote Similarity NPD6675 Approved
0.5842 Remote Similarity NPD6402 Approved
0.5842 Remote Similarity NPD4768 Approved
0.5842 Remote Similarity NPD7128 Approved
0.5842 Remote Similarity NPD5739 Approved
0.5842 Remote Similarity NPD4767 Approved
0.5833 Remote Similarity NPD3701 Clinical (unspecified phase)
0.5833 Remote Similarity NPD4627 Clinical (unspecified phase)
0.5814 Remote Similarity NPD6683 Phase 2
0.5806 Remote Similarity NPD6698 Approved
0.5806 Remote Similarity NPD46 Approved
0.5789 Remote Similarity NPD7900 Approved
0.5789 Remote Similarity NPD7901 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6001 Approved
0.5784 Remote Similarity NPD5701 Approved
0.5784 Remote Similarity NPD5697 Approved
0.5778 Remote Similarity NPD7520 Clinical (unspecified phase)
0.5773 Remote Similarity NPD7902 Approved
0.5753 Remote Similarity NPD4219 Approved
0.5747 Remote Similarity NPD7525 Registered
0.573 Remote Similarity NPD6695 Phase 3
0.5728 Remote Similarity NPD5168 Approved
0.5728 Remote Similarity NPD4730 Approved
0.5728 Remote Similarity NPD6899 Approved
0.5728 Remote Similarity NPD6011 Approved

Structure

External Identifiers

PubChem CID   46833412
ChEMBL   CHEMBL1098223
ZINC  

Physicochemical Properties

Molecular Weight:  318.22
ALogP:  2.5081
MLogP:  3.33
XLogP:  3.02
# Rotatable Bonds:  8
Polar Surface Area:  46.53
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  23

Download Data

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