Natural Product: NPC60818

Natural Product ID:  NPC60818
Common Name:   Capillosanane H
IUPAC Name:   (4Z,6S,9R,9aS)-9a-hydroperoxy-2,2,5,9-tetramethyl-6,7,8,9-tetrahydro-1H-cyclopenta[8]annulen-6-ol
Synonyms:  
Molecular Formula:   C15H24O3
Standard InCHIKey:  JXXGQPLNOPZHMH-GUSBQHCYSA-N
Standard InCHI:  InChI=1S/C15H24O3/c1-10-7-12-8-14(3,4)9-15(12,18-17)11(2)5-6-13(10)16/h7-8,11,13,16-17H,5-6,9H2,1-4H3/b10-7-/t11-,13+,15+/m1/s1
Canonical SMILES:  OO[C@@]12CC(C=C2C=C([C@H](CC[C@H]1C)O)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
NPO22108 Sinularia capillosa Species Alcyoniidae Eukaryota PMID[23964704]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT81 Cell Line A549 Homo sapiens IC50 > 10 ug/ml DrugMatrix in vitro pharmacology data
NPT180 Cell Line HCT-8 Homo sapiens IC50 > 10 ug/ml 9677284
NPT146 Cell Line SK-OV-3 Homo sapiens IC50 > 10 ug/ml PubChem BioAssay data set
NPT65 Cell Line HepG2 Homo sapiens IC50 > 10 ug/ml 14738378
NPT547 Cell Line BGC-823 Homo sapiens IC50 > 10 ug/ml 20655237

  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 NPC60818 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
1.0 High Similarity NPC23231
0.9 High Similarity NPC217570
0.9 High Similarity NPC90115
0.8286 Intermediate Similarity NPC110241
0.8194 Intermediate Similarity NPC477791
0.8052 Intermediate Similarity NPC126969
0.7945 Intermediate Similarity NPC136813
0.7917 Intermediate Similarity NPC19569
0.7887 Intermediate Similarity NPC473508
0.7875 Intermediate Similarity NPC324772
0.7867 Intermediate Similarity NPC254845
0.7848 Intermediate Similarity NPC475980
0.7838 Intermediate Similarity NPC167527
0.7838 Intermediate Similarity NPC224532
0.7821 Intermediate Similarity NPC471658
0.7778 Intermediate Similarity NPC320525
0.775 Intermediate Similarity NPC204270
0.7722 Intermediate Similarity NPC471454
0.7703 Intermediate Similarity NPC73603
0.7683 Intermediate Similarity NPC472465
0.7662 Intermediate Similarity NPC14352
0.7662 Intermediate Similarity NPC234527
0.7639 Intermediate Similarity NPC211291
0.7639 Intermediate Similarity NPC133368
0.7632 Intermediate Similarity NPC470041
0.7606 Intermediate Similarity NPC471081
0.7595 Intermediate Similarity NPC310643
0.759 Intermediate Similarity NPC320548
0.7568 Intermediate Similarity NPC162309
0.7568 Intermediate Similarity NPC311736
0.7568 Intermediate Similarity NPC267027
0.7564 Intermediate Similarity NPC329090
0.7564 Intermediate Similarity NPC27395
0.7564 Intermediate Similarity NPC471659
0.7564 Intermediate Similarity NPC309178
0.7534 Intermediate Similarity NPC300593
0.7534 Intermediate Similarity NPC309300
0.7532 Intermediate Similarity NPC471662
0.7532 Intermediate Similarity NPC41886
0.75 Intermediate Similarity NPC210346
0.75 Intermediate Similarity NPC225342
0.75 Intermediate Similarity NPC31037
0.75 Intermediate Similarity NPC86917
0.7468 Intermediate Similarity NPC313185
0.7468 Intermediate Similarity NPC328104
0.7468 Intermediate Similarity NPC319090
0.7467 Intermediate Similarity NPC472253
0.7467 Intermediate Similarity NPC472255
0.7467 Intermediate Similarity NPC163290
0.7467 Intermediate Similarity NPC82337
0.7465 Intermediate Similarity NPC122239
0.7436 Intermediate Similarity NPC130665
0.7432 Intermediate Similarity NPC308844
0.7432 Intermediate Similarity NPC187619
0.7432 Intermediate Similarity NPC61503
0.7432 Intermediate Similarity NPC238352
0.7432 Intermediate Similarity NPC477009
0.7403 Intermediate Similarity NPC471781
0.7397 Intermediate Similarity NPC473759
0.7397 Intermediate Similarity NPC474155
0.7375 Intermediate Similarity NPC315261
0.7368 Intermediate Similarity NPC305698
0.7361 Intermediate Similarity NPC99487
0.7361 Intermediate Similarity NPC66020
0.7349 Intermediate Similarity NPC209620
0.7349 Intermediate Similarity NPC23852
0.7349 Intermediate Similarity NPC471661
0.7342 Intermediate Similarity NPC306727
0.7333 Intermediate Similarity NPC230107
0.7333 Intermediate Similarity NPC272125
0.7326 Intermediate Similarity NPC152808
0.7326 Intermediate Similarity NPC293287
0.7324 Intermediate Similarity NPC155025
0.7324 Intermediate Similarity NPC475830
0.7317 Intermediate Similarity NPC31258
0.7308 Intermediate Similarity NPC477792
0.7308 Intermediate Similarity NPC469343
0.7294 Intermediate Similarity NPC474493
0.7294 Intermediate Similarity NPC238485
0.7273 Intermediate Similarity NPC329989
0.7273 Intermediate Similarity NPC473893
0.7273 Intermediate Similarity NPC74722
0.7273 Intermediate Similarity NPC239373
0.7273 Intermediate Similarity NPC304690
0.7273 Intermediate Similarity NPC471560
0.7262 Intermediate Similarity NPC50964
0.726 Intermediate Similarity NPC63111
0.725 Intermediate Similarity NPC32832
0.7237 Intermediate Similarity NPC114651
0.7237 Intermediate Similarity NPC259299
0.7222 Intermediate Similarity NPC475931
0.7215 Intermediate Similarity NPC329763
0.72 Intermediate Similarity NPC205618
0.72 Intermediate Similarity NPC469326
0.72 Intermediate Similarity NPC261782
0.72 Intermediate Similarity NPC471200
0.7179 Intermediate Similarity NPC34834
0.7176 Intermediate Similarity NPC470384
0.7176 Intermediate Similarity NPC471340
0.7176 Intermediate Similarity NPC477667
0.7162 Intermediate Similarity NPC474480
0.7162 Intermediate Similarity NPC279200
0.716 Intermediate Similarity NPC253190
0.716 Intermediate Similarity NPC170148
0.7143 Intermediate Similarity NPC47761
0.7143 Intermediate Similarity NPC471238
0.7143 Intermediate Similarity NPC96484
0.7143 Intermediate Similarity NPC264245
0.7126 Intermediate Similarity NPC6391
0.7126 Intermediate Similarity NPC261266
0.7126 Intermediate Similarity NPC477668
0.7125 Intermediate Similarity NPC102463
0.7125 Intermediate Similarity NPC190859
0.7123 Intermediate Similarity NPC240506
0.7108 Intermediate Similarity NPC47982
0.7108 Intermediate Similarity NPC81306
0.7108 Intermediate Similarity NPC143182
0.7108 Intermediate Similarity NPC84694
0.7108 Intermediate Similarity NPC109546
0.7108 Intermediate Similarity NPC472463
0.7108 Intermediate Similarity NPC28862
0.7105 Intermediate Similarity NPC202017
0.7105 Intermediate Similarity NPC326310
0.7093 Intermediate Similarity NPC231310
0.7089 Intermediate Similarity NPC471272
0.7089 Intermediate Similarity NPC471660
0.7083 Intermediate Similarity NPC10017
0.7083 Intermediate Similarity NPC226848
0.7073 Intermediate Similarity NPC476703
0.7073 Intermediate Similarity NPC476007
0.7059 Intermediate Similarity NPC49964
0.7059 Intermediate Similarity NPC202389
0.7051 Intermediate Similarity NPC167272
0.7051 Intermediate Similarity NPC144647
0.7051 Intermediate Similarity NPC269877
0.7051 Intermediate Similarity NPC474248
0.7042 Intermediate Similarity NPC24443
0.7037 Intermediate Similarity NPC133580
0.7037 Intermediate Similarity NPC69383
0.7037 Intermediate Similarity NPC313179
0.7037 Intermediate Similarity NPC171148
0.7033 Intermediate Similarity NPC310013
0.7027 Intermediate Similarity NPC68679
0.7027 Intermediate Similarity NPC274704
0.7027 Intermediate Similarity NPC207007
0.7027 Intermediate Similarity NPC321867
0.7024 Intermediate Similarity NPC164840
0.7024 Intermediate Similarity NPC234193
0.7024 Intermediate Similarity NPC96362
0.7024 Intermediate Similarity NPC241290
0.7024 Intermediate Similarity NPC26117
0.7024 Intermediate Similarity NPC209944
0.7013 Intermediate Similarity NPC69649
0.7013 Intermediate Similarity NPC68703
0.7 Intermediate Similarity NPC220939
0.7 Intermediate Similarity NPC472466
0.7 Intermediate Similarity NPC474743
0.7 Intermediate Similarity NPC265485
0.6988 Remote Similarity NPC87604
0.6988 Remote Similarity NPC474216
0.6988 Remote Similarity NPC470944
0.6988 Remote Similarity NPC473943
0.6988 Remote Similarity NPC477514
0.6986 Remote Similarity NPC5698
0.6977 Remote Similarity NPC185605
0.6977 Remote Similarity NPC472377
0.6977 Remote Similarity NPC474634
0.6977 Remote Similarity NPC475789
0.6974 Remote Similarity NPC300442
0.6966 Remote Similarity NPC280556
0.6966 Remote Similarity NPC474668
0.6962 Remote Similarity NPC9161
0.6962 Remote Similarity NPC133873
0.6962 Remote Similarity NPC49422
0.6951 Remote Similarity NPC96319
0.6951 Remote Similarity NPC244488
0.6951 Remote Similarity NPC247325
0.6951 Remote Similarity NPC268111
0.6951 Remote Similarity NPC265588
0.6941 Remote Similarity NPC249423
0.6941 Remote Similarity NPC471270
0.6941 Remote Similarity NPC476646
0.6933 Remote Similarity NPC83200
0.6923 Remote Similarity NPC472468
0.6923 Remote Similarity NPC245795
0.6914 Remote Similarity NPC476366
0.6914 Remote Similarity NPC206875
0.6914 Remote Similarity NPC201048
0.6905 Remote Similarity NPC209430
0.6905 Remote Similarity NPC476701
0.6905 Remote Similarity NPC30986
0.6901 Remote Similarity NPC298299
0.6901 Remote Similarity NPC329686
0.6897 Remote Similarity NPC205845
0.6897 Remote Similarity NPC83702
0.6892 Remote Similarity NPC323153
0.6892 Remote Similarity NPC252809
0.6889 Remote Similarity NPC257485
0.6889 Remote Similarity NPC299527
0.6889 Remote Similarity NPC49783

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC60818 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
0.7875 Intermediate Similarity NPD6931 Approved
0.7875 Intermediate Similarity NPD6930 Phase 2
0.7875 Intermediate Similarity NPD7332 Phase 2
0.775 Intermediate Similarity NPD6929 Approved
0.7654 Intermediate Similarity NPD7514 Phase 3
0.7625 Intermediate Similarity NPD7322 Clinical (unspecified phase)
0.759 Intermediate Similarity NPD6695 Phase 3
0.7564 Intermediate Similarity NPD6926 Approved
0.7564 Intermediate Similarity NPD6924 Approved
0.7561 Intermediate Similarity NPD6898 Phase 1
0.75 Intermediate Similarity NPD7338 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD5776 Phase 2
0.75 Intermediate Similarity NPD6925 Approved
0.7412 Intermediate Similarity NPD6893 Approved
0.7407 Intermediate Similarity NPD7145 Approved
0.7375 Intermediate Similarity NPD6933 Approved
0.7349 Intermediate Similarity NPD6902 Approved
0.7284 Intermediate Similarity NPD6932 Approved
0.7241 Intermediate Similarity NPD7750 Discontinued
0.7241 Intermediate Similarity NPD4751 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD7524 Approved
0.7229 Intermediate Similarity NPD7509 Discontinued
0.7108 Intermediate Similarity NPD6683 Phase 2
0.7051 Intermediate Similarity NPD6922 Approved
0.7051 Intermediate Similarity NPD6923 Approved
0.7037 Intermediate Similarity NPD8264 Approved
0.7027 Intermediate Similarity NPD368 Approved
0.7 Intermediate Similarity NPD4732 Discontinued
0.6962 Remote Similarity NPD7143 Approved
0.6962 Remote Similarity NPD7144 Approved
0.6951 Remote Similarity NPD3701 Clinical (unspecified phase)
0.6923 Remote Similarity NPD7087 Discontinued
0.6875 Remote Similarity NPD7150 Approved
0.6875 Remote Similarity NPD7151 Approved
0.6875 Remote Similarity NPD7152 Approved
0.6667 Remote Similarity NPD342 Phase 1
0.663 Remote Similarity NPD7136 Phase 2
0.6628 Remote Similarity NPD4820 Approved
0.6628 Remote Similarity NPD4819 Approved
0.6628 Remote Similarity NPD4822 Approved
0.6628 Remote Similarity NPD4821 Approved
0.6627 Remote Similarity NPD7339 Approved
0.6627 Remote Similarity NPD6942 Approved
0.6591 Remote Similarity NPD5362 Discontinued
0.6559 Remote Similarity NPD7637 Suspended
0.6444 Remote Similarity NPD1696 Phase 3
0.6437 Remote Similarity NPD7525 Registered
0.6404 Remote Similarity NPD5332 Approved
0.6404 Remote Similarity NPD5331 Approved
0.6395 Remote Similarity NPD4271 Approved
0.6395 Remote Similarity NPD4268 Approved
0.6395 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6364 Remote Similarity NPD4790 Discontinued
0.6351 Remote Similarity NPD4219 Approved
0.631 Remote Similarity NPD4785 Approved
0.631 Remote Similarity NPD4784 Approved
0.6292 Remote Similarity NPD3667 Approved
0.6292 Remote Similarity NPD4270 Approved
0.6292 Remote Similarity NPD4269 Approved
0.6265 Remote Similarity NPD4243 Approved
0.625 Remote Similarity NPD5790 Clinical (unspecified phase)
0.625 Remote Similarity NPD4748 Discontinued
0.6222 Remote Similarity NPD7154 Phase 3
0.6196 Remote Similarity NPD4249 Approved
0.6196 Remote Similarity NPD5279 Phase 3
0.6154 Remote Similarity NPD3665 Phase 1
0.6154 Remote Similarity NPD3666 Approved
0.6154 Remote Similarity NPD3133 Approved
0.6154 Remote Similarity NPD4786 Approved
0.6146 Remote Similarity NPD5779 Approved
0.6146 Remote Similarity NPD5778 Approved
0.6129 Remote Similarity NPD4251 Approved
0.6129 Remote Similarity NPD4250 Approved
0.6117 Remote Similarity NPD6640 Phase 3
0.6105 Remote Similarity NPD5785 Approved
0.6087 Remote Similarity NPD5363 Approved
0.6067 Remote Similarity NPD4252 Approved
0.6047 Remote Similarity NPD4190 Phase 3
0.6047 Remote Similarity NPD5275 Approved
0.6022 Remote Similarity NPD5786 Approved
0.6 Remote Similarity NPD5369 Approved
0.5955 Remote Similarity NPD7645 Phase 2
0.5955 Remote Similarity NPD4195 Approved
0.5941 Remote Similarity NPD7639 Approved
0.5941 Remote Similarity NPD7640 Approved
0.5938 Remote Similarity NPD7838 Discovery
0.5918 Remote Similarity NPD5282 Discontinued
0.5914 Remote Similarity NPD6082 Clinical (unspecified phase)
0.5895 Remote Similarity NPD4518 Approved
0.5888 Remote Similarity NPD6371 Approved
0.5876 Remote Similarity NPD7983 Approved
0.5851 Remote Similarity NPD4694 Approved
0.5851 Remote Similarity NPD3618 Phase 1
0.5851 Remote Similarity NPD4519 Discontinued
0.5851 Remote Similarity NPD5280 Approved
0.5851 Remote Similarity NPD4623 Approved
0.5842 Remote Similarity NPD7638 Approved
0.5833 Remote Similarity NPD4753 Phase 2
0.5816 Remote Similarity NPD4202 Approved
0.5773 Remote Similarity NPD4001 Clinical (unspecified phase)
0.5761 Remote Similarity NPD4221 Approved
0.5761 Remote Similarity NPD4223 Phase 3
0.5761 Remote Similarity NPD5209 Approved
0.5714 Remote Similarity NPD6411 Approved
0.5714 Remote Similarity NPD5368 Approved
0.57 Remote Similarity NPD1698 Clinical (unspecified phase)
0.5686 Remote Similarity NPD4225 Approved
0.5686 Remote Similarity NPD8029 Clinical (unspecified phase)
0.5673 Remote Similarity NPD5211 Phase 2
0.567 Remote Similarity NPD6051 Approved
0.567 Remote Similarity NPD1695 Approved
0.567 Remote Similarity NPD5328 Approved
0.566 Remote Similarity NPD7333 Discontinued
0.5644 Remote Similarity NPD7839 Suspended
0.5638 Remote Similarity NPD4197 Approved
0.5638 Remote Similarity NPD3668 Phase 3
0.5638 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5634 Remote Similarity NPD4265 Approved
0.5631 Remote Similarity NPD6648 Approved
0.5625 Remote Similarity NPD4246 Clinical (unspecified phase)
0.5612 Remote Similarity NPD4096 Approved
0.5607 Remote Similarity NPD7899 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   73353713
ChEMBL   CHEMBL2419338
ZINC  

Physicochemical Properties

Molecular Weight:  252.17
ALogP:  1.6834
MLogP:  2.78
XLogP:  1.694
# Rotatable Bonds:  7
Polar Surface Area:  49.69
# H-Bond Aceptor:  3
# H-Bond Donor:  2
# Rings:  2
# Heavy Atoms:  18

Download Data

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