Natural Product: NPC59602

Natural Product ID:  NPC59602
Common Name:   Methyl-2-Epinuapunoate
IUPAC Name:   methyl (2R)-2-[(3S,6R)-6-methyl-6-[2-(2,6,6-trimethylcyclohexen-1-yl)ethyl]dioxan-3-yl]propanoate
Synonyms:   Methyl-2-Epinuapunoate
Molecular Formula:   C20H34O4
Standard InCHIKey:  MRBQQESZUMBYBU-OXFYSEKESA-N
Standard InCHI:  InChI=1S/C20H34O4/c1-14-8-7-11-19(3,4)16(14)9-12-20(5)13-10-17(23-24-20)15(2)18(21)22-6/h15,17H,7-13H2,1-6H3/t15-,17+,20-/m1/s1
Canonical SMILES:  COC(=O)[C@@H]([C@@H]1CC[C@@](OO1)(C)CCC1=C(C)CCCC1(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
NPO9347 Diacarnus megaspinorhabdosa Species Podospongiidae Eukaryota PMID[18672931]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT176 Organism Artemia salina Artemia salina Activity = 25 % 19114678
NPT176 Organism Artemia salina Artemia salina Activity = 65 % 21090801

  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 NPC59602 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 NPC476987
1.0 High Similarity NPC152754
0.9589 High Similarity NPC268502
0.9589 High Similarity NPC254996
0.9333 High Similarity NPC476988
0.9079 High Similarity NPC14044
0.9079 High Similarity NPC172309
0.9079 High Similarity NPC117960
0.9054 High Similarity NPC476264
0.9054 High Similarity NPC476325
0.8974 High Similarity NPC475193
0.8974 High Similarity NPC120158
0.8974 High Similarity NPC471343
0.8919 High Similarity NPC476985
0.8919 High Similarity NPC475744
0.8919 High Similarity NPC474316
0.8846 High Similarity NPC476983
0.8846 High Similarity NPC476100
0.8649 High Similarity NPC330016
0.8571 High Similarity NPC82488
0.8571 High Similarity NPC308545
0.8519 High Similarity NPC476982
0.8519 High Similarity NPC475181
0.8519 High Similarity NPC476104
0.8519 High Similarity NPC262085
0.8514 High Similarity NPC167145
0.8462 Intermediate Similarity NPC274522
0.8462 Intermediate Similarity NPC476265
0.8442 Intermediate Similarity NPC470905
0.8442 Intermediate Similarity NPC476986
0.8421 Intermediate Similarity NPC474447
0.8395 Intermediate Similarity NPC471344
0.825 Intermediate Similarity NPC475395
0.825 Intermediate Similarity NPC476984
0.8214 Intermediate Similarity NPC471342
0.8214 Intermediate Similarity NPC469866
0.8182 Intermediate Similarity NPC469514
0.8182 Intermediate Similarity NPC239127
0.8077 Intermediate Similarity NPC469867
0.8056 Intermediate Similarity NPC306805
0.8056 Intermediate Similarity NPC215987
0.8052 Intermediate Similarity NPC255060
0.8049 Intermediate Similarity NPC469407
0.8026 Intermediate Similarity NPC238425
0.8026 Intermediate Similarity NPC472018
0.8026 Intermediate Similarity NPC474543
0.8025 Intermediate Similarity NPC476292
0.8025 Intermediate Similarity NPC474605
0.8 Intermediate Similarity NPC472021
0.7975 Intermediate Similarity NPC121200
0.7922 Intermediate Similarity NPC474551
0.7901 Intermediate Similarity NPC475481
0.7901 Intermediate Similarity NPC79277
0.7857 Intermediate Similarity NPC472019
0.7857 Intermediate Similarity NPC226602
0.7857 Intermediate Similarity NPC472020
0.7848 Intermediate Similarity NPC281296
0.7848 Intermediate Similarity NPC122847
0.7763 Intermediate Similarity NPC69462
0.775 Intermediate Similarity NPC321514
0.7722 Intermediate Similarity NPC266119
0.7683 Intermediate Similarity NPC327002
0.7632 Intermediate Similarity NPC107130
0.7614 Intermediate Similarity NPC36491
0.7595 Intermediate Similarity NPC199445
0.7595 Intermediate Similarity NPC60718
0.7561 Intermediate Similarity NPC469920
0.7534 Intermediate Similarity NPC474552
0.7532 Intermediate Similarity NPC472017
0.7529 Intermediate Similarity NPC76333
0.75 Intermediate Similarity NPC69469
0.7471 Intermediate Similarity NPC80335
0.7468 Intermediate Similarity NPC166797
0.7468 Intermediate Similarity NPC306928
0.7442 Intermediate Similarity NPC73038
0.7439 Intermediate Similarity NPC246458
0.7439 Intermediate Similarity NPC113363
0.7439 Intermediate Similarity NPC158565
0.7439 Intermediate Similarity NPC28319
0.7439 Intermediate Similarity NPC327674
0.7416 Intermediate Similarity NPC474631
0.7412 Intermediate Similarity NPC109512
0.7412 Intermediate Similarity NPC100391
0.7386 Intermediate Similarity NPC97577
0.7349 Intermediate Similarity NPC474978
0.7349 Intermediate Similarity NPC474956
0.7333 Intermediate Similarity NPC477435
0.7333 Intermediate Similarity NPC477436
0.7333 Intermediate Similarity NPC476330
0.7317 Intermediate Similarity NPC4827
0.7317 Intermediate Similarity NPC35574
0.7303 Intermediate Similarity NPC161638
0.7294 Intermediate Similarity NPC475989
0.7294 Intermediate Similarity NPC477373
0.7284 Intermediate Similarity NPC899
0.7283 Intermediate Similarity NPC132824
0.7273 Intermediate Similarity NPC294480
0.7273 Intermediate Similarity NPC183546
0.7262 Intermediate Similarity NPC475951
0.7262 Intermediate Similarity NPC476101
0.7262 Intermediate Similarity NPC474955
0.7262 Intermediate Similarity NPC282293
0.7253 Intermediate Similarity NPC477439
0.7253 Intermediate Similarity NPC78580
0.7253 Intermediate Similarity NPC184006
0.7253 Intermediate Similarity NPC23621
0.7241 Intermediate Similarity NPC475753
0.7241 Intermediate Similarity NPC244174
0.7241 Intermediate Similarity NPC212843
0.7241 Intermediate Similarity NPC322159
0.7241 Intermediate Similarity NPC324063
0.7241 Intermediate Similarity NPC229717
0.7229 Intermediate Similarity NPC622
0.7229 Intermediate Similarity NPC276647
0.7222 Intermediate Similarity NPC228784
0.7222 Intermediate Similarity NPC471588
0.7222 Intermediate Similarity NPC235704
0.7222 Intermediate Similarity NPC288833
0.7222 Intermediate Similarity NPC324341
0.7222 Intermediate Similarity NPC282616
0.7222 Intermediate Similarity NPC966
0.7222 Intermediate Similarity NPC6255
0.7222 Intermediate Similarity NPC155120
0.7222 Intermediate Similarity NPC150383
0.7209 Intermediate Similarity NPC477576
0.7209 Intermediate Similarity NPC477575
0.7204 Intermediate Similarity NPC124246
0.7195 Intermediate Similarity NPC472300
0.7191 Intermediate Similarity NPC256902
0.7191 Intermediate Similarity NPC474570
0.7191 Intermediate Similarity NPC474679
0.7191 Intermediate Similarity NPC118193
0.7191 Intermediate Similarity NPC471222
0.7191 Intermediate Similarity NPC474700
0.7191 Intermediate Similarity NPC155479
0.7176 Intermediate Similarity NPC240302
0.7176 Intermediate Similarity NPC70479
0.7174 Intermediate Similarity NPC473648
0.7174 Intermediate Similarity NPC23241
0.7174 Intermediate Similarity NPC477438
0.7174 Intermediate Similarity NPC195715
0.7174 Intermediate Similarity NPC477437
0.716 Intermediate Similarity NPC475861
0.7159 Intermediate Similarity NPC173089
0.7159 Intermediate Similarity NPC46912
0.7159 Intermediate Similarity NPC162107
0.7159 Intermediate Similarity NPC158141
0.7159 Intermediate Similarity NPC96496
0.7159 Intermediate Similarity NPC477926
0.7159 Intermediate Similarity NPC171722
0.7159 Intermediate Similarity NPC312215
0.7159 Intermediate Similarity NPC167877
0.7143 Intermediate Similarity NPC469315
0.7143 Intermediate Similarity NPC104545
0.7143 Intermediate Similarity NPC477057
0.7143 Intermediate Similarity NPC37038
0.7143 Intermediate Similarity NPC103634
0.7143 Intermediate Similarity NPC118490
0.7143 Intermediate Similarity NPC267517
0.7128 Intermediate Similarity NPC174663
0.7128 Intermediate Similarity NPC164349
0.7126 Intermediate Similarity NPC329738
0.7125 Intermediate Similarity NPC470237
0.7123 Intermediate Similarity NPC475821
0.7111 Intermediate Similarity NPC86372
0.7111 Intermediate Similarity NPC130278
0.7111 Intermediate Similarity NPC172361
0.7108 Intermediate Similarity NPC179028
0.7105 Intermediate Similarity NPC469926
0.7097 Intermediate Similarity NPC469369
0.7097 Intermediate Similarity NPC201657
0.7097 Intermediate Similarity NPC120708
0.7097 Intermediate Similarity NPC469528
0.7097 Intermediate Similarity NPC98874
0.7093 Intermediate Similarity NPC271784
0.7093 Intermediate Similarity NPC475622
0.7093 Intermediate Similarity NPC108045
0.7089 Intermediate Similarity NPC475310
0.7079 Intermediate Similarity NPC474511
0.7079 Intermediate Similarity NPC477128
0.7079 Intermediate Similarity NPC1753
0.7065 Intermediate Similarity NPC471078
0.7065 Intermediate Similarity NPC240617
0.7065 Intermediate Similarity NPC148964
0.7065 Intermediate Similarity NPC473431
0.7065 Intermediate Similarity NPC473280
0.7065 Intermediate Similarity NPC114159
0.7065 Intermediate Similarity NPC470697
0.7065 Intermediate Similarity NPC473435
0.7065 Intermediate Similarity NPC222047
0.7065 Intermediate Similarity NPC6818
0.7065 Intermediate Similarity NPC191412
0.7059 Intermediate Similarity NPC475665
0.7059 Intermediate Similarity NPC14203
0.7059 Intermediate Similarity NPC473420
0.7059 Intermediate Similarity NPC229584
0.7053 Intermediate Similarity NPC35239
0.7053 Intermediate Similarity NPC473576
0.7053 Intermediate Similarity NPC475156
0.7045 Intermediate Similarity NPC56588

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC59602 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
0.7614 Intermediate Similarity NPD6411 Approved
0.7386 Intermediate Similarity NPD6101 Approved
0.7386 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7045 Intermediate Similarity NPD7521 Approved
0.7045 Intermediate Similarity NPD7334 Approved
0.7045 Intermediate Similarity NPD5330 Approved
0.7045 Intermediate Similarity NPD6409 Approved
0.7045 Intermediate Similarity NPD7146 Approved
0.7045 Intermediate Similarity NPD6684 Approved
0.6957 Remote Similarity NPD5778 Approved
0.6957 Remote Similarity NPD6399 Phase 3
0.6957 Remote Similarity NPD5779 Approved
0.6951 Remote Similarity NPD8039 Approved
0.6889 Remote Similarity NPD6903 Approved
0.6889 Remote Similarity NPD6672 Approved
0.6889 Remote Similarity NPD5737 Approved
0.6889 Remote Similarity NPD7513 Clinical (unspecified phase)
0.6882 Remote Similarity NPD7900 Approved
0.6882 Remote Similarity NPD7901 Clinical (unspecified phase)
0.6782 Remote Similarity NPD4752 Clinical (unspecified phase)
0.6702 Remote Similarity NPD7748 Approved
0.6667 Remote Similarity NPD7341 Phase 2
0.6667 Remote Similarity NPD6083 Phase 2
0.6667 Remote Similarity NPD7902 Approved
0.6667 Remote Similarity NPD5369 Approved
0.6667 Remote Similarity NPD6098 Approved
0.6667 Remote Similarity NPD6084 Phase 2
0.6667 Remote Similarity NPD7515 Phase 2
0.6632 Remote Similarity NPD5695 Phase 3
0.663 Remote Similarity NPD6673 Approved
0.663 Remote Similarity NPD6080 Approved
0.663 Remote Similarity NPD6904 Approved
0.6593 Remote Similarity NPD3573 Approved
0.6556 Remote Similarity NPD1694 Approved
0.6535 Remote Similarity NPD5739 Approved
0.6535 Remote Similarity NPD7128 Approved
0.6535 Remote Similarity NPD6402 Approved
0.6535 Remote Similarity NPD6675 Approved
0.6526 Remote Similarity NPD5282 Discontinued
0.6489 Remote Similarity NPD6050 Approved
0.6458 Remote Similarity NPD6356 Clinical (unspecified phase)
0.6444 Remote Similarity NPD3668 Phase 3
0.6444 Remote Similarity NPD4786 Approved
0.6429 Remote Similarity NPD5696 Approved
0.6408 Remote Similarity NPD6881 Approved
0.6408 Remote Similarity NPD6899 Approved
0.6408 Remote Similarity NPD7320 Approved
0.6404 Remote Similarity NPD3667 Approved
0.6404 Remote Similarity NPD6435 Approved
0.6383 Remote Similarity NPD6698 Approved
0.6383 Remote Similarity NPD46 Approved
0.6383 Remote Similarity NPD5692 Phase 3
0.6364 Remote Similarity NPD5368 Approved
0.6346 Remote Similarity NPD6372 Approved
0.6346 Remote Similarity NPD8132 Clinical (unspecified phase)
0.6346 Remote Similarity NPD6373 Approved
0.6344 Remote Similarity NPD5208 Approved
0.6333 Remote Similarity NPD7154 Phase 3
0.6322 Remote Similarity NPD5784 Clinical (unspecified phase)
0.6316 Remote Similarity NPD5281 Approved
0.6316 Remote Similarity NPD5284 Approved
0.6316 Remote Similarity NPD7637 Suspended
0.6316 Remote Similarity NPD8034 Phase 2
0.6316 Remote Similarity NPD7983 Approved
0.6316 Remote Similarity NPD5693 Phase 1
0.6316 Remote Similarity NPD5694 Approved
0.6316 Remote Similarity NPD8035 Phase 2
0.6311 Remote Similarity NPD5954 Clinical (unspecified phase)
0.6311 Remote Similarity NPD5697 Approved
0.6311 Remote Similarity NPD5701 Approved
0.6304 Remote Similarity NPD6422 Discontinued
0.6304 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6289 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6286 Remote Similarity NPD7290 Approved
0.6286 Remote Similarity NPD6883 Approved
0.6286 Remote Similarity NPD7102 Approved
0.6277 Remote Similarity NPD4753 Phase 2
0.6277 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6277 Remote Similarity NPD6051 Approved
0.6264 Remote Similarity NPD3133 Approved
0.6264 Remote Similarity NPD3665 Phase 1
0.6264 Remote Similarity NPD3666 Approved
0.625 Remote Similarity NPD6686 Approved
0.6239 Remote Similarity NPD8295 Clinical (unspecified phase)
0.6226 Remote Similarity NPD6617 Approved
0.6226 Remote Similarity NPD6650 Approved
0.6226 Remote Similarity NPD8130 Phase 1
0.6226 Remote Similarity NPD6649 Approved
0.6226 Remote Similarity NPD6869 Approved
0.6226 Remote Similarity NPD6847 Approved
0.6224 Remote Similarity NPD7839 Suspended
0.6224 Remote Similarity NPD7732 Phase 3
0.6222 Remote Similarity NPD4269 Approved
0.6222 Remote Similarity NPD4270 Approved
0.622 Remote Similarity NPD229 Approved
0.6216 Remote Similarity NPD3729 Clinical (unspecified phase)
0.6214 Remote Similarity NPD6008 Approved
0.6211 Remote Similarity NPD5785 Approved
0.6211 Remote Similarity NPD5207 Approved
0.6196 Remote Similarity NPD7520 Clinical (unspecified phase)
0.619 Remote Similarity NPD6014 Approved
0.619 Remote Similarity NPD6012 Approved
0.619 Remote Similarity NPD5777 Approved
0.619 Remote Similarity NPD4061 Clinical (unspecified phase)
0.619 Remote Similarity NPD6013 Approved
0.618 Remote Similarity NPD4822 Approved
0.618 Remote Similarity NPD4695 Discontinued
0.618 Remote Similarity NPD4819 Approved
0.618 Remote Similarity NPD4820 Approved
0.618 Remote Similarity NPD4821 Approved
0.6173 Remote Similarity NPD7331 Phase 2
0.6168 Remote Similarity NPD8297 Approved
0.6168 Remote Similarity NPD6882 Approved
0.6162 Remote Similarity NPD4755 Approved
0.6154 Remote Similarity NPD5362 Discontinued
0.6154 Remote Similarity NPD6412 Phase 2
0.6136 Remote Similarity NPD3617 Approved
0.6132 Remote Similarity NPD5955 Clinical (unspecified phase)
0.6129 Remote Similarity NPD5786 Approved
0.6129 Remote Similarity NPD3618 Phase 1
0.6129 Remote Similarity NPD5279 Phase 3
0.6122 Remote Similarity NPD5654 Approved
0.6111 Remote Similarity NPD4692 Approved
0.6111 Remote Similarity NPD4139 Approved
0.6105 Remote Similarity NPD5328 Approved
0.61 Remote Similarity NPD4225 Approved
0.6095 Remote Similarity NPD6011 Approved
0.6095 Remote Similarity NPD5345 Clinical (unspecified phase)
0.6091 Remote Similarity NPD7115 Discovery
0.6082 Remote Similarity NPD4202 Approved
0.6075 Remote Similarity NPD6401 Clinical (unspecified phase)
0.6044 Remote Similarity NPD4221 Approved
0.6044 Remote Similarity NPD4223 Phase 3
0.6044 Remote Similarity NPD5209 Approved
0.604 Remote Similarity NPD4700 Approved
0.604 Remote Similarity NPD5285 Approved
0.604 Remote Similarity NPD5286 Approved
0.604 Remote Similarity NPD4696 Approved
0.6023 Remote Similarity NPD6116 Phase 1
0.6022 Remote Similarity NPD5329 Approved
0.6022 Remote Similarity NPD5363 Approved
0.602 Remote Similarity NPD6001 Approved
0.6 Remote Similarity NPD5790 Clinical (unspecified phase)
0.6 Remote Similarity NPD4252 Approved
0.6 Remote Similarity NPD8259 Clinical (unspecified phase)
0.6 Remote Similarity NPD5959 Approved
0.5981 Remote Similarity NPD6371 Approved
0.5979 Remote Similarity NPD6079 Approved
0.5977 Remote Similarity NPD3702 Approved
0.596 Remote Similarity NPD5210 Approved
0.596 Remote Similarity NPD4629 Approved
0.5955 Remote Similarity NPD4271 Approved
0.5955 Remote Similarity NPD4268 Approved
0.5941 Remote Similarity NPD7638 Approved
0.5938 Remote Similarity NPD1695 Approved
0.5929 Remote Similarity NPD6319 Approved
0.5926 Remote Similarity NPD5325 Clinical (unspecified phase)
0.5922 Remote Similarity NPD5211 Phase 2
0.5922 Remote Similarity NPD5226 Approved
0.5922 Remote Similarity NPD5224 Approved
0.5922 Remote Similarity NPD5225 Approved
0.5922 Remote Similarity NPD4633 Approved
0.5914 Remote Similarity NPD6400 Clinical (unspecified phase)
0.5914 Remote Similarity NPD7338 Clinical (unspecified phase)
0.5914 Remote Similarity NPD4197 Approved
0.5913 Remote Similarity NPD8328 Phase 3
0.5909 Remote Similarity NPD6117 Approved
0.59 Remote Similarity NPD5349 Clinical (unspecified phase)
0.59 Remote Similarity NPD7614 Phase 1
0.5889 Remote Similarity NPD7645 Phase 2
0.5882 Remote Similarity NPD7640 Approved
0.5882 Remote Similarity NPD7639 Approved
0.5872 Remote Similarity NPD6053 Discontinued
0.5865 Remote Similarity NPD6052 Approved
0.5865 Remote Similarity NPD5174 Approved
0.5865 Remote Similarity NPD5175 Approved
0.5862 Remote Similarity NPD6113 Clinical (unspecified phase)
0.5862 Remote Similarity NPD7492 Approved
0.5862 Remote Similarity NPD6926 Approved
0.5862 Remote Similarity NPD6924 Approved
0.5856 Remote Similarity NPD6274 Approved
0.5854 Remote Similarity NPD9496 Clinical (unspecified phase)
0.5854 Remote Similarity NPD2685 Clinical (unspecified phase)
0.5851 Remote Similarity NPD1733 Clinical (unspecified phase)
0.5849 Remote Similarity NPD7899 Clinical (unspecified phase)
0.5841 Remote Similarity NPD7100 Approved
0.5841 Remote Similarity NPD7101 Approved
0.5833 Remote Similarity NPD4634 Approved
0.5825 Remote Similarity NPD5223 Approved
0.5824 Remote Similarity NPD7525 Registered
0.5818 Remote Similarity NPD4632 Approved
0.5812 Remote Similarity NPD6616 Approved
0.5811 Remote Similarity NPD29 Approved
0.5811 Remote Similarity NPD28 Approved
0.581 Remote Similarity NPD5141 Approved
0.5806 Remote Similarity NPD4788 Approved
0.5806 Remote Similarity NPD6695 Phase 3
0.5804 Remote Similarity NPD8137 Clinical (unspecified phase)
0.5789 Remote Similarity NPD4138 Approved
0.5789 Remote Similarity NPD6059 Approved

Structure

External Identifiers

PubChem CID   15813839
ChEMBL   CHEMBL524897
ZINC  

Physicochemical Properties

Molecular Weight:  338.25
ALogP:  2.9984
MLogP:  3.22
XLogP:  5.002
# Rotatable Bonds:  12
Polar Surface Area:  44.76
# H-Bond Aceptor:  4
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  24

Download Data

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