Natural Product: NPC151725

Natural Product ID:  NPC151725
Common Name:   3-O-Acetyl-Jaspiferal D Methyl Ester
IUPAC Name:   methyl (3E,3aS,5aR,6R,7R,9aR,9bR)-7-acetyloxy-3a,6,9a-trimethyl-3-[(3E,5E)-6-methyl-7-oxohepta-3,5-dien-2-ylidene]-2-oxo-1,4,5,5a,7,8,9,9b-octahydrocyclopenta[a]naphthalene-6-carboxylate
Synonyms:  
Molecular Formula:   C28H38O6
Standard InCHIKey:  AWDPTRZXHHZHKD-XNVAUWEOSA-N
Standard InCHI:  InChI=1S/C28H38O6/c1-17(16-29)9-8-10-18(2)24-20(31)15-22-26(4)14-12-23(34-19(3)30)28(6,25(32)33-7)21(26)11-13-27(22,24)5/h8-10,16,21-23H,11-15H2,1-7H3/b10-8+,17-9+,24-18-/t21-,22-,23-,26+,27+,28-/m1/s1
Canonical SMILES:  COC(=O)[C@@]1(C)[C@@H](CC[C@]2([C@H]1CC[C@]1([C@@H]2CC(=O)/C/1=C(/C=C/C=C(/C=O)C)C)C)C)OC(=O)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
NPO33335 Jaspis sp. Species Ancorinidae Eukaryota Vanuatu islands PMID[10924170]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT2 Others Unspecified IC50 > 3.3 ug/ml 11277769

  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 NPC151725 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 NPC122324
1.0 High Similarity NPC106425
0.9674 High Similarity NPC35751
0.9556 High Similarity NPC473431
0.9556 High Similarity NPC473280
0.9556 High Similarity NPC471078
0.9556 High Similarity NPC473435
0.9438 High Similarity NPC474842
0.9438 High Similarity NPC475965
0.9247 High Similarity NPC2049
0.9213 High Similarity NPC80335
0.914 High Similarity NPC471153
0.9062 High Similarity NPC320447
0.9032 High Similarity NPC88310
0.8969 High Similarity NPC72151
0.8842 High Similarity NPC110937
0.8776 High Similarity NPC473283
0.8776 High Similarity NPC329345
0.8776 High Similarity NPC475526
0.8763 High Similarity NPC282524
0.8617 High Similarity NPC474185
0.8602 High Similarity NPC161638
0.8571 High Similarity NPC194028
0.8571 High Similarity NPC115899
0.8571 High Similarity NPC168319
0.8557 High Similarity NPC57079
0.8557 High Similarity NPC108368
0.8542 High Similarity NPC250757
0.8542 High Similarity NPC301534
0.8515 High Similarity NPC473284
0.8485 Intermediate Similarity NPC32577
0.8485 Intermediate Similarity NPC114540
0.8485 Intermediate Similarity NPC155332
0.8469 Intermediate Similarity NPC475392
0.8469 Intermediate Similarity NPC266955
0.8469 Intermediate Similarity NPC475385
0.8469 Intermediate Similarity NPC475202
0.8431 Intermediate Similarity NPC475418
0.8431 Intermediate Similarity NPC318363
0.8431 Intermediate Similarity NPC473482
0.8421 Intermediate Similarity NPC79117
0.8416 Intermediate Similarity NPC266570
0.84 Intermediate Similarity NPC475050
0.8387 Intermediate Similarity NPC292491
0.8387 Intermediate Similarity NPC310752
0.835 Intermediate Similarity NPC475065
0.8333 Intermediate Similarity NPC329048
0.8333 Intermediate Similarity NPC330011
0.8283 Intermediate Similarity NPC470906
0.828 Intermediate Similarity NPC141292
0.8247 Intermediate Similarity NPC180950
0.8247 Intermediate Similarity NPC274417
0.8211 Intermediate Similarity NPC328141
0.8191 Intermediate Similarity NPC97884
0.8191 Intermediate Similarity NPC472220
0.819 Intermediate Similarity NPC474315
0.8182 Intermediate Similarity NPC252295
0.8172 Intermediate Similarity NPC195640
0.8163 Intermediate Similarity NPC471039
0.8163 Intermediate Similarity NPC327788
0.8152 Intermediate Similarity NPC139566
0.8144 Intermediate Similarity NPC474690
0.8144 Intermediate Similarity NPC471040
0.8144 Intermediate Similarity NPC124207
0.8144 Intermediate Similarity NPC470697
0.8144 Intermediate Similarity NPC299100
0.8144 Intermediate Similarity NPC269729
0.8144 Intermediate Similarity NPC294266
0.8137 Intermediate Similarity NPC470297
0.8125 Intermediate Similarity NPC473986
0.8125 Intermediate Similarity NPC474018
0.8125 Intermediate Similarity NPC218301
0.8113 Intermediate Similarity NPC69291
0.8105 Intermediate Similarity NPC471043
0.8081 Intermediate Similarity NPC292133
0.8081 Intermediate Similarity NPC26413
0.8081 Intermediate Similarity NPC108078
0.8065 Intermediate Similarity NPC323765
0.8061 Intermediate Similarity NPC139459
0.8058 Intermediate Similarity NPC469874
0.8039 Intermediate Similarity NPC36321
0.8039 Intermediate Similarity NPC176883
0.8021 Intermediate Similarity NPC8062
0.8021 Intermediate Similarity NPC471896
0.802 Intermediate Similarity NPC310981
0.802 Intermediate Similarity NPC473514
0.802 Intermediate Similarity NPC118174
0.8019 Intermediate Similarity NPC470960
0.8 Intermediate Similarity NPC471582
0.7981 Intermediate Similarity NPC220974
0.798 Intermediate Similarity NPC307164
0.798 Intermediate Similarity NPC111684
0.798 Intermediate Similarity NPC98874
0.798 Intermediate Similarity NPC242848
0.798 Intermediate Similarity NPC58052
0.7979 Intermediate Similarity NPC264127
0.7959 Intermediate Similarity NPC477129
0.7959 Intermediate Similarity NPC477130
0.7959 Intermediate Similarity NPC38830
0.7959 Intermediate Similarity NPC84893
0.7944 Intermediate Similarity NPC475970
0.7941 Intermediate Similarity NPC22388
0.7938 Intermediate Similarity NPC470230
0.7935 Intermediate Similarity NPC142683
0.7935 Intermediate Similarity NPC100297
0.7921 Intermediate Similarity NPC477521
0.7917 Intermediate Similarity NPC475921
0.7917 Intermediate Similarity NPC474570
0.7917 Intermediate Similarity NPC474704
0.7917 Intermediate Similarity NPC50070
0.7917 Intermediate Similarity NPC475049
0.7917 Intermediate Similarity NPC73995
0.7917 Intermediate Similarity NPC474844
0.7905 Intermediate Similarity NPC220155
0.79 Intermediate Similarity NPC89225
0.79 Intermediate Similarity NPC23680
0.79 Intermediate Similarity NPC96839
0.79 Intermediate Similarity NPC21728
0.79 Intermediate Similarity NPC253826
0.79 Intermediate Similarity NPC474938
0.79 Intermediate Similarity NPC474785
0.79 Intermediate Similarity NPC226986
0.7885 Intermediate Similarity NPC189863
0.7879 Intermediate Similarity NPC148523
0.7879 Intermediate Similarity NPC209355
0.7879 Intermediate Similarity NPC33473
0.7879 Intermediate Similarity NPC280725
0.7879 Intermediate Similarity NPC210214
0.7872 Intermediate Similarity NPC2709
0.7872 Intermediate Similarity NPC474971
0.7872 Intermediate Similarity NPC76333
0.787 Intermediate Similarity NPC122056
0.7865 Intermediate Similarity NPC469793
0.7865 Intermediate Similarity NPC469796
0.7864 Intermediate Similarity NPC312900
0.7864 Intermediate Similarity NPC112009
0.7864 Intermediate Similarity NPC180204
0.7864 Intermediate Similarity NPC470954
0.7857 Intermediate Similarity NPC139692
0.7849 Intermediate Similarity NPC474790
0.7849 Intermediate Similarity NPC474976
0.7843 Intermediate Similarity NPC224720
0.7843 Intermediate Similarity NPC476240
0.7843 Intermediate Similarity NPC476223
0.7835 Intermediate Similarity NPC191684
0.7835 Intermediate Similarity NPC111585
0.7835 Intermediate Similarity NPC148414
0.7835 Intermediate Similarity NPC175628
0.783 Intermediate Similarity NPC170221
0.783 Intermediate Similarity NPC10064
0.7826 Intermediate Similarity NPC90055
0.7826 Intermediate Similarity NPC475665
0.7826 Intermediate Similarity NPC474955
0.7822 Intermediate Similarity NPC316598
0.7822 Intermediate Similarity NPC471966
0.7822 Intermediate Similarity NPC114274
0.7812 Intermediate Similarity NPC473229
0.7812 Intermediate Similarity NPC224145
0.7812 Intermediate Similarity NPC104560
0.7812 Intermediate Similarity NPC215831
0.7812 Intermediate Similarity NPC473879
0.781 Intermediate Similarity NPC179380
0.781 Intermediate Similarity NPC476958
0.781 Intermediate Similarity NPC44063
0.78 Intermediate Similarity NPC120708
0.78 Intermediate Similarity NPC472806
0.78 Intermediate Similarity NPC167193
0.7798 Intermediate Similarity NPC147912
0.7798 Intermediate Similarity NPC67259
0.7789 Intermediate Similarity NPC471042
0.7788 Intermediate Similarity NPC189616
0.7788 Intermediate Similarity NPC472868
0.7778 Intermediate Similarity NPC23621
0.7778 Intermediate Similarity NPC49670
0.7778 Intermediate Similarity NPC184006
0.7778 Intermediate Similarity NPC47853
0.7778 Intermediate Similarity NPC222047
0.7778 Intermediate Similarity NPC56525
0.7778 Intermediate Similarity NPC159410
0.7778 Intermediate Similarity NPC78580
0.7778 Intermediate Similarity NPC74751
0.7768 Intermediate Similarity NPC184555
0.7768 Intermediate Similarity NPC476962
0.7767 Intermediate Similarity NPC40918
0.7767 Intermediate Similarity NPC473163
0.7766 Intermediate Similarity NPC100391
0.7757 Intermediate Similarity NPC474567
0.7757 Intermediate Similarity NPC6206
0.7757 Intermediate Similarity NPC16270
0.7757 Intermediate Similarity NPC179642
0.7755 Intermediate Similarity NPC26888
0.7755 Intermediate Similarity NPC476187
0.7755 Intermediate Similarity NPC272746
0.7755 Intermediate Similarity NPC471901
0.7755 Intermediate Similarity NPC473944
0.7745 Intermediate Similarity NPC201406
0.7745 Intermediate Similarity NPC476303
0.7745 Intermediate Similarity NPC117685
0.7745 Intermediate Similarity NPC474012
0.7745 Intermediate Similarity NPC476299

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC151725 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
0.8172 Intermediate Similarity NPD5330 Approved
0.8172 Intermediate Similarity NPD7334 Approved
0.8172 Intermediate Similarity NPD7521 Approved
0.8172 Intermediate Similarity NPD6409 Approved
0.8172 Intermediate Similarity NPD7146 Approved
0.8172 Intermediate Similarity NPD6684 Approved
0.8 Intermediate Similarity NPD6903 Approved
0.8 Intermediate Similarity NPD5737 Approved
0.8 Intermediate Similarity NPD6672 Approved
0.8 Intermediate Similarity NPD7513 Clinical (unspecified phase)
0.7905 Intermediate Similarity NPD6899 Approved
0.7905 Intermediate Similarity NPD6881 Approved
0.781 Intermediate Similarity NPD5697 Approved
0.7778 Intermediate Similarity NPD7748 Approved
0.7778 Intermediate Similarity NPD7901 Clinical (unspecified phase)
0.7778 Intermediate Similarity NPD7900 Approved
0.7757 Intermediate Similarity NPD7290 Approved
0.7757 Intermediate Similarity NPD6883 Approved
0.7757 Intermediate Similarity NPD7102 Approved
0.7755 Intermediate Similarity NPD6079 Approved
0.7714 Intermediate Similarity NPD7128 Approved
0.7714 Intermediate Similarity NPD5739 Approved
0.7714 Intermediate Similarity NPD6675 Approved
0.7714 Intermediate Similarity NPD6402 Approved
0.7708 Intermediate Similarity NPD3573 Approved
0.77 Intermediate Similarity NPD6356 Clinical (unspecified phase)
0.7685 Intermediate Similarity NPD6847 Approved
0.7685 Intermediate Similarity NPD8130 Phase 1
0.7685 Intermediate Similarity NPD6869 Approved
0.7685 Intermediate Similarity NPD6649 Approved
0.7685 Intermediate Similarity NPD6617 Approved
0.7685 Intermediate Similarity NPD6650 Approved
0.7677 Intermediate Similarity NPD6399 Phase 3
0.7664 Intermediate Similarity NPD6013 Approved
0.7664 Intermediate Similarity NPD6012 Approved
0.7664 Intermediate Similarity NPD6014 Approved
0.7658 Intermediate Similarity NPD7115 Discovery
0.7615 Intermediate Similarity NPD6882 Approved
0.7615 Intermediate Similarity NPD8297 Approved
0.7604 Intermediate Similarity NPD3618 Phase 1
0.7576 Intermediate Similarity NPD7515 Phase 2
0.7576 Intermediate Similarity NPD6050 Approved
0.7576 Intermediate Similarity NPD5694 Approved
0.757 Intermediate Similarity NPD6011 Approved
0.757 Intermediate Similarity NPD7320 Approved
0.7553 Intermediate Similarity NPD4752 Clinical (unspecified phase)
0.7551 Intermediate Similarity NPD6904 Approved
0.7551 Intermediate Similarity NPD6673 Approved
0.7551 Intermediate Similarity NPD5328 Approved
0.7551 Intermediate Similarity NPD6080 Approved
0.7549 Intermediate Similarity NPD7902 Approved
0.7549 Intermediate Similarity NPD6083 Phase 2
0.7549 Intermediate Similarity NPD6084 Phase 2
0.75 Intermediate Similarity NPD6373 Approved
0.75 Intermediate Similarity NPD6372 Approved
0.75 Intermediate Similarity NPD1694 Approved
0.7477 Intermediate Similarity NPD5701 Approved
0.7476 Intermediate Similarity NPD7638 Approved
0.7475 Intermediate Similarity NPD5692 Phase 3
0.7475 Intermediate Similarity NPD5207 Approved
0.7451 Intermediate Similarity NPD5220 Clinical (unspecified phase)
0.7451 Intermediate Similarity NPD5222 Approved
0.7451 Intermediate Similarity NPD5221 Approved
0.7451 Intermediate Similarity NPD4697 Phase 3
0.7423 Intermediate Similarity NPD3574 Clinical (unspecified phase)
0.7404 Intermediate Similarity NPD7640 Approved
0.7404 Intermediate Similarity NPD5286 Approved
0.7404 Intermediate Similarity NPD4696 Approved
0.7404 Intermediate Similarity NPD7639 Approved
0.7404 Intermediate Similarity NPD5285 Approved
0.74 Intermediate Similarity NPD6411 Approved
0.7383 Intermediate Similarity NPD6008 Approved
0.7379 Intermediate Similarity NPD5173 Approved
0.7353 Intermediate Similarity NPD5695 Phase 3
0.7308 Intermediate Similarity NPD4225 Approved
0.7308 Intermediate Similarity NPD5696 Approved
0.7304 Intermediate Similarity NPD6319 Approved
0.7273 Intermediate Similarity NPD5208 Approved
0.7264 Intermediate Similarity NPD5211 Phase 2
0.7264 Intermediate Similarity NPD5224 Approved
0.7264 Intermediate Similarity NPD5226 Approved
0.7264 Intermediate Similarity NPD4633 Approved
0.7264 Intermediate Similarity NPD5225 Approved
0.7257 Intermediate Similarity NPD6868 Approved
0.7255 Intermediate Similarity NPD6001 Approved
0.7253 Intermediate Similarity NPD4058 Approved
0.7245 Intermediate Similarity NPD6098 Approved
0.7228 Intermediate Similarity NPD8034 Phase 2
0.7228 Intermediate Similarity NPD5281 Approved
0.7228 Intermediate Similarity NPD5693 Phase 1
0.7228 Intermediate Similarity NPD5284 Approved
0.7228 Intermediate Similarity NPD7637 Suspended
0.7228 Intermediate Similarity NPD8035 Phase 2
0.7217 Intermediate Similarity NPD7100 Approved
0.7217 Intermediate Similarity NPD7101 Approved
0.7216 Intermediate Similarity NPD3665 Phase 1
0.7216 Intermediate Similarity NPD4786 Approved
0.7216 Intermediate Similarity NPD3666 Approved
0.7216 Intermediate Similarity NPD3668 Phase 3
0.7216 Intermediate Similarity NPD3133 Approved
0.7212 Intermediate Similarity NPD4755 Approved
0.7207 Intermediate Similarity NPD6401 Clinical (unspecified phase)
0.7203 Intermediate Similarity NPD7492 Approved
0.72 Intermediate Similarity NPD6101 Approved
0.72 Intermediate Similarity NPD5764 Clinical (unspecified phase)
0.7196 Intermediate Similarity NPD5175 Approved
0.7196 Intermediate Similarity NPD5174 Approved
0.7188 Intermediate Similarity NPD3667 Approved
0.717 Intermediate Similarity NPD5223 Approved
0.7157 Intermediate Similarity NPD4202 Approved
0.7155 Intermediate Similarity NPD6054 Approved
0.7143 Intermediate Similarity NPD6616 Approved
0.7143 Intermediate Similarity NPD7520 Clinical (unspecified phase)
0.713 Intermediate Similarity NPD6335 Approved
0.713 Intermediate Similarity NPD5141 Approved
0.7117 Intermediate Similarity NPD4634 Approved
0.7105 Intermediate Similarity NPD6274 Approved
0.7083 Intermediate Similarity NPD7078 Approved
0.708 Intermediate Similarity NPD4632 Approved
0.7075 Intermediate Similarity NPD4700 Approved
0.7071 Intermediate Similarity NPD5279 Phase 3
0.7043 Intermediate Similarity NPD6317 Approved
0.7034 Intermediate Similarity NPD6370 Approved
0.703 Intermediate Similarity NPD4753 Phase 2
0.7025 Intermediate Similarity NPD7736 Approved
0.7019 Intermediate Similarity NPD5210 Approved
0.7019 Intermediate Similarity NPD5654 Approved
0.7019 Intermediate Similarity NPD4629 Approved
0.701 Intermediate Similarity NPD5209 Approved
0.699 Remote Similarity NPD5779 Approved
0.699 Remote Similarity NPD5778 Approved
0.6983 Remote Similarity NPD6313 Approved
0.6983 Remote Similarity NPD6314 Approved
0.6961 Remote Similarity NPD5785 Approved
0.6949 Remote Similarity NPD6015 Approved
0.6949 Remote Similarity NPD6016 Approved
0.6937 Remote Similarity NPD4729 Approved
0.6937 Remote Similarity NPD4730 Approved
0.693 Remote Similarity NPD6858 Approved
0.693 Remote Similarity NPD7094 Approved
0.6923 Remote Similarity NPD4691 Approved
0.6897 Remote Similarity NPD6009 Approved
0.6891 Remote Similarity NPD5988 Approved
0.6887 Remote Similarity NPD5959 Approved
0.6882 Remote Similarity NPD4687 Approved
0.6882 Remote Similarity NPD5733 Approved
0.6864 Remote Similarity NPD6059 Approved
0.6863 Remote Similarity NPD7285 Clinical (unspecified phase)
0.6847 Remote Similarity NPD6614 Approved
0.6847 Remote Similarity NPD6412 Phase 2
0.6837 Remote Similarity NPD4223 Phase 3
0.6837 Remote Similarity NPD4221 Approved
0.6833 Remote Similarity NPD7604 Phase 2
0.6829 Remote Similarity NPD7319 Approved
0.6814 Remote Similarity NPD5251 Approved
0.6814 Remote Similarity NPD5250 Approved
0.6814 Remote Similarity NPD5247 Approved
0.6814 Remote Similarity NPD5248 Approved
0.6814 Remote Similarity NPD5249 Phase 3
0.6813 Remote Similarity NPD4137 Phase 3
0.6807 Remote Similarity NPD5983 Phase 2
0.6807 Remote Similarity NPD6291 Clinical (unspecified phase)
0.6807 Remote Similarity NPD6908 Approved
0.6807 Remote Similarity NPD6909 Approved
0.6803 Remote Similarity NPD8293 Discontinued
0.68 Remote Similarity NPD5363 Approved
0.68 Remote Similarity NPD5329 Approved
0.6789 Remote Similarity NPD7632 Discontinued
0.6786 Remote Similarity NPD5128 Approved
0.6786 Remote Similarity NPD5168 Approved
0.6757 Remote Similarity NPD4768 Approved
0.6757 Remote Similarity NPD4767 Approved
0.6754 Remote Similarity NPD5217 Approved
0.6754 Remote Similarity NPD5216 Approved
0.6754 Remote Similarity NPD5215 Approved
0.6739 Remote Similarity NPD4747 Approved
0.6735 Remote Similarity NPD5369 Approved
0.6733 Remote Similarity NPD4694 Approved
0.6733 Remote Similarity NPD5690 Phase 2
0.6733 Remote Similarity NPD5280 Approved
0.6727 Remote Similarity NPD6052 Approved
0.6727 Remote Similarity NPD4754 Approved
0.6721 Remote Similarity NPD7507 Approved
0.6721 Remote Similarity NPD6336 Discontinued
0.67 Remote Similarity NPD4197 Approved
0.6699 Remote Similarity NPD6051 Approved
0.6698 Remote Similarity NPD1698 Clinical (unspecified phase)
0.6667 Remote Similarity NPD5169 Approved
0.6667 Remote Similarity NPD5135 Approved
0.6667 Remote Similarity NPD5777 Approved
0.6667 Remote Similarity NPD5276 Approved
0.6667 Remote Similarity NPD5134 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6435 Approved
0.6637 Remote Similarity NPD6686 Approved
0.6636 Remote Similarity NPD7732 Phase 3
0.6633 Remote Similarity NPD4695 Discontinued
0.6633 Remote Similarity NPD7525 Registered
0.6632 Remote Similarity NPD8039 Approved
0.6609 Remote Similarity NPD5127 Approved
0.66 Remote Similarity NPD4788 Approved

Structure

External Identifiers

PubChem CID   44583727
ChEMBL   CHEMBL526834
ZINC  

Physicochemical Properties

Molecular Weight:  470.27
ALogP:  2.206
MLogP:  3.88
XLogP:  4.326
# Rotatable Bonds:  14
Polar Surface Area:  86.74
# H-Bond Aceptor:  6
# H-Bond Donor:  0
# Rings:  3
# Heavy Atoms:  34

Download Data

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General Info & Identifiers & Properties  
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Biological Activities  
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