Natural Product: NPC230677

Natural Product ID:  NPC230677
Common Name:   Epipachysamine-E-5-En-4-One
IUPAC Name:   N-[(3S,8S,9S,10R,13S,14S,17S)-10,13-dimethyl-17-[(1S)-1-(methylamino)ethyl]-4-oxo-1,2,3,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-3-methylbut-2-enamide
Synonyms:  
Molecular Formula:   C27H42N2O2
Standard InCHIKey:  CLUQFEVBBPGSGA-FXLGMTMQSA-N
Standard InCHI:  InChI=1S/C27H42N2O2/c1-16(2)15-24(30)29-23-12-14-27(5)21-11-13-26(4)19(17(3)28-6)9-10-20(26)18(21)7-8-22(27)25(23)31/h8,15,17-21,23,28H,7,9-14H2,1-6H3,(H,29,30)/t17-,18-,19+,20-,21-,23-,26+,27+/m0/s1
Canonical SMILES:  CN[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@@H](C2=O)N=C(C=C(C)C)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
NPO11838 Euphorbia regis-jubae Species Euphorbiaceae Eukaryota UNPD*
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota PMID[18681480]
NPO6711 Streptomyces mirabilis Species Streptomycetaceae Bacteria UNPD*
NPO12560 Cassia leptophylla Species Fabaceae Eukaryota UNPD*
NPO4160 Cephalosporium polyaleurum Species NA Eukaryota UNPD*
NPO18213 Strychnos variabilis Species Loganiaceae Eukaryota UNPD*
NPO2332 Plantago serraria Species Plantaginaceae Eukaryota UNPD*
NPO10911 Euphorbia peplis Species Euphorbiaceae Eukaryota UNPD*
NPO9527 Dendrodoa grossularia Species Styelidae Eukaryota UNPD*
NPO13128 Crotalaria rosenii Species Fabaceae Eukaryota UNPD*
NPO7351 Uncaria pteropoda Species Rubiaceae Eukaryota UNPD*
NPO12450 Cneorum pulverulentum Species Rutaceae Eukaryota UNPD*
NPO12328 Ampelopsis japonica Species Vitaceae Eukaryota UNPD*
NPO5033 Alpinia galanga Species Zingiberaceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 9900 nM 18681480
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 600 nM 18681480
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 9 mm 18681480
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 568100 nM 18681480

  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 NPC230677 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
0.9126 High Similarity NPC175585
0.91 High Similarity NPC152718
0.8911 High Similarity NPC226509
0.8738 High Similarity NPC469958
0.8058 Intermediate Similarity NPC247220
0.8039 Intermediate Similarity NPC476754
0.7981 Intermediate Similarity NPC184033
0.7941 Intermediate Similarity NPC476753
0.7941 Intermediate Similarity NPC476752
0.7938 Intermediate Similarity NPC21667
0.7905 Intermediate Similarity NPC140685
0.7685 Intermediate Similarity NPC58200
0.7647 Intermediate Similarity NPC249312
0.76 Intermediate Similarity NPC311769
0.76 Intermediate Similarity NPC152684
0.76 Intermediate Similarity NPC182106
0.7477 Intermediate Similarity NPC167419
0.7431 Intermediate Similarity NPC34193
0.7379 Intermediate Similarity NPC259252
0.7353 Intermediate Similarity NPC166458
0.72 Intermediate Similarity NPC257962
0.7193 Intermediate Similarity NPC24596
0.7168 Intermediate Similarity NPC233256
0.7168 Intermediate Similarity NPC195841
0.7167 Intermediate Similarity NPC35037
0.7143 Intermediate Similarity NPC98765
0.7129 Intermediate Similarity NPC472239
0.7117 Intermediate Similarity NPC474001
0.7087 Intermediate Similarity NPC24733
0.708 Intermediate Similarity NPC119329
0.7069 Intermediate Similarity NPC328052
0.7054 Intermediate Similarity NPC471083
0.7018 Intermediate Similarity NPC185929
0.6961 Remote Similarity NPC472867
0.6961 Remote Similarity NPC3511
0.6961 Remote Similarity NPC142253
0.6949 Remote Similarity NPC124358
0.6931 Remote Similarity NPC12035
0.6923 Remote Similarity NPC72688
0.6923 Remote Similarity NPC72753
0.6907 Remote Similarity NPC303613
0.6907 Remote Similarity NPC474228
0.6903 Remote Similarity NPC50815
0.6863 Remote Similarity NPC152039
0.6863 Remote Similarity NPC329782
0.6863 Remote Similarity NPC118329
0.6842 Remote Similarity NPC474563
0.6827 Remote Similarity NPC178025
0.6827 Remote Similarity NPC181743
0.6827 Remote Similarity NPC87552
0.6827 Remote Similarity NPC16287
0.681 Remote Similarity NPC244982
0.681 Remote Similarity NPC476756
0.68 Remote Similarity NPC91665
0.6796 Remote Similarity NPC283277
0.6796 Remote Similarity NPC472312
0.6796 Remote Similarity NPC215474
0.6772 Remote Similarity NPC317654
0.6772 Remote Similarity NPC96010
0.6762 Remote Similarity NPC8571
0.6762 Remote Similarity NPC60350
0.6754 Remote Similarity NPC247060
0.6735 Remote Similarity NPC251705
0.6731 Remote Similarity NPC41539
0.6726 Remote Similarity NPC128698
0.6726 Remote Similarity NPC239768
0.6724 Remote Similarity NPC55462
0.6723 Remote Similarity NPC66862
0.6701 Remote Similarity NPC251929
0.6701 Remote Similarity NPC282593
0.6701 Remote Similarity NPC35734
0.6701 Remote Similarity NPC307176
0.6701 Remote Similarity NPC159577
0.6701 Remote Similarity NPC265782
0.6701 Remote Similarity NPC2634
0.67 Remote Similarity NPC69408
0.6696 Remote Similarity NPC90538
0.6694 Remote Similarity NPC176336
0.6667 Remote Similarity NPC255021
0.6667 Remote Similarity NPC309852
0.6667 Remote Similarity NPC80834
0.6667 Remote Similarity NPC211322
0.6667 Remote Similarity NPC469968
0.6636 Remote Similarity NPC476293
0.6635 Remote Similarity NPC469804
0.6635 Remote Similarity NPC469805
0.6633 Remote Similarity NPC21773
0.6633 Remote Similarity NPC305501
0.6633 Remote Similarity NPC115023
0.6633 Remote Similarity NPC234707
0.6633 Remote Similarity NPC54123
0.6618 Remote Similarity NPC153007
0.661 Remote Similarity NPC307903
0.661 Remote Similarity NPC140251
0.6604 Remote Similarity NPC147513
0.6604 Remote Similarity NPC472940
0.6604 Remote Similarity NPC472931
0.66 Remote Similarity NPC293803
0.6598 Remote Similarity NPC139397
0.6571 Remote Similarity NPC3856
0.6571 Remote Similarity NPC279639
0.6566 Remote Similarity NPC470045
0.6566 Remote Similarity NPC470044
0.6562 Remote Similarity NPC237286
0.6549 Remote Similarity NPC474164
0.6542 Remote Similarity NPC157479
0.6538 Remote Similarity NPC4166
0.6532 Remote Similarity NPC474006
0.6531 Remote Similarity NPC260040
0.6514 Remote Similarity NPC473999
0.6514 Remote Similarity NPC309603
0.6514 Remote Similarity NPC262043
0.65 Remote Similarity NPC476904
0.6495 Remote Similarity NPC20610
0.6486 Remote Similarity NPC474736
0.6481 Remote Similarity NPC136948
0.6481 Remote Similarity NPC43308
0.6476 Remote Similarity NPC469799
0.6476 Remote Similarity NPC311092
0.6476 Remote Similarity NPC469806
0.6476 Remote Similarity NPC320514
0.6476 Remote Similarity NPC224072
0.6466 Remote Similarity NPC176012
0.6465 Remote Similarity NPC110615
0.6462 Remote Similarity NPC471586
0.6462 Remote Similarity NPC478136
0.6455 Remote Similarity NPC84171
0.6455 Remote Similarity NPC48010
0.6449 Remote Similarity NPC29447
0.6449 Remote Similarity NPC471224
0.6446 Remote Similarity NPC79238
0.6442 Remote Similarity NPC469797
0.6442 Remote Similarity NPC469798
0.6442 Remote Similarity NPC250632
0.6442 Remote Similarity NPC474509
0.6441 Remote Similarity NPC36497
0.6436 Remote Similarity NPC255650
0.6436 Remote Similarity NPC476346
0.6435 Remote Similarity NPC275686
0.6435 Remote Similarity NPC135799
0.6429 Remote Similarity NPC182815
0.641 Remote Similarity NPC474583
0.6408 Remote Similarity NPC82635
0.6408 Remote Similarity NPC470052
0.64 Remote Similarity NPC109576
0.64 Remote Similarity NPC56747
0.64 Remote Similarity NPC180015
0.64 Remote Similarity NPC130016
0.6396 Remote Similarity NPC475806
0.6396 Remote Similarity NPC473998
0.6396 Remote Similarity NPC23217
0.6387 Remote Similarity NPC25340
0.6387 Remote Similarity NPC169375
0.6381 Remote Similarity NPC474122
0.6379 Remote Similarity NPC77703
0.6373 Remote Similarity NPC7214
0.6364 Remote Similarity NPC472313
0.6364 Remote Similarity NPC472359
0.6364 Remote Similarity NPC478139
0.6356 Remote Similarity NPC475239
0.6355 Remote Similarity NPC214043
0.6355 Remote Similarity NPC85774
0.6355 Remote Similarity NPC164577
0.6346 Remote Similarity NPC170793
0.6346 Remote Similarity NPC90965
0.6337 Remote Similarity NPC329866
0.6337 Remote Similarity NPC474797
0.6337 Remote Similarity NPC474796
0.633 Remote Similarity NPC93778
0.6325 Remote Similarity NPC476755
0.6325 Remote Similarity NPC469598
0.6321 Remote Similarity NPC477581
0.6321 Remote Similarity NPC39966
0.6321 Remote Similarity NPC193347
0.6321 Remote Similarity NPC477583
0.6311 Remote Similarity NPC474459
0.6303 Remote Similarity NPC476328
0.63 Remote Similarity NPC470078
0.63 Remote Similarity NPC21944
0.63 Remote Similarity NPC265789
0.63 Remote Similarity NPC133253
0.6296 Remote Similarity NPC469948
0.6296 Remote Similarity NPC474083
0.629 Remote Similarity NPC476814
0.629 Remote Similarity NPC476813
0.6286 Remote Similarity NPC472478
0.6283 Remote Similarity NPC8993
0.6283 Remote Similarity NPC477290
0.6275 Remote Similarity NPC473171
0.6275 Remote Similarity NPC469803
0.6273 Remote Similarity NPC117122
0.6271 Remote Similarity NPC45365
0.6271 Remote Similarity NPC293299
0.6262 Remote Similarity NPC97913
0.6262 Remote Similarity NPC477584
0.626 Remote Similarity NPC474452
0.626 Remote Similarity NPC56796
0.625 Remote Similarity NPC204341
0.6239 Remote Similarity NPC474732
0.6239 Remote Similarity NPC474733

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC230677 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
0.8039 Intermediate Similarity NPD5769 Clinical (unspecified phase)
0.7027 Intermediate Similarity NPD6404 Discontinued
0.6893 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6727 Remote Similarity NPD5771 Approved
0.6719 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6701 Remote Similarity NPD4747 Approved
0.6701 Remote Similarity NPD4691 Approved
0.6598 Remote Similarity NPD4137 Phase 3
0.65 Remote Similarity NPD5733 Approved
0.65 Remote Similarity NPD4058 Approved
0.6496 Remote Similarity NPD7812 Clinical (unspecified phase)
0.6489 Remote Similarity NPD6914 Discontinued
0.6378 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6337 Remote Similarity NPD4687 Approved
0.6321 Remote Similarity NPD4221 Approved
0.6321 Remote Similarity NPD4223 Phase 3
0.63 Remote Similarity NPD5276 Approved
0.6296 Remote Similarity NPD5329 Approved
0.6204 Remote Similarity NPD4197 Approved
0.6202 Remote Similarity NPD7623 Phase 3
0.6202 Remote Similarity NPD7624 Clinical (unspecified phase)
0.6167 Remote Similarity NPD7333 Discontinued
0.6162 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6106 Remote Similarity NPD6079 Approved
0.6095 Remote Similarity NPD4777 Suspended
0.6095 Remote Similarity NPD4776 Phase 2
0.6091 Remote Similarity NPD4688 Approved
0.6091 Remote Similarity NPD4693 Phase 3
0.6091 Remote Similarity NPD4690 Approved
0.6091 Remote Similarity NPD4138 Approved
0.6091 Remote Similarity NPD4519 Discontinued
0.6091 Remote Similarity NPD4623 Approved
0.6091 Remote Similarity NPD4689 Approved
0.6091 Remote Similarity NPD5690 Phase 2
0.6091 Remote Similarity NPD5205 Approved
0.6075 Remote Similarity NPD8028 Phase 2
0.6071 Remote Similarity NPD5328 Approved
0.6055 Remote Similarity NPD3666 Approved
0.6055 Remote Similarity NPD3665 Phase 1
0.6055 Remote Similarity NPD4786 Approved
0.6055 Remote Similarity NPD3133 Approved
0.604 Remote Similarity NPD6938 Clinical (unspecified phase)
0.604 Remote Similarity NPD6939 Phase 2
0.6018 Remote Similarity NPD4096 Approved
0.6015 Remote Similarity NPD7746 Phase 1
0.6015 Remote Similarity NPD7747 Phase 1
0.5946 Remote Similarity NPD3618 Phase 1
0.5946 Remote Similarity NPD5280 Approved
0.5946 Remote Similarity NPD4694 Approved
0.5946 Remote Similarity NPD3574 Clinical (unspecified phase)
0.5943 Remote Similarity NPD1402 Approved
0.5943 Remote Similarity NPD3617 Approved
0.5929 Remote Similarity NPD4753 Phase 2
0.5888 Remote Similarity NPD4195 Approved
0.5877 Remote Similarity NPD6934 Discontinued
0.5872 Remote Similarity NPD3667 Approved
0.5841 Remote Similarity NPD5737 Approved
0.5841 Remote Similarity NPD6672 Approved
0.5833 Remote Similarity NPD4695 Discontinued
0.5825 Remote Similarity NPD5365 Phase 2
0.5812 Remote Similarity NPD5210 Approved
0.5812 Remote Similarity NPD4629 Approved
0.5804 Remote Similarity NPD7521 Approved
0.5804 Remote Similarity NPD5279 Phase 3
0.5804 Remote Similarity NPD6409 Approved
0.5804 Remote Similarity NPD7334 Approved
0.5804 Remote Similarity NPD7146 Approved
0.5804 Remote Similarity NPD6684 Approved
0.5804 Remote Similarity NPD5330 Approved
0.5794 Remote Similarity NPD7116 Clinical (unspecified phase)
0.5789 Remote Similarity NPD6080 Approved
0.5789 Remote Similarity NPD6673 Approved
0.5789 Remote Similarity NPD6904 Approved
0.5785 Remote Similarity NPD5211 Phase 2
0.5776 Remote Similarity NPD4202 Approved
0.5763 Remote Similarity NPD5221 Approved
0.5763 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5763 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5763 Remote Similarity NPD5222 Approved
0.5758 Remote Similarity NPD6909 Approved
0.5758 Remote Similarity NPD6908 Approved
0.5714 Remote Similarity NPD6083 Phase 2
0.5714 Remote Similarity NPD6420 Discontinued
0.5714 Remote Similarity NPD6084 Phase 2
0.5714 Remote Similarity NPD5173 Approved
0.5702 Remote Similarity NPD4723 Approved
0.5702 Remote Similarity NPD7513 Clinical (unspecified phase)
0.5702 Remote Similarity NPD5208 Approved
0.5702 Remote Similarity NPD4722 Approved
0.5702 Remote Similarity NPD6903 Approved
0.5691 Remote Similarity NPD5141 Approved
0.569 Remote Similarity NPD5693 Phase 1
0.569 Remote Similarity NPD5281 Approved
0.569 Remote Similarity NPD5284 Approved
0.5676 Remote Similarity NPD4788 Approved
0.5664 Remote Similarity NPD6098 Approved
0.5641 Remote Similarity NPD6399 Phase 3
0.563 Remote Similarity NPD7614 Phase 1
0.563 Remote Similarity NPD4697 Phase 3
0.5625 Remote Similarity NPD3668 Phase 3
0.562 Remote Similarity NPD5285 Approved
0.562 Remote Similarity NPD4696 Approved
0.562 Remote Similarity NPD5286 Approved
0.561 Remote Similarity NPD2259 Approved
0.561 Remote Similarity NPD2258 Approved

Structure

External Identifiers

PubChem CID   44587247
ChEMBL   CHEMBL496259
ZINC  

Physicochemical Properties

Molecular Weight:  426.32
ALogP:  1.4316
MLogP:  3.99
XLogP:  5.868
# Rotatable Bonds:  11
Polar Surface Area:  61.69
# H-Bond Aceptor:  4
# H-Bond Donor:  2
# Rings:  4
# Heavy Atoms:  31

Download Data

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Similar NPs/Drugs