Natural Product: NPC469958

Natural Product ID:  NPC469958
Common Name:   (E)-N-[(5R,8S,9S,10R,13S,17S)-17-[(1S)-1-(Dimethylamino)Ethyl]-10,13-Dimethyl-4-Oxo-1,5,6,7,8,9,11,12,14,15,16,17-Dodecahydrocyclopenta[A]Phenanthren-3-Yl]-2-Methylbut-2-Enamide
IUPAC Name:   (E)-N-[(5R,8S,9S,10R,13S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-4-oxo-1,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl]-2-methylbut-2-enamide
Synonyms:  
Molecular Formula:   C28H44N2O2
Standard InCHIKey:  VWQAUBJBEMSAFZ-WVVIAQNPSA-N
Standard InCHI:  InChI=1S/C28H44N2O2/c1-8-17(2)26(32)29-24-14-16-28(5)22-13-15-27(4)20(18(3)30(6)7)11-12-21(27)19(22)9-10-23(28)25(24)31/h8,14,18-23H,9-13,15-16H2,1-7H3,(H,29,32)/b17-8+/t18-,19-,20+,21?,22-,23-,27+,28+/m0/s1
Canonical SMILES:  C/C=C(/C(=NC1=CC[C@]2([C@H](C1=O)CC[C@@H]1[C@@H]2CC[C@]2(C1CC[C@@H]2[C@@H](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
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota PMID[14643329]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 13803.84 nM Open TG-GATES in vivo data: Hematology

  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 NPC469958 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
0.9588 High Similarity NPC152718
0.9388 High Similarity NPC226509
0.9216 High Similarity NPC175585
0.8788 High Similarity NPC184033
0.8738 High Similarity NPC230677
0.7981 Intermediate Similarity NPC140685
0.7961 Intermediate Similarity NPC247220
0.7959 Intermediate Similarity NPC166458
0.783 Intermediate Similarity NPC474001
0.7723 Intermediate Similarity NPC249312
0.7677 Intermediate Similarity NPC182106
0.7677 Intermediate Similarity NPC311769
0.75 Intermediate Similarity NPC152684
0.7451 Intermediate Similarity NPC259252
0.7442 Intermediate Similarity NPC153007
0.7431 Intermediate Similarity NPC50815
0.7431 Intermediate Similarity NPC471083
0.7374 Intermediate Similarity NPC472239
0.7339 Intermediate Similarity NPC34193
0.7288 Intermediate Similarity NPC474006
0.7273 Intermediate Similarity NPC247060
0.7207 Intermediate Similarity NPC474563
0.72 Intermediate Similarity NPC142253
0.72 Intermediate Similarity NPC3511
0.72 Intermediate Similarity NPC472867
0.713 Intermediate Similarity NPC328052
0.7129 Intermediate Similarity NPC21667
0.7105 Intermediate Similarity NPC24596
0.7103 Intermediate Similarity NPC476754
0.71 Intermediate Similarity NPC257962
0.708 Intermediate Similarity NPC185929
0.7064 Intermediate Similarity NPC167419
0.7059 Intermediate Similarity NPC16287
0.7059 Intermediate Similarity NPC181743
0.7059 Intermediate Similarity NPC178025
0.7059 Intermediate Similarity NPC87552
0.7054 Intermediate Similarity NPC90538
0.7009 Intermediate Similarity NPC476753
0.7009 Intermediate Similarity NPC476752
0.699 Remote Similarity NPC60350
0.699 Remote Similarity NPC8571
0.6979 Remote Similarity NPC474228
0.6979 Remote Similarity NPC303613
0.6964 Remote Similarity NPC58200
0.6961 Remote Similarity NPC41539
0.6957 Remote Similarity NPC307903
0.6957 Remote Similarity NPC140251
0.6869 Remote Similarity NPC91665
0.6863 Remote Similarity NPC215474
0.6857 Remote Similarity NPC476293
0.6842 Remote Similarity NPC119329
0.6838 Remote Similarity NPC72688
0.6827 Remote Similarity NPC472940
0.6827 Remote Similarity NPC472931
0.6804 Remote Similarity NPC251705
0.6796 Remote Similarity NPC3856
0.6796 Remote Similarity NPC279639
0.6783 Remote Similarity NPC55462
0.6771 Remote Similarity NPC159577
0.6771 Remote Similarity NPC2634
0.6771 Remote Similarity NPC265782
0.6771 Remote Similarity NPC251929
0.6771 Remote Similarity NPC282593
0.6771 Remote Similarity NPC35734
0.6771 Remote Similarity NPC307176
0.6768 Remote Similarity NPC69408
0.6765 Remote Similarity NPC4166
0.6735 Remote Similarity NPC255021
0.6735 Remote Similarity NPC309852
0.6729 Remote Similarity NPC262043
0.6729 Remote Similarity NPC309603
0.6729 Remote Similarity NPC473999
0.6726 Remote Similarity NPC77703
0.6724 Remote Similarity NPC169375
0.6701 Remote Similarity NPC305501
0.6701 Remote Similarity NPC21773
0.6701 Remote Similarity NPC234707
0.6701 Remote Similarity NPC115023
0.6701 Remote Similarity NPC54123
0.6699 Remote Similarity NPC469804
0.6699 Remote Similarity NPC469799
0.6699 Remote Similarity NPC469805
0.6699 Remote Similarity NPC320514
0.6699 Remote Similarity NPC311092
0.6699 Remote Similarity NPC469806
0.6699 Remote Similarity NPC224072
0.6698 Remote Similarity NPC136948
0.6697 Remote Similarity NPC474736
0.6696 Remote Similarity NPC475239
0.6695 Remote Similarity NPC472359
0.6667 Remote Similarity NPC147513
0.6667 Remote Similarity NPC48010
0.6667 Remote Similarity NPC29447
0.6667 Remote Similarity NPC293803
0.6667 Remote Similarity NPC471224
0.6667 Remote Similarity NPC139397
0.6667 Remote Similarity NPC469598
0.6638 Remote Similarity NPC476328
0.6637 Remote Similarity NPC275686
0.6634 Remote Similarity NPC82635
0.6633 Remote Similarity NPC470045
0.6633 Remote Similarity NPC470044
0.6612 Remote Similarity NPC476814
0.6612 Remote Similarity NPC476813
0.6612 Remote Similarity NPC176336
0.6609 Remote Similarity NPC98765
0.6606 Remote Similarity NPC475806
0.6606 Remote Similarity NPC23217
0.6606 Remote Similarity NPC473998
0.6604 Remote Similarity NPC157479
0.6598 Remote Similarity NPC260040
0.6583 Remote Similarity NPC80834
0.6583 Remote Similarity NPC469968
0.6581 Remote Similarity NPC25340
0.6571 Remote Similarity NPC164577
0.6571 Remote Similarity NPC214043
0.6571 Remote Similarity NPC85774
0.6566 Remote Similarity NPC476904
0.6562 Remote Similarity NPC20610
0.6555 Remote Similarity NPC476290
0.6545 Remote Similarity NPC247316
0.6542 Remote Similarity NPC472614
0.6542 Remote Similarity NPC93778
0.6538 Remote Similarity NPC193347
0.6538 Remote Similarity NPC39966
0.6532 Remote Similarity NPC35037
0.6531 Remote Similarity NPC265789
0.6525 Remote Similarity NPC476276
0.6522 Remote Similarity NPC476755
0.6512 Remote Similarity NPC471586
0.6509 Remote Similarity NPC469948
0.6509 Remote Similarity NPC474083
0.6505 Remote Similarity NPC474509
0.6505 Remote Similarity NPC469797
0.6505 Remote Similarity NPC472478
0.6505 Remote Similarity NPC469798
0.65 Remote Similarity NPC476346
0.65 Remote Similarity NPC255650
0.65 Remote Similarity NPC469803
0.6495 Remote Similarity NPC182815
0.6486 Remote Similarity NPC477290
0.6486 Remote Similarity NPC8993
0.6481 Remote Similarity NPC117122
0.6476 Remote Similarity NPC97913
0.6471 Remote Similarity NPC470052
0.6466 Remote Similarity NPC474583
0.6466 Remote Similarity NPC45365
0.6466 Remote Similarity NPC293299
0.6465 Remote Similarity NPC130016
0.6465 Remote Similarity NPC56747
0.6465 Remote Similarity NPC109576
0.6465 Remote Similarity NPC180015
0.6455 Remote Similarity NPC204341
0.6449 Remote Similarity NPC474733
0.6449 Remote Similarity NPC145879
0.6449 Remote Similarity NPC474732
0.6449 Remote Similarity NPC469994
0.6449 Remote Similarity NPC31564
0.6449 Remote Similarity NPC186975
0.6449 Remote Similarity NPC474778
0.6449 Remote Similarity NPC472869
0.6446 Remote Similarity NPC476269
0.6446 Remote Similarity NPC56796
0.6442 Remote Similarity NPC147066
0.6442 Remote Similarity NPC477372
0.6436 Remote Similarity NPC7214
0.6429 Remote Similarity NPC476174
0.6429 Remote Similarity NPC242692
0.6429 Remote Similarity NPC271195
0.6422 Remote Similarity NPC2983
0.6415 Remote Similarity NPC144258
0.6415 Remote Similarity NPC237712
0.6415 Remote Similarity NPC472864
0.6415 Remote Similarity NPC472865
0.6415 Remote Similarity NPC473246
0.6415 Remote Similarity NPC19849
0.6415 Remote Similarity NPC476412
0.641 Remote Similarity NPC472616
0.6408 Remote Similarity NPC215843
0.6408 Remote Similarity NPC170793
0.6408 Remote Similarity NPC90965
0.6404 Remote Similarity NPC103051
0.64 Remote Similarity NPC474797
0.64 Remote Similarity NPC474796
0.64 Remote Similarity NPC329866
0.6396 Remote Similarity NPC472930
0.6396 Remote Similarity NPC69454
0.6396 Remote Similarity NPC109305
0.6389 Remote Similarity NPC475740
0.6389 Remote Similarity NPC58063
0.6389 Remote Similarity NPC236618
0.6387 Remote Similarity NPC476918
0.6381 Remote Similarity NPC477581
0.6381 Remote Similarity NPC477583
0.6378 Remote Similarity NPC472458
0.6372 Remote Similarity NPC29152
0.6372 Remote Similarity NPC476903
0.6372 Remote Similarity NPC456
0.6372 Remote Similarity NPC472941
0.6364 Remote Similarity NPC470078

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC469958 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
0.7767 Intermediate Similarity NPD5769 Clinical (unspecified phase)
0.7248 Intermediate Similarity NPD6404 Discontinued
0.6961 Remote Similarity NPD3527 Clinical (unspecified phase)
0.6789 Remote Similarity NPD5771 Approved
0.6771 Remote Similarity NPD4747 Approved
0.6771 Remote Similarity NPD4691 Approved
0.6696 Remote Similarity NPD7812 Clinical (unspecified phase)
0.6667 Remote Similarity NPD4137 Phase 3
0.6566 Remote Similarity NPD4058 Approved
0.6566 Remote Similarity NPD5733 Approved
0.6538 Remote Similarity NPD4223 Phase 3
0.6538 Remote Similarity NPD4221 Approved
0.6512 Remote Similarity NPD6330 Clinical (unspecified phase)
0.6509 Remote Similarity NPD5329 Approved
0.6496 Remote Similarity NPD7333 Discontinued
0.6429 Remote Similarity NPD7739 Clinical (unspecified phase)
0.6415 Remote Similarity NPD4197 Approved
0.64 Remote Similarity NPD4687 Approved
0.6364 Remote Similarity NPD5276 Approved
0.6306 Remote Similarity NPD6079 Approved
0.6296 Remote Similarity NPD5690 Phase 2
0.6296 Remote Similarity NPD4689 Approved
0.6296 Remote Similarity NPD4519 Discontinued
0.6296 Remote Similarity NPD4623 Approved
0.6296 Remote Similarity NPD4688 Approved
0.6296 Remote Similarity NPD5205 Approved
0.6296 Remote Similarity NPD4138 Approved
0.6296 Remote Similarity NPD4690 Approved
0.6296 Remote Similarity NPD4693 Phase 3
0.6288 Remote Similarity NPD6914 Discontinued
0.6273 Remote Similarity NPD5328 Approved
0.6262 Remote Similarity NPD4786 Approved
0.6262 Remote Similarity NPD3133 Approved
0.6262 Remote Similarity NPD3666 Approved
0.6262 Remote Similarity NPD3665 Phase 1
0.625 Remote Similarity NPD7623 Phase 3
0.625 Remote Similarity NPD7624 Clinical (unspecified phase)
0.623 Remote Similarity NPD7116 Clinical (unspecified phase)
0.6224 Remote Similarity NPD3621 Clinical (unspecified phase)
0.6216 Remote Similarity NPD4096 Approved
0.6183 Remote Similarity NPD7747 Phase 1
0.6183 Remote Similarity NPD7746 Phase 1
0.6154 Remote Similarity NPD3617 Approved
0.6147 Remote Similarity NPD4694 Approved
0.6147 Remote Similarity NPD5280 Approved
0.6147 Remote Similarity NPD3618 Phase 1
0.6147 Remote Similarity NPD3574 Clinical (unspecified phase)
0.6132 Remote Similarity NPD8028 Phase 2
0.6126 Remote Similarity NPD4753 Phase 2
0.61 Remote Similarity NPD6938 Clinical (unspecified phase)
0.61 Remote Similarity NPD6939 Phase 2
0.6095 Remote Similarity NPD4195 Approved
0.6075 Remote Similarity NPD3667 Approved
0.6047 Remote Similarity NPD6908 Approved
0.6047 Remote Similarity NPD6909 Approved
0.6038 Remote Similarity NPD4695 Discontinued
0.6 Remote Similarity NPD5279 Phase 3
0.6 Remote Similarity NPD5210 Approved
0.6 Remote Similarity NPD4629 Approved
0.5984 Remote Similarity NPD7500 Approved
0.5966 Remote Similarity NPD5211 Phase 2
0.5965 Remote Similarity NPD4202 Approved
0.5948 Remote Similarity NPD5222 Approved
0.5948 Remote Similarity NPD5349 Clinical (unspecified phase)
0.5948 Remote Similarity NPD5221 Approved
0.5948 Remote Similarity NPD5220 Clinical (unspecified phase)
0.5929 Remote Similarity NPD6934 Discontinued
0.5897 Remote Similarity NPD6083 Phase 2
0.5897 Remote Similarity NPD6084 Phase 2
0.5897 Remote Similarity NPD5173 Approved
0.5893 Remote Similarity NPD6672 Approved
0.5893 Remote Similarity NPD5737 Approved
0.5893 Remote Similarity NPD4722 Approved
0.5893 Remote Similarity NPD4723 Approved
0.5887 Remote Similarity NPD6420 Discontinued
0.5877 Remote Similarity NPD5281 Approved
0.5877 Remote Similarity NPD5284 Approved
0.5872 Remote Similarity NPD4788 Approved
0.5868 Remote Similarity NPD5141 Approved
0.5856 Remote Similarity NPD7146 Approved
0.5856 Remote Similarity NPD6684 Approved
0.5856 Remote Similarity NPD7521 Approved
0.5856 Remote Similarity NPD6409 Approved
0.5856 Remote Similarity NPD5330 Approved
0.5856 Remote Similarity NPD7334 Approved
0.5841 Remote Similarity NPD6080 Approved
0.5841 Remote Similarity NPD6673 Approved
0.5841 Remote Similarity NPD6904 Approved
0.5826 Remote Similarity NPD6399 Phase 3
0.5812 Remote Similarity NPD4697 Phase 3
0.5812 Remote Similarity NPD7614 Phase 1
0.5798 Remote Similarity NPD5286 Approved
0.5798 Remote Similarity NPD4696 Approved
0.5798 Remote Similarity NPD5285 Approved
0.5763 Remote Similarity NPD4755 Approved
0.5752 Remote Similarity NPD6903 Approved
0.5752 Remote Similarity NPD5208 Approved
0.5752 Remote Similarity NPD7513 Clinical (unspecified phase)
0.575 Remote Similarity NPD5223 Approved
0.5739 Remote Similarity NPD5693 Phase 1
0.5726 Remote Similarity NPD5695 Phase 3
0.5714 Remote Similarity NPD5696 Approved
0.5714 Remote Similarity NPD6098 Approved
0.5702 Remote Similarity NPD5091 Approved
0.5702 Remote Similarity NPD4633 Approved
0.5702 Remote Similarity NPD5224 Approved
0.5702 Remote Similarity NPD5225 Approved
0.5702 Remote Similarity NPD5226 Approved
0.569 Remote Similarity NPD5133 Approved
0.5688 Remote Similarity NPD4139 Approved
0.5688 Remote Similarity NPD4692 Approved
0.5685 Remote Similarity NPD7082 Approved
0.5676 Remote Similarity NPD3668 Phase 3
0.5667 Remote Similarity NPD4700 Approved
0.5656 Remote Similarity NPD5175 Approved
0.5656 Remote Similarity NPD5174 Approved
0.5652 Remote Similarity NPD7260 Phase 2
0.5652 Remote Similarity NPD790 Approved
0.5648 Remote Similarity NPD7155 Clinical (unspecified phase)
0.5646 Remote Similarity NPD7259 Approved
0.5641 Remote Similarity NPD5707 Approved
0.5634 Remote Similarity NPD6334 Approved
0.5634 Remote Similarity NPD6333 Approved
0.5625 Remote Similarity NPD8298 Phase 2
0.5615 Remote Similarity NPD7115 Discovery
0.5614 Remote Similarity NPD4518 Approved
0.5612 Remote Similarity NPD6845 Suspended
0.5608 Remote Similarity NPD7295 Approved
0.5603 Remote Similarity NPD7515 Phase 2
0.5603 Remote Similarity NPD6050 Approved
0.56 Remote Similarity NPD6881 Approved
0.56 Remote Similarity NPD6899 Approved

Structure

External Identifiers

PubChem CID   44358267
ChEMBL   CHEMBL136135
ZINC  

Physicochemical Properties

Molecular Weight:  440.34
ALogP:  2.6285
MLogP:  4.1
XLogP:  6.897
# Rotatable Bonds:  12
Polar Surface Area:  52.9
# H-Bond Aceptor:  4
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  32

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