Natural Product: NPC245223

Natural Product ID:  NPC245223
Common Name:   N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-((S)-1-Dimethylamino-Ethyl)-10,13-Dimethyl-Hexadecahydro-Cyclopenta[A]Phenanthren-3-Yl]-Acetamide
IUPAC Name:   N-[(3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]acetamide
Synonyms:  
Molecular Formula:   C25H44N2O
Standard InCHIKey:  AIEKUSBFLBFTIU-MENSBAHOSA-N
Standard InCHI:  InChI=1S/C25H44N2O/c1-16(27(5)6)21-9-10-22-20-8-7-18-15-19(26-17(2)28)11-13-24(18,3)23(20)12-14-25(21,22)4/h16,18-23H,7-15H2,1-6H3,(H,26,28)/t16-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1
Canonical SMILES:  CN([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@]1(C)CC[C@@H](C2)N=C(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
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota PMID[14643329]
NPO27888 Sarcococca saligna Species Buxaceae Eukaryota PMID[14584959]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 69183.1 nM 17095213
NPT2668 Individual Protein Acetylcholinesterase Torpedo californica IC50 = 69900 nM PubChem BioAssay data set
NPT2668 Individual Protein Acetylcholinesterase Torpedo californica Ki = 90300 nM PubChem BioAssay data set
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 10300 nM PubChem BioAssay data set
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens Ki = 7500 nM 18316521

  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 NPC245223 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
0.9104 High Similarity NPC124384
0.8594 High Similarity NPC21781
0.8533 High Similarity NPC257962
0.8169 Intermediate Similarity NPC473442
0.8169 Intermediate Similarity NPC120167
0.8101 Intermediate Similarity NPC152684
0.8088 Intermediate Similarity NPC53276
0.7971 Intermediate Similarity NPC469970
0.7941 Intermediate Similarity NPC477740
0.7639 Intermediate Similarity NPC271640
0.7632 Intermediate Similarity NPC25110
0.716 Intermediate Similarity NPC90150
0.7042 Intermediate Similarity NPC477739
0.6951 Remote Similarity NPC109533
0.6951 Remote Similarity NPC192456
0.6944 Remote Similarity NPC89921
0.6941 Remote Similarity NPC166458
0.6933 Remote Similarity NPC476288
0.6923 Remote Similarity NPC476904
0.6883 Remote Similarity NPC110615
0.6883 Remote Similarity NPC21773
0.6866 Remote Similarity NPC472828
0.686 Remote Similarity NPC21035
0.6824 Remote Similarity NPC34811
0.6824 Remote Similarity NPC147513
0.6712 Remote Similarity NPC474435
0.6712 Remote Similarity NPC474027
0.6667 Remote Similarity NPC215474
0.6667 Remote Similarity NPC43308
0.6598 Remote Similarity NPC36497
0.6552 Remote Similarity NPC157479
0.6543 Remote Similarity NPC7214
0.6506 Remote Similarity NPC211322
0.6489 Remote Similarity NPC140685
0.6456 Remote Similarity NPC265789
0.6437 Remote Similarity NPC182106
0.6437 Remote Similarity NPC311769
0.6429 Remote Similarity NPC55462
0.6421 Remote Similarity NPC275686
0.6383 Remote Similarity NPC292819
0.6383 Remote Similarity NPC167419
0.6364 Remote Similarity NPC56107
0.6364 Remote Similarity NPC476135
0.6364 Remote Similarity NPC25340
0.6289 Remote Similarity NPC471083
0.6289 Remote Similarity NPC152718
0.6277 Remote Similarity NPC476903
0.6267 Remote Similarity NPC475755
0.6264 Remote Similarity NPC312637
0.625 Remote Similarity NPC24733
0.6232 Remote Similarity NPC212905
0.6222 Remote Similarity NPC259252
0.622 Remote Similarity NPC125828
0.6211 Remote Similarity NPC184033
0.6211 Remote Similarity NPC473537
0.6207 Remote Similarity NPC171639
0.6207 Remote Similarity NPC323180
0.6176 Remote Similarity NPC72753
0.6176 Remote Similarity NPC201713
0.6163 Remote Similarity NPC329782
0.6163 Remote Similarity NPC152039
0.6163 Remote Similarity NPC118329
0.6154 Remote Similarity NPC323156
0.6146 Remote Similarity NPC475249
0.6146 Remote Similarity NPC252564
0.6145 Remote Similarity NPC476308
0.6143 Remote Similarity NPC475272
0.6136 Remote Similarity NPC175419
0.6122 Remote Similarity NPC226509
0.6122 Remote Similarity NPC470592
0.6122 Remote Similarity NPC50815
0.61 Remote Similarity NPC230677
0.6092 Remote Similarity NPC472312
0.6092 Remote Similarity NPC283277
0.6082 Remote Similarity NPC201712
0.6067 Remote Similarity NPC75810
0.6061 Remote Similarity NPC474583
0.6061 Remote Similarity NPC90538
0.6058 Remote Similarity NPC56796
0.6058 Remote Similarity NPC80834
0.6058 Remote Similarity NPC469968
0.6049 Remote Similarity NPC476329
0.6047 Remote Similarity NPC12035
0.602 Remote Similarity NPC475518
0.6019 Remote Similarity NPC472359
0.6 Remote Similarity NPC323958
0.6 Remote Similarity NPC171698
0.6 Remote Similarity NPC270957
0.6 Remote Similarity NPC470596
0.6 Remote Similarity NPC321340
0.6 Remote Similarity NPC119633
0.6 Remote Similarity NPC469958
0.5978 Remote Similarity NPC135005
0.5974 Remote Similarity NPC476682
0.5962 Remote Similarity NPC66862
0.596 Remote Similarity NPC476755
0.596 Remote Similarity NPC247060
0.5946 Remote Similarity NPC476735
0.5946 Remote Similarity NPC162685
0.5934 Remote Similarity NPC320478
0.59 Remote Similarity NPC241879
0.5895 Remote Similarity NPC243985
0.5895 Remote Similarity NPC280710
0.5888 Remote Similarity NPC165396
0.587 Remote Similarity NPC317363
0.587 Remote Similarity NPC283751
0.5833 Remote Similarity NPC311164
0.5833 Remote Similarity NPC174117
0.5833 Remote Similarity NPC272732
0.5825 Remote Similarity NPC470595
0.5816 Remote Similarity NPC220111
0.5806 Remote Similarity NPC249312
0.5802 Remote Similarity NPC472831
0.5802 Remote Similarity NPC138409
0.5795 Remote Similarity NPC474122
0.5789 Remote Similarity NPC476752
0.5789 Remote Similarity NPC476753
0.5773 Remote Similarity NPC289140
0.5758 Remote Similarity NPC135799
0.5753 Remote Similarity NPC184819
0.5745 Remote Similarity NPC133995
0.5745 Remote Similarity NPC159390
0.5745 Remote Similarity NPC247891
0.5733 Remote Similarity NPC324944
0.5729 Remote Similarity NPC476754
0.5728 Remote Similarity NPC83047
0.5728 Remote Similarity NPC48127
0.5728 Remote Similarity NPC8009
0.5728 Remote Similarity NPC267217
0.5714 Remote Similarity NPC218585
0.5714 Remote Similarity NPC148174
0.5714 Remote Similarity NPC240650
0.5714 Remote Similarity NPC71460
0.5686 Remote Similarity NPC119329
0.5676 Remote Similarity NPC151464
0.5676 Remote Similarity NPC143597
0.5673 Remote Similarity NPC159367
0.567 Remote Similarity NPC155985
0.5667 Remote Similarity NPC21667
0.5657 Remote Similarity NPC91604
0.5644 Remote Similarity NPC58200
0.5641 Remote Similarity NPC114891
0.5632 Remote Similarity NPC39308
0.5625 Remote Similarity NPC474456
0.5619 Remote Similarity NPC473994
0.56 Remote Similarity NPC173815

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC245223 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
0.7011 Intermediate Similarity NPD6934 Discontinued
0.6914 Remote Similarity NPD7155 Clinical (unspecified phase)
0.6593 Remote Similarity NPD5771 Approved
0.6413 Remote Similarity NPD5769 Clinical (unspecified phase)
0.6286 Remote Similarity NPD3727 Discontinued
0.6282 Remote Similarity NPD6705 Phase 1
0.625 Remote Similarity NPD8418 Phase 2
0.6211 Remote Similarity NPD7920 Phase 3
0.6211 Remote Similarity NPD7919 Phase 3
0.6176 Remote Similarity NPD4834 Discontinued
0.6154 Remote Similarity NPD8298 Phase 2
0.6146 Remote Similarity NPD8088 Phase 1
0.6 Remote Similarity NPD4776 Phase 2
0.6 Remote Similarity NPD4777 Suspended
0.598 Remote Similarity NPD8174 Phase 2
0.5882 Remote Similarity NPD5379 Clinical (unspecified phase)
0.5862 Remote Similarity NPD3155 Clinical (unspecified phase)
0.5857 Remote Similarity NPD5793 Discontinued
0.5824 Remote Similarity NPD8308 Discontinued
0.5784 Remote Similarity NPD6920 Discontinued
0.5745 Remote Similarity NPD6700 Approved
0.5745 Remote Similarity NPD6701 Clinical (unspecified phase)
0.5735 Remote Similarity NPD872 Approved
0.5735 Remote Similarity NPD874 Approved
0.5732 Remote Similarity NPD6939 Phase 2
0.5732 Remote Similarity NPD6938 Clinical (unspecified phase)
0.5728 Remote Similarity NPD7646 Clinical (unspecified phase)
0.5684 Remote Similarity NPD6702 Approved
0.5684 Remote Similarity NPD6703 Approved
0.5673 Remote Similarity NPD6415 Discontinued

Structure

External Identifiers

PubChem CID   44358179
ChEMBL   CHEMBL422098
ZINC  

Physicochemical Properties

Molecular Weight:  388.35
ALogP:  0.9124
MLogP:  3.88
XLogP:  7.661
# Rotatable Bonds:  10
Polar Surface Area:  35.83
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  28

Download Data

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Structure MOL file  
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Similar NPs/Drugs