Natural Product: NPC21781

Natural Product ID:  NPC21781
Common Name:   N-Methypachysamine A
IUPAC Name:   (3S,5S,8R,9S,10S,13S,14S,17S)-17-[(1S)-1-(dimethylamino)ethyl]-N,N,10,13-tetramethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-amine
Synonyms:  
Molecular Formula:   C25H46N2
Standard InCHIKey:  IHGKQRLXUYWOQB-SYILLIHQSA-N
Standard InCHI:  InChI=1S/C25H46N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h17-23H,8-16H2,1-7H3/t17-,18-,19-,20-,21+,22-,23-,24-,25+/m0/s1
Canonical SMILES:  CN([C@H]1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](N(C)C)C)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
NPO12900 Sarcococca hookeriana Species Buxaceae Eukaryota PMID[18681480]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT439 Individual Protein Butyrylcholinesterase Homo sapiens IC50 = 1600 nM 11430012
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 167100 nM DrugMatrix in vivo data: Hematology
NPT2921 Organism Pseudomonas Pseudomonas IZ = 14.5 mm DrugMatrix in vivo data: Pathology
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 22100 nM 20100877
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 19 mm 22652254
NPT729 Organism Micrococcus luteus Micrococcus luteus IZ = 11 mm PubChem BioAssay data set
NPT175 Organism Enterococcus faecalis Enterococcus faecalis IZ = 8 mm PubChem BioAssay data set
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 83500 nM 3236005
NPT2921 Organism Pseudomonas Pseudomonas MIC = 167100 nM DrugMatrix in vitro pharmacology data

  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 NPC21781 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
0.9322 High Similarity NPC53276
0.9167 High Similarity NPC469970
0.873 High Similarity NPC271640
0.8594 High Similarity NPC245223
0.8594 High Similarity NPC124384
0.8462 Intermediate Similarity NPC473442
0.8462 Intermediate Similarity NPC120167
0.7931 Intermediate Similarity NPC472828
0.7857 Intermediate Similarity NPC25110
0.7826 Intermediate Similarity NPC476904
0.7794 Intermediate Similarity NPC21773
0.7385 Intermediate Similarity NPC477740
0.7361 Intermediate Similarity NPC7214
0.7333 Intermediate Similarity NPC257962
0.7333 Intermediate Similarity NPC90150
0.7297 Intermediate Similarity NPC211322
0.7286 Intermediate Similarity NPC265789
0.7167 Intermediate Similarity NPC212905
0.7119 Intermediate Similarity NPC201713
0.7042 Intermediate Similarity NPC110615
0.6986 Remote Similarity NPC125828
0.6962 Remote Similarity NPC147513
0.6962 Remote Similarity NPC152684
0.6962 Remote Similarity NPC34811
0.6923 Remote Similarity NPC171639
0.6883 Remote Similarity NPC329782
0.6883 Remote Similarity NPC152039
0.6883 Remote Similarity NPC118329
0.6795 Remote Similarity NPC472312
0.6795 Remote Similarity NPC215474
0.679 Remote Similarity NPC43308
0.6753 Remote Similarity NPC12035
0.6667 Remote Similarity NPC157479
0.6667 Remote Similarity NPC109533
0.6618 Remote Similarity NPC474027
0.6618 Remote Similarity NPC474435
0.6618 Remote Similarity NPC475755
0.6585 Remote Similarity NPC21035
0.6543 Remote Similarity NPC182106
0.6543 Remote Similarity NPC311769
0.6515 Remote Similarity NPC324944
0.6508 Remote Similarity NPC475272
0.6471 Remote Similarity NPC477739
0.6456 Remote Similarity NPC474122
0.6389 Remote Similarity NPC476288
0.6377 Remote Similarity NPC89921
0.6364 Remote Similarity NPC173815
0.6341 Remote Similarity NPC24733
0.631 Remote Similarity NPC259252
0.6235 Remote Similarity NPC323156
0.6212 Remote Similarity NPC318036
0.6173 Remote Similarity NPC283277
0.6145 Remote Similarity NPC75810
0.6111 Remote Similarity NPC292819
0.6071 Remote Similarity NPC166458
0.6 Remote Similarity NPC219621
0.6 Remote Similarity NPC476903
0.6 Remote Similarity NPC127944
0.5977 Remote Similarity NPC312637
0.5934 Remote Similarity NPC473537
0.5914 Remote Similarity NPC474582
0.5904 Remote Similarity NPC153734
0.589 Remote Similarity NPC474456
0.5882 Remote Similarity NPC56107
0.5875 Remote Similarity NPC39308
0.587 Remote Similarity NPC140685
0.587 Remote Similarity NPC252564
0.587 Remote Similarity NPC475249
0.5857 Remote Similarity NPC317778
0.5854 Remote Similarity NPC192456
0.5851 Remote Similarity NPC470592
0.5843 Remote Similarity NPC476753
0.5843 Remote Similarity NPC476752
0.5821 Remote Similarity NPC184819
0.5811 Remote Similarity NPC476135
0.5806 Remote Similarity NPC201712
0.5778 Remote Similarity NPC476754
0.5745 Remote Similarity NPC475518
0.5735 Remote Similarity NPC143597
0.5735 Remote Similarity NPC151464
0.5729 Remote Similarity NPC470596
0.5714 Remote Similarity NPC472827
0.5714 Remote Similarity NPC21667
0.5714 Remote Similarity NPC152211
0.5714 Remote Similarity NPC28755
0.5684 Remote Similarity NPC476755
0.5684 Remote Similarity NPC58200
0.5682 Remote Similarity NPC135005
0.5676 Remote Similarity NPC37792
0.5672 Remote Similarity NPC476676
0.567 Remote Similarity NPC36497
0.567 Remote Similarity NPC474695
0.5658 Remote Similarity NPC184919
0.5658 Remote Similarity NPC138409
0.5625 Remote Similarity NPC476308
0.5625 Remote Similarity NPC241879
0.5625 Remote Similarity NPC174803
0.5625 Remote Similarity NPC259989
0.5606 Remote Similarity NPC151004
0.5606 Remote Similarity NPC228980
0.5606 Remote Similarity NPC243635

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC21781 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
0.7213 Intermediate Similarity NPD3727 Discontinued
0.7119 Intermediate Similarity NPD4834 Discontinued
0.7067 Intermediate Similarity NPD7155 Clinical (unspecified phase)
0.678 Remote Similarity NPD5379 Clinical (unspecified phase)
0.6721 Remote Similarity NPD5793 Discontinued
0.661 Remote Similarity NPD874 Approved
0.661 Remote Similarity NPD872 Approved
0.6353 Remote Similarity NPD6934 Discontinued
0.6349 Remote Similarity NPD3721 Approved
0.6349 Remote Similarity NPD3722 Approved
0.6271 Remote Similarity NPD871 Approved
0.6271 Remote Similarity NPD873 Approved
0.6212 Remote Similarity NPD625 Approved
0.6212 Remote Similarity NPD626 Phase 3
0.6212 Remote Similarity NPD628 Phase 3
0.6212 Remote Similarity NPD627 Approved
0.6154 Remote Similarity NPD3711 Phase 3
0.6154 Remote Similarity NPD3712 Phase 3
0.5934 Remote Similarity NPD7919 Phase 3
0.5934 Remote Similarity NPD7920 Phase 3
0.5882 Remote Similarity NPD8308 Discontinued
0.587 Remote Similarity NPD8088 Phase 1
0.5763 Remote Similarity NPD347 Approved
0.5763 Remote Similarity NPD346 Approved
0.5714 Remote Similarity NPD5365 Phase 2
0.5667 Remote Similarity NPD718 Approved
0.5667 Remote Similarity NPD390 Approved
0.5625 Remote Similarity NPD7986 Approved
0.5625 Remote Similarity NPD7987 Approved
0.5625 Remote Similarity NPD7912 Approved
0.5625 Remote Similarity NPD7911 Approved
0.5606 Remote Similarity NPD1822 Approved
0.5606 Remote Similarity NPD1821 Approved
0.5606 Remote Similarity NPD1823 Approved
0.5604 Remote Similarity NPD5771 Approved

Structure

External Identifiers

PubChem CID   44587246
ChEMBL   CHEMBL496255
ZINC  

Physicochemical Properties

Molecular Weight:  374.37
ALogP:  1.314
MLogP:  3.99
XLogP:  7.53
# Rotatable Bonds:  10
Polar Surface Area:  6.48
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  4
# Heavy Atoms:  27

Download Data

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