Natural Product: NPC53276

Natural Product ID:  NPC53276
Common Name:   Chonemorphine
IUPAC Name:   (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-amine
Synonyms:   Chonemorphine
Molecular Formula:   C23H42N2
Standard InCHIKey:  MJGLREGOLPEPID-GHKGYAFRSA-N
Standard InCHI:  InChI=1S/C23H42N2/c1-15(25(4)5)19-8-9-20-18-7-6-16-14-17(24)10-12-22(16,2)21(18)11-13-23(19,20)3/h15-21H,6-14,24H2,1-5H3/t15-,16-,17-,18-,19+,20-,21-,22-,23+/m0/s1
Canonical SMILES:  N[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
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 = 500 nM 23336337
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 90300 nM 20187635
NPT2921 Organism Pseudomonas Pseudomonas IZ = 14 mm 26397393
NPT204 Individual Protein Acetylcholinesterase Homo sapiens IC50 = 28000 nM 26291474
NPT79 Organism Bacillus subtilis Bacillus subtilis IZ = 16.5 mm 11325232
NPT729 Organism Micrococcus luteus Micrococcus luteus IZ = 11.5 mm 11754602
NPT175 Organism Enterococcus faecalis Enterococcus faecalis IZ = 10 mm 15568791
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 90300 nM 18591277
NPT2921 Organism Pseudomonas Pseudomonas MIC = 180600 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 NPC53276 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
0.9833 High Similarity NPC469970
0.9365 High Similarity NPC271640
0.9322 High Similarity NPC21781
0.8429 Intermediate Similarity NPC25110
0.8088 Intermediate Similarity NPC245223
0.8088 Intermediate Similarity NPC124384
0.7971 Intermediate Similarity NPC120167
0.7971 Intermediate Similarity NPC473442
0.7838 Intermediate Similarity NPC211322
0.7606 Intermediate Similarity NPC110615
0.7419 Intermediate Similarity NPC472828
0.7403 Intermediate Similarity NPC329782
0.7403 Intermediate Similarity NPC152039
0.7403 Intermediate Similarity NPC118329
0.7397 Intermediate Similarity NPC476904
0.7361 Intermediate Similarity NPC21773
0.7308 Intermediate Similarity NPC472312
0.7284 Intermediate Similarity NPC43308
0.7273 Intermediate Similarity NPC12035
0.7073 Intermediate Similarity NPC21035
0.6974 Remote Similarity NPC7214
0.6962 Remote Similarity NPC474122
0.6962 Remote Similarity NPC90150
0.6962 Remote Similarity NPC257962
0.6957 Remote Similarity NPC477740
0.6892 Remote Similarity NPC265789
0.6829 Remote Similarity NPC24733
0.6719 Remote Similarity NPC212905
0.6706 Remote Similarity NPC323156
0.6667 Remote Similarity NPC283277
0.6667 Remote Similarity NPC201713
0.6627 Remote Similarity NPC152684
0.6627 Remote Similarity NPC34811
0.6627 Remote Similarity NPC147513
0.6623 Remote Similarity NPC125828
0.6585 Remote Similarity NPC171639
0.6463 Remote Similarity NPC215474
0.6386 Remote Similarity NPC153734
0.6375 Remote Similarity NPC39308
0.6374 Remote Similarity NPC473537
0.6353 Remote Similarity NPC157479
0.6341 Remote Similarity NPC109533
0.6304 Remote Similarity NPC252564
0.6304 Remote Similarity NPC475249
0.6292 Remote Similarity NPC476752
0.6292 Remote Similarity NPC476753
0.625 Remote Similarity NPC475755
0.625 Remote Similarity NPC474027
0.625 Remote Similarity NPC474435
0.6237 Remote Similarity NPC201712
0.6235 Remote Similarity NPC182106
0.6235 Remote Similarity NPC311769
0.6222 Remote Similarity NPC476754
0.619 Remote Similarity NPC21667
0.617 Remote Similarity NPC475518
0.6163 Remote Similarity NPC56107
0.6143 Remote Similarity NPC324944
0.6136 Remote Similarity NPC135005
0.6125 Remote Similarity NPC259989
0.6125 Remote Similarity NPC174803
0.6119 Remote Similarity NPC475272
0.6111 Remote Similarity NPC477739
0.6105 Remote Similarity NPC58200
0.6076 Remote Similarity NPC17770
0.6053 Remote Similarity NPC476288
0.6027 Remote Similarity NPC89921
0.6023 Remote Similarity NPC259252
0.6 Remote Similarity NPC173815
0.5978 Remote Similarity NPC174117
0.5902 Remote Similarity NPC15231
0.5895 Remote Similarity NPC135799
0.5889 Remote Similarity NPC84171
0.5862 Remote Similarity NPC75810
0.5857 Remote Similarity NPC318036
0.5851 Remote Similarity NPC292819
0.5851 Remote Similarity NPC167419
0.5806 Remote Similarity NPC155985
0.58 Remote Similarity NPC159367
0.5795 Remote Similarity NPC166458
0.5781 Remote Similarity NPC181141
0.5745 Remote Similarity NPC476903
0.5743 Remote Similarity NPC473994
0.5714 Remote Similarity NPC312637
0.57 Remote Similarity NPC244982
0.57 Remote Similarity NPC476756
0.5686 Remote Similarity NPC72753
0.5684 Remote Similarity NPC474164
0.5676 Remote Similarity NPC219621
0.567 Remote Similarity NPC474582
0.567 Remote Similarity NPC118275
0.5652 Remote Similarity NPC127944
0.5631 Remote Similarity NPC66862
0.5625 Remote Similarity NPC140685
0.5612 Remote Similarity NPC470592
0.56 Remote Similarity NPC472544
0.56 Remote Similarity NPC230677

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC53276 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
0.7288 Intermediate Similarity NPD874 Approved
0.7288 Intermediate Similarity NPD872 Approved
0.6984 Remote Similarity NPD3722 Approved
0.6984 Remote Similarity NPD3721 Approved
0.6818 Remote Similarity NPD627 Approved
0.6818 Remote Similarity NPD628 Phase 3
0.6818 Remote Similarity NPD626 Phase 3
0.6818 Remote Similarity NPD625 Approved
0.6769 Remote Similarity NPD3727 Discontinued
0.6709 Remote Similarity NPD7155 Clinical (unspecified phase)
0.6667 Remote Similarity NPD873 Approved
0.6667 Remote Similarity NPD871 Approved
0.6667 Remote Similarity NPD4834 Discontinued
0.6374 Remote Similarity NPD7919 Phase 3
0.6374 Remote Similarity NPD7920 Phase 3
0.6353 Remote Similarity NPD8308 Discontinued
0.6349 Remote Similarity NPD5379 Clinical (unspecified phase)
0.6333 Remote Similarity NPD390 Approved
0.6333 Remote Similarity NPD718 Approved
0.6308 Remote Similarity NPD5793 Discontinued
0.6304 Remote Similarity NPD8088 Phase 1
0.6234 Remote Similarity NPD5365 Phase 2
0.6167 Remote Similarity NPD347 Approved
0.6167 Remote Similarity NPD346 Approved
0.6067 Remote Similarity NPD6934 Discontinued
0.5976 Remote Similarity NPD4776 Phase 2
0.5976 Remote Similarity NPD4777 Suspended
0.5797 Remote Similarity NPD3711 Phase 3
0.5797 Remote Similarity NPD3712 Phase 3
0.5667 Remote Similarity NPD636 Phase 3
0.5667 Remote Similarity NPD635 Phase 3

Structure

External Identifiers

PubChem CID   165208
ChEMBL   CHEMBL498645
ZINC  

Physicochemical Properties

Molecular Weight:  346.33
ALogP:  0.3463
MLogP:  3.77
XLogP:  6.901
# Rotatable Bonds:  8
Polar Surface Area:  29.26
# H-Bond Aceptor:  2
# H-Bond Donor:  1
# Rings:  4
# Heavy Atoms:  25

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Similar NPs/Drugs