Natural Product: NPC470993

Natural Product ID:  NPC470993
Common Name:   Microgrewiapine C
IUPAC Name:   (2S,3S,6S)-6-[(1E,3E,5E)-deca-1,3,5-trienyl]-1,2-dimethyl-1-oxidopiperidin-1-ium-3-ol
Synonyms:   Microgrewiapine C
Molecular Formula:   C17H29NO2
Standard InCHIKey:  LZZRCKFXUQNNGN-PZIHOPEQSA-N
Standard InCHI:  InChI=1S/C17H29NO2/c1-4-5-6-7-8-9-10-11-12-16-13-14-17(19)15(2)18(16,3)20/h7-12,15-17,19H,4-6,13-14H2,1-3H3/b8-7+,10-9+,12-11+/t15-,16+,17-,18?/m0/s1
Canonical SMILES:  CCCC/C=C/C=C/C=C/[C@@H]1CC[C@@H]([C@@H](N1(=O)C)C)O
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
NPO2350 Microcos paniculata Species Malvaceae Eukaryota PMID[23327794]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT411 Protein Complex Neuronal acetylcholine receptor; alpha3/beta4 Homo sapiens Inhibition = 82.8 % 22194678
NPT139 Cell Line HT-29 Homo sapiens IC50 > 10000 nM 10.6019/CHEMBL1201861
NPT409 Protein Complex Neuronal acetylcholine receptor; alpha4/beta2 Homo sapiens Inhibition = 67.3 % 10.6019/CHEMBL1201861

  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 NPC470993 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
1.0 High Similarity NPC470992
0.9265 High Similarity NPC23721
0.8493 Intermediate Similarity NPC26932
0.7895 Intermediate Similarity NPC470994
0.7531 Intermediate Similarity NPC209232
0.7436 Intermediate Similarity NPC473588
0.7436 Intermediate Similarity NPC78562
0.7284 Intermediate Similarity NPC475363
0.7284 Intermediate Similarity NPC473971
0.7284 Intermediate Similarity NPC473972
0.6914 Remote Similarity NPC34672
0.68 Remote Similarity NPC477106
0.6782 Remote Similarity NPC475975
0.6667 Remote Similarity NPC47333
0.6538 Remote Similarity NPC113224
0.6512 Remote Similarity NPC476560
0.6486 Remote Similarity NPC233364
0.6486 Remote Similarity NPC471421
0.6471 Remote Similarity NPC473695
0.6471 Remote Similarity NPC473446
0.6421 Remote Similarity NPC25033
0.6421 Remote Similarity NPC119225
0.6421 Remote Similarity NPC476261
0.6421 Remote Similarity NPC471635
0.6421 Remote Similarity NPC470382
0.642 Remote Similarity NPC97614
0.6337 Remote Similarity NPC472856
0.6234 Remote Similarity NPC51166
0.6154 Remote Similarity NPC471419
0.6154 Remote Similarity NPC55068
0.6154 Remote Similarity NPC163134
0.6133 Remote Similarity NPC168308
0.6133 Remote Similarity NPC302569
0.6122 Remote Similarity NPC91036
0.6118 Remote Similarity NPC217095
0.6118 Remote Similarity NPC264417
0.6104 Remote Similarity NPC42477
0.6098 Remote Similarity NPC291196
0.6098 Remote Similarity NPC103712
0.6081 Remote Similarity NPC242930
0.6076 Remote Similarity NPC206660
0.6067 Remote Similarity NPC277341
0.6067 Remote Similarity NPC226982
0.6053 Remote Similarity NPC321030
0.6049 Remote Similarity NPC470663
0.6022 Remote Similarity NPC324506
0.6 Remote Similarity NPC477525
0.5974 Remote Similarity NPC325550
0.5974 Remote Similarity NPC329003
0.5974 Remote Similarity NPC326524
0.5949 Remote Similarity NPC471023
0.5941 Remote Similarity NPC100810
0.5941 Remote Similarity NPC144714
0.593 Remote Similarity NPC212008
0.593 Remote Similarity NPC51055
0.593 Remote Similarity NPC140327
0.593 Remote Similarity NPC3094
0.593 Remote Similarity NPC62293
0.5915 Remote Similarity NPC302310
0.5904 Remote Similarity NPC127145
0.5904 Remote Similarity NPC475930
0.5889 Remote Similarity NPC82799
0.5882 Remote Similarity NPC314678
0.5882 Remote Similarity NPC473289
0.5882 Remote Similarity NPC305223
0.5844 Remote Similarity NPC170172
0.5833 Remote Similarity NPC474674
0.5814 Remote Similarity NPC288086
0.5811 Remote Similarity NPC277072
0.5811 Remote Similarity NPC178263
0.5773 Remote Similarity NPC145707
0.5769 Remote Similarity NPC477001
0.5769 Remote Similarity NPC477000
0.5753 Remote Similarity NPC71053
0.5753 Remote Similarity NPC59408
0.5733 Remote Similarity NPC110732
0.5732 Remote Similarity NPC129995
0.5732 Remote Similarity NPC315141
0.5714 Remote Similarity NPC137620
0.5714 Remote Similarity NPC474675
0.5714 Remote Similarity NPC204709
0.57 Remote Similarity NPC289140
0.5679 Remote Similarity NPC233034
0.5673 Remote Similarity NPC473254
0.5673 Remote Similarity NPC55336
0.5667 Remote Similarity NPC471768
0.5647 Remote Similarity NPC476695
0.5647 Remote Similarity NPC476694
0.5647 Remote Similarity NPC476696
0.5647 Remote Similarity NPC324638
0.5647 Remote Similarity NPC306973
0.5647 Remote Similarity NPC470662
0.5625 Remote Similarity NPC29468
0.5625 Remote Similarity NPC316186
0.5619 Remote Similarity NPC75523
0.5604 Remote Similarity NPC79367
0.5604 Remote Similarity NPC207657

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC470993 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
0.6154 Remote Similarity NPD3210 Clinical (unspecified phase)
0.6104 Remote Similarity NPD393 Approved
0.5974 Remote Similarity NPD9455 Approved
0.5823 Remote Similarity NPD6949 Clinical (unspecified phase)
0.5679 Remote Similarity NPD9440 Discontinued
0.5647 Remote Similarity NPD3212 Clinical (unspecified phase)

Structure

External Identifiers

PubChem CID   71578972
ChEMBL   CHEMBL2334870
ZINC  

Physicochemical Properties

Molecular Weight:  279.22
ALogP:  
MLogP:  3
XLogP:  
# Rotatable Bonds:  10
Polar Surface Area:  37.3
# H-Bond Aceptor:  1
# H-Bond Donor:  1
# Rings:  1
# Heavy Atoms:  20

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
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Biological Activities  
Similar NPs/Drugs