Natural Product: NPC76869

Natural Product ID:  NPC76869
Common Name:   D-Ammodendrine
IUPAC Name:   1-[5-[(2R)-piperidin-2-yl]-3,4-dihydro-2H-pyridin-1-yl]ethanone
Synonyms:   D-Ammodendrine
Molecular Formula:   C12H20N2O
Standard InCHIKey:  APKLQIQRPUDADG-GFCCVEGCSA-N
Standard InCHI:  InChI=1S/C12H20N2O/c1-10(15)14-8-4-5-11(9-14)12-6-2-3-7-13-12/h9,12-13H,2-8H2,1H3/t12-/m1/s1
Canonical SMILES:  CC(=O)N1CCCC(=C1)[C@H]1CCCCN1
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
NPO308 Coelidium fourcadei NA NA NA UNPD*
NPO19041 Helichrysum albirosulatum Species Asteraceae Eukaryota UNPD*
NPO502 Sophora franchetiana Species Fabaceae Eukaryota TCM_Taiwan*
NPO6806 Tyromyces fissilis Species Coriolaceae Eukaryota UNPD*
NPO14350 Convallaria transcaucasica Species Asparagaceae Eukaryota UNPD*
NPO33544 Lupinus formosus Species Fabaceae Eukaryota PMID[15921409]
NPO15990 Siphonaria diemenensis Species Siphonariidae Eukaryota UNPD*
NPO17303 Valeriana fasciculata Species Caprifoliaceae Eukaryota UNPD*
NPO17555 Amphiporus angulatus Species Amphiporidae Eukaryota UNPD*
NPO11067 Buxus papillosa Species Buxaceae Eukaryota UNPD*
NPO12932 Hymenoclea salsola NA NA NA UNPD*
NPO18162 Eranthemum pulchellum Species Acanthaceae Eukaryota UNPD*
NPO18115 Aplophyllum vulcanicum NA NA NA UNPD*
NPO13873 Sphingobacterium multivorum Species Sphingobacteriaceae Bacteria UNPD*
NPO7873 Artemisia sibirica Species Asteraceae Eukaryota UNPD*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT32 Organism Mus musculus Mus musculus LD50 = 94.1 mg/kg 15921409

  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 NPC76869 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 NPC477460
0.9194 High Similarity NPC477461
0.9194 High Similarity NPC477459
0.6667 Remote Similarity NPC57163
0.6667 Remote Similarity NPC267203
0.6667 Remote Similarity NPC132858
0.6667 Remote Similarity NPC77890
0.6667 Remote Similarity NPC116881
0.6625 Remote Similarity NPC308050
0.6463 Remote Similarity NPC127430
0.6463 Remote Similarity NPC120699
0.6463 Remote Similarity NPC268580
0.6437 Remote Similarity NPC43308
0.6389 Remote Similarity NPC470738
0.6351 Remote Similarity NPC206660
0.6296 Remote Similarity NPC320667
0.6296 Remote Similarity NPC214125
0.6279 Remote Similarity NPC135639
0.6279 Remote Similarity NPC143344
0.6279 Remote Similarity NPC61321
0.6279 Remote Similarity NPC78058
0.6279 Remote Similarity NPC234822
0.6173 Remote Similarity NPC63284
0.6164 Remote Similarity NPC42477
0.6092 Remote Similarity NPC207048
0.5833 Remote Similarity NPC25513
0.5833 Remote Similarity NPC86452
0.5833 Remote Similarity NPC244256
0.5806 Remote Similarity NPC167301
0.5778 Remote Similarity NPC476141
0.5682 Remote Similarity NPC215474
0.5658 Remote Similarity NPC252684
0.5638 Remote Similarity NPC145707
0.5625 Remote Similarity NPC471635
0.5625 Remote Similarity NPC25033
0.5625 Remote Similarity NPC119225
0.5625 Remote Similarity NPC470382
0.5625 Remote Similarity NPC476261
0.5604 Remote Similarity NPC157479

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC76869 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
0.6667 Remote Similarity NPD529 Approved
0.622 Remote Similarity NPD1426 Clinical (unspecified phase)
0.6145 Remote Similarity NPD1402 Approved
0.587 Remote Similarity NPD1691 Clinical (unspecified phase)
0.561 Remote Similarity NPD816 Approved
0.561 Remote Similarity NPD815 Approved
0.561 Remote Similarity NPD5365 Phase 2
0.5606 Remote Similarity NPD9674 Approved
0.5606 Remote Similarity NPD9675 Approved

Structure

External Identifiers

PubChem CID   442625
ChEMBL   CHEMBL464777
ZINC  

Physicochemical Properties

Molecular Weight:  208.16
ALogP:  -2.4109
MLogP:  2.45
XLogP:  0.7
# Rotatable Bonds:  3
Polar Surface Area:  32.34
# H-Bond Aceptor:  3
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  15

Download Data

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