Natural Product: NPC158394

Natural Product ID:  NPC158394
Common Name:   Damituricin
IUPAC Name:   (2R,4R)-4-(4-bromo-1H-pyrrole-2-carbonyl)oxy-1,1-dimethylpyrrolidin-1-ium-2-carboxylate
Synonyms:   damituricin
Molecular Formula:   C12H15BrN2O4
Standard InCHIKey:  STWZXBZABSCBFO-PSASIEDQSA-N
Standard InCHI:  InChI=1S/C12H15BrN2O4/c1-15(2)6-8(4-10(15)11(16)17)19-12(18)9-3-7(13)5-14-9/h3,5,8,10H,4,6H2,1-2H3,(H-,14,16,17,18)/t8-,10-/m1/s1
Canonical SMILES:  BrC1=CC(=C(O[C@@H]2C[C@@H]([N+](C2)(C)C)C(=O)O)[O-])N=C1
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
NPO15231 Axinella damicornis Species Axinellidae Eukaryota Mediterranean PMID[17582775]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT681 Cell Line PC-12 Rattus norvegicus Activity = 43.8 % 23116147

  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 NPC158394 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
0.6304 Remote Similarity NPC160661
0.5812 Remote Similarity NPC475149
0.5812 Remote Similarity NPC471097
0.5776 Remote Similarity NPC475791
0.5776 Remote Similarity NPC13175
0.5752 Remote Similarity NPC313265
0.569 Remote Similarity NPC475758
0.567 Remote Similarity NPC135539
0.567 Remote Similarity NPC221764
0.567 Remote Similarity NPC196359
0.567 Remote Similarity NPC78312
0.5625 Remote Similarity NPC474576

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC158394 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
0.567 Remote Similarity NPD8868 Approved

Structure

External Identifiers

PubChem CID   23653240
ChEMBL   CHEMBL239547
ZINC  

Physicochemical Properties

Molecular Weight:  330.02
ALogP:  -1.9946
MLogP:  2.01
XLogP:  0.681
# Rotatable Bonds:  8
Polar Surface Area:  81.95
# H-Bond Aceptor:  5
# H-Bond Donor:  1
# Rings:  2
# Heavy Atoms:  19

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Similar NPs/Drugs