Natural Product: NPC282178

Natural Product ID:  NPC282178
Common Name:   Alaremycin
IUPAC Name:   5-acetamido-4-oxohex-5-enoic acid
Synonyms:   Alaremycin
Molecular Formula:   C8H11NO4
Standard InCHIKey:  JRLAQUJSYKXZFV-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C8H11NO4/c1-5(9-6(2)10)7(11)3-4-8(12)13/h1,3-4H2,2H3,(H,9,10)(H,12,13)
Canonical SMILES:  OC(=O)CCC(=O)C(=C)N=C(O)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
NPO32100 Streptomyces a012304 Species Streptomycetaceae Bacteria StreptomeDB*

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT1466 Organism Escherichia coli K12 Escherichia coli K-12 MIC = 4000000 nM 19822707
NPT1548 Organism Pseudomonas aeruginosa PAO1 Pseudomonas aeruginosa PAO1 MIC = 12000000 nM 19822707
NPT79 Organism Bacillus subtilis Bacillus subtilis MIC = 14000000 nM 19822707
NPT2 Others Unspecified MIC = 4000000 nM 19822707
NPT2908 Organism Streptomyces coelicolor Streptomyces coelicolor MIC = 8000000 nM 19822707
NPT2 Others Unspecified MIC = 8000000 nM 19822707
NPT19 Organism Escherichia coli Escherichia coli MIC = 10000000 nM 19822707
NPT2 Others Unspecified MIC > 20000000 nM 19822707
NPT2 Others Unspecified Activity = 30 % 19822707
NPT2 Others Unspecified Activity = 92 % 19822707
NPT2 Others Unspecified Activity = 61 % 19822707
NPT2 Others Unspecified Activity = 3 % 19822707
NPT2 Others Unspecified Activity = 77 % 19822707
NPT2 Others Unspecified Activity = 68 % 19822707
NPT2 Others Unspecified Activity = 36 % 19822707
NPT2 Others Unspecified Activity = 90 % 19822707
NPT2 Others Unspecified Activity < 1 % 19822707
NPT2 Others Unspecified Activity = 25 % 19822707
NPT2 Others Unspecified Activity = 22 % 19822707
NPT2 Others Unspecified Activity = 79 % 19822707
NPT2 Others Unspecified IC50 = 2100000 nM 19822707
NPT2 Others Unspecified Ki = 1330000 nM 19822707
NPT2 Others Unspecified IC50 = 2200000 nM 19822707
NPT2 Others Unspecified Ki = 1510000 nM 19822707
NPT2 Others Unspecified IC50 = 2600000 nM 21514151

  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 NPC282178 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
0.6032 Remote Similarity NPC101249
0.5977 Remote Similarity NPC472614
0.5909 Remote Similarity NPC322946
0.5821 Remote Similarity NPC189178
0.5821 Remote Similarity NPC263065
0.5692 Remote Similarity NPC227850
0.5657 Remote Similarity NPC472615
0.5652 Remote Similarity NPC322573
0.5652 Remote Similarity NPC472613
0.5634 Remote Similarity NPC189301
0.5634 Remote Similarity NPC176164

  Similar Clinical/Approved Drugs

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

●  The left chart: Distribution of similarity level between NPC282178 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
0.6032 Remote Similarity NPD8867 Approved
0.6032 Remote Similarity NPD8866 Approved
0.5909 Remote Similarity NPD9441 Phase 2
0.5821 Remote Similarity NPD9204 Approved
0.5821 Remote Similarity NPD9205 Approved
0.5634 Remote Similarity NPD9433 Approved
0.5616 Remote Similarity NPD574 Approved

Structure

External Identifiers

PubChem CID   11715298
ChEMBL   CHEMBL1213164
ZINC  

Physicochemical Properties

Molecular Weight:  185.07
ALogP:  -0.245
MLogP:  1.79
XLogP:  -0.275
# Rotatable Bonds:  8
Polar Surface Area:  86.96
# H-Bond Aceptor:  5
# H-Bond Donor:  2
# Rings:  0
# Heavy Atoms:  13

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Similar NPs/Drugs