7-O-malonyl Macrolactin A

ID: ALA2229103

PubChem CID: 71479384

Max Phase: Preclinical

Molecular Formula: C27H36O8

Molecular Weight: 488.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1CCC/C=C/C=C/[C@H](O)C[C@@H](O)C/C=C\C=C\[C@@H](OC(=O)CC(=O)O)C/C=C/C=C\C(=O)O1

Standard InChI:  InChI=1S/C27H36O8/c1-21-13-7-3-2-4-8-14-22(28)19-23(29)15-9-5-10-16-24(35-27(33)20-25(30)31)17-11-6-12-18-26(32)34-21/h2,4-6,8-12,14,16,18,21-24,28-29H,3,7,13,15,17,19-20H2,1H3,(H,30,31)/b4-2+,9-5-,11-6+,14-8+,16-10+,18-12-/t21-,22+,23+,24-/m1/s1

Standard InChI Key:  ZJSLOGHFCRASLO-BFRQYJOGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2229103

   7-O-MALONYL MACROLACTIN A

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 488.58

Molecular Weight (Monoisotopic): 488.2410

AlogP: 3.72

#Rotatable Bonds: 3

Polar Surface Area: 130.36

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.19

CX Basic pKa: ┄

CX LogP: 3.85

CX LogD: 0.80

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: 2.37

References

1. Yuan J, Li B, Zhang N, Waseem R, Shen Q, Huang Q..  (2012)  Production of bacillomycin- and macrolactin-type antibiotics by Bacillus amyloliquefaciens NJN-6 for suppressing soilborne plant pathogens.,  60  (12): [PMID:22385216] [10.1021/jf204868z]

Source

Source(1):

• Scientific Literature