Honaucin A

ID: ALA4171732

PubChem CID: 54759250

Max Phase: Preclinical

Molecular Formula: C8H9ClO4

Molecular Weight: 204.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(/C=C/CCl)O[C@@H]1COC(=O)C1

Standard InChI:  InChI=1S/C8H9ClO4/c9-3-1-2-7(10)13-6-4-8(11)12-5-6/h1-2,6H,3-5H2/b2-1+/t6-/m0/s1

Standard InChI Key:  UINAZEUJWWJECT-IPWVHJGXSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    8.1966   -4.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0138   -4.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2682   -3.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6052   -3.0748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9465   -3.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0457   -3.3055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6106   -4.9114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7934   -4.9073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3884   -4.1975    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3813   -5.6129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5641   -5.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1519   -6.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3347   -6.3103    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  2  0
  1  7  1  6
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4171732

   Honaucin 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: 204.61

Molecular Weight (Monoisotopic): 204.0189

AlogP: 0.64

#Rotatable Bonds: 3

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.12

CX LogD: 1.12

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.38

Np Likeness Score: 1.71

References

1. Mascuch SJ, Boudreau PD, Carland TM, Pierce NT, Olson J, Hensler ME, Choi H, Campanale J, Hamdoun A, Nizet V, Gerwick WH, Gaasterland T, Gerwick L..  (2018)  Marine Natural Product Honaucin A Attenuates Inflammation by Activating the Nrf2-ARE Pathway.,  81  (3): [PMID:29215273] [10.1021/acs.jnatprod.7b00734]

Source

Source(1):

• Scientific Literature