(2,6-dibromo-3,5-dimethoxyphenyl)(3,5-dichloro-2,6-dimethoxy-4-methylphenyl)methanone

ID: ALA2408955

PubChem CID: 49831938

Max Phase: Preclinical

Molecular Formula: C18H16Br2Cl2O5

Molecular Weight: 543.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(Br)c(C(=O)c2c(OC)c(Cl)c(C)c(Cl)c2OC)c1Br

Standard InChI:  InChI=1S/C18H16Br2Cl2O5/c1-7-14(21)17(26-4)11(18(27-5)15(7)22)16(23)10-12(19)8(24-2)6-9(25-3)13(10)20/h6H,1-5H3

Standard InChI Key:  YKQBURJQLQSXOS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    3.7131  -16.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7119  -17.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4200  -17.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1297  -17.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268  -16.3402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4182  -15.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4158  -15.1177    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.8330  -15.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8380  -17.5703    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.0053  -15.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4198  -18.3895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0039  -17.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965  -17.1622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0033  -18.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951  -18.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941  -19.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0020  -20.0214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124  -19.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7104  -18.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213  -20.0157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5859  -20.0192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274  -18.7982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -19.0018    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5882  -18.3851    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.0051  -15.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1278  -19.6051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8787  -19.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  5  8  1  0
  4  9  1  0
  1 10  1  0
  3 11  1  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 18 20  1  0
 16 21  1  0
 11 22  1  0
 19 23  1  0
 15 24  1  0
 10 25  1  0
 20 26  1  0
 21 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2408955

   (2,6-Dibromo-3,5-dimethoxyphenyl)-(3,5-dichloro-2,6-dimethoxy-4-methylphenyl)methanone

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: 543.03

Molecular Weight (Monoisotopic): 539.8742

AlogP: 6.09

#Rotatable Bonds: 6

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.06

CX LogD: 6.06

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: 0.43

References

1. Augner D, Krut O, Slavov N, Gerbino DC, Sahl HG, Benting J, Nising CF, Hillebrand S, Krönke M, Schmalz HG..  (2013)  On the antibiotic and antifungal activity of pestalone, pestalachloride A, and structurally related compounds.,  76  (8): [PMID:23905700] [10.1021/np400301d]

Source

Source(1):

• Scientific Literature