2-(3,5-dichloro-2-hydroxy-6-methoxy-4-methylbenzoyl)-4,6-dimethoxy-3-(3-methylbut-2-enyl)benzaldehyde

ID: ALA2408960

PubChem CID: 73352157

Max Phase: Preclinical

Molecular Formula: C23H24Cl2O6

Molecular Weight: 467.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c(CC=C(C)C)c(C(=O)c2c(O)c(Cl)c(C)c(Cl)c2OC)c1C=O

Standard InChI:  InChI=1S/C23H24Cl2O6/c1-11(2)7-8-13-15(29-4)9-16(30-5)14(10-26)17(13)21(27)18-22(28)19(24)12(3)20(25)23(18)31-6/h7,9-10,28H,8H2,1-6H3

Standard InChI Key:  IBFZKIGRICKLDV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    4.7485   -9.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7474  -10.5523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4621  -10.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1786  -10.5518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1758   -9.7212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4603   -9.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4579   -8.4871    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.8886   -9.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8937  -10.9631    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0339   -9.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4619  -11.7901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0325  -10.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3185  -10.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319  -11.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3171  -12.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3161  -13.0237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0307  -13.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479  -13.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7458  -12.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4635  -13.4318    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6010  -13.4353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6033  -11.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6048  -10.9607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8912  -10.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8927   -9.7219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1759  -10.9580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5640  -12.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9366  -12.9787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1763  -12.2028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4657  -14.2568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6000  -14.2603    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
 15 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 19 27  1  0
 27 28  2  0
 11 29  1  0
 20 30  1  0
 21 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2408960

   2-(3,5-Dichloro-2-hydroxy-6-methoxy-4-methylbenzoyl)-4,6-dimethoxy-3-(3-methylbut-2-enyl)benzaldehyde

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: 467.35

Molecular Weight (Monoisotopic): 466.0950

AlogP: 5.59

#Rotatable Bonds: 8

Polar Surface Area: 82.06

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.40

CX Basic pKa: ┄

CX LogP: 6.47

CX LogD: 4.74

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.31

Np Likeness Score: 1.43

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