methyl 4-(3-(2-methoxyethoxy)-3-oxopropoxy)biphenyl-3-carboxylate

ID: ALA4530419

PubChem CID: 155545758

Max Phase: Preclinical

Molecular Formula: C20H22O6

Molecular Weight: 358.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COCCOC(=O)CCOc1ccc(-c2ccccc2)cc1C(=O)OC

Standard InChI:  InChI=1S/C20H22O6/c1-23-12-13-26-19(21)10-11-25-18-9-8-16(14-17(18)20(22)24-2)15-6-4-3-5-7-15/h3-9,14H,10-13H2,1-2H3

Standard InChI Key:  LKXAJFXMVFXICD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.6810  -11.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6778  -11.8338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6876   -9.3712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8465   -8.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5573   -7.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5534   -4.8608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3866  -12.2492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1084   -9.3767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3931  -10.6074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9812   -4.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5572   -5.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1328   -9.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2628   -9.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1374   -8.1293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2654   -6.9028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8442   -9.3605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3963   -9.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3833  -13.0701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2658   -4.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9811   -8.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9815   -5.6762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5580   -8.1332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9757   -9.7809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9838   -7.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2660   -8.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2657   -6.0845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  7 18  1  0
  3 17  1  0
 19  6  1  0
  4 14  2  0
 25 20  1  0
 20 24  2  0
 26 21  2  0
 11 26  1  0
  9  1  1  0
 21 10  1  0
 23  3  1  0
 22 25  2  0
 17  8  2  0
 12 16  1  0
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  6 11  2  0
  4 22  1  0
 13 23  1  0
 15  5  2  0
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  2  7  1  0
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 24 15  1  0
 25 13  1  0
  1  2  1  0
 10 19  2  0
  5 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530419

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 358.39

Molecular Weight (Monoisotopic): 358.1416

AlogP: 3.10

#Rotatable Bonds: 9

Polar Surface Area: 71.06

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.51

Np Likeness Score: -0.65

References

1. Staveness D, Abdelnabi R, Near KE, Nakagawa Y, Neyts J, Delang L, Leyssen P, Wender PA..  (2016)  Inhibition of Chikungunya Virus-Induced Cell Death by Salicylate-Derived Bryostatin Analogues Provides Additional Evidence for a PKC-Independent Pathway.,  79  (4): [PMID:26900711] [10.1021/acs.jnatprod.5b01017]

Source

Source(1):

• Scientific Literature