ethyl 2-(4-{[(4-chloro-1,6-dimethyl-1H-indol-2-yl)formamido]methyl}benzenesulfonyl)acetate

ID: ALA4547209

PubChem CID: 142427791

Max Phase: Preclinical

Molecular Formula: C22H23ClN2O5S

Molecular Weight: 462.96

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CS(=O)(=O)c1ccc(CNC(=O)c2cc3c(Cl)cc(C)cc3n2C)cc1

Standard InChI:  InChI=1S/C22H23ClN2O5S/c1-4-30-21(26)13-31(28,29)16-7-5-15(6-8-16)12-24-22(27)20-11-17-18(23)9-14(2)10-19(17)25(20)3/h5-11H,4,12-13H2,1-3H3,(H,24,27)

Standard InChI Key:  SQZNDZWUPUZPRU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.1626  -10.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4625  -10.7531    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.7339  -10.3660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7054   -9.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9768   -9.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2808   -9.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5522   -9.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8521   -9.6418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1234   -9.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0950   -8.4303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9982  -11.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.1802  -11.4403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3559  -11.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.6591   -9.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8686   -9.3439    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9688  -12.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3092  -10.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0337  -10.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0742  -11.4799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8988  -11.4502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9197  -11.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5915  -10.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3159  -10.6530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3484  -11.4774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 24  2  0
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  1 29  1  0
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 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547209

   ---

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: 462.96

Molecular Weight (Monoisotopic): 462.1016

AlogP: 3.41

#Rotatable Bonds: 7

Polar Surface Area: 94.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.48

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -1.59

References

1.  (2018)  Tosylacetate based compounds and derivatives thereof as phgdh inhibitors, 

Source

Source(1):

• Patent Bioactivity Data