Rac-methyl 2-(2-chloro-4-fluorophenyl)-2-indol-1-yl-acetate

ID: ALA4777887

PubChem CID: 57524530

Max Phase: Preclinical

Molecular Formula: C17H13ClFNO2

Molecular Weight: 317.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C(c1ccc(F)cc1Cl)n1ccc2ccccc21

Standard InChI:  InChI=1S/C17H13ClFNO2/c1-22-17(21)16(13-7-6-12(19)10-14(13)18)20-9-8-11-4-2-3-5-15(11)20/h2-10,16H,1H3

Standard InChI Key:  BBGSKVKKKYCPEB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   30.1150  -14.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1138  -15.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8219  -15.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8201  -14.0777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5287  -14.4829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5290  -15.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3119  -15.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7956  -14.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3115  -14.2284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.5638  -13.4511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3631  -13.2810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0168  -12.8440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2691  -12.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2175  -13.0142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6705  -12.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9071  -13.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7057  -13.7232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9586  -12.9452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4069  -12.3367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6103  -12.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0610  -11.9045    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   35.7577  -12.7740    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 11 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 11  1  0
 20 21  1  0
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4777887

   Methyl 2-(2-chloro-4-fluorophenyl)-2-indol-1-ylacetate

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: 317.75

Molecular Weight (Monoisotopic): 317.0619

AlogP: 4.20

#Rotatable Bonds: 3

Polar Surface Area: 31.23

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.24

References

1. Ogawa AK,Bunte EV,Mal R,Lan P,Sun Z,Crespo A,Wiltsie J,Clemas J,Gibson J,Contino L,Lisnock J,Zhou G,Garcia-Calvo M,Jochnowitz N,Ma X,Pan Y,Brown P,Zamlynny B,Bateman T,Leung D,Xu L,Tong X,Liu K,Crook M,Sinclair P.  (2016)  Discovery of novel non-steroidal reverse indole mineralocorticoid receptor antagonists.,  26  (12.0): [PMID:27161805] [10.1016/j.bmcl.2016.04.052]

Source

Source(1):

• Scientific Literature