2-butyl-1-methanesulfonyl-1H-indole-3-carboxylic acid

ID: ALA5287876

Max Phase: Preclinical

Molecular Formula: C14H17NO4S

Molecular Weight: 295.36

Names and Identifiers

Canonical SMILES:  CCCCc1c(C(=O)O)c2ccccc2n1S(C)(=O)=O

Standard InChI:  InChI=1S/C14H17NO4S/c1-3-4-8-12-13(14(16)17)10-7-5-6-9-11(10)15(12)20(2,18)19/h5-7,9H,3-4,8H2,1-2H3,(H,16,17)

Standard InChI Key:  QPHDBPFTYIFBJZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.5883    0.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003   -0.3296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8919   -0.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1714   -0.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3905   -0.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1470   -1.4051    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079   -2.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1040    0.0434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9290    0.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710    0.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1047    1.4989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7046    1.6586    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6477    2.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1594    0.4744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8678    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6500   -1.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3520    0.7401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1772    0.7279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6003    1.4367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  5  1  0
  8  9  1  0
 10  8  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 14 10  1  0
  4 14  2  0
 14 15  1  0
 15  1  2  0
  6 16  2  0
  6 17  2  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287876

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 295.36

Molecular Weight (Monoisotopic): 295.0878

AlogP: 2.49

#Rotatable Bonds: 5

Polar Surface Area: 76.37

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.31

CX Basic pKa: ┄

CX LogP: 2.16

CX LogD: -1.27

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.92

Np Likeness Score: -0.44

References

1. Danilenko AV, Volov AN, Volov NA, Platonova YB, Savilov SV..  (2023)  Design, synthesis and biological evaluation of novel indole-3-carboxylic acid derivatives with antihypertensive activity.,  90  [PMID:37236375] [10.1016/j.bmcl.2023.129349]

Source

Source(1):

• Scientific Literature