1-((3-(4-chloro-3,5-dimethylphenoxy)propyl)sulfonyl)-1,2,3,4-tetrahydroquinoline-3-carboxylic acid

ID: ALA5207001

PubChem CID: 168297872

Max Phase: Preclinical

Molecular Formula: C21H24ClNO5S

Molecular Weight: 437.95

Names and Identifiers

Canonical SMILES:  Cc1cc(OCCCS(=O)(=O)N2CC(C(=O)O)Cc3ccccc32)cc(C)c1Cl

Standard InChI:  InChI=1S/C21H24ClNO5S/c1-14-10-18(11-15(2)20(14)22)28-8-5-9-29(26,27)23-13-17(21(24)25)12-16-6-3-4-7-19(16)23/h3-4,6-7,10-11,17H,5,8-9,12-13H2,1-2H3,(H,24,25)

Standard InChI Key:  DCTOTXILCQTUAQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.0700    3.2987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    2.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556    2.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700    1.6487    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7844    2.0612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3568    3.2969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    2.8846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0733    2.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3619    1.6471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    3.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2128    2.8862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4986    4.1232    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700    0.8240    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558    0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3558   -0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3583   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7869   -1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985   -2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985   -2.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7887   -3.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0725   -2.8906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7887   -4.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2128   -3.2992    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.8963    0.8240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4839    0.1098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  4  3  2  0
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  6  5  1  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  1 11  1  0
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  5 14  1  0
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 17 18  1  0
 18 19  1  0
 20 19  2  0
 21 20  1  0
 22 21  2  0
 23 22  1  0
 24 23  2  0
 19 24  1  0
 23 25  1  0
 21 26  1  0
 22 27  1  0
 14 28  2  0
 14 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5207001

   ---

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: 437.95

Molecular Weight (Monoisotopic): 437.1064

AlogP: 3.82

#Rotatable Bonds: 7

Polar Surface Area: 83.91

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.75

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 0.64

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.07

References

1. Negi A, Murphy PV..  (2021)  Development of Mcl-1 inhibitors for cancer therapy.,  210  [PMID:33333396] [10.1016/j.ejmech.2020.113038]

Source

Source(1):

• Scientific Literature