3-(2-(2-(4-Methoxy-2,3-dimethyl-benzenesulfonylamino)-phenyl)-ethyl)benzoic Acid

ID: ALA5285385

Max Phase: Preclinical

Molecular Formula: C24H25NO5S

Molecular Weight: 439.53

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)Nc2ccccc2CCc2cccc(C(=O)O)c2)c(C)c1C

Standard InChI:  InChI=1S/C24H25NO5S/c1-16-17(2)23(14-13-22(16)30-3)31(28,29)25-21-10-5-4-8-19(21)12-11-18-7-6-9-20(15-18)24(26)27/h4-10,13-15,25H,11-12H2,1-3H3,(H,26,27)

Standard InChI Key:  TXPFUNMYZKEQML-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.9131  -20.3637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.3215  -19.6514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9755  -20.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9744  -21.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6824  -22.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921  -21.6037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3893  -20.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6806  -20.3758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1004  -22.0112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8075  -21.6015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5159  -22.0090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5125  -22.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2200  -23.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9281  -22.8223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9241  -22.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2161  -21.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2105  -20.7800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6259  -20.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2650  -22.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5576  -21.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643  -22.8314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6285  -21.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3405  -21.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0501  -21.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0433  -20.7577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3307  -20.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3233  -19.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7474  -20.3430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7605  -21.9866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7657  -22.8038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
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  7 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 17 18  1  0
 18  2  1  0
  2 19  1  0
 20 21  1  0
 20 22  2  0
  5 20  1  0
 19 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 19  1  0
 27 28  1  0
 26 29  1  0
 25 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285385

   ---

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: 439.53

Molecular Weight (Monoisotopic): 439.1453

AlogP: 4.60

#Rotatable Bonds: 8

Polar Surface Area: 92.70

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.07

CX Basic pKa: ┄

CX LogP: 5.52

CX LogD: 2.35

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.86

References

1. Heinrich T, Sala-Hojman A, Ferretti R, Petersson C, Minguzzi S, Gondela A, Ramaswamy S, Bartosik A, Czauderna F, Crowley L, Wahra P, Schilke H, Böpple P, Dudek Ł, Leś M, Niedziejko P, Olech K, Pawlik H, Włoszczak Ł, Zuchowicz K, Suarez Alvarez JR, Martyka J, Sitek E, Mikulski M, Szczęśniak J, Jäckel S, Krier M, Król M, Wegener A, Gałęzowski M, Nowak M, Becker F, Herhaus C..  (2021)  Discovery of 5-{2-[5-Chloro-2-(5-ethoxyquinoline-8-sulfonamido)phenyl]ethynyl}-4-methoxypyridine-2-carboxylic Acid, a Highly Selective in Vivo Useable Chemical Probe to Dissect MCT4 Biology.,  64  (16.0): [PMID:34382802] [10.1021/acs.jmedchem.1c00448]

Source

Source(1):

• Scientific Literature