(S)-2-(4-methylphenylsulfonamido)-5-oxo-5-(phenylamino)pentanoic acid

ID: ALA4878798

PubChem CID: 92299089

Max Phase: Preclinical

Molecular Formula: C18H20N2O5S

Molecular Weight: 376.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)N[C@@H](CCC(=O)Nc2ccccc2)C(=O)O)cc1

Standard InChI:  InChI=1S/C18H20N2O5S/c1-13-7-9-15(10-8-13)26(24,25)20-16(18(22)23)11-12-17(21)19-14-5-3-2-4-6-14/h2-10,16,20H,11-12H2,1H3,(H,19,21)(H,22,23)/t16-/m0/s1

Standard InChI Key:  DBMDZEIFUPPLEW-INIZCTEOSA-N

Molfile:  

 
     RDKit          2D

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    4.1933   -4.9816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6060   -5.6914    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0144   -4.9791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4392   -5.6956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0238   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -6.9214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0238   -4.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3161   -6.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9007   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936   -5.6923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4864   -6.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4860   -6.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1987   -7.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9030   -6.9164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7788   -7.3278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -4.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -3.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4392   -3.2440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0238   -3.2440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4392   -2.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1502   -2.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1505   -1.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4423   -0.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7322   -1.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7354   -2.0240    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  1  0
  4  6  1  0
  4  7  2  0
  6  8  1  0
  6  9  1  1
  9  2  1  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
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 13 14  1  0
 14 15  2  0
 15 10  1  0
 13 16  1  0
  8 17  1  0
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 19 21  1  0
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 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878798

   (2S)-5-anilino-2-[(4-methylphenyl)sulfonylamino]-5-oxopentanoic acid

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: 376.43

Molecular Weight (Monoisotopic): 376.1093

AlogP: 2.15

#Rotatable Bonds: 8

Polar Surface Area: 112.57

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.31

CX Basic pKa: ┄

CX LogP: 2.44

CX LogD: -0.98

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -1.15

References

1. Almahmoud S, Elix CC, Jones JO, Hopkins CR, Vennerstrom JL, Zhong HA..  (2021)  Virtual screening and biological evaluation of PPARγ antagonists as potential anti-prostate cancer agents.,  46  [PMID:34433102] [10.1016/j.bmc.2021.116368]

Source

Source(1):

• Scientific Literature