(S)-5-(4-methoxyphenylamino)-2-(4-methylphenylsulfonamido)-5-oxopentanoic acid

ID: ALA4869272

PubChem CID: 92299088

Max Phase: Preclinical

Molecular Formula: C19H22N2O6S

Molecular Weight: 406.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=O)CC[C@H](NS(=O)(=O)c2ccc(C)cc2)C(=O)O)cc1

Standard InChI:  InChI=1S/C19H22N2O6S/c1-13-3-9-16(10-4-13)28(25,26)21-17(19(23)24)11-12-18(22)20-14-5-7-15(27-2)8-6-14/h3-10,17,21H,11-12H2,1-2H3,(H,20,22)(H,23,24)/t17-/m0/s1

Standard InChI Key:  XWGPJKXWJARXBD-KRWDZBQOSA-N

Molfile:  

 
     RDKit          2D

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    4.8576  -14.2860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5747  -15.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -15.0025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5747  -16.2283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8670  -14.1853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1593  -15.4111    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7438  -15.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0368  -14.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3296  -15.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3291  -16.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0418  -16.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7461  -16.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6220  -16.6347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.5747  -12.9595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -12.5509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8670  -12.5509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -11.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9934  -11.3287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9937  -10.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2855  -10.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5754  -10.5158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5786  -11.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2844   -9.2856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9915   -8.8761    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
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  9  2  1  0
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  8 17  1  0
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 26 21  1  0
 24 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869272

   (2S)-5-(4-methoxyanilino)-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: 406.46

Molecular Weight (Monoisotopic): 406.1199

AlogP: 2.15

#Rotatable Bonds: 9

Polar Surface Area: 121.80

Molecular Species: ACID

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.19

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: -1.16

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.08

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