4-(3-Nitro-phenyl)-4-oxo-butyric acid

ID: ALA138934

Cas Number: 6328-00-3

PubChem CID: 229505

Max Phase: Preclinical

Molecular Formula: C10H9NO5

Molecular Weight: 223.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCC(=O)c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C10H9NO5/c12-9(4-5-10(13)14)7-2-1-3-8(6-7)11(15)16/h1-3,6H,4-5H2,(H,13,14)

Standard InChI Key:  VNDVLOPITGDGOG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 16  0  0  0  0  0  0  0  0999 V2000
    1.3667   -4.3292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -3.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -4.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4042   -2.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8875   -4.6375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9667   -3.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4000   -1.9250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9250   -2.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792   -2.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -3.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3667   -2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  3  1  0
  5  1  1  0
  6  4  1  0
  7  1  2  0
  8 12  1  0
  9  8  2  0
 10  6  2  0
 11  6  1  0
 12 11  1  0
 13  8  1  0
 14  2  1  0
 15 16  1  0
 16 14  2  0
 15  4  2  0
M  CHG  2   1   1   5  -1
M  END

Alternative Forms

1. Parent:

   

   ALA138934

   4-(3-Nitrophenyl)-4-oxobutanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 223.18

Molecular Weight (Monoisotopic): 223.0481

AlogP: 1.64

#Rotatable Bonds: 5

Polar Surface Area: 97.51

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.21

CX Basic pKa: ┄

CX LogP: 1.30

CX LogD: -2.15

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.46

Np Likeness Score: -1.00

References

1. Röver S, Cesura AM, Huguenin P, Kettler R, Szente A..  (1997)  Synthesis and biochemical evaluation of N-(4-phenylthiazol-2-yl)benzenesulfonamides as high-affinity inhibitors of kynurenine 3-hydroxylase.,  40  (26): [PMID:9435907] [10.1021/jm970467t]

Source

Source(1):

• Scientific Literature