(S)-2-amino-3-(4-cyanophenyl)-N-hydroxypropanamide

ID: ALA555149

PubChem CID: 16094831

Max Phase: Preclinical

Molecular Formula: C10H11N3O2

Molecular Weight: 205.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(C[C@H](N)C(=O)NO)cc1

Standard InChI:  InChI=1S/C10H11N3O2/c11-6-8-3-1-7(2-4-8)5-9(12)10(14)13-15/h1-4,9,15H,5,12H2,(H,13,14)/t9-/m0/s1

Standard InChI Key:  LBUVBAXZCRTNMC-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    5.4270   -7.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2543   -7.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6722   -6.6866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2639   -5.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334   -5.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0192   -6.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4972   -6.6926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9045   -7.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7295   -7.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4868   -8.1215    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1368   -8.1334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1472   -6.7045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7399   -5.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1971   -6.6763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3721   -6.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  8  7  1  1
  8  9  1  0
  4  5  1  0
  8 10  1  0
  2  3  1  0
  9 11  2  0
  5  6  2  0
  9 12  1  0
  6  1  1  0
 12 13  1  0
  1  2  2  0
  3  7  1  0
 14 15  3  0
  6 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA555149

   (S)-2-amino-3-(4-cyanophenyl)-N-hydroxypropanamide

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: 205.22

Molecular Weight (Monoisotopic): 205.0851

AlogP: -0.07

#Rotatable Bonds: 3

Polar Surface Area: 99.14

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.80

CX Basic pKa: 7.55

CX LogP: -0.12

CX LogD: -0.33

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.47

Np Likeness Score: -0.54

References

1. Gu X, Wang Y, Kumar A, Ye G, Parang K, Sun G..  (2006)  Design and evaluation of hydroxamate derivatives as metal-mediated inhibitors of a protein tyrosine kinase.,  49  (25): [PMID:17149882] [10.1021/jm061058c]

Source

Source(1):

• Scientific Literature