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

ID: ALA219917

Cas Number: 862400-52-0

PubChem CID: 16094815

Max Phase: Preclinical

Molecular Formula: C9H13N3O2

Molecular Weight: 195.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ccc(C[C@H](N)C(=O)NO)cc1

Standard InChI:  InChI=1S/C9H13N3O2/c10-7-3-1-6(2-4-7)5-8(11)9(13)12-14/h1-4,8,14H,5,10-11H2,(H,12,13)/t8-/m0/s1

Standard InChI Key:  NEUCJQSTMITBGC-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 14 14  0  0  0  0  0  0  0  0999 V2000
   -1.1272   -7.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2998   -7.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1181   -6.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2903   -5.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1208   -5.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5349   -6.3309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430   -6.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3679   -6.3274    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3503   -7.0642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1753   -7.0702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9327   -7.7756    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5826   -7.7876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5930   -6.3587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1857   -5.6413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  7  1  0
  3  4  2  0
  6  8  1  0
  9  7  1  1
  4  5  1  0
  9 10  1  0
  2  3  1  0
  9 11  1  0
  5  6  2  0
 10 12  2  0
  6  1  1  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA219917

   (S)-2-amino-3-(4-aminophenyl)-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: 195.22

Molecular Weight (Monoisotopic): 195.1008

AlogP: -0.36

#Rotatable Bonds: 3

Polar Surface Area: 101.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.81

CX Basic pKa: 7.63

CX LogP: -0.84

CX LogD: -1.07

Aromatic Rings: 1

Heavy Atoms: 14

QED Weighted: 0.30

Np Likeness Score: 0.18

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