N-(4-(aminomethyl)phenyl)-2-hydroxybenzamide

ID: ALA4551695

Cas Number: 926271-67-2

PubChem CID: 16771291

Max Phase: Preclinical

Molecular Formula: C14H14N2O2

Molecular Weight: 242.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1ccc(NC(=O)c2ccccc2O)cc1

Standard InChI:  InChI=1S/C14H14N2O2/c15-9-10-5-7-11(8-6-10)16-14(18)12-3-1-2-4-13(12)17/h1-8,17H,9,15H2,(H,16,18)

Standard InChI Key:  HJXDCJDHQUQKKW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
    0.2650    3.0036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6020    2.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6040    1.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2610    1.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2590    0.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6080   -0.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6100   -1.4944    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4770   -1.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3420   -1.4910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -2.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6140   -3.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6162   -4.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4832   -4.9926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3482   -4.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3462   -3.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2112   -2.9892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4730    0.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4710    1.0072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
  6 17  1  0
 17 18  2  0
 18  3  1  0
 15 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551695

   N-[4-(Aminomethyl)phenyl]-2-hydroxybenzamide

2. Alternative Forms:

   

   ALA4551695

   ---

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: 242.28

Molecular Weight (Monoisotopic): 242.1055

AlogP: 2.10

#Rotatable Bonds: 3

Polar Surface Area: 75.35

Molecular Species: BASE

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.91

CX Basic pKa: 9.28

CX LogP: 0.94

CX LogD: 0.51

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.77

Np Likeness Score: -0.89

References

1. Ruiz V, Czyzyk DJ, Valhondo M, Jorgensen WL, Anderson KS..  (2019)  Novel allosteric covalent inhibitors of bifunctional Cryptosporidium hominis TS-DHFR from parasitic protozoa identified by virtual screening.,  29  (11): [PMID:30929953] [10.1016/j.bmcl.2019.03.022]

2. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of MMV (CH) - Small Polar Library,  [10.6019/CHEMBL4513160]

3. University of Dundee.  (2021)  University of Dundee, Small-Polar-MMV Screening Library,  [10.6019/CHEMBL3988442]

Source

Source(3):

• Scientific Literature
• Gates Library compound collection
• CO-ADD antimicrobial screening data