SID504834

ID: ALA2001273

Cas Number: 108536-24-9

PubChem CID: 5467316

Max Phase: Preclinical

Molecular Formula: C9H9NO3

Molecular Weight: 179.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=CN/C=C\c1cc(O)ccc1O

Standard InChI:  InChI=1S/C9H9NO3/c11-6-10-4-3-7-5-8(12)1-2-9(7)13/h1-6,12-13H,(H,10,11)/b4-3-

Standard InChI Key:  SIHZWGODIRRSRA-ARJAWSKDSA-N

Molfile:  

     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
    4.6993    2.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    0.6663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    3.1413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    3.1413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    3.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    1.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    3.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    1.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9849    1.0788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2704    0.6663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
  2 10  1  0
  3 13  2  0
  4  8  1  0
  4 13  1  0
  5  6  1  0
  5  7  2  0
  5  9  1  0
  6  8  2  0
  7 11  1  0
  9 10  2  0
 10 12  1  0
 11 12  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2001273

   N-[(Z)-2-(2,5-dihydroxyphenyl)ethenyl]formamide

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: 179.17

Molecular Weight (Monoisotopic): 179.0582

AlogP: 0.81

#Rotatable Bonds: 3

Polar Surface Area: 69.56

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.51

CX Basic pKa: ┄

CX LogP: 0.65

CX LogD: 0.64

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.47

Np Likeness Score: 1.76

References

1. PubChem BioAssay data set, 

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 NIH NCI Diversity Set V,  [10.6019/CHEMBL4296182]

3. Hu Y,Wang L,Han X,Zhou Y,Zhang T,Wang L,Hong T,Zhang W,Guo XX,Sun J,Qi Y,Yu J,Liu H,Wu F.  (2019)  Discovery of a Bioactive Inhibitor with a New Scaffold for Cystathionine γ-Lyase.,  62  (3): [PMID:30562026] [10.1021/acs.jmedchem.8b01720]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• CO-ADD antimicrobial screening data