4-(1H-phenanthro[9,10-d]imidazol-2-yl)benzoic acid

ID: ALA4172975

Cas Number: 312507-02-1

PubChem CID: 3122488

Max Phase: Preclinical

Molecular Formula: C22H14N2O2

Molecular Weight: 338.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(-c2nc3c4ccccc4c4ccccc4c3[nH]2)cc1

Standard InChI:  InChI=1S/C22H14N2O2/c25-22(26)14-11-9-13(10-12-14)21-23-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)20(19)24-21/h1-12H,(H,23,24)(H,25,26)

Standard InChI Key:  PQSLSGIGRIEFOI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
    1.5215  -12.0927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5204  -12.9123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2284  -13.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9381  -12.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9353  -12.0891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2266  -11.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6410  -11.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3888  -12.0049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7234  -10.8624    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5220  -10.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9290  -11.3957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -9.9863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370   -9.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1406   -9.2844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7340   -8.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197   -8.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5198   -9.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1496  -10.6897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7400  -11.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1432  -12.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9559  -12.0983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3636  -11.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9581  -10.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8124  -13.3203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1050  -12.9112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8117  -14.1375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8 11  1  0
 10  9  1  0
  9  7  1  0
  5  7  1  0
 10 11  2  0
 11 19  1  0
 18 13  1  0
 12 10  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 12  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 18  2  0
  2 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4172975

   4-(1H-phenanthro[9,10-d]imidazol-2-yl)benzoic 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: 338.37

Molecular Weight (Monoisotopic): 338.1055

AlogP: 5.23

#Rotatable Bonds: 2

Polar Surface Area: 65.98

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.71

CX Basic pKa: 4.77

CX LogP: 3.93

CX LogD: 1.73

Aromatic Rings: 5

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.27

References

1. Xiong H, Han J, Wang J, Lu W, Wang C, Chen Y, Fulin Lian, Zhang N, Liu YC, Zhang C, Ding H, Jiang H, Lu W, Luo C, Zhou B..  (2018)  Discovery of 1,8-acridinedione derivatives as novel GCN5 inhibitors via high throughput screening.,  151  [PMID:29665527] [10.1016/j.ejmech.2018.02.005]

Source

Source(1):

• Scientific Literature