4-amino-1-(biphenyl-4-yl)-5-chloropyrimidin-2(1H)-one

ID: ALA4540710

PubChem CID: 155144701

Max Phase: Preclinical

Molecular Formula: C16H12ClN3O

Molecular Weight: 297.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(=O)n(-c2ccc(-c3ccccc3)cc2)cc1Cl

Standard InChI:  InChI=1S/C16H12ClN3O/c17-14-10-20(16(21)19-15(14)18)13-8-6-12(7-9-13)11-4-2-1-3-5-11/h1-10H,(H2,18,19,21)

Standard InChI Key:  UQRXFXDBUACANF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   21.5672   -2.6459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5672   -3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2792   -3.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9913   -3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9913   -2.6459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2792   -2.2293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2792   -1.4042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7070   -2.2355    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.8533   -3.8845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2788   -4.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5626   -5.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5623   -5.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2773   -6.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9942   -5.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9911   -5.1131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2808   -7.1764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5652   -7.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5659   -8.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2815   -8.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9978   -8.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9936   -7.5851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  2  9  2  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  3 10  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540710

   ---

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: 297.75

Molecular Weight (Monoisotopic): 297.0669

AlogP: 3.14

#Rotatable Bonds: 2

Polar Surface Area: 60.91

Molecular Species: ┄

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.95

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: -0.77

References

1. Chua GNL, Wassarman KL, Sun H, Alp JA, Jarczyk EI, Kuzio NJ, Bennett MJ, Malachowsky BG, Kruse M, Kennedy AJ..  (2019)  Cytosine-Based TET Enzyme Inhibitors.,  10  (2): [PMID:30783500] [10.1021/acsmedchemlett.8b00474]

Source

Source(1):

• Scientific Literature