Ethyl 2-((2,4-dichlorophenethyl)amino)-4-hydroxypyrimidine-5-carboxylate

ID: ALA4575755

Chembl Id: CHEMBL4575755

PubChem CID: 89880268

Max Phase: Preclinical

Molecular Formula: C15H15Cl2N3O3

Molecular Weight: 356.21

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1cnc(NCCc2ccc(Cl)c(Cl)c2)nc1O

Standard InChI:  InChI=1S/C15H15Cl2N3O3/c1-2-23-14(22)10-8-19-15(20-13(10)21)18-6-5-9-3-4-11(16)12(17)7-9/h3-4,7-8H,2,5-6H2,1H3,(H2,18,19,20,21)

Standard InChI Key:  LGGGWKMDZYVKQH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4575755

   ethyl 2-[2-(3,4-dichlorophenyl)ethylamino]-6-oxo-1H-pyrimidine-5-carboxylate

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: 356.21

Molecular Weight (Monoisotopic): 355.0490

AlogP: 3.32

#Rotatable Bonds: 6

Polar Surface Area: 84.34

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.57

CX Basic pKa: 1.78

CX LogP: 4.72

CX LogD: 4.72

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -1.36

References

1. Watkins SM, Ghose D, Blain JM, Grote DL, Luan CH, Clare M, Meganathan R, Horn JR, Hagen TJ..  (2019)  Antibacterial activity of 2-amino-4-hydroxypyrimidine-5-carboxylates and binding to Burkholderia pseudomallei 2-C-methyl-d-erythritol-2,4-cyclodiphosphate synthase.,  29  (20): [PMID:31521478] [10.1016/j.bmcl.2019.126660]

Source

Source(1):

• Scientific Literature