5-(3,4-dichlorophenyl)-6-((1S,2R)-1,2,3-trihydroxypropyl)pyrimidine-2,4-diamine

ID: ALA226252

Chembl Id: CHEMBL226252

PubChem CID: 44423949

Max Phase: Preclinical

Molecular Formula: C13H14Cl2N4O3

Molecular Weight: 345.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c(-c2ccc(Cl)c(Cl)c2)c([C@H](O)[C@H](O)CO)n1

Standard InChI:  InChI=1S/C13H14Cl2N4O3/c14-6-2-1-5(3-7(6)15)9-10(11(22)8(21)4-20)18-13(17)19-12(9)16/h1-3,8,11,20-22H,4H2,(H4,16,17,18,19)/t8-,11-/m1/s1

Standard InChI Key:  SNLSOHKDEZFXSA-LDYMZIIASA-N

Alternative Forms

1. Parent:

   

   ALA226252

   (1S,2R)-1-[2,6-diamino-5-(3,4-dichlorophenyl)pyrimidin-4-yl]propane-1,2,3-triol

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: 345.19

Molecular Weight (Monoisotopic): 344.0443

AlogP: 1.00

#Rotatable Bonds: 4

Polar Surface Area: 138.51

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.69

CX Basic pKa: 6.64

CX LogP: 0.73

CX LogD: 0.66

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.56

Np Likeness Score: -0.08

References

1. El-Hamamsy MH, Smith AW, Thompson AS, Threadgill MD..  (2007)  Structure-based design, synthesis and preliminary evaluation of selective inhibitors of dihydrofolate reductase from Mycobacterium tuberculosis.,  15  (13): [PMID:17451962] [10.1016/j.bmc.2007.04.011]

Source

Source(1):

• Scientific Literature