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

ID: ALA1162949

Chembl Id: CHEMBL1162949

PubChem CID: 46905982

Max Phase: Preclinical

Molecular Formula: C13H16N4O3

Molecular Weight: 276.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c(-c2ccccc2)c([C@H](O)[C@H](O)CO)n1

Standard InChI:  InChI=1S/C13H16N4O3/c14-12-9(7-4-2-1-3-5-7)10(16-13(15)17-12)11(20)8(19)6-18/h1-5,8,11,18-20H,6H2,(H4,14,15,16,17)/t8-,11-/m1/s1

Standard InChI Key:  UXUBHXPHVUZZOT-LDYMZIIASA-N

Alternative Forms

1. Parent:

   

   ALA1162949

   (1S,2R)-1-(2,6-diamino-5-phenylpyrimidin-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: 276.30

Molecular Weight (Monoisotopic): 276.1222

AlogP: -0.31

#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: 6.65

CX LogP: -0.48

CX LogD: -0.55

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.52

Np Likeness Score: 0.27

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