5-phenyl-6-((3S,4S)-3,4,5-trihydroxypentyl)pyrimidine-2,4-diamine

ID: ALA387509

Chembl Id: CHEMBL387509

PubChem CID: 44423941

Max Phase: Preclinical

Molecular Formula: C15H20N4O3

Molecular Weight: 304.35

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H20N4O3/c16-14-13(9-4-2-1-3-5-9)10(18-15(17)19-14)6-7-11(21)12(22)8-20/h1-5,11-12,20-22H,6-8H2,(H4,16,17,18,19)/t11-,12-/m0/s1

Standard InChI Key:  KDYSRGMJDWTQRG-RYUDHWBXSA-N

Alternative Forms

1. Parent:

   

   ALA387509

   (2S,3S)-5-(2,6-diamino-5-phenylpyrimidin-4-yl)pentane-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: 304.35

Molecular Weight (Monoisotopic): 304.1535

AlogP: -0.05

#Rotatable Bonds: 6

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: 13.34

CX Basic pKa: 7.70

CX LogP: -0.11

CX LogD: -0.58

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.50

Np Likeness Score: 0.51

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