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

ID: ALA226199

Chembl Id: CHEMBL226199

PubChem CID: 44423940

Max Phase: Preclinical

Molecular Formula: C15H18Cl2N4O3

Molecular Weight: 373.24

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H18Cl2N4O3/c16-8-2-1-7(5-9(8)17)13-10(20-15(19)21-14(13)18)3-4-11(23)12(24)6-22/h1-2,5,11-12,22-24H,3-4,6H2,(H4,18,19,20,21)/t11-,12+/m1/s1

Standard InChI Key:  UYMUYQNLYAMIQD-NEPJUHHUSA-N

Alternative Forms

1. Parent:

   

   ALA226199

   (2S,3R)-5-[2,6-diamino-5-(3,4-dichlorophenyl)pyrimidin-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: 373.24

Molecular Weight (Monoisotopic): 372.0756

AlogP: 1.26

#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: 1.10

CX LogD: 0.63

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.51

Np Likeness Score: 0.16

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