5-(4-chlorophenyl)-6-(5-hydroxypentyl)pyrimidine-2,4-diamine

ID: ALA389063

Chembl Id: CHEMBL389063

PubChem CID: 44423945

Max Phase: Preclinical

Molecular Formula: C15H19ClN4O

Molecular Weight: 306.80

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1nc(N)c(-c2ccc(Cl)cc2)c(CCCCCO)n1

Standard InChI:  InChI=1S/C15H19ClN4O/c16-11-7-5-10(6-8-11)13-12(4-2-1-3-9-21)19-15(18)20-14(13)17/h5-8,21H,1-4,9H2,(H4,17,18,19,20)

Standard InChI Key:  IOPVEAMRHPYXAV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA389063

   5-[2,6-Diamino-5-(4-chlorophenyl)pyrimidin-4-yl]pentan-1-ol

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: 306.80

Molecular Weight (Monoisotopic): 306.1247

AlogP: 2.67

#Rotatable Bonds: 6

Polar Surface Area: 98.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.73

CX LogP: 2.65

CX LogD: 2.16

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -0.26

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