5-(4-([1,1'-biphenyl]-3-yl)piperazin-1-yl)pyrimidine-2,4-diamine

ID: ALA3953119

Chembl Id: CHEMBL3953119

PubChem CID: 134144326

Max Phase: Preclinical

Molecular Formula: C20H22N6

Molecular Weight: 346.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Nc1ncc(N2CCN(c3cccc(-c4ccccc4)c3)CC2)c(N)n1

Standard InChI:  InChI=1S/C20H22N6/c21-19-18(14-23-20(22)24-19)26-11-9-25(10-12-26)17-8-4-7-16(13-17)15-5-2-1-3-6-15/h1-8,13-14H,9-12H2,(H4,21,22,23,24)

Standard InChI Key:  MDKTZILMEGSDQH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3953119

   ---

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: 346.44

Molecular Weight (Monoisotopic): 346.1906

AlogP: 2.63

#Rotatable Bonds: 3

Polar Surface Area: 84.30

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.50

CX LogP: 3.16

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -0.91

References

1. Welsch ME, Zhou J, Gao Y, Yan Y, Porter G, Agnihotri G, Li Y, Lu H, Chen Z, Thomas SB..  (2016)  Discovery of Potent and Selective Leads against Toxoplasma gondii Dihydrofolate Reductase via Structure-Based Design.,  7  (12): [PMID:27994750] [10.1021/acsmedchemlett.6b00328]

2. Hopper AT, Brockman A, Wise A, Gould J, Barks J, Radke JB, Sibley LD, Zou Y, Thomas S..  (2019)  Discovery of Selective Toxoplasma gondii Dihydrofolate Reductase Inhibitors for the Treatment of Toxoplasmosis.,  62  (3): [PMID:30624926] [10.1021/acs.jmedchem.8b01754]

Source

Source(1):

• Scientific Literature