{4-Chloro-6-[(2,3-dimethyl-phenyl)-methyl-amino]-pyrimidin-2-ylsulfanyl}-acetic acid

ID: ALA44078

Chembl Id: CHEMBL44078

PubChem CID: 13413729

Max Phase: Preclinical

Molecular Formula: C15H16ClN3O2S

Molecular Weight: 337.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(N(C)c2cc(Cl)nc(SCC(=O)O)n2)c1C

Standard InChI:  InChI=1S/C15H16ClN3O2S/c1-9-5-4-6-11(10(9)2)19(3)13-7-12(16)17-15(18-13)22-8-14(20)21/h4-7H,8H2,1-3H3,(H,20,21)

Standard InChI Key:  QPKAYXPTNWRYPX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA44078

   2-[4-chloro-6-(N,2,3-trimethylanilino)pyrimidin-2-yl]sulfanylacetic acid

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: 337.83

Molecular Weight (Monoisotopic): 337.0652

AlogP: 3.69

#Rotatable Bonds: 5

Polar Surface Area: 66.32

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.66

CX Basic pKa: 2.69

CX LogP: 4.02

CX LogD: 1.20

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.51

Np Likeness Score: -1.38

References

1. d'Atri G, Gomarasca P, Resnati G, Tronconi G, Scolastico C, Sirtori CR..  (1984)  Novel pyrimidine and 1,3,5-triazine hypolipidemic agents.,  27  (12): [PMID:6502593] [10.1021/jm00378a016]

2. Pollinger J, Gellrich L, Schierle S, Kilu W, Schmidt J, Kalinowsky L, Ohrndorf J, Kaiser A, Heering J, Proschak E, Merk D..  (2019)  Tuning Nuclear Receptor Selectivity of Wy14,643 towards Selective Retinoid X Receptor Modulation.,  62  (4): [PMID:30702885] [10.1021/acs.jmedchem.8b01848]

Source

Source(1):

• Scientific Literature