4,6-Bis(4-chlorophenyl)-N-(3-(2-(diethylamino)ethoxy)phenyl)-pyrimidin-2-amine

ID: ALA2179073

Chembl Id: CHEMBL2179073

PubChem CID: 71453726

Max Phase: Preclinical

Molecular Formula: C28H28Cl2N4O

Molecular Weight: 507.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)CCOc1cccc(Nc2nc(-c3ccc(Cl)cc3)cc(-c3ccc(Cl)cc3)n2)c1

Standard InChI:  InChI=1S/C28H28Cl2N4O/c1-3-34(4-2)16-17-35-25-7-5-6-24(18-25)31-28-32-26(20-8-12-22(29)13-9-20)19-27(33-28)21-10-14-23(30)15-11-21/h5-15,18-19H,3-4,16-17H2,1-2H3,(H,31,32,33)

Standard InChI Key:  YFDRYCDHDMZGBD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2179073

   4,6-bis(4-chlorophenyl)-N-[3-[2-(diethylamino)ethoxy]phenyl]pyrimidin-2-amine

2. Alternative Forms:

   

   ALA2179073

   4,6-bis(4-chlorophenyl)-N-[3-[2-(diethylamino)ethoxy]phenyl]pyrimidin-2-amine;hydrochloride

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: 507.47

Molecular Weight (Monoisotopic): 506.1640

AlogP: 7.58

#Rotatable Bonds: 10

Polar Surface Area: 50.28

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.83

CX Basic pKa: 9.32

CX LogP: 8.02

CX LogD: 6.10

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.24

Np Likeness Score: -1.40

References

1. Han YT, Choi GI, Son D, Kim NJ, Yun H, Lee S, Chang DJ, Hong HS, Kim H, Ha HJ, Kim YH, Park HJ, Lee J, Suh YG..  (2012)  Ligand-based design, synthesis, and biological evaluation of 2-aminopyrimidines, a novel series of receptor for advanced glycation end products (RAGE) inhibitors.,  55  (21): [PMID:22742537] [10.1021/jm300172z]

2. Han YT, Kim K, Choi GI, An H, Son D, Kim H, Ha HJ, Son JH, Chung SJ, Park HJ, Lee J, Suh YG..  (2014)  Pyrazole-5-carboxamides, novel inhibitors of receptor for advanced glycation end products (RAGE).,  79  [PMID:24727489] [10.1016/j.ejmech.2014.03.072]

3. Bongarzone S, Savickas V, Luzi F, Gee AD..  (2017)  Targeting the Receptor for Advanced Glycation Endproducts (RAGE): A Medicinal Chemistry Perspective.,  60  (17): [PMID:28482155] [10.1021/acs.jmedchem.7b00058]

4. Zhang C, Wang L, Xu Y, Huang Y, Huang J, Zhu J, Wang W, Li W, Sun A, Li X, Zhang H, Li J..  (2022)  Discovery of novel dual RAGE/SERT inhibitors for the potential treatment of the comorbidity of Alzheimer's disease and depression.,  236  [PMID:35430560] [10.1016/j.ejmech.2022.114347]

Source

Source(1):

• Scientific Literature