(4-(3-chloro-4-methoxybenzylamino)-2-((2-hydroxyethyl)(methyl)amino)pyrimidin-5-yl)(3,4,5-trimethoxyphenyl)methanone

ID: ALA3338451

Chembl Id: CHEMBL3338451

PubChem CID: 17848301

Max Phase: Preclinical

Molecular Formula: C25H29ClN4O6

Molecular Weight: 516.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N(C)CCO)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C25H29ClN4O6/c1-30(8-9-31)25-28-14-17(22(32)16-11-20(34-3)23(36-5)21(12-16)35-4)24(29-25)27-13-15-6-7-19(33-2)18(26)10-15/h6-7,10-12,14,31H,8-9,13H2,1-5H3,(H,27,28,29)

Standard InChI Key:  KGRABSAOWJOEDI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338451

   2-(N-methyl-N-(2-hydroxyethyl)amino)-5-(3,4,5-trimethoxyphenylcarbonyl)-4-(3-chloro-4-methoxybenzylamino)pyrimidine

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: 516.98

Molecular Weight (Monoisotopic): 516.1776

AlogP: 3.44

#Rotatable Bonds: 12

Polar Surface Area: 115.27

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.75

CX LogP: 4.02

CX LogD: 4.01

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -0.89

References

1. Sakamoto T, Koga Y, Hikota M, Matsuki K, Murakami M, Kikkawa K, Fujishige K, Kotera J, Omori K, Morimoto H, Yamada K..  (2014)  Design and synthesis of novel 5-(3,4,5-trimethoxybenzoyl)-4-aminopyrimidine derivatives as potent and selective phosphodiesterase 5 inhibitors: scaffold hopping using a pseudo-ring by intramolecular hydrogen bond formation.,  24  (22): [PMID:25442307] [10.1016/j.bmcl.2014.09.082]

Source

Source(1):

• Scientific Literature