(2-(benzyloxy)-4-(3-chloro-4-methoxybenzylamino)pyrimidin-5-yl)(3,4,5-trimethoxyphenyl)methanone

ID: ALA3338448

Chembl Id: CHEMBL3338448

PubChem CID: 25173597

Max Phase: Preclinical

Molecular Formula: C29H28ClN3O6

Molecular Weight: 550.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(OCc3ccccc3)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C29H28ClN3O6/c1-35-23-11-10-19(12-22(23)30)15-31-28-21(16-32-29(33-28)39-17-18-8-6-5-7-9-18)26(34)20-13-24(36-2)27(38-4)25(14-20)37-3/h5-14,16H,15,17H2,1-4H3,(H,31,32,33)

Standard InChI Key:  AMROUIJTGDBXJX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338448

   [4-[(3-Chloro-4-methoxyphenyl)methylamino]-2-phenylmethoxypyrimidin-5-yl]-(3,4,5-trimethoxyphenyl)methanone

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: 550.01

Molecular Weight (Monoisotopic): 549.1667

AlogP: 5.59

#Rotatable Bonds: 12

Polar Surface Area: 101.03

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.41

CX LogP: 6.17

CX LogD: 6.17

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: -0.71

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