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

ID: ALA3338449

Chembl Id: CHEMBL3338449

PubChem CID: 25173516

Max Phase: Preclinical

Molecular Formula: C27H26ClN5O6

Molecular Weight: 551.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(OCc3ncccn3)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C27H26ClN5O6/c1-35-20-7-6-16(10-19(20)28)13-31-26-18(14-32-27(33-26)39-15-23-29-8-5-9-30-23)24(34)17-11-21(36-2)25(38-4)22(12-17)37-3/h5-12,14H,13,15H2,1-4H3,(H,31,32,33)

Standard InChI Key:  GZTAKYUMESUPFR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338449

   [4-[(3-Chloro-4-methoxyphenyl)methylamino]-2-(pyrimidin-2-ylmethoxy)pyrimidin-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: 551.99

Molecular Weight (Monoisotopic): 551.1572

AlogP: 4.38

#Rotatable Bonds: 12

Polar Surface Area: 126.81

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 4.38

CX LogP: 4.35

CX LogD: 4.35

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.25

Np Likeness Score: -0.88

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