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

ID: ALA3338454

Chembl Id: CHEMBL3338454

PubChem CID: 10120340

Max Phase: Preclinical

Molecular Formula: C27H31ClN4O7

Molecular Weight: 559.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCOC(CO)C3)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C27H31ClN4O7/c1-35-21-6-5-16(9-20(21)28)12-29-26-19(13-30-27(31-26)32-7-8-39-18(14-32)15-33)24(34)17-10-22(36-2)25(38-4)23(11-17)37-3/h5-6,9-11,13,18,33H,7-8,12,14-15H2,1-4H3,(H,29,30,31)

Standard InChI Key:  YINWCZMFZCKUES-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338454

   [4-[(3-Chloro-4-methoxyphenyl)methylamino]-2-[2-(hydroxymethyl)morpholin-4-yl]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: 559.02

Molecular Weight (Monoisotopic): 558.1881

AlogP: 3.21

#Rotatable Bonds: 11

Polar Surface Area: 124.50

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.67

CX LogP: 3.86

CX LogD: 3.85

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.34

Np Likeness Score: -0.84

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