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

ID: ALA3338453

Chembl Id: CHEMBL3338453

PubChem CID: 118715294

Max Phase: Preclinical

Molecular Formula: C26H29ClN4O6

Molecular Weight: 528.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCOCC3)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C26H29ClN4O6/c1-33-20-6-5-16(11-19(20)27)14-28-25-18(15-29-26(30-25)31-7-9-37-10-8-31)23(32)17-12-21(34-2)24(36-4)22(13-17)35-3/h5-6,11-13,15H,7-10,14H2,1-4H3,(H,28,29,30)

Standard InChI Key:  GLYQVTUQRPXZIA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338453

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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: 528.99

Molecular Weight (Monoisotopic): 528.1776

AlogP: 3.84

#Rotatable Bonds: 10

Polar Surface Area: 104.27

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.69

CX LogP: 4.49

CX LogD: 4.48

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.39

Np Likeness Score: -1.14

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