(2-(3-chloro-4-methoxybenzylamino)-4-(pyridin-2-ylmethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanone

ID: ALA3338444

Chembl Id: CHEMBL3338444

PubChem CID: 17848340

Max Phase: Preclinical

Molecular Formula: C30H29ClN2O6

Molecular Weight: 549.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2cc(OCc3ccccn3)ccc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C30H29ClN2O6/c1-35-26-11-8-19(13-24(26)31)17-33-25-16-22(39-18-21-7-5-6-12-32-21)9-10-23(25)29(34)20-14-27(36-2)30(38-4)28(15-20)37-3/h5-16,33H,17-18H2,1-4H3

Standard InChI Key:  PLUCZIQQCKKXCR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338444

   [2-[(3-Chloro-4-methoxyphenyl)methylamino]-4-(pyridin-2-ylmethoxy)phenyl]-(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: 549.02

Molecular Weight (Monoisotopic): 548.1714

AlogP: 6.19

#Rotatable Bonds: 12

Polar Surface Area: 88.14

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 3.78

CX LogP: 5.68

CX LogD: 5.68

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.21

Np Likeness Score: -1.02

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