(4-(3-chloro-4-methoxybenzylamino)-2-(3,4-dihydroisoquinolin-2(1H)-yl)pyrimidin-5-yl)(3,4,5-trimethoxyphenyl)methanone

ID: ALA3338455

Chembl Id: CHEMBL3338455

PubChem CID: 25173833

Max Phase: Preclinical

Molecular Formula: C31H31ClN4O5

Molecular Weight: 575.07

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCc4ccccc4C3)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C31H31ClN4O5/c1-38-25-10-9-19(13-24(25)32)16-33-30-23(28(37)22-14-26(39-2)29(41-4)27(15-22)40-3)17-34-31(35-30)36-12-11-20-7-5-6-8-21(20)18-36/h5-10,13-15,17H,11-12,16,18H2,1-4H3,(H,33,34,35)

Standard InChI Key:  SSEANNRQPKTRDN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338455

   [4-[(3-chloro-4-methoxyphenyl)methylamino]-2-(3,4-dihydro-1H-isoquinolin-2-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: 575.07

Molecular Weight (Monoisotopic): 574.1983

AlogP: 5.57

#Rotatable Bonds: 10

Polar Surface Area: 95.04

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: 5.69

CX LogP: 6.48

CX LogD: 6.47

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: -0.92

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