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

ID: ALA3338452

Chembl Id: CHEMBL3338452

PubChem CID: 118715293

Max Phase: Preclinical

Molecular Formula: C27H31ClN4O5

Molecular Weight: 527.02

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2nc(N3CCCCC3)ncc2C(=O)c2cc(OC)c(OC)c(OC)c2)cc1Cl

Standard InChI:  InChI=1S/C27H31ClN4O5/c1-34-21-9-8-17(12-20(21)28)15-29-26-19(16-30-27(31-26)32-10-6-5-7-11-32)24(33)18-13-22(35-2)25(37-4)23(14-18)36-3/h8-9,12-14,16H,5-7,10-11,15H2,1-4H3,(H,29,30,31)

Standard InChI Key:  LOKXLUXLHSCPNC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338452

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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: 527.02

Molecular Weight (Monoisotopic): 526.1983

AlogP: 5.00

#Rotatable Bonds: 10

Polar Surface Area: 95.04

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.74

CX LogP: 5.56

CX LogD: 5.55

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.37

Np Likeness Score: -1.01

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