methyl 7-(benzyloxy)-1-(4-hydroxypiperidin-1-yl)-4-(3,4,5-trimethoxyphenyl)isoquinoline-3-carboxylate

ID: ALA3338443

Chembl Id: CHEMBL3338443

PubChem CID: 118715291

Max Phase: Preclinical

Molecular Formula: C32H34N2O7

Molecular Weight: 558.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1nc(N2CCC(O)CC2)c2cc(OCc3ccccc3)ccc2c1-c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C32H34N2O7/c1-37-26-16-21(17-27(38-2)30(26)39-3)28-24-11-10-23(41-19-20-8-6-5-7-9-20)18-25(24)31(33-29(28)32(36)40-4)34-14-12-22(35)13-15-34/h5-11,16-18,22,35H,12-15,19H2,1-4H3

Standard InChI Key:  BHLXKHQZRDJKRG-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3338443

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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: 558.63

Molecular Weight (Monoisotopic): 558.2366

AlogP: 5.25

#Rotatable Bonds: 9

Polar Surface Area: 99.58

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: 3.53

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.28

Np Likeness Score: -0.24

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