6-[2-(4-Dimethylaminopiperidin-1-yl)-ethoxy]-2-pyrrolo[1,2-c]pyrimidin-3-yl-chromen-4-one Oxime

ID: ALA4062426

PubChem CID: 89106981

Max Phase: Preclinical

Molecular Formula: C25H29N5O3

Molecular Weight: 447.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)C1CCN(CCOc2ccc3oc(-c4cc5cccn5cn4)c/c(=N\O)c3c2)CC1

Standard InChI:  InChI=1S/C25H29N5O3/c1-28(2)18-7-10-29(11-8-18)12-13-32-20-5-6-24-21(15-20)22(27-31)16-25(33-24)23-14-19-4-3-9-30(19)17-26-23/h3-6,9,14-18,31H,7-8,10-13H2,1-2H3/b27-22+

Standard InChI Key:  AHEXZJGFKHLNFI-HPNDGRJYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4062426

   (NE)-N-[6-[2-[4-(dimethylamino)piperidin-1-yl]ethoxy]-2-pyrrolo[1,2-c]pyrimidin-3-ylchromen-4-ylidene]hydroxylamine

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: 447.54

Molecular Weight (Monoisotopic): 447.2270

AlogP: 3.44

#Rotatable Bonds: 6

Polar Surface Area: 78.74

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.39

CX Basic pKa: 9.81

CX LogP: 0.19

CX LogD: -0.06

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.36

Np Likeness Score: -1.02

References

1. Charvin D, Pomel V, Ortiz M, Frauli M, Scheffler S, Steinberg E, Baron L, Deshons L, Rudigier R, Thiarc D, Morice C, Manteau B, Mayer S, Graham D, Giethlen B, Brugger N, Hédou G, Conquet F, Schann S..  (2017)  Discovery, Structure-Activity Relationship, and Antiparkinsonian Effect of a Potent and Brain-Penetrant Chemical Series of Positive Allosteric Modulators of Metabotropic Glutamate Receptor 4.,  60  (20): [PMID:28902994] [10.1021/acs.jmedchem.7b00991]

Source

Source(1):

• Scientific Literature