diethyl (1RS,3aRS,6aRS)-5-(4-methoxyphenyl)-4,6-dioxo-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrrol-1-ylphosphonate

ID: ALA4536304

Chembl Id: CHEMBL4536304

PubChem CID: 78114674

Max Phase: Preclinical

Molecular Formula: C17H21N2O6P

Molecular Weight: 380.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)C1N=CC2C(=O)N(c3ccc(OC)cc3)C(=O)C21

Standard InChI:  InChI=1S/C17H21N2O6P/c1-4-24-26(22,25-5-2)15-14-13(10-18-15)16(20)19(17(14)21)11-6-8-12(23-3)9-7-11/h6-10,13-15H,4-5H2,1-3H3

Standard InChI Key:  RCUIZXHMVBJQPJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4536304

   3-diethoxyphosphoryl-5-(4-methoxyphenyl)-3a,6a-dihydro-3H-pyrrolo[3,4-c]pyrrole-4,6-dione

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 380.34

Molecular Weight (Monoisotopic): 380.1137

AlogP: 2.48

#Rotatable Bonds: 7

Polar Surface Area: 94.50

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.18

CX Basic pKa: 2.09

CX LogP: 1.07

CX LogD: 1.07

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -0.40

References

1. Abás S, Rodríguez-Arévalo S, Bagán A, Griñán-Ferré C, Vasilopoulou F, Brocos-Mosquera I, Muguruza C, Pérez B, Molins E, Luque FJ, Pérez-Lozano P, de Jonghe S, Daelemans D, Naesens L, Brea J, Loza MI, Hernández-Hernández E, García-Sevilla JA, García-Fuster MJ, Radan M, Djikic T, Nikolic K, Pallàs M, Callado LF, Escolano C..  (2020)  Bicyclic α-Iminophosphonates as High Affinity Imidazoline I2 Receptor Ligands for Alzheimer's Disease.,  63  (7): [PMID:32150414] [10.1021/acs.jmedchem.9b02080]

Source

Source(1):

• Scientific Literature