Diethyl (1RS,3aSR,6aSR)-4,6-Dioxo-1,5-diphenyl-1,3a,4,5,6,6a-hexahydropyrrolo[3,4-c]pyrrole-1-phosphonate

ID: ALA4482861

Chembl Id: CHEMBL4482861

PubChem CID: 155540329

Max Phase: Preclinical

Molecular Formula: C22H23N2O5P

Molecular Weight: 426.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOP(=O)(OCC)C1(c2ccccc2)N=CC2C(=O)N(c3ccccc3)C(=O)C21

Standard InChI:  InChI=1S/C22H23N2O5P/c1-3-28-30(27,29-4-2)22(16-11-7-5-8-12-16)19-18(15-23-22)20(25)24(21(19)26)17-13-9-6-10-14-17/h5-15,18-19H,3-4H2,1-2H3

Standard InChI Key:  ZSWAWPHPIFZGTL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4482861

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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: 426.41

Molecular Weight (Monoisotopic): 426.1345

AlogP: 4.00

#Rotatable Bonds: 7

Polar Surface Area: 85.27

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.30

CX Basic pKa: 1.04

CX LogP: 3.48

CX LogD: 3.47

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.49

Np Likeness Score: -0.25

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