ID: ALA1950802

Max Phase: Preclinical

Molecular Formula: C21H22N2O5

Molecular Weight: 382.42

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(O)[C@H]1NCCN(C(=O)c2ccc(CCc3ccccc3)cc2)[C@H]1C(=O)O

Standard InChI:  InChI=1S/C21H22N2O5/c24-19(23-13-12-22-17(20(25)26)18(23)21(27)28)16-10-8-15(9-11-16)7-6-14-4-2-1-3-5-14/h1-5,8-11,17-18,22H,6-7,12-13H2,(H,25,26)(H,27,28)/t17-,18+/m0/s1

Standard InChI Key:  INAKTDQXBPZAQJ-ZWKOTPCHSA-N

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

Properties

Molecular Weight: 382.42

Molecular Weight (Monoisotopic): 382.1529

AlogP: 1.42

#Rotatable Bonds: 6

Polar Surface Area: 106.94

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.44

CX Basic pKa: 7.81

CX LogP: 0.31

CX LogD: -3.12

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.70

Np Likeness Score: -0.24

References

1. Irvine MW, Costa BM, Dlaboga D, Culley GR, Hulse R, Scholefield CL, Atlason P, Fang G, Eaves R, Morley R, Mayo-Martin MB, Amici M, Bortolotto ZA, Donaldson L, Collingridge GL, Molnár E, Monaghan DT, Jane DE..  (2012)  Piperazine-2,3-dicarboxylic acid derivatives as dual antagonists of NMDA and GluK1-containing kainate receptors.,  55  (1): [PMID:22111545] [10.1021/jm201230z]

Source

Source(1):

• Scientific Literature