ID: ALA4082270

Max Phase: Preclinical

Molecular Formula: C15H22N3O8P

Molecular Weight: 403.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@@H](CCP(=O)(O)C(O)c1ccc(N2CCOCC2)c([N+](=O)[O-])c1)C(=O)O

Standard InChI:  InChI=1S/C15H22N3O8P/c16-11(14(19)20)3-8-27(24,25)15(21)10-1-2-12(13(9-10)18(22)23)17-4-6-26-7-5-17/h1-2,9,11,15,21H,3-8,16H2,(H,19,20)(H,24,25)/t11-,15?/m0/s1

Standard InChI Key:  BWTDMGDNYYGBNJ-VPHXOMNUSA-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: 403.33

Molecular Weight (Monoisotopic): 403.1145

AlogP: 0.49

#Rotatable Bonds: 8

Polar Surface Area: 176.46

Molecular Species: ZWITTERION

HBA: 8

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.03

CX Basic pKa: 9.53

CX LogP: -2.19

CX LogD: -5.32

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.27

Np Likeness Score: -0.48

References

1. Selvam C, Lemasson IA, Brabet I, Oueslati N, Karaman B, Cabaye A, Tora AS, Commare B, Courtiol T, Cesarini S, McCort-Tranchepain I, Rigault D, Mony L, Bessiron T, McLean H, Leroux FR, Colobert F, Daniel H, Goupil-Lamy A, Bertrand HO, Goudet C, Pin JP, Acher FC..  (2018)  Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites.,  61  (5): [PMID:29397723] [10.1021/acs.jmedchem.7b01438]

Source

Source(1):

• Scientific Literature