ID: ALA4085327

Max Phase: Preclinical

Molecular Formula: C12H17N2O8P

Molecular Weight: 348.25

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1ccc([C@H](O)P(=O)(O)CC[C@H](N)C(=O)O)cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C12H17N2O8P/c1-22-10-3-2-7(6-9(10)14(18)19)12(17)23(20,21)5-4-8(13)11(15)16/h2-3,6,8,12,17H,4-5,13H2,1H3,(H,15,16)(H,20,21)/t8-,12+/m0/s1

Standard InChI Key:  HSHWJQGGJKYMDI-QPUJVOFHSA-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: 348.25

Molecular Weight (Monoisotopic): 348.0723

AlogP: 0.67

#Rotatable Bonds: 8

Polar Surface Area: 173.22

Molecular Species: ZWITTERION

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 0.97

CX Basic pKa: 9.53

CX LogP: -2.27

CX LogD: -5.36

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.30

Np Likeness Score: 0.18

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