ID: ALA353272

Max Phase: Preclinical

Molecular Formula: C22H20Cl2N3NaO3

Molecular Weight: 446.33

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)c1ccc(NC(=O)/C=C/c2c(C(=O)[O-])[nH]c3cc(Cl)cc(Cl)c23)cc1.[Na+]

Standard InChI:  InChI=1S/C22H21Cl2N3O3.Na/c1-3-27(4-2)15-7-5-14(6-8-15)25-19(28)10-9-16-20-17(24)11-13(23)12-18(20)26-21(16)22(29)30;/h5-12,26H,3-4H2,1-2H3,(H,25,28)(H,29,30);/q;+1/p-1/b10-9+;

Standard InChI Key:  HAOYSTWNDSSOET-RRABGKBLSA-M

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: 446.33

Molecular Weight (Monoisotopic): 445.0960

AlogP: 5.67

#Rotatable Bonds: 7

Polar Surface Area: 85.43

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.58

CX Basic pKa: 5.45

CX LogP: 3.41

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.41

Np Likeness Score: -1.13

References

1. Di Fabio R, Capelli AM, Conti N, Cugola A, Donati D, Feriani A, Gastaldi P, Gaviraghi G, Hewkin CT, Micheli F, Missio A, Mugnaini M, Pecunioso A, Quaglia AM, Ratti E, Rossi L, Tedesco G, Trist DG, Reggiani A..  (1997)  Substituted indole-2-carboxylates as in vivo potent antagonists acting as the strychnine-insensitive glycine binding site.,  40  (6): [PMID:9083472] [10.1021/jm960644a]

Source

Source(1):

• Scientific Literature