ID: ALA74302

Max Phase: Preclinical

Molecular Formula: C17H13N3O4

Molecular Weight: 323.31

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NCc1ccc([N+](=O)[O-])cc1)C(=O)c1c[nH]c2ccccc12

Standard InChI:  InChI=1S/C17H13N3O4/c21-16(14-10-18-15-4-2-1-3-13(14)15)17(22)19-9-11-5-7-12(8-6-11)20(23)24/h1-8,10,18H,9H2,(H,19,22)

Standard InChI Key:  SQVFGSDZEHNBTN-UHFFFAOYSA-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: 323.31

Molecular Weight (Monoisotopic): 323.0906

AlogP: 2.58

#Rotatable Bonds: 5

Polar Surface Area: 105.10

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.75

CX Basic pKa:

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.33

Np Likeness Score: -1.10

References

1. Primofiore G, Settimo FD, Taliani S, Marini AM, Novellino E, Greco G, Lavecchia A, Besnard F, Trincavelli L, Costa B, Martini C..  (2001)  Novel N-(arylalkyl)indol-3-ylglyoxylylamides targeted as ligands of the benzodiazepine receptor: synthesis, biological evaluation, and molecular modeling analysis of the structure-activity relationships.,  44  (14): [PMID:11428922] [10.1021/jm010827j]

2. Taliani S, Cosimelli B, Da Settimo F, Marini AM, La Motta C, Simorini F, Salerno S, Novellino E, Greco G, Cosconati S, Marinelli L, Salvetti F, L'Abbate G, Trasciatti S, Montali M, Costa B, Martini C..  (2009)  Identification of anxiolytic/nonsedative agents among indol-3-ylglyoxylamides acting as functionally selective agonists at the gamma-aminobutyric acid-A (GABAA) alpha2 benzodiazepine receptor.,  52  (12): [PMID:19469479] [10.1021/jm9001154]

Source

Source(1):

• Scientific Literature