ID: ALA495616

Max Phase: Preclinical

Molecular Formula: C19H14N4O6

Molecular Weight: 394.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(NC1CCc2cc([N+](=O)[O-])ccc21)C(=O)c1c[nH]c2ccc([N+](=O)[O-])cc12

Standard InChI:  InChI=1S/C19H14N4O6/c24-18(15-9-20-16-6-3-12(23(28)29)8-14(15)16)19(25)21-17-5-1-10-7-11(22(26)27)2-4-13(10)17/h2-4,6-9,17,20H,1,5H2,(H,21,25)

Standard InChI Key:  YPSCSODEMUDTBM-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: 394.34

Molecular Weight (Monoisotopic): 394.0913

AlogP: 2.97

#Rotatable Bonds: 5

Polar Surface Area: 148.24

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.01

CX Basic pKa:

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.29

Np Likeness Score: -0.73

References

1. 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