N-(2-Quinolylcarbonyl)-L-asparagine

ID: ALA3706526

Cas Number: 136465-98-0

PubChem CID: 11044384

Max Phase: Preclinical

Molecular Formula: C14H13N3O4

Molecular Weight: 287.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C[C@H](NC(=O)c1ccc2ccccc2n1)C(=O)O

Standard InChI:  InChI=1S/C14H13N3O4/c15-12(18)7-11(14(20)21)17-13(19)10-6-5-8-3-1-2-4-9(8)16-10/h1-6,11H,7H2,(H2,15,18)(H,17,19)(H,20,21)/t11-/m0/s1

Standard InChI Key:  VSHYTRKWRSIOEV-NSHDSACASA-N

Molfile:  

     RDKit          2D

 21 22  0  0  1  0  0  0  0  0999 V2000
   -1.2964    1.4973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5176    2.9932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9122    1.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2109    0.7445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4804    3.5967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5121    1.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8109    0.7403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1121    1.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5587    3.5900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9141    2.6966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1506    0.8868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1141    2.6882    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964   -1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5929   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  2  0
  2  5  1  0
  3  4  1  0
  6  4  1  1
  6  2  1  0
  7  3  1  0
  6  8  1  0
  9  8  1  0
 10  1  1  0
 11  2  2  0
 12  3  2  0
 13  7  1  0
 14  9  2  0
 15 16  1  0
 16 13  2  0
 17  9  1  0
 18 10  2  0
 19 15  2  0
 20 18  1  0
 21 19  1  0
 15 10  1  0
 21 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3706526

   N-(2-Quinolylcarbonyl)-L-asparagine

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

Calculated Properties

Molecular Weight: 287.27

Molecular Weight (Monoisotopic): 287.0906

AlogP: 0.29

#Rotatable Bonds: 5

Polar Surface Area: 122.38

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.54

CX Basic pKa: 1.50

CX LogP: 0.19

CX LogD: -3.18

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.73

Np Likeness Score: -0.57

References

1. Li F, Lu J, Ma X..  (2014)  CPY3A4-mediated α-hydroxyaldehyde formation in saquinavir metabolism.,  42  [PMID:24212380] [10.1124/dmd.113.054874]

Source

Source(1):

• Curated Drug Metabolism Pathways