Propyl 4-(1-hexyl-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-carboxamido)benzoate

ID: ALA3947608

Cas Number: 300833-95-8

PubChem CID: 54683103

Product Number: G610680, Order Now?

Max Phase: Preclinical

Molecular Formula: C26H30N2O5

Molecular Weight: 450.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCn1c(=O)c(C(=O)Nc2ccc(C(=O)OCCC)cc2)c(O)c2ccccc21

Standard InChI:  InChI=1S/C26H30N2O5/c1-3-5-6-9-16-28-21-11-8-7-10-20(21)23(29)22(25(28)31)24(30)27-19-14-12-18(13-15-19)26(32)33-17-4-2/h7-8,10-15,29H,3-6,9,16-17H2,1-2H3,(H,27,30)

Standard InChI Key:  MDLUYYGRCGDKGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 33 35  0  0  0  0  0  0  0  0999 V2000
    2.2584   -4.5977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675   -4.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675   -3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493   -3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -2.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -3.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1352   -4.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8443   -4.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5493   -4.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766   -4.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -5.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675   -5.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6766   -5.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3815   -5.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0906   -5.4149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7956   -5.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2584   -2.1462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6750   -2.9631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3829   -3.3713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6747   -2.1459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0904   -2.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7943   -3.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5013   -2.9652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5014   -2.1471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7886   -1.7390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0844   -2.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2084   -1.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9169   -2.1446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2070   -0.9201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6238   -1.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3323   -2.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0393   -1.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  1  0
  5 10  2  0
  2 11  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  1 12  1  0
  4 18  1  0
  3 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3947608

   GSA-10

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: 450.54

Molecular Weight (Monoisotopic): 450.2155

AlogP: 5.11

#Rotatable Bonds: 10

Polar Surface Area: 97.63

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 5.79

CX Basic pKa: ┄

CX LogP: 4.83

CX LogD: 3.23

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.33

Np Likeness Score: -0.79

References

1. Manetti F, Petricci E, Gabrielli A, Mann A, Faure H, Gorojankina T, Brasseur L, Hoch L, Ruat M, Taddei M..  (2016)  Design, synthesis and biological characterization of a new class of osteogenic (1H)-quinolone derivatives.,  121  [PMID:27429255] [10.1016/j.ejmech.2016.05.062]

Source

Source(1):

• Scientific Literature