N-(4-cyclohexylphenyl)-5,7-dimethoxy-4-oxo-1,4-dihydroquinoline-2-carboxamide

ID: ALA4215634

PubChem CID: 145971605

Max Phase: Preclinical

Molecular Formula: C24H26N2O4

Molecular Weight: 406.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(=O)cc(C(=O)Nc3ccc(C4CCCCC4)cc3)[nH]c2c1

Standard InChI:  InChI=1S/C24H26N2O4/c1-29-18-12-19-23(22(13-18)30-2)21(27)14-20(26-19)24(28)25-17-10-8-16(9-11-17)15-6-4-3-5-7-15/h8-15H,3-7H2,1-2H3,(H,25,28)(H,26,27)

Standard InChI Key:  ZSZOZVWIIPDRHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
   11.9345  -25.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9334  -26.2391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6414  -26.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6396  -25.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3483  -25.4160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3516  -26.2366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0601  -26.6418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7697  -26.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7663  -25.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0533  -25.0005    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0623  -27.4590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2267  -25.0111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6420  -27.4653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9345  -27.8743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5191  -25.4199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4728  -24.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1817  -25.4058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4703  -24.1822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1843  -26.2230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4771  -26.6293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4793  -27.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1888  -27.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8976  -27.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8919  -26.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1940  -28.6676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4863  -29.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4880  -29.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1957  -30.3010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034  -29.8905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9034  -29.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
  1 12  1  0
  3 13  1  0
 13 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 25 26  1  0
 25 30  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4215634

   ---

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: 406.48

Molecular Weight (Monoisotopic): 406.1893

AlogP: 4.85

#Rotatable Bonds: 5

Polar Surface Area: 80.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.89

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.63

Np Likeness Score: -0.33

References

1. Ling T, Lang W, Feng X, Das S, Maier J, Jeffries C, Shelat A, Rivas F..  (2018)  Novel vitexin-inspired scaffold against leukemia.,  146  [PMID:29407975] [10.1016/j.ejmech.2018.01.004]

Source

Source(1):

• Scientific Literature