10-(3-N-piperidinopropyl)-2,4-dimethylacridone

ID: ALA4094253

PubChem CID: 137655666

Max Phase: Preclinical

Molecular Formula: C23H28N2O

Molecular Weight: 348.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(c1)c(=O)c1ccccc1n2CCCN1CCCCC1

Standard InChI:  InChI=1S/C23H28N2O/c1-17-15-18(2)22-20(16-17)23(26)19-9-4-5-10-21(19)25(22)14-8-13-24-11-6-3-7-12-24/h4-5,9-10,15-16H,3,6-8,11-14H2,1-2H3

Standard InChI Key:  PNTMVOCDOXQCIL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.3773  -20.7435    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3773  -19.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0826  -19.5218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0810  -20.3372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7852  -20.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4915  -20.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4891  -19.5190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7843  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6720  -20.3390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6746  -19.5236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9708  -19.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2641  -19.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655  -20.3401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9698  -20.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3759  -18.2919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7845  -21.5617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1955  -19.1081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3785  -21.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6714  -21.9703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6726  -22.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9655  -23.1971    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588  -22.7892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5538  -23.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5508  -24.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2589  -24.4227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9701  -24.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10  2  1  0
  9  1  1  0
  1  4  1  0
  3  2  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  2 15  2  0
  5 16  1  0
  7 17  1  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 26  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4094253

   ---

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: 348.49

Molecular Weight (Monoisotopic): 348.2202

AlogP: 4.65

#Rotatable Bonds: 4

Polar Surface Area: 25.24

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.81

CX LogP: 5.08

CX LogD: 3.66

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.64

Np Likeness Score: -0.87

References

1. Murahari M, Kharkar PS, Lonikar N, Mayur YC..  (2017)  Design, synthesis, biological evaluation, molecular docking and QSAR studies of 2,4-dimethylacridones as anticancer agents.,  130  [PMID:28246041] [10.1016/j.ejmech.2017.02.022]

Source

Source(1):

• Scientific Literature