10-(3-N-[(b-hydroxyethyl)piperazino]propyl)-2,4-dimethylacridone

ID: ALA4086583

PubChem CID: 137645040

Max Phase: Preclinical

Molecular Formula: C24H31N3O2

Molecular Weight: 393.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(c1)c(=O)c1ccccc1n2CCCN1CCN(CCO)CC1

Standard InChI:  InChI=1S/C24H31N3O2/c1-18-16-19(2)23-21(17-18)24(29)20-6-3-4-7-22(20)27(23)9-5-8-25-10-12-26(13-11-25)14-15-28/h3-4,6-7,16-17,28H,5,8-15H2,1-2H3

Standard InChI Key:  UYAUJRRVENQURC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   24.4988   -1.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2040   -1.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2024   -2.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9067   -2.7704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6129   -2.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6106   -1.5449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9058   -1.1413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7935   -2.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7960   -1.5495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0923   -1.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3855   -1.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3869   -2.3661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0912   -2.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4973   -0.3178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9060   -3.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3170   -1.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4999   -3.5866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7928   -3.9962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7940   -4.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0869   -5.2230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3803   -4.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6753   -5.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6722   -6.0388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.3804   -6.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0916   -6.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9636   -6.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2568   -6.0356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5482   -6.4425    0.0000 O   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
 24 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086583

   ---

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: 393.53

Molecular Weight (Monoisotopic): 393.2416

AlogP: 2.77

#Rotatable Bonds: 6

Polar Surface Area: 48.71

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.78

CX LogP: 3.39

CX LogD: 2.85

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -0.73

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