10-(3-[N-diethanolamino]propyl)-2,4-dimethylacridone

ID: ALA4096764

PubChem CID: 137653396

Max Phase: Preclinical

Molecular Formula: C22H28N2O3

Molecular Weight: 368.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)c2c(c1)c(=O)c1ccccc1n2CCCN(CCO)CCO

Standard InChI:  InChI=1S/C22H28N2O3/c1-16-14-17(2)21-19(15-16)22(27)18-6-3-4-7-20(18)24(21)9-5-8-23(10-12-25)11-13-26/h3-4,6-7,14-15,25-26H,5,8-13H2,1-2H3

Standard InChI Key:  OJXGDCVVEXNSPG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.9649  -18.3373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6701  -18.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6685  -19.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3728  -19.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0791  -19.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0767  -18.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3719  -18.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2596  -19.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2621  -18.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5584  -18.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8516  -18.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8530  -19.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5573  -19.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9634  -17.5201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3721  -20.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7831  -18.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9660  -20.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2589  -21.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2601  -22.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5530  -22.4253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8464  -22.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1414  -22.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8465  -23.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5577  -23.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4340  -22.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8441  -24.4681    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
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  6  7  1  0
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  9 10  2  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
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  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 25  1  0
 22 23  1  0
 24 25  1  0
 23 26  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4096764

   ---

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: 368.48

Molecular Weight (Monoisotopic): 368.2100

AlogP: 2.45

#Rotatable Bonds: 8

Polar Surface Area: 65.70

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.56

CX LogP: 2.85

CX LogD: 1.66

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.60

Np Likeness Score: -0.83

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