SID49826718

ID: ALA1409608

PubChem CID: 7946312

Max Phase: Preclinical

Molecular Formula: C24H23NO4

Molecular Weight: 389.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOc1ccc(/C=C2\CCCc3c2nc2ccccc2c3C(=O)O)cc1OC

Standard InChI:  InChI=1S/C24H23NO4/c1-3-29-20-12-11-15(14-21(20)28-2)13-16-7-6-9-18-22(24(26)27)17-8-4-5-10-19(17)25-23(16)18/h4-5,8,10-14H,3,6-7,9H2,1-2H3,(H,26,27)/b16-13+

Standard InChI Key:  MWNLUHNKCBMKKU-DTQAZKPQSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -3.5442    3.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    3.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    0.1347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571   -1.5153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298    0.9597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    2.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1153    1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298    2.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5442    2.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5442    1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8298    3.4347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    2.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2587    2.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    0.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6863    1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2587    0.9597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6863   -0.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6863    2.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732    2.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9732    1.3722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426   -0.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0281    0.1347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7426   -1.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6863   -1.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0281   -1.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571   -2.3403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -0.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1715   -2.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  2  0
  2 12  1  0
  3 22  1  0
  3 28  1  0
  4 24  1  0
  4 27  1  0
  5  7  2  0
  5 10  1  0
  6  7  1  0
  6  8  2  0
  6 13  1  0
  7 11  1  0
  8  9  1  0
  8 12  1  0
  9 10  1  0
  9 14  2  0
 10 17  2  0
 11 15  2  0
 11 16  1  0
 13 19  1  0
 14 20  1  0
 15 18  1  0
 16 19  1  0
 17 21  1  0
 18 23  1  0
 18 25  2  0
 20 21  2  0
 22 23  2  0
 22 24  1  0
 24 26  2  0
 25 26  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1409608

   (4E)-4-[(4-ethoxy-3-methoxyphenyl)methylidene]-2,3-dihydro-1H-acridine-9-carboxylic acid

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: 389.45

Molecular Weight (Monoisotopic): 389.1627

AlogP: 5.22

#Rotatable Bonds: 5

Polar Surface Area: 68.65

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.59

CX Basic pKa: 1.62

CX LogP: 5.21

CX LogD: 2.00

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.65

Np Likeness Score: -0.57

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays