N-(4-methoxyphenyl)-N-methylacridin-9-amine

ID: ALA4871889

PubChem CID: 164622984

Max Phase: Preclinical

Molecular Formula: C21H18N2O

Molecular Weight: 314.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2c3ccccc3nc3ccccc23)cc1

Standard InChI:  InChI=1S/C21H18N2O/c1-23(15-11-13-16(24-2)14-12-15)21-17-7-3-5-9-19(17)22-20-10-6-4-8-18(20)21/h3-14H,1-2H3

Standard InChI Key:  JNPWLHOFHKYHJV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   39.2776  -19.5167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.2758  -17.8635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9913  -18.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9921  -19.0996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7074  -19.5106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4225  -19.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4177  -18.2657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7017  -17.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5627  -19.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5651  -18.2781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8524  -17.8651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1368  -18.2766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1385  -19.1053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8518  -19.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2723  -17.0384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9850  -16.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7008  -17.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4130  -16.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4100  -15.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6887  -15.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9793  -15.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1222  -15.3765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.8390  -15.7850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5560  -16.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  0
  1  4  2  0
  3  2  2  0
  2 10  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14  9  2  0
  2 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  1  0
 15 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871889

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 314.39

Molecular Weight (Monoisotopic): 314.1419

AlogP: 5.16

#Rotatable Bonds: 3

Polar Surface Area: 25.36

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.43

CX LogP: 5.01

CX LogD: 4.03

Aromatic Rings: 4

Heavy Atoms: 24

QED Weighted: 0.49

Np Likeness Score: -0.58

References

1. Ren Y, Ruan Y, Cheng B, Li L, Liu J, Fang Y, Chen J..  (2021)  Design, synthesis and biological evaluation of novel acridine and quinoline derivatives as tubulin polymerization inhibitors with anticancer activities.,  46  [PMID:34455231] [10.1016/j.bmc.2021.116376]

Source

Source(1):

• Scientific Literature