N-butyl-2-methyl-N-(3,4,5-trimethoxyphenyl)pyrimidin-4-amine

ID: ALA4873764

PubChem CID: 164624393

Max Phase: Preclinical

Molecular Formula: C18H25N3O3

Molecular Weight: 331.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN(c1cc(OC)c(OC)c(OC)c1)c1ccnc(C)n1

Standard InChI:  InChI=1S/C18H25N3O3/c1-6-7-10-21(17-8-9-19-13(2)20-17)14-11-15(22-3)18(24-5)16(12-14)23-4/h8-9,11-12H,6-7,10H2,1-5H3

Standard InChI Key:  BANNNCLEPKIEDC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   25.1584  -30.4198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1566  -28.7668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8721  -29.1759    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8728  -30.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4436  -30.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4459  -29.1813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1531  -27.9418    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.8658  -27.5263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5815  -27.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2937  -27.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2906  -26.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5694  -26.2871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8602  -26.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0028  -26.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7196  -26.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4369  -27.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7241  -27.9479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0079  -27.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2972  -27.9540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5629  -25.4621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2742  -25.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0097  -27.9321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7227  -27.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5885  -30.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
  1  4  2  0
  3  2  2  0
  2  6  1  0
  3  4  1  0
  5  6  2  0
  2  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
  7 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 12 20  1  0
 20 21  1  0
 10 22  1  0
 22 23  1  0
  4 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873764

   ---

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: 331.42

Molecular Weight (Monoisotopic): 331.1896

AlogP: 3.75

#Rotatable Bonds: 8

Polar Surface Area: 56.71

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.48

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.60

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