N-butyl-N-(3,4,5-trimethoxyphenyl)quinolin-5-amine

ID: ALA4879267

PubChem CID: 164627123

Max Phase: Preclinical

Molecular Formula: C22H26N2O3

Molecular Weight: 366.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN(c1cc(OC)c(OC)c(OC)c1)c1cccc2ncccc12

Standard InChI:  InChI=1S/C22H26N2O3/c1-5-6-13-24(19-11-7-10-18-17(19)9-8-12-23-18)16-14-20(25-2)22(27-4)21(15-16)26-3/h7-12,14-15H,5-6,13H2,1-4H3

Standard InChI Key:  JCPCFIPDRQEBAL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.1856   -5.8176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8937   -6.2265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8919   -4.5892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6005   -4.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6013   -5.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3098   -6.2205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.0133   -4.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3042   -4.5842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2999   -3.7670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0054   -3.3547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7107   -3.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4158   -3.3512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4119   -2.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6970   -2.1285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9949   -2.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1169   -2.1199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8273   -2.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6898   -1.3114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3939   -0.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1254   -3.7564    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1294   -4.5736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5900   -3.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8845   -3.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1746   -3.3697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4691   -3.7820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4879267

   ---

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: 366.46

Molecular Weight (Monoisotopic): 366.1943

AlogP: 5.20

#Rotatable Bonds: 8

Polar Surface Area: 43.82

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.91

CX LogP: 4.65

CX LogD: 4.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.55

Np Likeness Score: -0.63

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