N-butyl-7-chloro-N-(3,4,5-trimethoxyphenyl)quinolin-4-amine

ID: ALA4874465

PubChem CID: 164627597

Max Phase: Preclinical

Molecular Formula: C22H25ClN2O3

Molecular Weight: 400.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCN(c1cc(OC)c(OC)c(OC)c1)c1ccnc2cc(Cl)ccc12

Standard InChI:  InChI=1S/C22H25ClN2O3/c1-5-6-11-25(16-13-20(26-2)22(28-4)21(14-16)27-3)19-9-10-24-18-12-15(23)7-8-17(18)19/h7-10,12-14H,5-6,11H2,1-4H3

Standard InChI Key:  OVZYVOOREYLOSJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   26.9713  -15.0197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9694  -13.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6848  -13.7758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6856  -14.6027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2564  -14.6068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2587  -13.7813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5460  -13.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8305  -13.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8323  -14.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5455  -15.0177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9659  -12.5417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6786  -12.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3944  -12.5371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1065  -12.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1035  -11.2963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3822  -10.8870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6729  -11.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8156  -10.8797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5324  -11.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2496  -12.1322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5369  -12.5478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8206  -12.1384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1099  -12.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3758  -10.0620    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.0870   -9.6439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8226  -12.5319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1187  -15.0227    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.5355  -12.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0
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  3  2  2  0
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  3  4  1  0
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  9 10  1  0
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  2 11  1  0
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 18 19  1  0
 11 20  1  0
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 21 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
 14 26  1  0
  9 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874465

   ---

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: 400.91

Molecular Weight (Monoisotopic): 400.1554

AlogP: 5.85

#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: 6.34

CX LogP: 5.25

CX LogD: 5.21

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.66

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