N-(2,6-dichlorophenyl)-4-methoxy-N-methylquinolin-6-amine

ID: ALA4575148

PubChem CID: 121005807

Max Phase: Preclinical

Molecular Formula: C17H14Cl2N2O

Molecular Weight: 333.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccnc2ccc(N(C)c3c(Cl)cccc3Cl)cc12

Standard InChI:  InChI=1S/C17H14Cl2N2O/c1-21(17-13(18)4-3-5-14(17)19)11-6-7-15-12(10-11)16(22-2)8-9-20-15/h3-10H,1-2H3

Standard InChI Key:  IQXIXPLQQDFASE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   11.9282   -9.8239    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6421   -9.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6518   -8.6098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9518   -8.1898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2380   -8.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5339   -8.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8200   -8.5681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8103   -9.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5103   -9.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2241   -9.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1200   -8.1481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4062   -8.5452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9616   -7.3728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6754   -6.9757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1298   -7.3311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8436   -6.9340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8575   -6.1169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1575   -5.6969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4437   -6.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4298   -6.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7160   -7.3123    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5477   -7.3540    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  1 10  1  0
  5 10  1  0
  7 11  1  0
 11 12  1  0
 13 14  1  0
  4 13  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 20 21  1  0
 16 22  1  0
 11 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4575148

   ---

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: 333.22

Molecular Weight (Monoisotopic): 332.0483

AlogP: 5.32

#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: 6.29

CX LogP: 4.84

CX LogD: 4.81

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -0.89

References

1. Scheufler C, Möbitz H, Gaul C, Ragot C, Be C, Fernández C, Beyer KS, Tiedt R, Stauffer F..  (2016)  Optimization of a Fragment-Based Screening Hit toward Potent DOT1L Inhibitors Interacting in an Induced Binding Pocket.,  7  (8): [PMID:27563394] [10.1021/acsmedchemlett.6b00168]

Source

Source(1):

• Scientific Literature