N6-(2,6-dichlorophenyl)-N6-(prop-2-yn-1-yl)quinazoline-4,6-diamine

ID: ALA4475242

PubChem CID: 155537337

Max Phase: Preclinical

Molecular Formula: C17H12Cl2N4

Molecular Weight: 343.22

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCN(c1ccc2ncnc(N)c2c1)c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C17H12Cl2N4/c1-2-8-23(16-13(18)4-3-5-14(16)19)11-6-7-15-12(9-11)17(20)22-10-21-15/h1,3-7,9-10H,8H2,(H2,20,21,22)

Standard InChI Key:  RNSBCNXMFMWIPV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   12.0201   -8.9409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7233   -8.5234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7117   -7.7064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9970   -7.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2938   -7.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5791   -7.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8800   -7.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8916   -8.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6063   -8.9670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3095   -8.5454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9854   -6.4898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1653   -7.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4621   -7.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7515   -7.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0368   -6.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1537   -6.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8527   -6.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8411   -5.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1264   -4.9038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4274   -5.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4389   -6.1383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7358   -6.5598    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.5675   -6.5159    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  1 10  2  0
  5 10  1  0
  4 11  1  0
  7 12  1  0
 13 14  1  0
 14 15  3  0
 12 13  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 21 22  1  0
 17 23  1  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475242

   ---

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: 343.22

Molecular Weight (Monoisotopic): 342.0439

AlogP: 4.29

#Rotatable Bonds: 3

Polar Surface Area: 55.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.36

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: -1.15

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