6-((2,6-dichlorophenyl)(3-(2-methylpyrimidin-5-yl)prop-2-yn-1-yl)amino)-3-methylquinazolin-4(3H)-one

ID: ALA4548823

PubChem CID: 155549063

Max Phase: Preclinical

Molecular Formula: C23H17Cl2N5O

Molecular Weight: 450.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc(C#CCN(c2ccc3ncn(C)c(=O)c3c2)c2c(Cl)cccc2Cl)cn1

Standard InChI:  InChI=1S/C23H17Cl2N5O/c1-15-26-12-16(13-27-15)5-4-10-30(22-19(24)6-3-7-20(22)25)17-8-9-21-18(11-17)23(31)29(2)14-28-21/h3,6-9,11-14H,10H2,1-2H3

Standard InChI Key:  IFRBXECGVFNHIN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   12.7930   -8.8082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5017   -8.3988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5008   -7.5816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7913   -7.1738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0868   -7.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3772   -7.1753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6686   -7.5847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6695   -8.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3790   -8.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0876   -8.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7904   -6.3566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2095   -7.1723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9590   -7.1768    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2545   -7.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5450   -7.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8396   -6.7664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7151   -5.5429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7160   -6.3601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214   -6.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1301   -6.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1292   -5.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4197   -5.1335    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0056   -5.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9623   -6.3596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6668   -5.9503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6659   -5.1331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9605   -4.7253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2519   -5.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2528   -5.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5441   -6.3570    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.3764   -6.3581    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  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
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  9 10  1  0
  1 10  1  0
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  4 11  2  0
  3 12  1  0
 14 15  1  0
 15 16  3  0
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 17 23  1  0
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 13 14  1  0
 24 25  1  0
 25 26  2  0
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 27 28  2  0
 28 29  1  0
 24 29  2  0
 29 30  1  0
 25 31  1  0
 13 24  1  0
  7 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548823

   ---

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: 450.33

Molecular Weight (Monoisotopic): 449.0810

AlogP: 4.53

#Rotatable Bonds: 3

Polar Surface Area: 63.91

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.54

CX LogP: 4.16

CX LogD: 4.11

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

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