N-(4-(2,3-dichlorophenyl)-6-(methylamino)pyrimidin-2-yl)acetamide

ID: ALA4540488

PubChem CID: 155549792

Max Phase: Preclinical

Molecular Formula: C13H12Cl2N4O

Molecular Weight: 311.17

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1cc(-c2cccc(Cl)c2Cl)nc(NC(C)=O)n1

Standard InChI:  InChI=1S/C13H12Cl2N4O/c1-7(20)17-13-18-10(6-11(16-2)19-13)8-4-3-5-9(14)12(8)15/h3-6H,1-2H3,(H2,16,17,18,19,20)

Standard InChI Key:  OPCPDLUNQUHMKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   21.6995  -22.5016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6984  -23.3211    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4065  -23.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1161  -23.3207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1133  -22.4980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4047  -22.0928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.4081  -24.5451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6987  -24.9530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6981  -25.7694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4063  -26.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1164  -25.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1135  -24.9511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9917  -22.0932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8194  -22.0868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.5287  -22.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9915  -24.5435    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.9901  -26.1775    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.2841  -22.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5763  -22.0935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2843  -23.3191    0.0000 O   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  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  1 13  1  0
  5 14  1  0
 14 15  1  0
  8 16  1  0
  9 17  1  0
 13 18  1  0
 18 19  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4540488

   ---

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: 311.17

Molecular Weight (Monoisotopic): 310.0388

AlogP: 3.45

#Rotatable Bonds: 3

Polar Surface Area: 66.91

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.01

CX Basic pKa: 4.52

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.91

Np Likeness Score: -1.43

References

1. Farand J, Kropf JE, Blomgren P, Xu J, Schmitt AC, Newby ZE, Wang T, Murakami E, Barauskas O, Sudhamsu J, Feng JY, Niedziela-Majka A, Schultz BE, Schwartz K, Viatchenko-Karpinski S, Kornyeyev D, Kashishian A, Fan P, Chen X, Lansdon EB, Ports MO, Currie KS, Watkins WJ, Notte GT..  (2020)  Discovery of Potent and Selective MTH1 Inhibitors for Oncology: Enabling Rapid Target (In)Validation.,  11  (3): [PMID:32184970] [10.1021/acsmedchemlett.9b00420]

Source

Source(1):

• Scientific Literature