methyl 2-(4,6-dichloro-1,3,5-triazin-2-ylamino)benzoate

ID: ALA1836526

PubChem CID: 617467

Max Phase: Preclinical

Molecular Formula: C11H8Cl2N4O2

Molecular Weight: 299.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccccc1Nc1nc(Cl)nc(Cl)n1

Standard InChI:  InChI=1S/C11H8Cl2N4O2/c1-19-8(18)6-4-2-3-5-7(6)14-11-16-9(12)15-10(13)17-11/h2-5H,1H3,(H,14,15,16,17)

Standard InChI Key:  CIIPLKAVIWUCEI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -0.1887   -1.7003    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.1885   -2.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9044   -2.9368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9046   -3.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1895   -4.1742    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5273   -3.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5239   -2.9342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -4.1734    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.2433   -4.1669    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2464   -4.9919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -5.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5338   -6.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2504   -6.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9657   -6.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594   -5.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6709   -4.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3884   -5.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6650   -4.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0999   -4.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  1  0
  9 10  1  0
  2  3  1  0
 10 11  2  0
  5  6  2  0
 11 12  1  0
  1  2  1  0
 12 13  2  0
  6  7  1  0
 13 14  1  0
  7  2  2  0
 14 15  2  0
 15 10  1  0
  3  4  2  0
  4  8  1  0
 16 17  1  0
 16 18  2  0
 15 16  1  0
  6  9  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1836526

   2-[O-Carbomethoxyanilino]-4,6-dichloro-S-triazine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 299.12

Molecular Weight (Monoisotopic): 298.0024

AlogP: 2.71

#Rotatable Bonds: 3

Polar Surface Area: 77.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 5.09

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.88

Np Likeness Score: -1.04

References

1. Sosič I, Mirković B, Turk S, Štefaneb B, Kos J, Gobec S..  (2011)  Discovery and kinetic evaluation of 6-substituted 4-benzylthio-1,3,5-triazin-2(1H)-ones as inhibitors of cathepsin B.,  46  (9): [PMID:21849222] [10.1016/j.ejmech.2011.08.005]

2. Pogorelčnik B, Janežič M, Sosič I, Gobec S, Solmajer T, Perdih A..  (2015)  4,6-Substituted-1,3,5-triazin-2(1H)-ones as monocyclic catalytic inhibitors of human DNA topoisomerase IIα targeting the ATP binding site.,  23  (15): [PMID:26183545] [10.1016/j.bmc.2015.06.049]

Source

Source(1):

• Scientific Literature