Methanesulfonic acid 2-(2,4-diamino-pyrimidin-5-ylmethyl)-phenyl ester

ID: ALA336725

PubChem CID: 10637544

Max Phase: Preclinical

Molecular Formula: C12H14N4O3S

Molecular Weight: 294.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS(=O)(=O)Oc1ccccc1Cc1cnc(N)nc1N

Standard InChI:  InChI=1S/C12H14N4O3S/c1-20(17,18)19-10-5-3-2-4-8(10)6-9-7-15-12(14)16-11(9)13/h2-5,7H,6H2,1H3,(H4,13,14,15,16)

Standard InChI Key:  STTOQXCQEZPPBJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    0.8667   -2.8792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -4.5042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7292   -4.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1625   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -3.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -5.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -4.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -4.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -2.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4542   -3.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7292   -5.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -3.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8750   -5.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1542   -2.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -5.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -4.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5875   -5.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8750   -5.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  8  1  0
  5  7  2  0
  6  1  1  0
  7 13  1  0
  8 10  1  0
  9  6  1  0
 10  9  2  0
 11  1  2  0
 12  1  2  0
 13  4  2  0
 14  3  1  0
 15  5  1  0
 16  1  1  0
 17 10  1  0
 18  9  1  0
 19 20  1  0
 20 18  2  0
 19 17  2  0
  2  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA336725

   46Diam12mesulfonyloxybenzylpyrimidine

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: 294.34

Molecular Weight (Monoisotopic): 294.0787

AlogP: 0.57

#Rotatable Bonds: 4

Polar Surface Area: 121.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.14

CX LogP: 0.86

CX LogD: 0.68

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.48

References

1. Selassie CD, Gan WX, Kallander LS, Klein TE..  (1998)  Quantitative structure-activity relationships of 2, 4-diamino-5-(2-X-benzyl)pyrimidines versus bacterial and avian dihydrofolate reductase.,  41  (22): [PMID:9784101] [10.1021/jm970776j]

Source

Source(1):

• Scientific Literature