1-(2-methyl-4,5-disulfonatophenyl)-5-oxo-4,5-dihydro-1H-pyrazole-3-carboxylate

ID: ALA1800273

Max Phase: Preclinical

Molecular Formula: C11H10N2O9S2

Molecular Weight: 378.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(S(=O)(=O)O)c(S(=O)(=O)O)cc1N1N=C(C(=O)O)CC1=O

Standard InChI:  InChI=1S/C11H10N2O9S2/c1-5-2-8(23(17,18)19)9(24(20,21)22)4-7(5)13-10(14)3-6(12-13)11(15)16/h2,4H,3H2,1H3,(H,15,16)(H,17,18,19)(H,20,21,22)

Standard InChI Key:  SEYODHVKSAPCBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    7.7527    1.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7516    0.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4664    0.4181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1828    0.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1800    1.6620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4646    2.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4621    2.8961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1754    3.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6583    2.6875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0417    3.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8929    2.0772    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.6089    1.6674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4750    2.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4750    2.6667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4662   -0.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0395    0.4158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2861    0.7519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7336    0.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1455   -0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9526   -0.4046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132    0.2261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5744    0.9790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4240   -0.4420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5653   -0.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0
  6  1  1  0
 11 13  2  0
  1  2  2  0
 11 14  2  0
  6  7  1  0
  3 15  1  0
 16 17  1  0
  3  4  2  0
  7  8  1  0
  7  9  2  0
  4  5  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 16  1  0
  2 16  1  0
  7 10  2  0
 18 21  1  0
  2  3  1  0
  5 11  1  0
 21 22  1  0
 21 23  2  0
  5  6  2  0
 20 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1800273

   ---

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: 378.34

Molecular Weight (Monoisotopic): 377.9828

AlogP: -0.33

#Rotatable Bonds: 4

Polar Surface Area: 178.71

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: -3.00

CX Basic pKa: ┄

CX LogP: 0.36

CX LogD: -7.92

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -0.71

References

1. Yu ZH, Chen L, Wu L, Liu S, Wang L, Zhang ZY..  (2011)  Small molecule inhibitors of SHP2 tyrosine phosphatase discovered by virtual screening.,  21  (14): [PMID:21669525] [10.1016/j.bmcl.2011.05.078]

Source

Source(1):

• Scientific Literature