2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-ylcarbamoyl)terephthalic acid

ID: ALA1911377

Cas Number: 302602-92-2

PubChem CID: 1087336

Max Phase: Preclinical

Molecular Formula: C20H17N3O6

Molecular Weight: 395.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(NC(=O)c2cc(C(=O)O)ccc2C(=O)O)c(=O)n(-c2ccccc2)n1C

Standard InChI:  InChI=1S/C20H17N3O6/c1-11-16(18(25)23(22(11)2)13-6-4-3-5-7-13)21-17(24)15-10-12(19(26)27)8-9-14(15)20(28)29/h3-10H,1-2H3,(H,21,24)(H,26,27)(H,28,29)

Standard InChI Key:  UDJSQFGBVNAWSU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    6.3777    0.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3766   -0.0523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -0.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8078   -0.0519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8050    0.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0896    1.1878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6632    1.1874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6630    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9488    0.7747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5230   -0.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5242   -1.2882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368   -0.0496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0912   -1.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3766   -1.7025    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8056   -1.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3764   -2.5275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7118   -3.0136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9665   -3.7983    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7916   -3.7985    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0466   -3.0139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8312   -2.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9268   -2.7598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2764   -4.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5479   -4.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -4.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3062   -5.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7124   -5.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5417   -5.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567   -5.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
 13 15  2  0
  3  4  2  0
 14 16  1  0
 16 17  1  0
  7  8  2  0
  7  9  1  0
  4  5  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 16  2  0
  4 10  1  0
 20 21  1  0
  2  3  1  0
 17 22  2  0
 10 11  2  0
 19 23  1  0
  5  6  2  0
 18 24  1  0
 10 12  1  0
 24 25  2  0
  6  1  1  0
 25 26  1  0
  3 13  1  0
 26 27  2  0
  1  2  2  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1911377

   2-((1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)carbamoyl)terephthalic acid

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: 395.37

Molecular Weight (Monoisotopic): 395.1117

AlogP: 2.13

#Rotatable Bonds: 5

Polar Surface Area: 130.63

Molecular Species: ACID

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.00

CX Basic pKa: ┄

CX LogP: 1.32

CX LogD: -5.13

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -1.10

References

1. Corradi V, Mancini M, Santucci MA, Carlomagno T, Sanfelice D, Mori M, Vignaroli G, Falchi F, Manetti F, Radi M, Botta M..  (2011)  Computational techniques are valuable tools for the discovery of protein-protein interaction inhibitors: the 14-3-3σ case.,  21  (22): [PMID:21962576] [10.1016/j.bmcl.2011.09.011]

Source

Source(1):

• Scientific Literature