2-(5-methyl-1-(2-(morpholinosulfonyl)benzyl)-3-phenyl-1H-pyrazol-4-yl)acetic acid

ID: ALA2387699

Cas Number: 1379445-54-1

PubChem CID: 67607161

Max Phase: Preclinical

Molecular Formula: C23H25N3O5S

Molecular Weight: 455.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(CC(=O)O)c(-c2ccccc2)nn1Cc1ccccc1S(=O)(=O)N1CCOCC1

Standard InChI:  InChI=1S/C23H25N3O5S/c1-17-20(15-22(27)28)23(18-7-3-2-4-8-18)24-26(17)16-19-9-5-6-10-21(19)32(29,30)25-11-13-31-14-12-25/h2-10H,11-16H2,1H3,(H,27,28)

Standard InChI Key:  NAFLVUYNUAWSOI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.7313  -22.3373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7355  -21.5122    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189  -21.9211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9548  -19.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0048  -23.0978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5958  -23.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0205  -24.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2506  -23.7965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1401  -21.5333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  1  1  0
  8  7  2  0
  9  8  2  0
 10 11  2  0
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 20 16  1  0
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 19 26  1  0
 21 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 21  1  0
 18 32  1  0
 32 12  1  0
 13  8  1  0
  8  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2387699

   CRTh2 antagonist 1

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: 455.54

Molecular Weight (Monoisotopic): 455.1515

AlogP: 2.55

#Rotatable Bonds: 7

Polar Surface Area: 101.73

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.70

CX Basic pKa: 2.28

CX LogP: 2.66

CX LogD: -0.49

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -1.66

References

1. Andrés M, Bravo M, Buil MA, Calbet M, Castro J, Domènech T, Eichhorn P, Ferrer M, Gómez E, Lehner MD, Moreno I, Roberts RS, Sevilla S..  (2013)  2-(1H-Pyrazol-4-yl)acetic acids as CRTh2 antagonists.,  23  (11): [PMID:23601708] [10.1016/j.bmcl.2013.03.093]

Source

Source(1):

• Scientific Literature