SID124949361

ID: ALA3392633

PubChem CID: 45166976

Max Phase: Preclinical

Molecular Formula: C25H24N4O4S

Molecular Weight: 476.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C)n2nc(C(=O)NCC3Cc4cccc(-c5ccc(S(C)(=O)=O)cc5)c4O3)cc2n1

Standard InChI:  InChI=1S/C25H24N4O4S/c1-15-11-16(2)29-23(27-15)13-22(28-29)25(30)26-14-19-12-18-5-4-6-21(24(18)33-19)17-7-9-20(10-8-17)34(3,31)32/h4-11,13,19H,12,14H2,1-3H3,(H,26,30)

Standard InChI Key:  ZXNQRAAAKQIMBS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  1  0  0  0  0  0999 V2000
    2.2271    1.5992    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.7721   -2.1503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7069   -2.9858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9482    1.1774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5034    2.0081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3907   -5.5020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6492   -4.7143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1504   -6.2065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2804   -2.9797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -1.9726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -1.2550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587   -5.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506   -2.6829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9830   -4.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9822   -0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8561   -2.9699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3218   -4.7034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7964   -6.2160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0985   -3.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9908   -3.3952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2624   -1.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2706   -2.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5561   -6.9205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809   -6.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5665   -3.3854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8069    0.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7992   -0.5483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5749    0.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6850   -1.9553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125    0.1584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9919    0.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6226   -6.2275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1443   -7.6330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6396    2.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  2  0
  1  5  2  0
  1 26  1  0
  1 34  1  0
  2 10  1  0
  2 16  1  0
  3 20  2  0
  6  7  1  0
  6 12  1  0
  6 18  1  0
  7 14  2  0
  8 12  1  0
  8 23  2  0
  9 20  1  0
  9 25  1  0
 10 11  2  0
 10 13  1  0
 11 15  1  0
 11 21  1  0
 12 17  2  0
 13 19  1  0
 13 22  2  0
 14 17  1  0
 14 20  1  0
 15 27  2  0
 15 28  1  0
 16 19  1  0
 16 25  1  0
 18 24  2  0
 18 32  1  0
 21 29  2  0
 22 29  1  0
 23 24  1  0
 23 33  1  0
 26 30  2  0
 26 31  1  0
 27 30  1  0
 28 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3392633

   5,7-dimethyl-N-[[7-(4-methylsulfonylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrazolo[1,5-a]pyrimidine-2-carboxamide

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: 476.56

Molecular Weight (Monoisotopic): 476.1518

AlogP: 3.15

#Rotatable Bonds: 5

Polar Surface Area: 102.66

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.87

CX Basic pKa: ┄

CX LogP: 2.68

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.47

Np Likeness Score: -1.58

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays