1-butyl-3-methyl-5-((2'-(N-phenylsulfamoyl)biphenyl-4-yl)methyl)-1H-pyrazole-4-carboxylic acid

ID: ALA2283572

PubChem CID: 76320044

Max Phase: Preclinical

Molecular Formula: C28H29N3O4S

Molecular Weight: 503.62

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCn1nc(C)c(C(=O)O)c1Cc1ccc(-c2ccccc2S(=O)(=O)Nc2ccccc2)cc1

Standard InChI:  InChI=1S/C28H29N3O4S/c1-3-4-18-31-25(27(28(32)33)20(2)29-31)19-21-14-16-22(17-15-21)24-12-8-9-13-26(24)36(34,35)30-23-10-6-5-7-11-23/h5-17,30H,3-4,18-19H2,1-2H3,(H,32,33)

Standard InChI Key:  UMZJPBPEFGZEKF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   12.1945  -18.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1934  -19.3838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9014  -19.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6111  -19.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6083  -18.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8997  -18.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3159  -19.7900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3159  -20.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0234  -21.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7314  -20.6060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7275  -19.7846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0194  -19.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4867  -18.1558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4865  -17.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1534  -16.8593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9006  -16.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0834  -16.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8312  -16.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0502  -17.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4436  -16.5654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8793  -17.9120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9299  -17.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5386  -16.5684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3706  -15.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9792  -15.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0159  -18.5637    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.7219  -18.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2224  -18.7706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4329  -17.9782    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -18.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4313  -19.3743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1399  -19.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8468  -19.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8406  -18.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1315  -18.1449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6028  -15.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
  1 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 14  2  0
 19 20  1  0
 19 21  2  0
 18 19  1  0
 15 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 12 26  1  0
 26 27  1  0
 26 28  2  0
 26 29  2  0
 27 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 30  1  0
 17 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283572

   1-Butyl-3-methyl-5-[[4-[2-(phenylsulfamoyl)phenyl]phenyl]methyl]pyrazole-4-carboxylic 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: 503.62

Molecular Weight (Monoisotopic): 503.1879

AlogP: 5.75

#Rotatable Bonds: 10

Polar Surface Area: 101.29

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.96

CX Basic pKa: 3.35

CX LogP: 4.98

CX LogD: 1.85

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.29

Np Likeness Score: -1.12

References

1. Sharma MC, Kohli DV.  (2013)  Comprehensive structureactivity relationship analysis of substituted 5-(biphenyl-4-ylmethyl) pyrazoles derivatives as AT1 selective angiotensin II receptor antagonists: 2D and kNNMFA QSAR approach,  22  (5): [10.1007/s00044-012-0206-8]

Source

Source(1):

• Scientific Literature