5-Amino-N-(4-(cyclopropylcarbamoyl)benzyl)-1-phenyl-1H-pyrazole-4-carboxamide

ID: ALA4536573

PubChem CID: 155548563

Max Phase: Preclinical

Molecular Formula: C21H21N5O2

Molecular Weight: 375.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1c(C(=O)NCc2ccc(C(=O)NC3CC3)cc2)cnn1-c1ccccc1

Standard InChI:  InChI=1S/C21H21N5O2/c22-19-18(13-24-26(19)17-4-2-1-3-5-17)21(28)23-12-14-6-8-15(9-7-14)20(27)25-16-10-11-16/h1-9,13,16H,10-12,22H2,(H,23,28)(H,25,27)

Standard InChI Key:  FOPATQVKLFOSJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.3522  -27.4546    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6402  -27.0462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9285  -27.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6400  -26.2249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1765  -27.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6257  -27.7304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0386  -28.4422    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8420  -28.2720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8039  -27.7226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4037  -27.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5827  -26.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1622  -27.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5727  -28.4234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3924  -28.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0587  -27.0441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7676  -27.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7644  -28.2685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4724  -28.6750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1799  -28.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1750  -27.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4665  -27.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8893  -28.6701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8926  -29.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5953  -28.2587    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0068  -26.3236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.3047  -28.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7153  -29.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1210  -28.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  6  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  1 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  2  0
 22 24  1  0
  5 25  1  0
 24 26  1  0
 27 26  1  0
 28 27  1  0
 26 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536573

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 375.43

Molecular Weight (Monoisotopic): 375.1695

AlogP: 2.28

#Rotatable Bonds: 6

Polar Surface Area: 102.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.58

CX Basic pKa: 2.08

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.61

Np Likeness Score: -1.80

References

1. Röhm S, Berger BT, Schröder M, Chaikuad A, Winkel R, Hekking KFW, Benningshof JJC, Müller G, Tesch R, Kudolo M, Forster M, Laufer S, Knapp S..  (2019)  Fast Iterative Synthetic Approach toward Identification of Novel Highly Selective p38 MAP Kinase Inhibitors.,  62  (23): [PMID:31702918] [10.1021/acs.jmedchem.9b01227]

Source

Source(1):

• Scientific Literature