N-(4-((1-Amino-2-methyl-1-oxopropan-2-yl)carbamoyl)benzyl)-1-(o-tolyl)-1H-pyrazole-4-carboxamide

ID: ALA4474175

PubChem CID: 155536847

Max Phase: Preclinical

Molecular Formula: C23H25N5O3

Molecular Weight: 419.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1-n1cc(C(=O)NCc2ccc(C(=O)NC(C)(C)C(N)=O)cc2)cn1

Standard InChI:  InChI=1S/C23H25N5O3/c1-15-6-4-5-7-19(15)28-14-18(13-26-28)20(29)25-12-16-8-10-17(11-9-16)21(30)27-23(2,3)22(24)31/h4-11,13-14H,12H2,1-3H3,(H2,24,31)(H,25,29)(H,27,30)

Standard InChI Key:  QJMVNOAJMZKRQT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   13.1498   -5.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7415   -4.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3286   -5.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1692   -3.5749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1681   -4.4023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8829   -4.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5994   -4.4018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5964   -3.5712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8811   -3.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3144   -4.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3157   -5.6382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0283   -4.3996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4547   -3.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7403   -3.5753    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0258   -3.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3114   -3.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0256   -2.3379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564   -3.2404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046   -3.8537    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4173   -4.5681    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2241   -4.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1791   -3.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7751   -3.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -3.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5300   -3.8279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403   -4.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637   -4.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1716   -5.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4546   -4.3934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1704   -4.8037    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4519   -3.5685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  2  0
 10 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 19 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 12  2  1  0
 27 28  1  0
  2 29  1  0
 29 30  1  0
 29 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474175

   ---

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: 419.49

Molecular Weight (Monoisotopic): 419.1957

AlogP: 2.10

#Rotatable Bonds: 7

Polar Surface Area: 119.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.60

CX LogP: 2.12

CX LogD: 2.12

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -1.73

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