5-(2-Chlorophenyl)-N-(2-methyl-5-((4-methylpentyl)carbamoyl)phenyl)thiophene-2-carboxamide

ID: ALA4539759

PubChem CID: 155550010

Max Phase: Preclinical

Molecular Formula: C25H27ClN2O2S

Molecular Weight: 455.02

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(=O)NCCCC(C)C)cc1NC(=O)c1ccc(-c2ccccc2Cl)s1

Standard InChI:  InChI=1S/C25H27ClN2O2S/c1-16(2)7-6-14-27-24(29)18-11-10-17(3)21(15-18)28-25(30)23-13-12-22(31-23)19-8-4-5-9-20(19)26/h4-5,8-13,15-16H,6-7,14H2,1-3H3,(H,27,29)(H,28,30)

Standard InChI Key:  WNKMMVGYTASSLQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    5.3732  -10.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1795  -10.4836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2571   -9.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4955   -9.3343    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.9557   -9.9577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1327   -9.8823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7879   -9.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9657   -9.0562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4902   -9.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8385  -10.4818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596  -10.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2681   -8.4572    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.9688   -9.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6896   -9.6450    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9596   -8.4154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4013   -9.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1197   -9.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8308   -9.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8222   -8.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0964   -7.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3882   -8.4029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5515   -9.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5602  -10.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2591   -9.1973    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6694   -8.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9756   -9.6009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9843  -10.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7008  -10.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7095  -11.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4259  -12.0524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0018  -12.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  1  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  7 12  1  0
  3 13  1  0
 13 14  1  0
 13 15  2  0
 14 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
 18 22  1  0
 22 23  2  0
 22 24  1  0
 21 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4539759

   ---

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: 455.02

Molecular Weight (Monoisotopic): 454.1482

AlogP: 6.80

#Rotatable Bonds: 8

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.97

CX Basic pKa: ┄

CX LogP: 6.87

CX LogD: 6.87

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.37

Np Likeness Score: -1.43

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