(S)-4-methyl-N-(4-(methylthio)-1-oxo-1-(pyridin-4-ylamino)butan-2-yl)cyclohexanecarboxamide

ID: ALA2431528

PubChem CID: 25134245

Max Phase: Preclinical

Molecular Formula: C18H27N3O2S

Molecular Weight: 349.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@H](NC(=O)C1CCC(C)CC1)C(=O)Nc1ccncc1

Standard InChI:  InChI=1S/C18H27N3O2S/c1-13-3-5-14(6-4-13)17(22)21-16(9-12-24-2)18(23)20-15-7-10-19-11-8-15/h7-8,10-11,13-14,16H,3-6,9,12H2,1-2H3,(H,21,22)(H,19,20,23)/t13?,14?,16-/m0/s1

Standard InChI Key:  OCZKGSPGDOPDAI-XUJLQICISA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   10.0814   -8.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6374  -10.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6638   -9.4617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9508   -9.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2395   -9.4677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9536  -10.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6363   -9.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9239   -9.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0846   -9.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2172   -9.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3757   -9.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5318   -9.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5053   -9.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9261  -11.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5306  -10.6997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3519  -11.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7965   -9.8620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3788  -10.6884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2182  -10.6775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5022   -8.6300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2413  -11.1126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7876   -8.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7845   -7.4069    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.4906   -6.9956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 19  1  0
  9  1  1  6
 15 21  1  0
  9 17  1  0
  6  4  1  0
 12 15  2  0
  3 11  1  0
  4  3  1  0
 19 14  1  0
 21  6  2  0
  2 16  1  0
  5 12  1  0
 11 18  2  0
 13 20  2  0
  4  5  2  0
 13 10  1  0
 17 13  1  0
  7  8  1  0
 10  8  1  0
  2  7  1  0
 11  9  1  0
 14  2  1  0
  1 22  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2431528

   cis-4-Methyl-N-[(1S)-3-(methylsulfanyl)-1-(pyridin-4-ylcarbamoyl)propyl]cyclohexanecarboxamide

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: 349.50

Molecular Weight (Monoisotopic): 349.1824

AlogP: 3.08

#Rotatable Bonds: 7

Polar Surface Area: 71.09

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.40

CX Basic pKa: 5.63

CX LogP: 2.51

CX LogD: 2.50

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.79

Np Likeness Score: -1.39

References

1. Choi JY, Calvet CM, Gunatilleke SS, Ruiz C, Cameron MD, McKerrow JH, Podust LM, Roush WR..  (2013)  Rational development of 4-aminopyridyl-based inhibitors targeting Trypanosoma cruzi CYP51 as anti-chagas agents.,  56  (19): [PMID:24079662] [10.1021/jm401067s]

Source

Source(1):

• Scientific Literature