4-(4-Chloro-1-methyl-1H-pyrazol-5-yl)-N-((3S,4S)-4-(3-fluorophenyl)piperidin-3-yl)thiophene-2-carboxamide hydrochloride

ID: ALA4451854

PubChem CID: 155521934

Max Phase: Preclinical

Molecular Formula: C20H21Cl2FN4OS

Molecular Weight: 418.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cn1ncc(Cl)c1-c1csc(C(=O)N[C@@H]2CNCC[C@H]2c2cccc(F)c2)c1

Standard InChI:  InChI=1S/C20H20ClFN4OS.ClH/c1-26-19(16(21)9-24-26)13-8-18(28-11-13)20(27)25-17-10-23-6-5-15(17)12-3-2-4-14(22)7-12;/h2-4,7-9,11,15,17,23H,5-6,10H2,1H3,(H,25,27);1H/t15-,17+;/m0./s1

Standard InChI Key:  ZRBKTKQJJFAWIF-KPVRICSOSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   10.0085  -15.5349    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.6684  -14.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6684  -15.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3737  -15.4152    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0790  -15.0107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0790  -14.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3737  -13.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3741  -12.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0834  -12.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0838  -11.7400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3755  -11.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6655  -11.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6686  -12.5587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9595  -13.7870    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2530  -14.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5441  -13.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2554  -15.0149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4541  -12.9803    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6543  -12.8128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478  -13.5217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7964  -14.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4297  -13.5208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9460  -12.8612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1677  -13.1131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1668  -13.9312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445  -14.1847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1972  -12.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1956  -14.9624    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.7917  -11.3318    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  7  8  1  6
  2 14  1  1
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 16  2  0
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 23 27  1  0
 26 28  1  0
 10 29  1  0
M  END

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: 418.93

Molecular Weight (Monoisotopic): 418.1030

AlogP: 3.82

#Rotatable Bonds: 4

Polar Surface Area: 58.95

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.19

CX LogP: 3.30

CX LogD: 1.52

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -1.37

References

1. Zhan W, Che J, Xu L, Wu Y, Hu X, Zhou Y, Cheng G, Hu Y, Dong X, Li J..  (2019)  Discovery of pyrazole-thiophene derivatives as highly Potent, orally active Akt inhibitors.,  180  [PMID:31301565] [10.1016/j.ejmech.2019.07.017]

Source

Source(1):

• Scientific Literature