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

ID: ALA4435124

PubChem CID: 155511113

Max Phase: Preclinical

Molecular Formula: C20H21Cl2FN4OS

Molecular Weight: 418.93

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cl.Cn1ncc(Cl)c1-c1ccc(C(=O)N[C@@H]2CNCC[C@H]2c2cccc(F)c2)s1

Standard InChI:  InChI=1S/C20H20ClFN4OS.ClH/c1-26-19(15(21)10-24-26)17-5-6-18(28-17)20(27)25-16-11-23-8-7-14(16)12-3-2-4-13(22)9-12;/h2-6,9-10,14,16,23H,7-8,11H2,1H3,(H,25,27);1H/t14-,16+;/m0./s1

Standard InChI Key:  ODQXRRXTOCKOFT-KUARMEPBSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   46.0681   -5.4438    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   43.6785   -4.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6785   -5.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3837   -5.6460    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   45.0890   -5.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0890   -4.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3837   -4.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3842   -3.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0935   -2.7873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0939   -1.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.3856   -1.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6756   -1.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.6787   -2.7895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9696   -4.0179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.2631   -4.4285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5541   -4.0220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2654   -5.2457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.4642   -3.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6644   -3.0436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2578   -3.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8065   -4.3581    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.4398   -3.7517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9561   -3.0920    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1778   -3.3439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.1769   -4.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9546   -4.4155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2073   -2.3144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8018   -1.5626    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   39.2056   -5.1932    0.0000 Cl  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  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 16  1  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
 10 28  1  0
 26 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: 1.51

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.68

Np Likeness Score: -1.25

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