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

ID: ALA4554198

PubChem CID: 155556173

Max Phase: Preclinical

Molecular Formula: C22H26ClFN4OS

Molecular Weight: 412.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cnn(C)c1-c1ccc(C(=O)N[C@@H]2CNCC[C@H]2c2cccc(F)c2)s1.Cl

Standard InChI:  InChI=1S/C22H25FN4OS.ClH/c1-3-14-12-25-27(2)21(14)19-7-8-20(29-19)22(28)26-18-13-24-10-9-17(18)15-5-4-6-16(23)11-15;/h4-8,11-12,17-18,24H,3,9-10,13H2,1-2H3,(H,26,28);1H/t17-,18+;/m0./s1

Standard InChI Key:  NYSNEBOXFYMMBE-CJRXIRLBSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    9.6495  -25.7580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4249  -24.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4249  -25.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302  -25.6879    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8354  -25.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8354  -24.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1302  -24.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1306  -23.2371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399  -22.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8403  -22.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1320  -21.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4220  -22.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4251  -22.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7160  -24.0597    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0095  -24.4704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3006  -24.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0119  -25.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2106  -23.2530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4108  -23.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0042  -23.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529  -24.4000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862  -23.7935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025  -23.1338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9242  -23.3858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233  -24.2038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7010  -24.4574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9537  -22.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5482  -21.6045    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.9521  -25.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041  -25.8413    0.0000 C   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
 29 30  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: 412.53

Molecular Weight (Monoisotopic): 412.1733

AlogP: 3.73

#Rotatable Bonds: 5

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: 3.65

CX LogD: 1.87

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.67

Np Likeness Score: -1.15

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