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

ID: ALA4530506

PubChem CID: 155545798

Max Phase: Preclinical

Molecular Formula: C20H21ClN4OS

Molecular Weight: 400.94

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1nccc1-c1csc(C(=O)N[C@@H]2CNCC[C@H]2c2ccc(Cl)cc2)c1

Standard InChI:  InChI=1S/C20H21ClN4OS/c1-25-18(7-9-23-25)14-10-19(27-12-14)20(26)24-17-11-22-8-6-16(17)13-2-4-15(21)5-3-13/h2-5,7,9-10,12,16-17,22H,6,8,11H2,1H3,(H,24,26)/t16-,17+/m0/s1

Standard InChI Key:  SGZPWEJRZLFGLZ-DLBZAZTESA-N

Molfile:  

 
     RDKit          2D

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   19.3541  -12.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0622  -13.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7718  -12.7343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7690  -11.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0604  -11.5064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0586  -13.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3490  -14.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3469  -15.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0526  -15.5917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.7623  -15.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7661  -14.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6424  -13.9550    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9336  -14.3617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2270  -13.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9314  -15.1789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1428  -13.1429    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.3439  -12.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9334  -13.6776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4787  -14.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1205  -13.7609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5734  -13.1515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8260  -13.4819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9094  -14.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7083  -14.4668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7450  -12.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0580  -10.6892    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  7  3  1  6
  8 13  1  1
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 18 19  2  0
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 22 26  1  0
  6 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4530506

   ---

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: 400.94

Molecular Weight (Monoisotopic): 400.1125

AlogP: 3.68

#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: 9.21

CX LogP: 3.16

CX LogD: 1.36

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -1.19

References

1. Dong X, Zhan W, Zhao M, Che J, Dai X, Wu Y, Xu L, Zhou Y, Zhao Y, Tian T, Cheng G, Jin Z, Li J, Shao Y, He Q, Yang B, Weng Q, Hu Y..  (2019)  Discovery of 3,4,6-Trisubstituted Piperidine Derivatives as Orally Active, Low hERG Blocking Akt Inhibitors via Conformational Restriction and Structure-Based Design.,  62  (15): [PMID:31298542] [10.1021/acs.jmedchem.9b00891]

Source

Source(1):

• Scientific Literature