N-((3S,4S)-4-(3,4-Difluorophenyl)piperidin-3-yl)-6-(1-methyl-1H-pyrazol-5-yl)nicotinamide

ID: ALA4528834

PubChem CID: 155517747

Max Phase: Preclinical

Molecular Formula: C21H21F2N5O

Molecular Weight: 397.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1nccc1-c1ccc(C(=O)N[C@@H]2CNCC[C@H]2c2ccc(F)c(F)c2)cn1

Standard InChI:  InChI=1S/C21H21F2N5O/c1-28-20(7-9-26-28)18-5-3-14(11-25-18)21(29)27-19-12-24-8-6-15(19)13-2-4-16(22)17(23)10-13/h2-5,7,9-11,15,19,24H,6,8,12H2,1H3,(H,27,29)/t15-,19+/m0/s1

Standard InChI Key:  PSFSTWKZCSDXEM-HNAYVOBHSA-N

Molfile:  

 
     RDKit          2D

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   31.9763  -13.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9752  -14.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6832  -14.4232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3929  -14.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3901  -13.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6815  -12.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6797  -15.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9701  -15.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9679  -16.4585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6737  -16.8711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3833  -16.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3871  -15.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2634  -15.2345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5547  -15.6412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8480  -15.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5525  -16.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8529  -14.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1471  -14.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4373  -14.4101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4378  -15.2315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1441  -15.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7339  -14.0040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6496  -13.1912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.8504  -13.0202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4409  -13.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9870  -14.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2576  -12.6451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0962  -12.7799    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.6790  -11.9687    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  7 12  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  7  3  1  6
  8 13  1  1
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 22  2  0
 19 22  1  0
 23 27  1  0
  5 28  1  0
  6 29  1  0
M  END

Alternative Forms

1. Alternative Forms:

   

   ALA4528834

   ---

2. Parent:

   

   ALA4528834

   ---

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: 397.43

Molecular Weight (Monoisotopic): 397.1714

AlogP: 2.64

#Rotatable Bonds: 4

Polar Surface Area: 71.84

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.95

CX Basic pKa: 9.20

CX LogP: 2.10

CX LogD: 0.31

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -1.46

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