(1-Nicotinoylpiperidin-4-yl)(5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)methanone

ID: ALA4548719

PubChem CID: 122703680

Max Phase: Preclinical

Molecular Formula: C21H22N4O2

Molecular Weight: 362.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(c1cccnc1)N1CCC(C(=O)N2N=CCC2c2ccccc2)CC1

Standard InChI:  InChI=1S/C21H22N4O2/c26-20(18-7-4-11-22-15-18)24-13-9-17(10-14-24)21(27)25-19(8-12-23-25)16-5-2-1-3-6-16/h1-7,11-12,15,17,19H,8-10,13-14H2

Standard InChI Key:  UHTCFJKEPZIKTE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   18.7229   -9.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5480   -9.5136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8048   -8.7294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.1354   -8.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4703   -8.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5898   -8.4754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2022   -9.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7625   -7.6686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1342   -7.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8496   -7.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8487   -6.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1331   -5.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4169   -6.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4214   -7.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0281   -9.8331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6366  -10.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4232  -10.1352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5980   -9.3279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9861   -8.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0335  -10.6906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8578  -11.4967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8196  -10.4396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0731  -11.7430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8973  -12.5484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5079  -13.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2972  -12.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4693  -12.0451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  3  6  1  0
  6  7  1  0
  6  8  2  0
  4  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14  9  1  0
  7 15  1  0
  7 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548719

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1743

AlogP: 2.89

#Rotatable Bonds: 3

Polar Surface Area: 65.87

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.61

CX LogP: 1.34

CX LogD: 1.34

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.84

Np Likeness Score: -1.20

References

1. Harris PA, Faucher N, George N, Eidam PM, King BW, White GV, Anderson NA, Bandyopadhyay D, Beal AM, Beneton V, Berger SB, Campobasso N, Campos S, Capriotti CA, Cox JA, Daugan A, Donche F, Fouchet MH, Finger JN, Geddes B, Gough PJ, Grondin P, Hoffman BL, Hoffman SJ, Hutchinson SE, Jeong JU, Jigorel E, Lamoureux P, Leister LK, Lich JD, Mahajan MK, Meslamani J, Mosley JE, Nagilla R, Nassau PM, Ng SL, Ouellette MT, Pasikanti KK, Potvain F, Reilly MA, Rivera EJ, Sautet S, Schaeffer MC, Sehon CA, Sun H, Thorpe JH, Totoritis RD, Ward P, Wellaway N, Wisnoski DD, Woolven JM, Bertin J, Marquis RW..  (2019)  Discovery and Lead-Optimization of 4,5-Dihydropyrazoles as Mono-Kinase Selective, Orally Bioavailable and Efficacious Inhibitors of Receptor Interacting Protein 1 (RIP1) Kinase.,  62  (10): [PMID:31013427] [10.1021/acs.jmedchem.9b00318]

Source

Source(1):

• Scientific Literature