1-[4-(2,2-dimethylpropyl)-1H-imidazol-2-yl]-2-[4-(5-fluoropyridin-2-yl)phenyl]propan-2-ol

ID: ALA1672352

PubChem CID: 25026445

Max Phase: Preclinical

Molecular Formula: C22H26FN3O

Molecular Weight: 367.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)Cc1c[nH]c(CC(C)(O)c2ccc(-c3ccc(F)cn3)cc2)n1

Standard InChI:  InChI=1S/C22H26FN3O/c1-21(2,3)11-18-14-25-20(26-18)12-22(4,27)16-7-5-15(6-8-16)19-10-9-17(23)13-24-19/h5-10,13-14,27H,11-12H2,1-4H3,(H,25,26)

Standard InChI Key:  SQDJZWNPXIGNRP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -4.6537  -12.1504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6550  -12.9781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9420  -13.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2227  -12.9775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2258  -12.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9440  -11.7376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5134  -11.7303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7936  -12.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0833  -11.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831  -10.9037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7995  -10.4925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5160  -10.9068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3692  -10.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3458  -10.9020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594  -10.4889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327  -10.9636    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3917  -10.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1232   -9.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983   -9.7015    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5300   -8.9696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3550   -8.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7619   -8.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7730   -9.6744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3700  -13.3895    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -8.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7884   -9.7717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366   -9.7717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 13  1  0
  1  2  2  0
 13 14  1  0
  5  7  1  0
 14 15  1  0
 15 16  1  0
  7  8  2  0
  3  4  2  0
  4  5  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 15  2  0
  2  3  1  0
 18 20  1  0
  5  6  2  0
 20 21  1  0
  7 12  1  0
 21 22  1  0
  8  9  1  0
 21 23  1  0
  9 10  2  0
  2 24  1  0
 10 11  1  0
 21 25  1  0
 11 12  2  0
 13 26  1  0
  6  1  1  0
 13 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1672352

   1-[4-(2,2-Dimethylpropyl)-1h-imidazol-2-yl]-2-[4-(5-fluoropyridin-2-yl)phenyl]propan-2-ol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 367.47

Molecular Weight (Monoisotopic): 367.2060

AlogP: 4.65

#Rotatable Bonds: 5

Polar Surface Area: 61.80

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.93

CX Basic pKa: 6.81

CX LogP: 4.28

CX LogD: 4.19

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -0.91

References

1. Sebhat IK, Franklin C, Lo MM, Chen D, Jewell JP, Miller R, Pang J, Palyha O, Kan Y, Kelly TM, Guan XM, Marsh DJ, Kosinski JA, Metzger JM, Lyons K, Dragovic J, Guzzo PR, Henderson AJ, Reitman ML, Nargund RP, Wyvratt MJ, Lin LS..  (2011)  Discovery of MK-5046, a Potent, Selective Bombesin Receptor Subtype-3 Agonist for the Treatment of Obesity.,  2  (1): [PMID:24900253] [10.1021/ml100196d]

Source

Source(1):

• Scientific Literature