(R)-2-(4-amino-1H-imidazol-1-yl)-2-(4-fluorophenyl)-1-(pyrrolidin-1-yl)propan-1-one

ID: ALA3527046

PubChem CID: 118753229

Max Phase: Preclinical

Molecular Formula: C16H19FN4O

Molecular Weight: 302.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@](C(=O)N1CCCC1)(c1ccc(F)cc1)n1cnc(N)c1

Standard InChI:  InChI=1S/C16H19FN4O/c1-16(21-10-14(18)19-11-21,12-4-6-13(17)7-5-12)15(22)20-8-2-3-9-20/h4-7,10-11H,2-3,8-9,18H2,1H3/t16-/m1/s1

Standard InChI Key:  HAMLHDLTXOXVBD-MRXNPFEDSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    3.8693  -16.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792  -17.9415    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.0696  -17.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9832  -16.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7893  -13.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3230  -14.6936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7639  -16.8302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6821  -14.5212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5327  -15.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0176  -15.2748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3883  -17.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5633  -17.2734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8381  -15.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8751  -14.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0749  -13.1205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3159  -17.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2277  -16.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1737  -16.1147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125  -15.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946  -13.8066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5425  -13.1936    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1899  -15.2706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8 20  1  0
 10 13  1  0
 20 21  2  0
  8 10  1  0
 18  7  1  0
 10  9  1  0
  7 16  1  0
  9 19  2  0
  3  4  1  0
 14  8  1  0
 17 12  2  0
 13  6  2  0
 13 18  1  0
 16  3  1  0
 10 22  1  6
  5 14  2  0
 12  2  1  0
 21  5  1  0
  1  9  1  0
 19 17  1  0
 12 11  1  0
  4 18  1  0
 11  1  2  0
 15  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3527046

   ---

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: 302.35

Molecular Weight (Monoisotopic): 302.1543

AlogP: 1.99

#Rotatable Bonds: 3

Polar Surface Area: 64.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 6.64

CX LogP: 1.88

CX LogD: 1.82

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.94

Np Likeness Score: -0.92

References

1. Borel AG, Jones TM, Barbuch RJ, Jackson DA, Kulanthaivel P, Mattiuz E, Klimkowski VJ, Wheeler WJ, Rener GA..  (2011)  Metabolism of LY654322, a growth hormone secretagogue, to an unusual diimidazopyridine metabolite.,  39  (5): [PMID:21346003] [10.1124/dmd.110.037598]

Source

Source(1):

• Scientific Literature