3-{Biphenyl-4-ylmethyl-[2-(4-fluoro-phenyl)-ethyl]-amino}-3-(1H-imidazol-4-yl)-propionic acid

ID: ALA180977

PubChem CID: 44390103

Max Phase: Preclinical

Molecular Formula: C27H26FN3O2

Molecular Weight: 443.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CC(c1c[nH]cn1)N(CCc1ccc(F)cc1)Cc1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C27H26FN3O2/c28-24-12-8-20(9-13-24)14-15-31(26(16-27(32)33)25-17-29-19-30-25)18-21-6-10-23(11-7-21)22-4-2-1-3-5-22/h1-13,17,19,26H,14-16,18H2,(H,29,30)(H,32,33)

Standard InChI Key:  LZKJDSUMNCVIKD-UHFFFAOYSA-N

Molfile:  

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    3.0375   -1.6250    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5917    0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542    0.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4542    1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792    1.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792    0.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917    0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3  1  1  0
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  8  7  1  0
 11 15  1  0
 18 26  2  0
 33 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA180977

   3-{Biphenyl-4-ylmethyl-[2-(4-fluoro-phenyl)-ethyl]-amino}-3-(1H-imidazol-4-yl)-propionic acid

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: 443.52

Molecular Weight (Monoisotopic): 443.2009

AlogP: 5.48

#Rotatable Bonds: 10

Polar Surface Area: 69.22

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.28

CX Basic pKa: 7.90

CX LogP: 2.80

CX LogD: 2.70

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.34

Np Likeness Score: -0.69

References

1. Saha AK, End DW..  (2005)  Novel beta-(imidazol-4-yl)-beta-amino acids: solid-phase synthesis and study of their inhibitory activity against geranylgeranyl protein transferase type I.,  15  (6): [PMID:15745827] [10.1016/j.bmcl.2005.01.042]

Source

Source(1):

• Scientific Literature