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

ID: ALA180029

PubChem CID: 44390088

Max Phase: Preclinical

Molecular Formula: C24H28FN3O5S

Molecular Weight: 489.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCOc1ccc(S(=O)(=O)N(CCc2ccc(F)cc2)C(CC(=O)O)c2c[nH]cn2)cc1

Standard InChI:  InChI=1S/C24H28FN3O5S/c1-2-3-14-33-20-8-10-21(11-9-20)34(31,32)28(13-12-18-4-6-19(25)7-5-18)23(15-24(29)30)22-16-26-17-27-22/h4-11,16-17,23H,2-3,12-15H2,1H3,(H,26,27)(H,29,30)

Standard InChI Key:  ARIXIUMAGVRJDS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.1375   -3.7875    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5792   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8458   -1.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4292   -0.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8542   -0.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5792   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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 28 20  1  0
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 33 32  1  0
 34 33  1  0
 21 24  1  0
 13 12  1  0
 19 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA180029

   3-{(4-Butoxy-benzenesulfonyl)-[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: 489.57

Molecular Weight (Monoisotopic): 489.1734

AlogP: 4.18

#Rotatable Bonds: 13

Polar Surface Area: 112.59

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.40

CX Basic pKa: 6.17

CX LogP: 2.67

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: -0.87

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