3-[3-(2-Benzoylamino-ethyl)-5-pyridin-3-ylmethyl-phenyl]-propionic acid

ID: ALA119670

PubChem CID: 10500482

Max Phase: Preclinical

Molecular Formula: C24H24N2O3

Molecular Weight: 388.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCc1cc(CCNC(=O)c2ccccc2)cc(Cc2cccnc2)c1

Standard InChI:  InChI=1S/C24H24N2O3/c27-23(28)9-8-18-13-19(10-12-26-24(29)22-6-2-1-3-7-22)15-21(14-18)16-20-5-4-11-25-17-20/h1-7,11,13-15,17H,8-10,12,16H2,(H,26,29)(H,27,28)

Standard InChI Key:  HYXQMEZXMZNHQJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
    3.4750   -5.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500   -5.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7042   -8.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4667   -5.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6000   -5.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7625   -4.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4167   -8.9125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0167   -6.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1917   -4.7167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3250   -5.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7375   -6.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0417   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4667   -4.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3042   -6.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7125   -7.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0000   -7.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9917   -8.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1792   -5.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8917   -5.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8917   -4.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6167   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5792   -6.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7750   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1542   -6.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8667   -6.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -4.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417   -3.8667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2 12  1  0
  3 15  1  0
  4  1  2  0
  5 20  1  0
  6  1  1  0
  7  3  2  0
  8 14  2  0
  9  1  1  0
 10 21  1  0
 11  8  1  0
 12 10  2  0
 13  2  1  0
 14 10  1  0
 15 16  1  0
 16  8  1  0
 17  3  1  0
 18 13  1  0
 19  9  1  0
 20 18  2  0
 21 19  1  0
 22 26  1  0
 23  6  2  0
 24  6  1  0
 25 18  1  0
 26 25  2  0
 27 24  2  0
 28 23  1  0
 29 27  1  0
 29 28  2  0
  2 11  2  0
 22  5  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA119670

   3-[3-(2-Benzoylamino-ethyl)-5-pyridin-3-ylmethyl-phenyl]-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: 388.47

Molecular Weight (Monoisotopic): 388.1787

AlogP: 3.66

#Rotatable Bonds: 9

Polar Surface Area: 79.29

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.30

CX Basic pKa: 5.44

CX LogP: 3.02

CX LogD: 1.26

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.59

Np Likeness Score: -0.42

References

1. Dickinson RP, Dack KN, Long CJ, Steele J..  (1997)  Thromboxane modulating agents. 3. 1H-imidazol-1-ylalkyl- and 3-pyridinylalkyl-substituted 3-[2-[(arylsulfonyl)amino]ethyl]benzenepropanoic acid derivatives as dual thromboxane synthase inhibitor/thromboxane receptor antagonists.,  40  (21): [PMID:9341919] [10.1021/jm9702793]

Source

Source(1):

• Scientific Literature