2-(1-Carboxymethyl-2-oxo-azocan-3-ylamino)-4-phenyl-butyric acid

ID: ALA3350294

PubChem CID: 118718824

Max Phase: Preclinical

Molecular Formula: C19H26N2O5

Molecular Weight: 362.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CN1CCCCC[C@@H](N[C@H](CCc2ccccc2)C(=O)O)C1=O

Standard InChI:  InChI=1S/C19H26N2O5/c22-17(23)13-21-12-6-2-5-9-15(18(21)24)20-16(19(25)26)11-10-14-7-3-1-4-8-14/h1,3-4,7-8,15-16,20H,2,5-6,9-13H2,(H,22,23)(H,25,26)/t15-,16-/m1/s1

Standard InChI Key:  SLHZGQUSIZGOKT-HZPDHXFCSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    6.3625   -4.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7167   -4.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6250   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -2.8417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -4.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -5.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2000   -3.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8292   -5.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -4.0667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9167   -4.6917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6750   -6.7417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4875   -4.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1792   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6125   -5.6542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4792   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292   -2.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -2.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7667   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6875   -3.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9500   -2.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3375   -1.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3375   -0.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5917   -3.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  3  4  1  6
  7  5  1  1
  6  1  1  0
  7  4  1  0
  8  6  1  0
  9  2  2  0
 10  5  2  0
 11  8  2  0
 12  7  1  0
 13  5  1  0
 14  1  1  0
 15  8  1  0
 16 12  1  0
 17 16  1  0
 18  3  1  0
 19 17  2  0
 20 17  1  0
 21 14  1  0
 22 26  1  0
 23 19  1  0
 24 20  2  0
 25 24  1  0
 26 21  1  0
 18 22  1  0
 25 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3350294

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1842

AlogP: 1.52

#Rotatable Bonds: 8

Polar Surface Area: 106.94

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.20

CX Basic pKa: 8.03

CX LogP: -0.69

CX LogD: -3.60

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: -0.07

References

1. Thorsett ED, Harris EE, Aster SD, Peterson ER, Snyder JP, Springer JP, Hirshfield J, Tristram EW, Patchett AA, Ulm EH..  (1986)  Conformationally restricted inhibitors of angiotensin converting enzyme: synthesis and computations.,  29  (2): [PMID:3005569] [10.1021/jm00152a014]

Source

Source(1):

• Scientific Literature