3-[2-Benzyl-3-(hydroxy-phenethyloxy-phosphoryl)-propionylamino]-propionic acid; compound with GENERIC INORGANIC NEUTRAL COMPONENT

ID: ALA177646

PubChem CID: 44387607

Max Phase: Preclinical

Molecular Formula: C21H26ClKNO6P

Molecular Weight: 419.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)CCNC(=O)C(Cc1ccccc1)CP(=O)(O)OCCc1ccccc1.[Cl-].[K+]

Standard InChI:  InChI=1S/C21H26NO6P.ClH.K/c23-20(24)11-13-22-21(25)19(15-18-9-5-2-6-10-18)16-29(26,27)28-14-12-17-7-3-1-4-8-17;;/h1-10,19H,11-16H2,(H,22,25)(H,23,24)(H,26,27);1H;/q;;+1/p-1

Standard InChI Key:  MYNJKHDWLQGTQW-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 31 30  0  0  0  0  0  0  0  0999 V2000
    8.9250   -3.0958    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -1.5083    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.6708   -1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500   -1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6708   -2.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -0.7958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375   -1.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7500   -0.4417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9083   -1.5083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7250   -1.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4375   -2.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -1.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3667   -1.5083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3708   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2958   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6583   -0.8917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9083   -2.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6583    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2333    0.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9000   -3.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -2.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042    0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5208   -3.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5917    0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2167   -3.0958    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
  3  5  1  0
  4  3  1  0
  5  2  1  0
  6  9  1  0
  7  3  1  0
  8  2  2  0
  9 15  1  0
 10  4  2  0
 11  6  2  0
 12  4  1  0
 13  2  1  0
 14  2  1  0
 15 12  1  0
 16  6  1  0
 17  7  1  0
 18 13  1  0
 19 20  1  0
 20 18  1  0
 21 17  2  0
 22 17  1  0
 23 19  2  0
 24 19  1  0
 25 24  2  0
 26 21  1  0
 27 22  2  0
 28 23  1  0
 29 27  1  0
 30 25  1  0
 28 30  2  0
 26 29  2  0
M  CHG  2   1  -1  31   1
M  END

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: 419.41

Molecular Weight (Monoisotopic): 419.1498

AlogP: 2.88

#Rotatable Bonds: 12

Polar Surface Area: 112.93

Molecular Species: ACID

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.82

CX Basic pKa: ┄

CX LogP: 2.36

CX LogD: -2.98

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.08

References

1. De Lombaert S, Erion MD, Tan J, Blanchard L, el-Chehabi L, Ghai RD, Sakane Y, Berry C, Trapani AJ..  (1994)  N-Phosphonomethyl dipeptides and their phosphonate prodrugs, a new generation of neutral endopeptidase (NEP, EC 3.4.24.11) inhibitors.,  37  (4): [PMID:8120868] [10.1021/jm00030a009]

Source

Source(1):

• Scientific Literature