PO3 2-Leu-Nal-O-3K

ID: ALA280917

PubChem CID: 44458224

Max Phase: Preclinical

Molecular Formula: C19H22K3N2O6P

Molecular Weight: 408.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NP(=O)([O-])[O-])C(=O)N[C@@H](Cc1cccc2ccccc12)C(=O)[O-].[K+].[K+].[K+]

Standard InChI:  InChI=1S/C19H25N2O6P.3K/c1-12(2)10-16(21-28(25,26)27)18(22)20-17(19(23)24)11-14-8-5-7-13-6-3-4-9-15(13)14;;;/h3-9,12,16-17H,10-11H2,1-2H3,(H,20,22)(H,23,24)(H3,21,25,26,27);;;/q;3*+1/p-3/t16-,17-;;;/m0.../s1

Standard InChI Key:  IKWJKNJQTURPIW-YKRIILNKSA-K

Molfile:  

     RDKit          2D

 31 29  0  0  0  0  0  0  0  0999 V2000
    3.8292   -4.6167    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
    5.3500   -1.9917    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7750   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3500   -1.1667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4875   -0.7542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000   -1.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9125   -0.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6042   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2000   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417   -2.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750   -1.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4250   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250   -1.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0625    0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6250   -1.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7750   -1.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9125    0.0708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8292   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1917   -3.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6000   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    0.4833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8250   -2.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -4.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6417   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3417    1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6292    0.0708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6375   -1.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0542   -2.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292   -0.3042    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
    3.0167   -2.4917    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  4  1  0
  7  6  1  0
  8  7  1  0
  9 10  1  0
  7 10  1  6
 11  2  1  0
 12  2  1  0
 13  9  1  0
 14  2  2  0
  3 15  1  1
 16  8  1  0
 17  4  2  0
 18  8  2  0
 19 13  1  0
 20  9  2  0
 21 20  1  0
 22 15  1  0
 23 13  2  0
 24 21  2  0
 25 19  2  0
 26 22  1  0
 27 22  1  0
 28 23  1  0
 29 28  2  0
 24 19  1  0
 29 25  1  0
M  CHG  6   1   1  11  -1  12  -1  16  -1  30   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: 408.39

Molecular Weight (Monoisotopic): 408.1450

AlogP: 2.05

#Rotatable Bonds: 9

Polar Surface Area: 135.96

Molecular Species: ACID

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.84

CX Basic pKa: ┄

CX LogP: 2.04

CX LogD: -4.26

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.40

Np Likeness Score: 0.31

References

1. Fukami T, Hayama T, Amano Y, Nakamura Y, Arai Y, Matsuyama K, Yano M, Ishikawa K.  (1994)  Aminophosphonate endothelin converting enzyme inhibitors: potency-enhancing and selectivity-improving modifications of phosphoramidon,  4  (10): [10.1016/S0960-894X(01)80341-3]

Source

Source(1):

• Scientific Literature