PO3 2-Leu-Trp-O-3K

ID: ALA281562

PubChem CID: 44458238

Max Phase: Preclinical

Molecular Formula: C17H21K3N3O6P

Molecular Weight: 397.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NP(=O)([O-])[O-])C(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)[O-].[K+].[K+].[K+]

Standard InChI:  InChI=1S/C17H24N3O6P.3K/c1-10(2)7-14(20-27(24,25)26)16(21)19-15(17(22)23)8-11-9-18-13-6-4-3-5-12(11)13;;;/h3-6,9-10,14-15,18H,7-8H2,1-2H3,(H,19,21)(H,22,23)(H3,20,24,25,26);;;/q;3*+1/p-3/t14-,15-;;;/m0.../s1

Standard InChI Key:  WIPVJUNEQVFCAF-CEHYLXJWSA-K

Molfile:  

     RDKit          2D

 30 28  0  0  0  0  0  0  0  0999 V2000
   -1.8208   -2.8375    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
    0.6042   -0.2792    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.8625   -0.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292    0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6042    0.5458    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4125   -2.2042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417    0.9583    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -1.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542    0.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667    0.9583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6792   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4542   -0.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0167   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -0.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000   -1.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2208   -0.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8792    0.5458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0292   -0.2792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1667    1.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542   -0.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    2.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8375   -1.7292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125    1.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    3.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9750   -0.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3167   -1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2250    1.3458    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
   -2.1625   -0.7792    0.0000 K   0  0  0  0  0 15  0  0  0  0  0  0
  3 13  1  0
  4  6  1  0
  5  4  1  0
  6  2  1  0
  7  9  1  0
  8  5  1  0
  9  3  2  0
 10  8  1  0
 11 10  1  0
 12  3  1  0
 10 13  1  6
 14 12  2  0
 15  2  1  0
 16  2  1  0
 17  2  2  0
  4 18  1  1
 19 11  1  0
 20  5  2  0
 21 11  2  0
 22 12  1  0
 23 18  1  0
 24 14  1  0
 25 23  1  0
 26 23  1  0
 27 22  2  0
 28 27  1  0
 14  7  1  0
 28 24  2  0
M  CHG  6   1   1  15  -1  16  -1  19  -1  29   1  30   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: 397.37

Molecular Weight (Monoisotopic): 397.1403

AlogP: 1.38

#Rotatable Bonds: 9

Polar Surface Area: 151.75

Molecular Species: ACID

HBA: 3

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.84

CX Basic pKa: ┄

CX LogP: 1.15

CX LogD: -5.18

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.35

Np Likeness Score: 0.45

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