2-[(2S)-2-carboxypyrrolidin-1-yl]-1-methyl-2-oxoethylamidophosphate

ID: ALA1161022

Max Phase: Preclinical

Molecular Formula: C8H15N2O6P

Molecular Weight: 266.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NP(=O)(O)O)C(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C8H15N2O6P/c1-5(9-17(14,15)16)7(11)10-4-2-3-6(10)8(12)13/h5-6H,2-4H2,1H3,(H,12,13)(H3,9,14,15,16)/t5-,6+/m1/s1

Standard InChI Key:  UGGHNDGDVCUWQX-RITPCOANSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    4.2542   -1.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7542   -0.5000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0792   -2.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1792   -1.2167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6417   -1.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1667    0.2208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417   -0.9042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -0.5042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4042   -0.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9292   -2.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4500   -1.6042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -0.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2500   -2.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5500   -3.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0167   -2.0417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  6  1  0
  4  2  1  0
  5  1  1  0
  6  4  1  0
  5  7  1  6
  8  3  1  0
  9  3  1  0
 10  3  2  0
 11  2  2  0
 12  7  2  0
 13  1  1  0
 14  7  1  0
  4 15  1  1
 16  5  1  0
 17 13  1  0
  4 18  1  0
 17 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1161022

   ---

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: 266.19

Molecular Weight (Monoisotopic): 266.0668

AlogP: -0.87

#Rotatable Bonds: 4

Polar Surface Area: 127.17

Molecular Species: ACID

HBA: 3

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.82

CX Basic pKa: ┄

CX LogP: -1.59

CX LogD: -8.04

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.49

Np Likeness Score: 0.05

References

1. Andrews PR, Carson JM, Caselli A, Spark MJ, Woods R..  (1985)  Conformational analysis and active site modelling of angiotensin-converting enzyme inhibitors.,  28  (3): [PMID:2983076] [10.1021/jm00381a021]

Source

Source(1):

• Scientific Literature