methyl (2R,5S)-2-methoxy-7-methyl-2-oxo-5-pentyl-4,5-dihydro-3H-1,2lambda5-oxaphosphepine-6-carboxylate

ID: ALA5205745

PubChem CID: 168294250

Max Phase: Preclinical

Molecular Formula: C14H25O5P

Molecular Weight: 304.32

Names and Identifiers

Canonical SMILES:  CCCCC[C@H]1CC[P@@](=O)(OC)OC(C)=C1C(=O)OC

Standard InChI:  InChI=1S/C14H25O5P/c1-5-6-7-8-12-9-10-20(16,18-4)19-11(2)13(12)14(15)17-3/h12H,5-10H2,1-4H3/t12-,20+/m0/s1

Standard InChI Key:  PDEQHOMCAFKFDK-FKIZINRSSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -3.0559    1.6649    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4077    2.1753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6032    1.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2444    1.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6027    0.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4077    0.3170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0559    0.8322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    2.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4697    2.3816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8820    1.6649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2949    0.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4184    1.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0055    1.9663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0055    0.5355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8204    0.5355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0186   -0.0829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484   -1.4648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1492   -1.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7332   -1.8350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  7  1  0
  7  6  1  0
  3  8  1  0
  1  9  2  0
  1 10  1  1
 10 11  1  0
  4 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
  5 16  1  1
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5205745

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 304.32

Molecular Weight (Monoisotopic): 304.1440

AlogP: 3.89

#Rotatable Bonds: 6

Polar Surface Area: 61.83

Molecular Species: ┄

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.59

CX LogD: 2.59

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.42

Np Likeness Score: 0.35

References

1. Cavalier JF, Spilling CD, Durand T, Camoin L, Canaan S..  (2021)  Lipolytic enzymes inhibitors: A new way for antibacterial drugs discovery.,  209  [PMID:33071055] [10.1016/j.ejmech.2020.112908]

Source

Source(1):

• Scientific Literature