Disodium (1-[bis(sodiooxy)phosphoryl]-3-(5-methylhex-4-enamido)propyl)phosphonate

ID: ALA4780650

PubChem CID: 162663901

Max Phase: Preclinical

Molecular Formula: C10H17NNa4O7P2

Molecular Weight: 329.23

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)=CCCC(=O)NCCC(P(=O)([O-])[O-])P(=O)([O-])[O-].[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C10H21NO7P2.4Na/c1-8(2)4-3-5-9(12)11-7-6-10(19(13,14)15)20(16,17)18;;;;/h4,10H,3,5-7H2,1-2H3,(H,11,12)(H2,13,14,15)(H2,16,17,18);;;;/q;4*+1/p-4

Standard InChI Key:  LRHGVTIXTGXSSF-UHFFFAOYSA-J

Molfile:  

     RDKit          2D

 24 19  0  0  0  0  0  0  0  0999 V2000
    5.6626  -29.2455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0753  -28.5398    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577  -28.5352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9527  -26.6082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3654  -27.3181    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.7738  -26.6058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0753  -27.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830  -27.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6599  -27.7267    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7830  -28.9525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4907  -27.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1984  -27.3181    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061  -27.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6138  -27.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9061  -28.5439    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3215  -27.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0292  -27.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7369  -27.7267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4447  -27.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7369  -28.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4958  -29.4106    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    2.8148  -28.1725    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    2.3525  -26.7816    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    4.2964  -30.6158    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  7  5  1  0
  7  2  1  0
  5  9  2  0
  2 10  2  0
  8 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
M  CHG  8   1  -1   3  -1   4  -1   6  -1  21   1  22   1  23   1  24   1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 329.23

Molecular Weight (Monoisotopic): 329.0793

AlogP: 0.92

#Rotatable Bonds: 8

Polar Surface Area: 144.16

Molecular Species: ACID

HBA: 3

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.21

CX Basic pKa: ┄

CX LogP: -1.16

CX LogD: -5.90

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.33

Np Likeness Score: 0.58

References

1. Goetz DB,Varney ML,Wiemer DF,Holstein SA.  (2020)  Amides as bioisosteres of triazole-based geranylgeranyl diphosphate synthase inhibitors.,  28  (16): [PMID:32690260] [10.1016/j.bmc.2020.115604]

Source

Source(1):

• Scientific Literature