Disodium (1-[bis(sodiooxy)phosphoryl]-3-[(3S)-3,7-dimethylocta-6-enamido]propyl)phosphonate

ID: ALA4782022

PubChem CID: 162664255

Max Phase: Preclinical

Molecular Formula: C13H23NNa4O7P2

Molecular Weight: 371.31

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H27NO7P2.4Na/c1-10(2)5-4-6-11(3)9-12(15)14-8-7-13(22(16,17)18)23(19,20)21;;;;/h5,11,13H,4,6-9H2,1-3H3,(H,14,15)(H2,16,17,18)(H2,19,20,21);;;;/q;4*+1/p-4/t11-;;;;/m0..../s1

Standard InChI Key:  JGWRYIVHBAFVMG-HZAYLZKLSA-J

Molfile:  

     RDKit          2D

 27 22  0  0  0  0  0  0  0  0999 V2000
   19.6959  -14.0209    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   19.3710  -12.8876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7876  -12.1751    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.9622  -12.1705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6543  -10.2250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0709  -10.9417    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.4832  -10.2225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7876  -11.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5021  -10.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3587  -11.3542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5021  -12.5918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2165  -11.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9310  -10.9417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6455  -11.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3601  -10.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6455  -12.1793    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0745  -11.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0745  -12.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7890  -10.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5035  -11.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2179  -10.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9324  -11.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6469  -10.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9324  -12.1793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7584  -13.1126    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   16.9501  -10.9584    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   18.1959   -9.1501    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  6  5  1  0
  7  6  1  0
  8  9  1  0
  8  6  1  0
  8  3  1  0
  6 10  2  0
  3 11  2  0
  9 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  6
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
M  CHG  8   1   1   2  -1   4  -1   5  -1   7  -1  25   1  26   1  27   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: 371.31

Molecular Weight (Monoisotopic): 371.1263

AlogP: 1.95

#Rotatable Bonds: 10

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: 1.22

CX Basic pKa: ┄

CX LogP: -0.01

CX LogD: -4.75

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.29

Np Likeness Score: 0.60

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