Disodium (1-[bis(sodiooxy)phosphoryl]-3-[(4E)-5,9-dimethyldeca-4,8-dienamido]propyl)phosphonate

ID: ALA4762902

PubChem CID: 162660574

Max Phase: Preclinical

Molecular Formula: C15H25NNa4O7P2

Molecular Weight: 397.35

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C15H29NO7P2.4Na/c1-12(2)6-4-7-13(3)8-5-9-14(17)16-11-10-15(24(18,19)20)25(21,22)23;;;;/h6,8,15H,4-5,7,9-11H2,1-3H3,(H,16,17)(H2,18,19,20)(H2,21,22,23);;;;/q;4*+1/p-4/b13-8+;;;;

Standard InChI Key:  FXTLYFKMRNFXPW-MEVDHSCASA-J

Molfile:  

     RDKit          2D

 29 24  0  0  0  0  0  0  0  0999 V2000
   16.2613  -21.7092    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   17.3839  -20.9374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7966  -20.2317    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.9790  -20.2271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6740  -18.3001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0867  -19.0100    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.4951  -18.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7966  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5043  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3812  -19.4186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5043  -20.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2120  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9197  -19.0100    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6274  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3352  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6274  -20.2358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0429  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7506  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4583  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1660  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4583  -20.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8737  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5814  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2891  -19.4186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9968  -19.0100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2891  -20.2358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3657  -20.3803    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   15.0891  -18.1846    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
   17.9617  -22.4521    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  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
M  CHG  8   1   1   2  -1   4  -1   5  -1   7  -1  27   1  28   1  29   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: 397.35

Molecular Weight (Monoisotopic): 397.1419

AlogP: 2.65

#Rotatable Bonds: 11

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: 0.46

CX LogD: -4.29

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.27

Np Likeness Score: 0.88

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