Disodium; 4-(phosphoniumoxy)benzyl 2-{(E)-[(aminocarbonothioyl)hydrazono]methyl}pyridin-3-ylcarbamate

ID: ALA107419

PubChem CID: 10322425

Max Phase: Preclinical

Molecular Formula: C15H14N5Na2O6PS

Molecular Weight: 425.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N/C(S)=N/N=C/c1ncccc1NC(=O)OCc1ccc(OP(=O)([O-])[O-])cc1.[Na+].[Na+]

Standard InChI:  InChI=1S/C15H16N5O6PS.2Na/c16-14(28)20-18-8-13-12(2-1-7-17-13)19-15(21)25-9-10-3-5-11(6-4-10)26-27(22,23)24;;/h1-8H,9H2,(H,19,21)(H3,16,20,28)(H2,22,23,24);;/q;2*+1/p-2/b18-8+;;

Standard InChI Key:  ZJCBTSKKVHKNSP-YAOYWCTKSA-L

Molfile:  

     RDKit          2D

 30 29  0  0  0  0  0  0  0  0999 V2000
   10.4792   -5.6167    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    9.0667   -3.7917    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375   -4.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0500   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -4.3792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0000   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5375   -6.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2792   -4.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8917   -3.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2417   -3.7917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -6.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0417   -5.4167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -6.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2792   -2.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2500   -6.4542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5292   -3.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3625   -4.3792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -6.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4167   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7625   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9417   -3.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0042   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1792   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750   -3.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2792   -4.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1667   -4.3375    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
  3 18  1  0
  4 16  2  0
  5  3  1  0
  6  7  1  0
  7  5  1  0
  8 12  2  0
  9  2  1  0
 10  2  1  0
 11  2  1  0
 12  6  1  0
 13  4  1  0
 14  6  2  0
 15  2  2  0
 16  8  1  0
 17  3  2  0
 18 22  1  0
 19  4  1  0
 20 11  1  0
 21 26  2  0
 22 21  1  0
 23 20  1  0
 24 20  2  0
 25 23  2  0
 26 24  1  0
 27  7  2  0
 28 29  2  0
 29 27  1  0
 25 21  1  0
 14 28  1  0
M  CHG  4   1   1   9  -1  10  -1  30   1
M  END

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: 425.36

Molecular Weight (Monoisotopic): 425.0559

AlogP: 1.88

#Rotatable Bonds: 7

Polar Surface Area: 168.72

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.88

CX Basic pKa: 3.63

CX LogP: 1.74

CX LogD: -1.99

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.15

Np Likeness Score: -0.53

References

1. Li J, Luo X, Wang Q, Zheng LM, King I, Doyle TW, Chen SH..  (1998)  Synthesis and biological evaluation of a water soluble phosphate prodrug of 3-aminopyridine-2-carboxaldehyde thiosemicarbazone (3-AP).,  8  (22): [PMID:9873695] [10.1016/s0960-894x(98)00573-3]

Source

Source(1):

• Scientific Literature