ID: ALA3351004

Max Phase: Preclinical

Molecular Formula: C11H18N5O13P3S

Molecular Weight: 553.28

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[n+]1cn([C@@H]2O[C@H](CO[P@](=O)(S)OP(=O)([O-])OP(=O)(O)O)[C@@H](O)[C@H]2O)c2nc(N)nc(O)c21

Standard InChI:  InChI=1S/C11H18N5O13P3S/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(27-10)2-26-32(25,33)29-31(23,24)28-30(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H6-,12,13,14,19,20,21,22,23,24,25,33)/t4-,6-,7-,10-,32+/m1/s1

Standard InChI Key:  OTIKKVINVWNBOQ-FGPCVGTKSA-N

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

Properties

Molecular Weight: 553.28

Molecular Weight (Monoisotopic): 552.9835

AlogP: -2.19

#Rotatable Bonds: 8

Polar Surface Area: 272.95

Molecular Species: ACID

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 0.66

CX Basic pKa: 2.12

CX LogP: -7.28

CX LogD: -11.22

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.10

Np Likeness Score: 0.94

References

1. Kowalska J, Lukaszewicz M, Zuberek J, Ziemniak M, Darzynkiewicz E, Jemielity J..  (2009)  Phosphorothioate analogs of m7GTP are enzymatically stable inhibitors of cap-dependent translation.,  19  (7): [PMID:19269171] [10.1016/j.bmcl.2009.02.053]

Source

Source(1):

• Scientific Literature