ID: ALA412891

Max Phase: Preclinical

Molecular Formula: C16H21N9O7S

Molecular Weight: 483.47

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)[C@@H](N)Cc2cnc[nH]2)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C16H21N9O7S/c17-8(1-7-2-19-4-20-7)15(28)24-33(29,30)31-3-9-11(26)12(27)16(32-9)25-6-23-10-13(18)21-5-22-14(10)25/h2,4-6,8-9,11-12,16,26-27H,1,3,17H2,(H,19,20)(H,24,28)(H2,18,21,22)/t8-,9+,11+,12+,16+/m0/s1

Standard InChI Key:  WRXPXUSZYDNAQP-LEJQEAHTSA-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: 483.47

Molecular Weight (Monoisotopic): 483.1285

AlogP: -3.30

#Rotatable Bonds: 8

Polar Surface Area: 246.48

Molecular Species: ACID

HBA: 14

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.74

CX Basic pKa: 6.90

CX LogP: -5.06

CX LogD: -4.75

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.18

Np Likeness Score: 0.54

References

1. Forrest AK, Jarvest RL, Mensah LM, O'Hanlon PJ, Pope AJ, Sheppard RJ..  (2000)  Aminoalkyl adenylate and aminoacyl sulfamate intermediate analogues differing greatly in affinity for their cognate Staphylococcus aureus aminoacyl tRNA synthetases.,  10  (16): [PMID:10969988] [10.1016/s0960-894x(00)00360-7]

2. Van de Vijver P, Ostrowski T, Sproat B, Goebels J, Rutgeerts O, Van Aerschot A, Waer M, Herdewijn P..  (2008)  Aminoacyl-tRNA synthetase inhibitors as potent and synergistic immunosuppressants.,  51  (10): [PMID:18438987] [10.1021/jm8000746]

Source

Source(1):

• Scientific Literature