(S)-1-[(2R,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-yloxysulfonylaminocarbonyl]-3-methylsulfanyl-propyl-ammonium

ID: ALA1789969

Chembl Id: CHEMBL1789969

PubChem CID: 56657894

Max Phase: Preclinical

Molecular Formula: C14H21N7O6S2

Molecular Weight: 447.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CSCC[C@H](N)C(=O)NS(=O)(=O)O[C@H]1O[C@@H](n2cnc3c(N)ncnc32)C[C@@H]1O

Standard InChI:  InChI=1S/C14H21N7O6S2/c1-28-3-2-7(15)13(23)20-29(24,25)27-14-8(22)4-9(26-14)21-6-19-10-11(16)17-5-18-12(10)21/h5-9,14,22H,2-4,15H2,1H3,(H,20,23)(H2,16,17,18)/t7-,8-,9+,14+/m0/s1

Standard InChI Key:  DIDLMOVFICFAHX-PJPCKVBYSA-N

Alternative Forms

1. Parent:

   

   ALA1789969

   [(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl] N-[(2S)-2-amino-4-methylsulfanylbutanoyl]sulfamate

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: 447.50

Molecular Weight (Monoisotopic): 447.0995

AlogP: -1.53

#Rotatable Bonds: 8

Polar Surface Area: 197.57

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.68

CX Basic pKa: 6.78

CX LogP: -2.08

CX LogD: -2.09

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.36

Np Likeness Score: 0.22

References

1. Kim SE, Kim SY, Kim S, Kang T, Lee J..  (2005)  Deoxyribosyl analogues of methionyl and isoleucyl sulfamate adenylates as inhibitors of methionyl-tRNA and isoleucyl-tRNA synthetases.,  15  (14): [PMID:15951176] [10.1016/j.bmcl.2005.05.035]

Source

Source(1):

• Scientific Literature