((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl (S)-2-mercapto-4-methylpentanoylsulfamate

ID: ALA4552909

Chembl Id: CHEMBL4552909

PubChem CID: 155555918

Max Phase: Preclinical

Molecular Formula: C16H24N6O7S2

Molecular Weight: 476.54

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H24N6O7S2/c1-7(2)3-9(30)15(25)21-31(26,27)28-4-8-11(23)12(24)16(29-8)22-6-20-10-13(17)18-5-19-14(10)22/h5-9,11-12,16,23-24,30H,3-4H2,1-2H3,(H,21,25)(H2,17,18,19)/t8-,9+,11-,12-,16-/m1/s1

Standard InChI Key:  ONQFGSNYXHLWKG-DRWORNMOSA-N

Alternative Forms

1. Parent:

   

   ALA4552909

   ---

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: 476.54

Molecular Weight (Monoisotopic): 476.1148

AlogP: -1.25

#Rotatable Bonds: 8

Polar Surface Area: 191.78

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.90

CX Basic pKa: 4.92

CX LogP: -1.81

CX LogD: -1.52

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.29

Np Likeness Score: 0.59

References

1. Yoon S, Kim SE, Kim JH, Yoon I, Tran PT, Ann J, Kim C, Byun WS, Lee S, Kim S, Lee J, Lee J..  (2019)  Structure-activity relationship of leucyladenylate sulfamate analogues as leucyl-tRNA synthetase (LRS)-targeting inhibitors of Mammalian target of rapamycin complex 1 (mTORC1).,  27  (6): [PMID:30755350] [10.1016/j.bmc.2019.01.037]

Source

Source(1):

• Scientific Literature