((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-(methylamino)-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl (S)-2-methoxy-4-methylpentanoylsulfamate

ID: ALA4534796

Chembl Id: CHEMBL4534796

PubChem CID: 155547519

Max Phase: Preclinical

Molecular Formula: C18H28N6O8S

Molecular Weight: 488.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNc1ncnc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)[C@H](CC(C)C)OC)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C18H28N6O8S/c1-9(2)5-10(30-4)17(27)23-33(28,29)31-6-11-13(25)14(26)18(32-11)24-8-22-12-15(19-3)20-7-21-16(12)24/h7-11,13-14,18,25-26H,5-6H2,1-4H3,(H,23,27)(H,19,20,21)/t10-,11+,13+,14+,18+/m0/s1

Standard InChI Key:  XVUAKQAPWFNOIS-YMIVVKNQSA-N

Alternative Forms

1. Parent:

   

   ALA4534796

   ---

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: 488.52

Molecular Weight (Monoisotopic): 488.1689

AlogP: -1.07

#Rotatable Bonds: 10

Polar Surface Area: 187.02

Molecular Species: ACID

HBA: 13

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.71

CX Basic pKa: 4.77

CX LogP: -1.88

CX LogD: -1.61

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.32

Np Likeness Score: 0.55

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