((2S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxytetrahydrofuran-2-yl)methyl (S)-2-hydroxy-4-methylpentanoylsulfamate

ID: ALA4441710

Chembl Id: CHEMBL4441710

PubChem CID: 155515577

Max Phase: Preclinical

Molecular Formula: C16H24N6O7S

Molecular Weight: 444.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](O)C(=O)NS(=O)(=O)OC[C@@H]1C[C@@H](O)[C@H](n2cnc3c(N)ncnc32)O1

Standard InChI:  InChI=1S/C16H24N6O7S/c1-8(2)3-10(23)15(25)21-30(26,27)28-5-9-4-11(24)16(29-9)22-7-20-12-13(17)18-6-19-14(12)22/h6-11,16,23-24H,3-5H2,1-2H3,(H,21,25)(H2,17,18,19)/t9-,10-,11+,16+/m0/s1

Standard InChI Key:  XJECSDUPPBMFLC-ZSYFIWHWSA-N

Alternative Forms

1. Parent:

   

   ALA4441710

   ---

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: 444.47

Molecular Weight (Monoisotopic): 444.1427

AlogP: -1.16

#Rotatable Bonds: 8

Polar Surface Area: 191.78

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 2.71

CX Basic pKa: 4.92

CX LogP: -2.25

CX LogD: -1.87

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.38

Np Likeness Score: 0.86

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