((2R,3S,4R,5R)-3,4-dihydroxy-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-2-yl)methyl (2S,3R)-2,3-dihydroxy-4-methylpentanoylsulfamate

ID: ALA4461775

Chembl Id: CHEMBL4461775

PubChem CID: 155528758

Max Phase: Preclinical

Molecular Formula: C16H23N5O10S

Molecular Weight: 477.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](O)[C@H](O)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]cnc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H23N5O10S/c1-6(2)9(22)11(24)15(27)20-32(28,29)30-3-7-10(23)12(25)16(31-7)21-5-19-8-13(21)17-4-18-14(8)26/h4-7,9-12,16,22-25H,3H2,1-2H3,(H,20,27)(H,17,18,26)/t7-,9-,10-,11+,12-,16-/m1/s1

Standard InChI Key:  HREFNPHUAHPZDT-XHKGYQPESA-N

Alternative Forms

1. Parent:

   

   ALA4461775

   ---

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: 477.45

Molecular Weight (Monoisotopic): 477.1166

AlogP: -3.51

#Rotatable Bonds: 8

Polar Surface Area: 226.19

Molecular Species: ACID

HBA: 13

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.69

CX Basic pKa: 0.58

CX LogP: -3.00

CX LogD: -3.96

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: 0.70

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