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

ID: ALA4476243

Chembl Id: CHEMBL4476243

PubChem CID: 155538182

Max Phase: Preclinical

Molecular Formula: C18H28N6O9S

Molecular Weight: 504.52

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H28N6O9S/c1-8(2)13(30-3)14(31-4)17(27)23-34(28,29)32-5-9-11(25)12(26)18(33-9)24-7-22-10-15(19)20-6-21-16(10)24/h6-9,11-14,18,25-26H,5H2,1-4H3,(H,23,27)(H2,19,20,21)/t9-,11-,12-,13-,14+,18-/m1/s1

Standard InChI Key:  MYZCVRXNNIIOIY-XQZYWUSKSA-N

Alternative Forms

1. Parent:

   

   ALA4476243

   ---

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: 504.52

Molecular Weight (Monoisotopic): 504.1638

AlogP: -1.91

#Rotatable Bonds: 10

Polar Surface Area: 210.24

Molecular Species: ACID

HBA: 14

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.68

CX Basic pKa: 4.92

CX LogP: -2.67

CX LogD: -2.27

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.28

Np Likeness Score: 0.83

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