((2R,3S,4R,5R)-3,4-Dihydroxy-5-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-2-yl)methyl ((2S,3R)-3-cyclopropyl-2,3-dihydroxypropanoyl)sulfamate

ID: ALA4568431

Chembl Id: CHEMBL4568431

PubChem CID: 155560696

Max Phase: Preclinical

Molecular Formula: C16H21N5O10S

Molecular Weight: 475.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]cnc32)[C@H](O)[C@@H]1O)[C@@H](O)[C@H](O)C1CC1

Standard InChI:  InChI=1S/C16H21N5O10S/c22-9(6-1-2-6)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,1-3H2,(H,20,27)(H,17,18,26)/t7-,9-,10-,11+,12-,16-/m1/s1

Standard InChI Key:  DHWMCKGGLLEBNL-XHKGYQPESA-N

Alternative Forms

1. Parent:

   

   ALA4568431

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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: 475.44

Molecular Weight (Monoisotopic): 475.1009

AlogP: -3.75

#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: -3.46

CX LogD: -4.42

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.22

Np Likeness Score: 0.74

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