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

ID: ALA4470090

Chembl Id: CHEMBL4470090

PubChem CID: 155534369

Max Phase: Preclinical

Molecular Formula: C16H22N6O9S

Molecular Weight: 474.45

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  Nc1ncnc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)[C@@H](O)[C@H](O)C2CC2)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H22N6O9S/c17-13-8-14(19-4-18-13)22(5-20-8)16-12(26)10(24)7(31-16)3-30-32(28,29)21-15(27)11(25)9(23)6-1-2-6/h4-7,9-12,16,23-26H,1-3H2,(H,21,27)(H2,17,18,19)/t7-,9-,10-,11+,12+,16-/m1/s1

Standard InChI Key:  LWJBQWKPMZYIQP-GZSMEQTPSA-N

Alternative Forms

  1. Parent:

    ALA4470090

    ---

Associated Targets(Human)

LARS1 Tchem Leucyl-tRNA synthetase (173 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-HEP1 (1155 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNU-638 (372 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 474.45Molecular Weight (Monoisotopic): 474.1169AlogP: -3.46#Rotatable Bonds: 8
Polar Surface Area: 232.24Molecular Species: ACIDHBA: 14HBD: 6
#RO5 Violations: 2HBA (Lipinski): 15HBD (Lipinski): 7#RO5 Violations (Lipinski): 2
CX Acidic pKa: 2.68CX Basic pKa: 4.92CX LogP: -4.42CX LogD: -4.02
Aromatic Rings: 2Heavy Atoms: 32QED Weighted: 0.22Np Likeness Score: 0.81

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