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

ID: ALA4543605

Chembl Id: CHEMBL4543605

PubChem CID: 155543380

Max Phase: Preclinical

Molecular Formula: C16H22Cl2N6O7S

Molecular Weight: 513.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](Cl)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(N)nc(Cl)nc32)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H22Cl2N6O7S/c1-6(2)3-7(17)14(27)23-32(28,29)30-4-8-10(25)11(26)15(31-8)24-5-20-9-12(19)21-16(18)22-13(9)24/h5-8,10-11,15,25-26H,3-4H2,1-2H3,(H,23,27)(H2,19,21,22)/t7-,8+,10+,11+,15+/m0/s1

Standard InChI Key:  LNZCUNRLKBASQD-JVEUSOJLSA-N

Alternative Forms

1. Parent:

   

   ALA4543605

   ---

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: 513.36

Molecular Weight (Monoisotopic): 512.0648

AlogP: -0.29

#Rotatable Bonds: 8

Polar Surface Area: 191.78

Molecular Species: ACID

HBA: 12

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.84

CX Basic pKa: 2.10

CX LogP: 0.26

CX LogD: -0.30

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.27

Np Likeness Score: 0.50

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