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

ID: ALA4568023

Chembl Id: CHEMBL4568023

PubChem CID: 155560596

Max Phase: Preclinical

Molecular Formula: C16H21IN6O9S

Molecular Weight: 600.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(I)nc2c1ncn2[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/C16H21IN6O9S/c17-16-20-12(18)7-13(21-16)23(4-19-7)15-11(27)9(25)6(32-15)3-31-33(29,30)22-14(28)10(26)8(24)5-1-2-5/h4-6,8-11,15,24-27H,1-3H2,(H,22,28)(H2,18,20,21)/t6-,8-,9-,10+,11-,15-/m1/s1

Standard InChI Key:  BGLVKTUJKLMVGF-TXHHQPHASA-N

Alternative Forms

1. Parent:

   

   ALA4568023

   ---

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: 600.35

Molecular Weight (Monoisotopic): 600.0135

AlogP: -2.86

#Rotatable Bonds: 8

Polar Surface Area: 232.24

Molecular Species: ACID

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.69

CX Basic pKa: 2.12

CX LogP: -2.55

CX LogD: -2.97

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.13

Np Likeness Score: 0.77

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