((3aR,4S,6R,6aR)-6-(6-Amino-9H-purin-9-yl)-2-iminohexahydrofuro[3,4-d]oxazol-4-yl)methyl ((2S,3R)-2,3-dihydroxy-4-methylpentanoyl)sulfamate

ID: ALA4451561

Chembl Id: CHEMBL4451561

PubChem CID: 155521680

Max Phase: Preclinical

Molecular Formula: C17H23N7O9S

Molecular Weight: 501.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H](O)[C@H](O)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H]2OC(=O)N[C@@H]21

Standard InChI:  InChI=1S/C17H23N7O9S/c1-6(2)10(25)11(26)15(27)23-34(29,30)31-3-7-8-12(33-17(28)22-8)16(32-7)24-5-21-9-13(18)19-4-20-14(9)24/h4-8,10-12,16,25-26H,3H2,1-2H3,(H,22,28)(H,23,27)(H2,18,19,20)/t7-,8-,10-,11+,12-,16-/m1/s1

Standard InChI Key:  DPYUFSDBLXFTSQ-FZRALXJLSA-N

Alternative Forms

1. Parent:

   

   ALA4451561

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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: 501.48

Molecular Weight (Monoisotopic): 501.1278

AlogP: -2.46

#Rotatable Bonds: 8

Polar Surface Area: 230.11

Molecular Species: ACID

HBA: 14

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.68

CX Basic pKa: 4.92

CX LogP: -3.10

CX LogD: -2.71

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: 0.56

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