ID: ALA4558130

Max Phase: Preclinical

Molecular Formula: C16H24N6O9S

Molecular Weight: 476.47

Molecule Type: Unknown

Representations

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](O)[C@@H]1O

Standard InChI:  InChI=1S/C16H24N6O9S/c1-6(2)9(23)11(25)15(27)21-32(28,29)30-3-7-10(24)12(26)16(31-7)22-5-20-8-13(17)18-4-19-14(8)22/h4-7,9-12,16,23-26H,3H2,1-2H3,(H,21,27)(H2,17,18,19)/t7-,9-,10-,11+,12-,16-/m1/s1

Standard InChI Key:  GGYLSTAJCRPAFC-XHKGYQPESA-N

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

Properties

Molecular Weight: 476.47

Molecular Weight (Monoisotopic): 476.1325

AlogP: -3.22

#Rotatable Bonds: 8

Polar Surface Area: 232.24

Molecular Species: ACID

HBA: 14

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.68

CX Basic pKa: 4.92

CX LogP: -3.95

CX LogD: -3.56

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.22

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]

2. Yoon S,Kim JH,Kim SE,Kim C,Tran PT,Ann J,Koh Y,Jang J,Kim S,Moon HS,Kim WK,Lee S,Lee J,Kim S,Lee J.  (2016)  Discovery of Leucyladenylate Sulfamates as Novel Leucyl-tRNA Synthetase (LRS)-Targeted Mammalian Target of Rapamycin Complex 1 (mTORC1) Inhibitors.,  59  (22): [PMID:27933890] [10.1021/acs.jmedchem.6b01190]

Source

Source(1):

• Scientific Literature