ID: ALA4104169

Max Phase: Preclinical

Molecular Formula: C16H23IN6O8S

Molecular Weight: 586.37

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C16H23IN6O8S/c1-6(2)3-7(24)14(27)22-32(28,29)30-4-8-10(25)11(26)15(31-8)23-5-19-9-12(18)20-16(17)21-13(9)23/h5-8,10-11,15,24-26H,3-4H2,1-2H3,(H,22,27)(H2,18,20,21)/t7-,8+,10+,11+,15+/m0/s1

Standard InChI Key:  WHBKHJPUBVIUDX-JVEUSOJLSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 586.37

Molecular Weight (Monoisotopic): 586.0343

AlogP: -1.58

#Rotatable Bonds: 8

Polar Surface Area: 212.01

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 2.71

CX Basic pKa: 2.13

CX LogP: -1.08

CX LogD: -1.51

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.18

Np Likeness Score: 0.81

References

1. Yoon S, Kim JH, Koh Y, Tran PT, Ann J, Yoon I, Jang J, Kim WK, Lee S, Lee J, Kim S, Lee J..  (2017)  Discovery of simplified leucyladenylate sulfamates as novel leucyl-tRNA synthetase (LRS)-targeted mammalian target of rapamycin complex 1 (mTORC1) inhibitors.,  25  (15): [PMID:28625715] [10.1016/j.bmc.2017.06.002]

2. 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]

3. 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