ID: ALA125075

Max Phase: Preclinical

Molecular Formula: C21H29N3O8S2

Molecular Weight: 515.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC(C)[C@H](N)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](c2nc(-c3cccc(OC)c3)cs2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C21H29N3O8S2/c1-4-11(2)16(22)20(27)24-34(28,29)31-9-15-17(25)18(26)19(32-15)21-23-14(10-33-21)12-6-5-7-13(8-12)30-3/h5-8,10-11,15-19,25-26H,4,9,22H2,1-3H3,(H,24,27)/t11?,15-,16+,17-,18-,19-/m1/s1

Standard InChI Key:  SKMGGGPZQRRMTG-DPLAEZHRSA-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: 515.61

Molecular Weight (Monoisotopic): 515.1396

AlogP: 0.73

#Rotatable Bonds: 10

Polar Surface Area: 170.30

Molecular Species: ACID

HBA: 11

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.74

CX Basic pKa: 6.88

CX LogP: 0.17

CX LogD: 0.12

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.35

Np Likeness Score: 0.17

References

1. Yu XY, Hill JM, Yu G, Wang W, Kluge AF, Wendler P, Gallant P..  (1999)  Synthesis and structure-activity relationships of a series of novel thiazoles as inhibitors of aminoacyl-tRNA synthetases.,  9  (3): [PMID:10091687] [10.1016/s0960-894x(98)00738-0]

Source

Source(1):

• Scientific Literature