ID: ALA126515

Max Phase: Preclinical

Molecular Formula: C28H35N3O8S2

Molecular Weight: 605.74

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCC(C)[C@H](N)C(=O)NS(=O)(=O)OC[C@H]1O[C@@H](c2nc(CCc3ccc(Oc4ccccc4)cc3)cs2)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C28H35N3O8S2/c1-3-17(2)23(29)27(34)31-41(35,36)37-15-22-24(32)25(33)26(39-22)28-30-19(16-40-28)12-9-18-10-13-21(14-11-18)38-20-7-5-4-6-8-20/h4-8,10-11,13-14,16-17,22-26,32-33H,3,9,12,15,29H2,1-2H3,(H,31,34)/t17?,22-,23+,24-,25-,26-/m1/s1

Standard InChI Key:  WAXQESJXPPKIIV-BCDOYYGVSA-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: 605.74

Molecular Weight (Monoisotopic): 605.1866

AlogP: 2.63

#Rotatable Bonds: 13

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: 2.77

CX Basic pKa: 6.88

CX LogP: 2.21

CX LogD: 2.16

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.23

Np Likeness Score: 0.08

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