ID: ALA3357613

Max Phase: Preclinical

Molecular Formula: C27H26BrN5O6

Molecular Weight: 596.44

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C(N[C@@H]1C[C@@H](C(=O)NC[C@@H]2CC(Br)=NO2)N(C(=O)OCc2cnc3ccccc3c2)C1)c1ccc(O)cc1

Standard InChI:  InChI=1S/C27H26BrN5O6/c28-24-11-21(39-32-24)13-30-26(36)23-10-19(31-25(35)17-5-7-20(34)8-6-17)14-33(23)27(37)38-15-16-9-18-3-1-2-4-22(18)29-12-16/h1-9,12,19,21,23,34H,10-11,13-15H2,(H,30,36)(H,31,35)/t19-,21+,23+/m1/s1

Standard InChI Key:  QVOYKPGHRLCTID-NWSQWKLXSA-N

Associated Targets(Human)

Protein-glutamine gamma-glutamyltransferase K 164 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Protein-glutamine gamma-glutamyltransferase 1221 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Protein-glutamine glutamyltransferase E 94 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Coagulation factor XIII 223 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Protein-glutamine gamma-glutamyltransferase 2 14 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mus musculus 284745 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Properties

Molecular Weight: 596.44Molecular Weight (Monoisotopic): 595.1066AlogP: 3.06#Rotatable Bonds: 7
Polar Surface Area: 142.45Molecular Species: NEUTRALHBA: 8HBD: 3
#RO5 Violations: 1HBA (Lipinski): 11HBD (Lipinski): 3#RO5 Violations (Lipinski): 2
CX Acidic pKa: 8.47CX Basic pKa: 4.07CX LogP: 2.22CX LogD: 2.18
Aromatic Rings: 3Heavy Atoms: 39QED Weighted: 0.38Np Likeness Score: -0.88

References

1. Klöck C, Herrera Z, Albertelli M, Khosla C..  (2014)  Discovery of potent and specific dihydroisoxazole inhibitors of human transglutaminase 2.,  57  (21): [PMID:25333388] [10.1021/jm501145a]

Source