ID: ALA1761649

Max Phase: Preclinical

Molecular Formula: C22H24ClNO3

Molecular Weight: 385.89

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CC(C)C[C@H]1C(=O)N(CC(=O)O)C[C@H](c2ccccc2Cl)c2ccccc21

Standard InChI:  InChI=1S/C22H24ClNO3/c1-14(2)11-18-15-7-3-4-8-16(15)19(17-9-5-6-10-20(17)23)12-24(22(18)27)13-21(25)26/h3-10,14,18-19H,11-13H2,1-2H3,(H,25,26)/t18-,19+/m1/s1

Standard InChI Key:  TVOUXWGXFQPNJZ-MOPGFXCFSA-N

Associated Targets(Human)

Squalene synthetase 333 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Liver microsomes 16955 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

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: 385.89Molecular Weight (Monoisotopic): 385.1445AlogP: 4.53#Rotatable Bonds: 5
Polar Surface Area: 57.61Molecular Species: ACIDHBA: 2HBD: 1
#RO5 Violations: 0HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 0
CX Acidic pKa: 4.10CX Basic pKa: CX LogP: 4.59CX LogD: 1.49
Aromatic Rings: 2Heavy Atoms: 27QED Weighted: 0.82Np Likeness Score: -0.07

References

1. Griebenow N, Flessner T, Buchmueller A, Raabe M, Bischoff H, Kolkhof P..  (2011)  Identification and optimization of tetrahydro-2H-3-benzazepin-2-ones as squalene synthase inhibitors.,  21  (8): [PMID:21396815] [10.1016/j.bmcl.2011.02.004]

Source