(+/-)-trans-3-(4-fluorophenyl)-2-(oxiran-2-yl)propanoic acid

ID: ALA4168849

PubChem CID: 145956217

Max Phase: Preclinical

Molecular Formula: C11H11FO3

Molecular Weight: 210.20

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H](Cc1ccc(F)cc1)[C@@H]1CO1

Standard InChI:  InChI=1S/C11H11FO3/c12-8-3-1-7(2-4-8)5-9(11(13)14)10-6-15-10/h1-4,9-10H,5-6H2,(H,13,14)/t9-,10-/m0/s1

Standard InChI Key:  DLXNRUUQYRZAOY-UWVGGRQHSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   26.8063  -16.7607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8022  -15.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5079  -15.5313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0925  -15.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2176  -15.9363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5037  -14.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6770  -14.8349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2719  -15.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5161  -17.1657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0882  -16.3521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.5176  -17.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2265  -18.3883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9332  -17.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9264  -17.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2169  -16.7535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6435  -18.3802    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
  2  4  1  0
  3  5  2  0
  3  6  1  0
  4  7  1  0
  8  7  1  0
  4  8  1  0
  1  9  1  0
  4 10  1  1
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  9  1  0
 13 16  1  0
M  END

Alternative Forms

  1. Parent:

    ALA4168849

    ---

Associated Targets(Human)

CPA1 Tchem Carboxypeptidase A1 (146 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

CPA1 Carboxypeptidase A1 (174 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

Calculated Properties

Molecular Weight: 210.20Molecular Weight (Monoisotopic): 210.0692AlogP: 1.47#Rotatable Bonds: 4
Polar Surface Area: 49.83Molecular Species: ACIDHBA: 2HBD: 1
#RO5 Violations: HBA (Lipinski): 3HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 3.95CX Basic pKa: CX LogP: 1.99CX LogD: -1.20
Aromatic Rings: 1Heavy Atoms: 15QED Weighted: 0.77Np Likeness Score: 0.25

References

1. Testero SA, Granados C, Fernández D, Gallego P, Covaleda G, Reverter D, Vendrell J, Avilés FX, Pallarès I, Mobashery S..  (2017)  Discovery of Mechanism-Based Inactivators for Human Pancreatic Carboxypeptidase A from a Focused Synthetic Library.,  (10): [PMID:29057062] [10.1021/acsmedchemlett.7b00346]

Source