(+/-)-trans-3-(4-iodophenyl)-2-(thiiran-2-yl)propanoic acid

ID: ALA4173339

PubChem CID: 145949929

Max Phase: Preclinical

Molecular Formula: C11H11IO2S

Molecular Weight: 334.18

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H](Cc1ccc(I)cc1)[C@H]1CS1

Standard InChI:  InChI=1S/C11H11IO2S/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:  MTVXVQLVKDGYOV-VHSXEESVSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   20.7682  -17.4788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7641  -16.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4697  -16.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0543  -16.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1795  -16.6545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4656  -15.4323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6388  -15.5531    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.2338  -16.2628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4780  -17.8838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0501  -17.0702    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.4795  -18.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1884  -19.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8950  -18.6943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8882  -17.8729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1788  -17.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6053  -19.0983    0.0000 I   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  6
  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:

    ALA4173339

    ---

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: 334.18Molecular Weight (Monoisotopic): 333.9524AlogP: 2.65#Rotatable Bonds: 4
Polar Surface Area: 37.30Molecular Species: ACIDHBA: 2HBD: 1
#RO5 Violations: HBA (Lipinski): 2HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: 3.51CX Basic pKa: CX LogP: 3.33CX LogD: -0.04
Aromatic Rings: 1Heavy Atoms: 15QED Weighted: 0.68Np Likeness Score: -0.20

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