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

Names and Identifiers

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

Standard InChI: InChI=1S/C11H11IO3/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: KKHSFVXVVQHHPI-UWVGGRQHSA-N

Molfile:

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   14.9364  -17.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9323  -16.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6379  -16.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2225  -16.1782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3477  -16.5761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6338  -15.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8071  -15.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4020  -16.1844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6462  -17.8054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2183  -16.9918    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6477  -18.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3566  -19.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0632  -18.6158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0565  -17.7944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3470  -17.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7735  -19.0199    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  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

Parent:

ALA4165424
---

Associated Targets(Human)

CPA1 Tchem Carboxypeptidase A1 (146 Activities)

Discover Target: CPA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

CPA1 Carboxypeptidase A1 (174 Activities)

Discover Target: CPA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 318.11	Molecular Weight (Monoisotopic): 317.9753	AlogP: 1.93	#Rotatable Bonds: 4
Polar Surface Area: 49.83	Molecular Species: ACID	HBA: 2	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 3	HBD (Lipinski): 1	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: 3.36	CX Basic pKa: ┄	CX LogP: 2.78	CX LogD: -0.63
Aromatic Rings: 1	Heavy Atoms: 15	QED Weighted: 0.68	Np 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., 8 (10): [PMID:29057062] [10.1021/acsmedchemlett.7b00346]

Source

Source(1):

Scientific Literature