4-Benzyl-7,7-dichloro-2-oxa-bicyclo[4.1.0]heptan-3-one

ID: ALA315539

PubChem CID: 10061727

Max Phase: Preclinical

Molecular Formula: C13H12Cl2O2

Molecular Weight: 271.14

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1OC2C(CC1Cc1ccccc1)C2(Cl)Cl

Standard InChI:  InChI=1S/C13H12Cl2O2/c14-13(15)10-7-9(12(16)17-11(10)13)6-8-4-2-1-3-5-8/h1-5,9-11H,6-7H2

Standard InChI Key:  DBRQQOGLJMVSRB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
    6.0042   -8.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -8.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -7.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7042   -7.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -6.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -7.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2792   -7.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9375   -9.5292    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.5417   -8.7250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -5.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5667   -6.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -7.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1417   -6.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8667   -7.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -8.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -7.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4375   -7.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  3  1  0
  5  7  1  0
  6  1  1  0
  7  6  1  0
  8  2  1  0
  9  2  1  0
 10  5  2  0
  7 11  1  0
 12 11  1  0
 13 12  2  0
 14 12  1  0
 15 14  2  0
 16 13  1  0
 17 15  1  0
  2  3  1  0
  5  4  1  0
 17 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA315539

   4-Benzyl-7,7-dichloro-2-oxabicyclo[4.1.0]heptan-3-one

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

Calculated Properties

Molecular Weight: 271.14

Molecular Weight (Monoisotopic): 270.0214

AlogP: 2.96

#Rotatable Bonds: 2

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.61

Np Likeness Score: 1.22

References

1. Ohba T, Ikeda E, Tsuchiya N, Nishimura K, Takei H.  (1996)  Mechanism-based inactivation of serine proteases by dichlorocyclopropane fused lactone derivatives,  6  (22): [10.1016/S0960-894X(96)00474-X]

Source

Source(1):

• Scientific Literature