3-(2-Bromo-propoxy)-4-chloro-7-nitro-isochromen-1-one

ID: ALA356665

PubChem CID: 11726179

Max Phase: Preclinical

Molecular Formula: C12H9BrClNO5

Molecular Weight: 362.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(Br)COc1oc(=O)c2cc([N+](=O)[O-])ccc2c1Cl

Standard InChI:  InChI=1S/C12H9BrClNO5/c1-6(13)5-19-12-10(14)8-3-2-7(15(17)18)4-9(8)11(16)20-12/h2-4,6H,5H2,1H3

Standard InChI Key:  HGDILSDFQGZHSJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    6.9542   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9542   -4.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -5.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -4.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -3.9917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4375   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750   -3.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -4.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6750   -5.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7250   -5.7625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375   -3.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3667   -4.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -3.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -6.6375    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.4875   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2500   -6.6417    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.2500   -5.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0167   -5.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  7  2  0
  6  9  1  0
  7  4  1  0
  8  5  1  0
  9 15  1  0
 10  7  1  0
 11  1  1  0
 12  6  1  0
 13  6  2  0
 14  3  2  0
 15 10  2  0
 16  4  1  0
 17 11  1  0
 18 19  1  0
 19 17  1  0
 20 19  1  0
  3  5  1  0
  9  8  2  0
M  CHG  2   6   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA356665

   3-(2-Bromopropoxy)-4-chloro-7-nitroisochromen-1-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: 362.56

Molecular Weight (Monoisotopic): 360.9353

AlogP: 3.52

#Rotatable Bonds: 4

Polar Surface Area: 82.58

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.66

CX LogD: 3.66

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.47

Np Likeness Score: -0.56

References

1. Kerrigan JE, Oleksyszyn J, Kam CM, Selzler J, Powers JC..  (1995)  Mechanism-based isocoumarin inhibitors for human leukocyte elastase. Effect of the 7-amino substituent and 3-alkoxy group in 3-alkoxy-7-amino-4-chloroisocoumarins on inhibitory potency.,  38  (3): [PMID:7853347] [10.1021/jm00003a017]

Source

Source(1):

• Scientific Literature