Carabryl 4-Bromobenzoate

ID: ALA2227694

PubChem CID: 76307894

Max Phase: Preclinical

Molecular Formula: C22H25BrO4

Molecular Weight: 433.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)c4ccc(Br)cc4)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C22H25BrO4/c1-12(26-21(25)14-5-7-15(23)8-6-14)4-9-17-18-10-16-13(2)20(24)27-19(16)11-22(17,18)3/h5-8,12,16-19H,2,4,9-11H2,1,3H3/t12?,16-,17?,18+,19-,22-/m1/s1

Standard InChI Key:  BRKULMSCILIWTH-VPTZSQRWSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   36.5206  -13.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5206  -11.7334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2326  -12.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2371  -12.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0197  -13.2211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4990  -12.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0124  -11.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8086  -12.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8086  -12.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0941  -12.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2691  -12.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8566  -11.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0316  -11.8481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6190  -11.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6190  -12.5626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3919  -11.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.2790  -14.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3239  -12.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7940  -12.5626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3815  -13.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3815  -11.8481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5574  -13.2721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1450  -13.9858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5576  -14.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3869  -14.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7955  -13.9843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1460  -15.4162    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  9  2  1  0
  8  1  1  1
  4  1  1  1
  3  2  1  1
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  3  1  0
  9  8  1  0
 10  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
  9 16  1  6
  5 17  2  0
  6 18  2  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 20  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2227694

   CARABRYL 4-BROMOBENZOATE

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: 433.34

Molecular Weight (Monoisotopic): 432.0936

AlogP: 4.92

#Rotatable Bonds: 5

Polar Surface Area: 52.60

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.49

Np Likeness Score: 2.00

References

1. Feng JT, Wang H, Ren SX, He J, Liu Y, Zhang X..  (2012)  Synthesis and antifungal activities of carabrol ester derivatives.,  60  (15): [PMID:22443262] [10.1021/jf205123d]

Source

Source(1):

• Scientific Literature