Carabryl 4-Iodobenzoate

ID: ALA2229146

PubChem CID: 76329549

Max Phase: Preclinical

Molecular Formula: C22H25IO4

Molecular Weight: 480.34

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(I)cc4)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C22H25IO4/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:  XGDMBRRQKGSEFG-VPTZSQRWSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   17.3038  -17.6543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3038  -16.0043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0158  -16.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0203  -17.2424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8030  -17.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2822  -16.8248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7956  -16.1629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5917  -17.2459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5917  -16.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8773  -16.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0523  -16.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6398  -16.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8147  -16.1190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4022  -15.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4022  -16.8334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1751  -15.7042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0621  -18.2752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1072  -16.8201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5773  -16.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1648  -17.5479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1648  -16.1190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3406  -17.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9282  -18.2566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3408  -18.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1701  -18.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5787  -18.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9292  -19.6871    0.0000 I   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:

   

   ALA2229146

   CARABRYL 4-IODOBENZOATE

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: 480.34

Molecular Weight (Monoisotopic): 480.0798

AlogP: 4.76

#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: 5.67

CX LogD: 5.67

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.35

Np Likeness Score: 1.81

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