Carabryl 2-Iodobenzoate

ID: ALA2229145

PubChem CID: 76315060

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)c4ccccc4I)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C22H25IO4/c1-12(26-21(25)14-6-4-5-7-18(14)23)8-9-16-17-10-15-13(2)20(24)27-19(15)11-22(16,17)3/h4-7,12,15-17,19H,2,8-11H2,1,3H3/t12?,15-,16?,17+,19-,22-/m1/s1

Standard InChI Key:  WQWKKONSXCGDFN-YWJIQLPRSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    6.3413  -18.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3413  -16.5418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0532  -16.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0577  -17.7799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8404  -18.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3196  -17.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8331  -16.7004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292  -17.7834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292  -16.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9147  -17.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0897  -17.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6772  -16.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522  -16.6565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4397  -15.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4397  -17.3709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2126  -16.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0996  -18.8127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1446  -17.3577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6147  -17.3709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2022  -18.0854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2022  -16.6565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3781  -18.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0407  -18.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782  -19.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2075  -19.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162  -18.7927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0297  -17.3633    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
 22 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229145

   CARABRYL 2-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: 1.80

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