Carabryl alpha-Naphthylacetate

ID: ALA2229162

PubChem CID: 76333214

Max Phase: Preclinical

Molecular Formula: C27H30O4

Molecular Weight: 418.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@]3(C)C(CCC(C)OC(=O)Cc4cccc5ccccc45)[C@@H]3C[C@H]12

Standard InChI:  InChI=1S/C27H30O4/c1-16(30-25(28)13-19-9-6-8-18-7-4-5-10-20(18)19)11-12-22-23-14-21-17(2)26(29)31-24(21)15-27(22,23)3/h4-10,16,21-24H,2,11-15H2,1,3H3/t16?,21-,22?,23+,24-,27-/m1/s1

Standard InChI Key:  ZONYRESIFZJCPA-JDFKTLLWSA-N

Molfile:  

     RDKit          2D

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   33.9558   -1.0997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3206   -1.0559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4958   -2.4820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0872   -1.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2634   -1.7587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8479   -2.4715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0809   -3.1929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2611   -3.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8532   -3.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2600   -4.6103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0830   -4.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4913   -3.8994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  2  1  0
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  9 16  1  6
  5 17  2  0
  6 18  2  0
 15 19  1  0
 19 20  1  0
 19 21  2  0
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 30 31  1  0
 31 26  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229162

   CARABRYL ALPHA-NAPHTHYLACETATE

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: 418.53

Molecular Weight (Monoisotopic): 418.2144

AlogP: 5.24

#Rotatable Bonds: 6

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.51

CX LogD: 5.51

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.48

Np Likeness Score: 1.67

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