Carabryl 4-Isopropylbenzoate

ID: ALA2229157

PubChem CID: 57343579

Max Phase: Preclinical

Molecular Formula: C25H32O4

Molecular Weight: 396.53

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H32O4/c1-14(2)17-7-9-18(10-8-17)24(27)28-15(3)6-11-20-21-12-19-16(4)23(26)29-22(19)13-25(20,21)5/h7-10,14-15,19-22H,4,6,11-13H2,1-3,5H3/t15?,19-,20?,21+,22-,25-/m1/s1

Standard InChI Key:  QOSOQRIBJMPGGC-VMTDGNHTSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   17.5204  -29.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5204  -27.9252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2325  -28.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2370  -29.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0196  -29.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4989  -28.7457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0124  -28.0838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8084  -29.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8084  -28.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0939  -28.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2689  -28.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8564  -28.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0315  -28.0399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6190  -27.3254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6190  -28.7543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3918  -27.6251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2788  -30.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3239  -28.7410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7940  -28.7543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3815  -29.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3815  -28.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5574  -29.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1449  -30.1775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5575  -30.8929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3867  -30.8903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7954  -30.1761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1459  -31.6080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3209  -31.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5594  -32.3219    0.0000 C   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
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2229157

   CARABRYL 4-ISOPROPYLBENZOATE

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: 396.53

Molecular Weight (Monoisotopic): 396.2301

AlogP: 5.28

#Rotatable Bonds: 6

Polar Surface Area: 52.60

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.98

CX LogD: 5.98

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: 1.90

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