SID26757147

ID: ALA2131556

PubChem CID: 16760146

Max Phase: Preclinical

Molecular Formula: C23H26O3

Molecular Weight: 350.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CC1[C@H](C(=O)OCc2cccc(Oc3ccccc3)c2)C1(C)C

Standard InChI:  InChI=1S/C23H26O3/c1-16(2)13-20-21(23(20,3)4)22(24)25-15-17-9-8-12-19(14-17)26-18-10-6-5-7-11-18/h5-14,20-21H,15H2,1-4H3/t20?,21-/m1/s1

Standard InChI Key:  SBNFWQZLDJGRLK-BPGUCPLFSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  1  0  0  0  0  0999 V2000
   -0.8448   -0.5568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823   -1.2713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427    0.1577    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823    0.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0823    0.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7968    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6698   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    0.5702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8994    1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771    1.5433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0343    1.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4323   -1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3927   -1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8052   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8593    1.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6218    1.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8052   -1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0427   -1.2713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8677    0.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6302   -1.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2802   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2802    0.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052   -0.5568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    0.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5177    0.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0
  1 12  1  0
  2  7  2  0
  3 14  1  0
  3 20  1  0
  4  5  1  0
  4  6  1  0
  4  9  1  0
  4 10  1  0
  5  6  1  0
  5  7  1  1
  6  8  1  0
  8 11  2  0
 11 16  1  0
 11 17  1  0
 12 13  1  0
 13 15  1  0
 13 18  2  0
 14 15  2  0
 14 19  1  0
 18 21  1  0
 19 21  2  0
 20 22  2  0
 20 23  1  0
 22 24  1  0
 23 25  2  0
 24 26  2  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2131556

   (3-phenoxyphenyl)methyl (1S)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate

Molecule Features

Natural Product: Yes

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: 350.46

Molecular Weight (Monoisotopic): 350.1882

AlogP: 5.76

#Rotatable Bonds: 6

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.57

CX LogD: 5.57

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.49

Np Likeness Score: 0.26

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays