Herbertene-2,3-diol

ID: ALA5268489

Max Phase: Preclinical

Molecular Formula: C15H22O2

Molecular Weight: 234.34

Names and Identifiers

Canonical SMILES:  Cc1cc([C@@]2(C)CCCC2(C)C)cc(O)c1O

Standard InChI:  InChI=1S/C15H22O2/c1-10-8-11(9-12(16)13(10)17)15(4)7-5-6-14(15,2)3/h8-9,16-17H,5-7H2,1-4H3/t15-/m1/s1

Standard InChI Key:  RAIWLVBQMWXTFS-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -1.0696   -0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4819    0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0700    0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1669    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2411   -0.7132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9922    0.0031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4048    0.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2263    0.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3071   -0.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -0.6012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9637   -1.1848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -1.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5795    0.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4827    1.4279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3071    0.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822   -1.4279    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  7  5  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  7 11  1  0
 11 10  1  0
 11 12  1  0
 11 13  1  0
  7 14  1  6
  3 15  1  0
  2 16  1  0
  1 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5268489

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 234.34

Molecular Weight (Monoisotopic): 234.1620

AlogP: 3.87

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.66

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.43

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: 2.04

References

1. Asakawa Y, Ludwiczuk A..  (2018)  Chemical Constituents of Bryophytes: Structures and Biological Activity.,  81  (3): [PMID:29019405] [10.1021/acs.jnatprod.6b01046]

Source

Source(1):

• Scientific Literature