(-)-herbertene-1,2-diol

ID: ALA5287133

Max Phase: Preclinical

Molecular Formula: C15H22O2

Molecular Weight: 234.34

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(O)c([C@@]2(C)CCCC2(C)C)c1

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

Standard InChI Key:  GPNWEPCCGRBHED-OAHLLOKOSA-N

Molfile:  

 
     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   -1.4756   -0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6506   -0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2442    0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6542    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4760    0.7102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    0.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8868    1.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5774    0.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.5987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8868   -0.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8063    0.5300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9882    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7193   -1.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5409   -1.3103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1666    0.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2397   -1.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8864   -1.4218    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  8  3  1  0
  8  9  1  0
  9 10  1  0
 11 10  1  0
 12 11  1  0
  8 12  1  0
  9 13  1  0
  9 14  1  0
  8 15  1  6
  2 16  1  0
  1 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287133

   ---

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: 9.74

CX Basic pKa: ┄

CX LogP: 4.44

CX LogD: 4.44

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: 1.62

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