5-hydoxycalamenene

ID: ALA5274091

Max Phase: Preclinical

Molecular Formula: C15H22O

Molecular Weight: 218.34

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1O)[C@@H](C(C)C)CC[C@H]2C

Standard InChI:  InChI=1S/C15H22O/c1-9(2)12-7-5-10(3)13-8-6-11(4)15(16)14(12)13/h6,8-10,12,16H,5,7H2,1-4H3/t10-,12-/m1/s1

Standard InChI Key:  YXYMGKMWKSMRAB-ZYHUDNBSSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   -1.0675    0.6175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0675   -0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -0.6138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528   -0.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3528    0.6178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3559    1.0280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    1.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7762    0.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7762   -0.2012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -0.6161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -1.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7791   -1.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3559   -1.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    1.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3542   -1.4355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7791   -0.6182    0.0000 C   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  7  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
 10 11  1  6
 11 12  1  0
 11 13  1  0
  7 14  1  6
  3 15  1  0
  2 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5274091

   ---

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: 218.34

Molecular Weight (Monoisotopic): 218.1671

AlogP: 4.34

#Rotatable Bonds: 1

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.86

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.74

Np Likeness Score: 1.09

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