7-hydroxycalamenene

ID: ALA5266909

Max Phase: Preclinical

Molecular Formula: C15H22O

Molecular Weight: 218.34

Names and Identifiers

Canonical SMILES:  Cc1cc2c(cc1O)[C@H](C)CC[C@@H]2C(C)C

Standard InChI:  InChI=1S/C15H22O/c1-9(2)12-6-5-10(3)13-8-15(16)11(4)7-14(12)13/h7-10,12,16H,5-6H2,1-4H3/t10-,12-/m1/s1

Standard InChI Key:  UTBFITAKBXMXCZ-ZYHUDNBSSA-N

Molfile:  

 
     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    0.3574   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7863   -1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542   -0.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3556   -0.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -0.2082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.6199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    1.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    0.6203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7833   -0.2020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    1.8561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863    1.0324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7863   -0.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  4  2  1  6
  5  4  1  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  9  8  2  0
 10  9  1  0
  5 10  2  0
 10 11  1  0
 12 11  1  0
 13 12  1  0
  4 13  1  0
 11 14  1  6
  8 15  1  0
  7 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5266909

   ---

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: 10.65

CX Basic pKa: ┄

CX LogP: 4.94

CX LogD: 4.94

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.74

Np Likeness Score: 1.86

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