3,6,9-trimethyl-2,3,3a,4,5,9b-hexahydronaphtho[1,2-b]furan-2,8-diol

ID: ALA4097109

PubChem CID: 137659193

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c(C)c2c1CCC1C2OC(O)C1C

Standard InChI:  InChI=1S/C15H20O3/c1-7-6-12(16)9(3)13-10(7)4-5-11-8(2)15(17)18-14(11)13/h6,8,11,14-17H,4-5H2,1-3H3

Standard InChI Key:  JBCANCDJOKSTJJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   18.4253   -8.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7077   -8.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9942   -8.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9942   -9.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2828   -9.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5649   -9.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5649   -8.6370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2828   -8.2257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8474   -9.8755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7158   -9.8732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4253   -9.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0322  -10.0117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7020  -10.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8864  -10.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1192  -11.4740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8433   -9.8344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2845  -10.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2844   -7.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  4  5  2  0
  6  5  1  0
  7  6  2  0
  8  7  1  0
  3  8  2  0
  6  9  1  0
  4 10  1  0
 11 10  1  0
 11  1  1  0
 11 12  1  0
 13 12  1  0
 14 13  1  0
 10 14  1  0
 13 15  1  0
 12 16  1  0
  5 17  1  0
  8 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097109

   ---

Molecule Features

Natural Product: No

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 2.60

#Rotatable Bonds: ┄

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.15

CX Basic pKa: ┄

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.74

Np Likeness Score: 1.79

References

1. Chinthakindi PK, Singh J, Gupta S, Nargotra A, Mahajan P, Kaul A, Ahmed Z, Koul S, Sangwan PL..  (2017)  Synthesis of α-santonin derivatives for diminutive effect on T and B-cell proliferation and their structure activity relationships.,  127  [PMID:27847171] [10.1016/j.ejmech.2016.11.018]

Source

Source(1):

• Scientific Literature