(3S,3aS,5aS)-8-[chloro-3,5a,9-trimethyl-3a,4,5,5a-tetrahydronaphtha [1,2-b]furan-2(3H)]-one

ID: ALA4059571

PubChem CID: 137634689

Max Phase: Preclinical

Molecular Formula: C15H17ClO2

Molecular Weight: 264.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(Cl)C=C[C@]2(C)CC[C@@H]3C(=C12)OC(=O)[C@H]3C

Standard InChI:  InChI=1S/C15H17ClO2/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10H,4,6H2,1-3H3/t8-,10-,15-/m0/s1

Standard InChI Key:  GZTDSERYWSITCB-KPCOEVGBSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   17.3363   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6186   -9.3720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9052   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9052  -10.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1938  -11.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4760  -10.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4760   -9.7883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1938   -9.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7584  -11.0268    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.6269  -11.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3363  -10.6133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9432  -11.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6130  -11.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7975  -11.8283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0303  -12.6253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7542  -10.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0491  -10.2029    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1954  -11.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8984   -8.9613    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  1  0
  6  5  2  0
  7  6  1  0
  8  7  2  0
  3  8  1  0
  6  9  1  0
  4 10  2  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  2  0
 12 16  1  6
 11 17  1  6
  5 18  1  0
  3 19  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4059571

   ---

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: 264.75

Molecular Weight (Monoisotopic): 264.0917

AlogP: 3.93

#Rotatable Bonds: ┄

Polar Surface Area: 26.30

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.66

CX LogD: 2.66

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.62

Np Likeness Score: 1.97

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