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

ID: ALA4086940

PubChem CID: 137645053

Max Phase: Preclinical

Molecular Formula: C19H24O5

Molecular Weight: 332.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Oc1cc(C)c2c(c1C)C1OC(OC(C)=O)C(C)C1CC2

Standard InChI:  InChI=1S/C19H24O5/c1-9-8-16(22-12(4)20)11(3)17-14(9)6-7-15-10(2)19(23-13(5)21)24-18(15)17/h8,10,15,18-19H,6-7H2,1-5H3

Standard InChI Key:  BBZWTSADSWGNOB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   18.4664   -8.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7469   -8.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0359   -8.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0359   -9.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3228   -9.8957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6074   -9.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6074   -8.6582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3228   -8.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8838   -9.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3245  -10.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3244   -7.4168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1672   -9.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4549   -9.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1627   -8.6702    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4712   -9.4807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7468   -9.8933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9154  -10.7097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7441  -10.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0874  -10.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8954   -9.8752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1524  -11.5185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7359  -12.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1443  -12.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9109  -12.2259    0.0000 O   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 16  1  0
 15  1  1  0
  5 10  1  0
  8 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 15  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086940

   ---

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: 332.40

Molecular Weight (Monoisotopic): 332.1624

AlogP: 3.39

#Rotatable Bonds: 2

Polar Surface Area: 61.83

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.61

Np Likeness Score: 1.44

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