(3aS,7aR)-5-(2-hydroxy-2-methylpropyl)-3a,6,7a-trimethyl-3,3a,7,7a-tetrahydro-1H-inden-4(2H)-one

ID: ALA573329

PubChem CID: 25156424

Max Phase: Preclinical

Molecular Formula: C16H26O2

Molecular Weight: 250.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(CC(C)(C)O)C(=O)[C@@]2(C)CCC[C@]2(C)C1

Standard InChI:  InChI=1S/C16H26O2/c1-11-9-15(4)7-6-8-16(15,5)13(17)12(11)10-14(2,3)18/h18H,6-10H2,1-5H3/t15-,16-/m1/s1

Standard InChI Key:  WZZYQRAVLUJPDZ-HZPDHXFCSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   -3.0451  -11.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3292  -12.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3331  -10.5385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0501  -10.9518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3334   -9.7135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7657  -10.5413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7680   -9.7163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7750   -8.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3583   -9.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1875   -9.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6172  -10.9505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6221  -11.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8412  -12.0319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3537  -11.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8334  -10.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250  -10.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292  -12.5958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7582  -12.1894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11  3  1  0
  7  9  1  0
  3  4  1  0
  7 10  1  0
 11 12  1  0
  1  2  1  0
  3  5  2  0
  4  6  1  0
  1  4  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  6  7  1  0
 11 16  1  6
  2 12  1  0
 12 17  1  1
  7  8  1  0
  1 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA573329

   (3aS,7aR)-5-(2-hydroxy-2-methylpropyl)-3a,6,7a-trimethyl-1,2,3,7-tetrahydroinden-4-one

Molecule Features

Natural Product: Yes

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: 250.38

Molecular Weight (Monoisotopic): 250.1933

AlogP: 3.63

#Rotatable Bonds: 2

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.50

CX LogD: 3.50

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.81

Np Likeness Score: 2.26

References

1. Mokrini R, Mesaoud MB, Daoudi M, Hellio C, Maréchal JP, El Hattab M, Ortalo-Magné A, Piovetti L, Culioli G..  (2008)  Meroditerpenoids and derivatives from the brown alga Cystoseira baccata and their antifouling properties.,  71  (11): [PMID:18980381] [10.1021/np8004216]

Source

Source(1):

• Scientific Literature