5b,9,9,11a,11b-pentamethyloctadecahydronaphtho[2',1':4,5]indeno[7,1-bc]furan-8-ol

ID: ALA4086967

PubChem CID: 137642239

Max Phase: Preclinical

Molecular Formula: C23H38O2

Molecular Weight: 346.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@@H](O)CC[C@]2(C)[C@H]3C[C@H]4OC[C@H]5CC[C@](C)([C@@H]54)[C@]3(C)CC[C@@H]12

Standard InChI:  InChI=1S/C23H38O2/c1-20(2)16-7-11-22(4)17(21(16,3)9-8-18(20)24)12-15-19-14(13-25-15)6-10-23(19,22)5/h14-19,24H,6-13H2,1-5H3/t14-,15-,16+,17-,18+,19+,21+,22-,23-/m1/s1

Standard InChI Key:  VHZICVSMGUAPPD-QABJIJTISA-N

Molfile:  

     RDKit          2D

 29 33  0  0  0  0  0  0  0  0999 V2000
    3.6470  -13.2806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2365  -12.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8258  -13.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966  -10.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9601  -11.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774  -11.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966  -10.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709  -10.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9601  -12.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3985   -9.6886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8835   -9.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6454  -10.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8750  -11.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774  -12.1678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2365  -10.9155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3744  -10.5136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6709  -12.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5343  -12.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981  -12.5656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5343  -11.3301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9601  -10.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6624  -11.7406    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0966  -11.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3774  -10.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9559  -12.9801    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8051   -8.8551    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0924   -9.2782    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001   -8.8889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4674   -9.2655    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  8  1  0
  6  7  1  0
  7  4  1  0
  8 12  1  0
  9  5  1  0
 10  4  1  0
 11  4  1  0
 12 10  1  0
  2  9  1  0
 13  7  1  0
 14  6  1  0
 15  5  1  0
 16 11  1  0
 17 14  1  0
 18 20  1  0
 18 19  1  1
 20 15  1  0
  5 21  1  1
  8 22  1  6
  7 23  1  6
  6 24  1  1
 13 16  1  0
  8  6  1  0
  9 17  1  0
  2 18  1  0
  9 25  1  6
 10 26  1  1
  4 27  1  1
 11 28  1  0
 26 28  1  0
 11 29  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4086967

   ---

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: 346.56

Molecular Weight (Monoisotopic): 346.2872

AlogP: 5.04

#Rotatable Bonds: ┄

Polar Surface Area: 29.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.26

CX LogD: 4.26

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: 3.00

References

1. Shao LD, Bao Y, Shen Y, Su J, Leng Y, Zhao QS..  (2017)  Synthesis of selective 11β-HSD1 inhibitors based on dammarane scaffold.,  135  [PMID:28458137] [10.1016/j.ejmech.2017.04.059]

Source

Source(1):

• Scientific Literature