(6aR,10aR)-6,6,9-trimethyl-3-(2-methylpentan-2-yl)-6a,7,8,10a-tetrahydro-6H-benzo[c]chromen-1-ol

ID: ALA4470870

PubChem CID: 155534762

Max Phase: Preclinical

Molecular Formula: C22H32O2

Molecular Weight: 328.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC(C)(C)c1cc(O)c2c(c1)OC(C)(C)[C@@H]1CCC(C)=C[C@@H]21

Standard InChI:  InChI=1S/C22H32O2/c1-7-10-21(3,4)15-12-18(23)20-16-11-14(2)8-9-17(16)22(5,6)24-19(20)13-15/h11-13,16-17,23H,7-10H2,1-6H3/t16-,17-/m1/s1

Standard InChI Key:  PUVVGIGIGIJDPB-IAGOWNOFSA-N

Molfile:  

 
     RDKit          2D

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   20.4545  -13.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0501  -12.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6411  -13.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0973  -13.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5122  -12.3520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6944  -12.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2218  -12.7585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5122  -11.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2218  -11.1199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2145  -10.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5043   -9.8965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7989  -10.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7995  -11.1310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9272  -11.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9248  -12.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6328  -12.7600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3439  -12.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3403  -11.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6315  -11.1254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5029   -9.0751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6285  -10.3040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7621  -12.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4719  -12.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1803  -12.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9309  -10.7072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7207  -11.7438    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  8  5  1  0
  5  7  1  0
  7 15  1  0
  9 14  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 11 20  1  0
 19 21  1  0
 17  2  1  0
  2 22  1  0
 22 23  1  0
 23 24  1  0
  9 25  1  6
  8 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4470870

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 328.50

Molecular Weight (Monoisotopic): 328.2402

AlogP: 6.08

#Rotatable Bonds: 3

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: 9.30

CX Basic pKa: ┄

CX LogP: 6.09

CX LogD: 6.08

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.68

Np Likeness Score: 1.91

References

1. Tan L, Yan W, McCorvy JD, Cheng J..  (2018)  Biased Ligands of G Protein-Coupled Receptors (GPCRs): Structure-Functional Selectivity Relationships (SFSRs) and Therapeutic Potential.,  61  (22): [PMID:29939744] [10.1021/acs.jmedchem.8b00435]

Source

Source(1):

• Scientific Literature