((6S,7aR)-6-Allyl-7a-(1-(4-fluorophenyl)propan-2-yl)-7,7adihydrobenzo[d][1,3]dioxol-5(6H)-one)

ID: ALA4560939

PubChem CID: 155558375

Max Phase: Preclinical

Molecular Formula: C19H21FO3

Molecular Weight: 316.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC[C@H]1C[C@]2(C(C)Cc3ccc(F)cc3)OCOC2=CC1=O

Standard InChI:  InChI=1S/C19H21FO3/c1-3-4-15-11-19(18(10-17(15)21)22-12-23-19)13(2)9-14-5-7-16(20)8-6-14/h3,5-8,10,13,15H,1,4,9,11-12H2,2H3/t13?,15-,19+/m0/s1

Standard InChI Key:  YBMNAYUTESYBFE-GSTZGWFYSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    8.6363   -3.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6363   -4.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3481   -5.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0640   -4.7446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3481   -3.4999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0628   -3.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6699   -3.3623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3381   -2.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5184   -2.6964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3481   -5.9788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9218   -5.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2054   -4.7478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4868   -5.1579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6280   -3.0871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6235   -2.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9148   -3.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1970   -3.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1972   -2.2668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4808   -1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7661   -2.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7703   -3.1004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4876   -3.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0445   -1.8653    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  5  1  0
  2  3  1  0
  3  4  1  0
  4  6  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  5  9  1  6
  3 10  2  0
  2 11  1  1
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 20 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560939

   ---

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: 316.37

Molecular Weight (Monoisotopic): 316.1475

AlogP: 3.80

#Rotatable Bonds: 5

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 1.08

References

1. Huang Z, Williams RB, Martin SM, Lawrence JA, Norman VL, O'Neil-Johnson M, Harding J, Mangette JE, Liu S, Guzzo PR, Starks CM, Eldridge GR..  (2018)  Bifidenone: Structure-Activity Relationship and Advanced Preclinical Candidate.,  61  (15): [PMID:29995409] [10.1021/acs.jmedchem.7b01644]

Source

Source(1):

• Scientific Literature