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

ID: ALA4546951

PubChem CID: 126508977

Max Phase: Preclinical

Molecular Formula: C20H24O4

Molecular Weight: 328.41

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C20H24O4/c1-4-5-16-12-20(19(11-18(16)21)23-13-24-20)14(2)10-15-6-8-17(22-3)9-7-15/h4,6-9,11,14,16H,1,5,10,12-13H2,2-3H3/t14-,16+,20-/m1/s1

Standard InChI Key:  SJURKDMRNWZHKL-PTSWNOGYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   22.7470  -11.7529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7470  -12.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4581  -12.9789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1651  -12.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4581  -11.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1639  -11.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7710  -11.1979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4414  -10.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6272  -10.5365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4581  -13.7969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0373  -12.9825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3257  -12.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6160  -12.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7387  -10.9287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7384  -10.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0302  -11.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3174  -10.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3175  -10.1138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6060   -9.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8961  -10.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9003  -10.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6127  -11.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1887   -9.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1827   -8.8884    0.0000 C   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  1
 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
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546951

   ---

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: 328.41

Molecular Weight (Monoisotopic): 328.1675

AlogP: 3.67

#Rotatable Bonds: 6

Polar Surface Area: 44.76

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: 1.35

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