(+)-3a-fluoro-1,8-dimethyl-8a-phenyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole

ID: ALA4758038

PubChem CID: 162656621

Max Phase: Preclinical

Molecular Formula: C18H19FN2

Molecular Weight: 282.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC[C@]2(F)c3ccccc3N(C)[C@]12c1ccccc1

Standard InChI:  InChI=1S/C18H19FN2/c1-20-13-12-17(19)15-10-6-7-11-16(15)21(2)18(17,20)14-8-4-3-5-9-14/h3-11H,12-13H2,1-2H3/t17-,18-/m0/s1

Standard InChI Key:  CWIVYCGYKCBVTJ-ROUUACIJSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
    8.0687  -23.1011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5565  -22.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0754  -21.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2886  -22.8446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2968  -22.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5091  -23.0878    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0380  -22.4215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5233  -21.7699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051  -21.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3977  -20.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9095  -21.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2345  -22.3280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2887  -21.2057    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804  -23.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5625  -24.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5540  -24.8851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2619  -25.3056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9799  -24.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9850  -24.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2487  -23.8666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3174  -23.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  1  0
  3  5  1  0
  4  5  1  0
  5  8  1  0
  7  6  1  0
  6  4  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  5 13  1  6
  4 14  1  6
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
  6 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4758038

   ---

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: 282.36

Molecular Weight (Monoisotopic): 282.1532

AlogP: 3.49

#Rotatable Bonds: 1

Polar Surface Area: 6.48

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.90

CX LogP: 4.21

CX LogD: 4.20

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.79

Np Likeness Score: 0.17

References

1. Blom AEM,Su JY,Repka LM,Reisman SE,Dougherty DA.  (2020)  Synthesis and Biological Evaluation of Pyrroloindolines as Positive Allosteric Modulators of the α1β2γ2 GABA Receptor.,  11  (11): [PMID:33214830] [10.1021/acsmedchemlett.0c00340]

Source

Source(1):

• Scientific Literature