1-cyclohexyl-5-oxo-4-propyl-1,5,6,7-tetrahydrocyclopenta[e]pyrrolo[2,3-b]pyridine-3-carbonitrile

ID: ALA4554525

PubChem CID: 129907723

Max Phase: Preclinical

Molecular Formula: C20H23N3O

Molecular Weight: 321.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCc1c2c(nc3c1c(C#N)cn3C1CCCCC1)CCC2=O

Standard InChI:  InChI=1S/C20H23N3O/c1-2-6-15-18-13(11-21)12-23(14-7-4-3-5-8-14)20(18)22-16-9-10-17(24)19(15)16/h12,14H,2-10H2,1H3

Standard InChI Key:  XXDAIJUNVXYBCP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    5.2911  -21.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5454  -20.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8825  -19.7736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4739  -21.0324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2241  -20.2567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4290  -20.0865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9319  -21.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8798  -18.9547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5884  -18.5458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5886  -17.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8818  -17.3213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1732  -17.7301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1713  -18.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1375  -21.4686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8809  -20.6895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0607  -20.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8102  -21.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4758  -21.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790  -22.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858  -22.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6401  -23.0201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8940  -23.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740  -21.6962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2536  -22.3579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  2  0
  2  3  1  0
  3  5  1  0
  4  5  2  0
  5  6  1  0
  6 15  2  0
 14  7  2  0
  7  4  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  3  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 14  1  0
 18 19  2  0
  7 20  1  0
 20 21  1  0
 21 22  1  0
 23 24  3  0
  1 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554525

   ---

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: 321.42

Molecular Weight (Monoisotopic): 321.1841

AlogP: 4.49

#Rotatable Bonds: 3

Polar Surface Area: 58.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.08

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: -0.51

References

1. Stanton RA, Lu X, Detorio M, Montero C, Hammond ET, Ehteshami M, Domaoal RA, Nettles JH, Feraud M, Schinazi RF..  (2016)  Discovery, characterization, and lead optimization of 7-azaindole non-nucleoside HIV-1 reverse transcriptase inhibitors.,  26  (16): [PMID:27390064] [10.1016/j.bmcl.2016.06.065]

Source

Source(1):

• Scientific Literature