1-benzyl-7,7-dimethyl-5-oxo-4-phenyl-5,6,7,8-tetrahydro-1H-pyrrolo[2,3-b]quinoline-3-carbonitrile

ID: ALA4529463

PubChem CID: 129907741

Max Phase: Preclinical

Molecular Formula: C27H23N3O

Molecular Weight: 405.50

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)CC(=O)c2c(nc3c(c(C#N)cn3Cc3ccccc3)c2-c2ccccc2)C1

Standard InChI:  InChI=1S/C27H23N3O/c1-27(2)13-21-25(22(31)14-27)23(19-11-7-4-8-12-19)24-20(15-28)17-30(26(24)29-21)16-18-9-5-3-6-10-18/h3-12,17H,13-14,16H2,1-2H3

Standard InChI Key:  QRAZJRNLKMFUIK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   17.4698   -3.1690    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9728   -4.7176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1783   -4.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.5107   -2.0429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8890   -5.9355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879   -4.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1676   -3.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2257   -5.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6782   -6.1002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9315   -6.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7319   -7.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  7 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529463

   ---

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: 405.50

Molecular Weight (Monoisotopic): 405.1841

AlogP: 5.78

#Rotatable Bonds: 3

Polar Surface Area: 58.68

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 1.58

CX LogP: 5.44

CX LogD: 5.44

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.43

Np Likeness Score: -0.73

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