5-chloro-3-phenyl-6,7-dihydropyrrolo[3,4-g]indol-8(1H)-one

ID: ALA5290575

Max Phase: Preclinical

Molecular Formula: C16H11ClN2O

Molecular Weight: 282.73

Names and Identifiers

Canonical SMILES:  O=C1NCc2c(Cl)cc3c(-c4ccccc4)c[nH]c3c21

Standard InChI:  InChI=1S/C16H11ClN2O/c17-13-6-10-11(9-4-2-1-3-5-9)7-18-15(10)14-12(13)8-19-16(14)20/h1-7,18H,8H2,(H,19,20)

Standard InChI Key:  IWKDQQIVXBSVBE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 23  0  0  0  0  0  0  0  0999 V2000
   -1.7567   -0.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0421    0.3797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3301   -0.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3301   -0.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0403   -1.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7567   -0.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2814    0.5175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8704    1.1840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0523    1.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.2234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446   -1.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0315   -0.4467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0759    0.3045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6578    0.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4498    0.6731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628   -0.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0851   -0.7015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2898   -0.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7574    1.0179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0371   -2.0941    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  2  8  1  0
  8  9  1  0
  9  7  2  0
  1 10  1  0
  6 11  1  0
 11 12  1  0
 12 10  1  0
 13  7  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 17 16  1  0
 13 18  1  0
 18 17  2  0
 10 19  2  0
  5 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290575

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 282.73

Molecular Weight (Monoisotopic): 282.0560

AlogP: 3.73

#Rotatable Bonds: 1

Polar Surface Area: 44.89

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.14

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.70

Np Likeness Score: 0.08

References

1. Qin Z, Qin L, Feng X, Li Z, Bian J..  (2021)  Development of Cdc2-like Kinase 2 Inhibitors: Achievements and Future Directions.,  64  (18.0): [PMID:34519506] [10.1021/acs.jmedchem.1c00985]

Source

Source(1):

• Scientific Literature