(5-chloro-2-methyl-1H-indol-1-yl)(4-methoxyphenyl)methanone

ID: ALA5287439

Max Phase: Preclinical

Molecular Formula: C17H14ClNO2

Molecular Weight: 299.76

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)n2c(C)cc3cc(Cl)ccc32)cc1

Standard InChI:  InChI=1S/C17H14ClNO2/c1-11-9-13-10-14(18)5-8-16(13)19(11)17(20)12-3-6-15(21-2)7-4-12/h3-10H,1-2H3

Standard InChI Key:  QRNXCXNJRQTIAH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.7281    1.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7281    0.5128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148    0.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077    0.5165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3077    1.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0166    1.7484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    1.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0434    0.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5263    0.2627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3137   -0.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4799   -0.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -0.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8523   -0.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0650   -1.1695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4880   -1.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6935   -1.5407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8586   -1.3821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4398   -0.8011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8947   -1.1120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782    0.9273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4398    1.7487    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  1  0
  9 10  1  0
 10 11  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 16 15  2  0
 11 16  1  0
 14 17  1  0
 17 18  1  0
 10 19  2  0
  8 20  1  0
  1 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5287439

   ---

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: 299.76

Molecular Weight (Monoisotopic): 299.0713

AlogP: 4.30

#Rotatable Bonds: 2

Polar Surface Area: 31.23

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.89

CX LogD: 3.89

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.71

Np Likeness Score: -1.21

References

1. Ha S, Luo G, Xiang H..  (2022)  A Comprehensive Overview of Small-Molecule Androgen Receptor Degraders: Recent Progress and Future Perspectives.,  65  (24.0): [PMID:36459083] [10.1021/acs.jmedchem.2c01487]

Source

Source(1):

• Scientific Literature