1-(4-chlorophenyl)-N-cyclopropyl-1H-pyrrolo[2,3-b]pyridine-2-carboxamide

ID: ALA4745467

PubChem CID: 149589836

Max Phase: Preclinical

Molecular Formula: C17H14ClN3O

Molecular Weight: 311.77

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CC1)c1cc2cccnc2n1-c1ccc(Cl)cc1

Standard InChI:  InChI=1S/C17H14ClN3O/c18-12-3-7-14(8-4-12)21-15(17(22)20-13-5-6-13)10-11-2-1-9-19-16(11)21/h1-4,7-10,13H,5-6H2,(H,20,22)

Standard InChI Key:  ZXRNVWPRRUTNLN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   27.3869   -5.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3857   -6.3293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0938   -6.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0920   -5.1010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8006   -5.5062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8009   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5795   -6.5776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0605   -5.9151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5791   -5.2531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.8777   -5.9148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2861   -5.2070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8297   -4.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6304   -4.3082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8827   -3.5318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3355   -2.9237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5326   -3.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2840   -3.8736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5867   -2.1461    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.2866   -6.6224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.1038   -6.6221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8106   -7.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8104   -6.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  8 10  1  0
 10 11  2  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  9 12  1  0
 15 18  1  0
 10 19  1  0
 19 20  1  0
 21 20  1  0
 22 21  1  0
 20 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745467

   ---

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: 311.77

Molecular Weight (Monoisotopic): 311.0825

AlogP: 3.57

#Rotatable Bonds: 3

Polar Surface Area: 46.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.51

CX LogP: 3.17

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.80

Np Likeness Score: -1.69

References

1. Vadukoot AK,Sharma S,Aretz CD,Kumar S,Gautam N,Alnouti Y,Aldrich AL,Heim CE,Kielian T,Hopkins CR.  (2020)  Synthesis and SAR Studies of 1H-Pyrrolo[2,3-b]pyridine-2-carboxamides as Phosphodiesterase 4B (PDE4B) Inhibitors.,  11  (10): [PMID:33062163] [10.1021/acsmedchemlett.9b00369]

Source

Source(1):

• Scientific Literature