5-hydroxy-4,6-dimethyl-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one

ID: ALA5289804

Max Phase: Preclinical

Molecular Formula: C9H10N2O2

Molecular Weight: 178.19

Names and Identifiers

Canonical SMILES:  Cc1nc2c(c(C)c1O)CC(=O)N2

Standard InChI:  InChI=1S/C9H10N2O2/c1-4-6-3-7(12)11-9(6)10-5(2)8(4)13/h13H,3H2,1-2H3,(H,10,11,12)

Standard InChI Key:  TTZDLIXBHFOMJL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
   -1.3974    0.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3974   -0.8231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6841   -1.2295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229   -0.8195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0229    0.0022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6858    0.4123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6858    1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    0.2560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2873   -0.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8043   -1.0734    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1090   -0.4087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1090   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1090    0.4126    0.0000 O   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
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
  4 10  1  0
  9 11  2  0
  2 12  1  0
  1 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289804

   ---

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: 178.19

Molecular Weight (Monoisotopic): 178.0742

AlogP: 0.90

#Rotatable Bonds: ┄

Polar Surface Area: 62.22

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.54

CX Basic pKa: 5.70

CX LogP: 0.79

CX LogD: 0.78

Aromatic Rings: 1

Heavy Atoms: 13

QED Weighted: 0.62

Np Likeness Score: 0.28

References

1. Liao M, Zhang J, Wang G, Wang L, Liu J, Ouyang L, Liu B..  (2021)  Small-Molecule Drug Discovery in Triple Negative Breast Cancer: Current Situation and Future Directions.,  64  (5.0): [PMID:33650861] [10.1021/acs.jmedchem.0c01180]

Source

Source(1):

• Scientific Literature