1-(2-hydroxyethyl)-2-(pyridin-4-yl)-1,5,6,7-tetrahydropyrrolo-[3,2-c]pyridin-4-one

ID: ALA250871

PubChem CID: 23585099

Max Phase: Preclinical

Molecular Formula: C14H15N3O2

Molecular Weight: 257.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NCCc2c1cc(-c1ccncc1)n2CCO

Standard InChI:  InChI=1S/C14H15N3O2/c18-8-7-17-12-3-6-16-14(19)11(12)9-13(17)10-1-4-15-5-2-10/h1-2,4-5,9,18H,3,6-8H2,(H,16,19)

Standard InChI Key:  LWFINZKGSCYRMI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -1.0463  -22.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3343  -21.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3343  -21.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463  -20.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583  -21.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7583  -21.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5473  -20.8640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0350  -21.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5473  -22.2062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556  -21.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2675  -20.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0917  -20.8183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5051  -21.5333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0881  -22.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2653  -22.2470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0443  -19.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8023  -22.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2503  -23.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5052  -24.3886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  5  1  0
  3  4  1  0
  5  6  2  0
 10 11  2  0
 11 12  1  0
  6  4  1  0
 12 13  2  0
  5  1  1  0
 13 14  1  0
  1  2  1  0
 14 15  2  0
 15 10  1  0
  8 10  1  0
  2  3  1  0
  4 16  2  0
  6  7  1  0
  9 17  1  0
  7  8  2  0
 17 18  1  0
  8  9  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA250871

   1-(2-hydroxyethyl)-2-(pyridin-4-yl)-1H,4H,5H,6H,7H-pyrrolo[3,2-c]pyridin-4-one

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 257.29

Molecular Weight (Monoisotopic): 257.1164

AlogP: 0.83

#Rotatable Bonds: 3

Polar Surface Area: 67.15

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.05

CX LogP: -0.26

CX LogD: -0.26

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.86

Np Likeness Score: -0.36

References

1. Vanotti E, Amici R, Bargiotti A, Berthelsen J, Bosotti R, Ciavolella A, Cirla A, Cristiani C, D'Alessio R, Forte B, Isacchi A, Martina K, Menichincheri M, Molinari A, Montagnoli A, Orsini P, Pillan A, Roletto F, Scolaro A, Tibolla M, Valsasina B, Varasi M, Volpi D, Santocanale C..  (2008)  Cdc7 kinase inhibitors: pyrrolopyridinones as potential antitumor agents. 1. Synthesis and structure-activity relationships.,  51  (3): [PMID:18201066] [10.1021/jm700956r]

2. Scott F, Fala AM, Takarada JE, Ficu MP, Pennicott LE, Reuillon TD, Couñago RM, Massirer KB, Elkins JM, Ward SE..  (2022)  Development of dihydropyrrolopyridinone-based PKN2/PRK2 chemical tools to enable drug discovery.,  60  [PMID:35104640] [10.1016/j.bmcl.2022.128588]

Source

Source(1):

• Scientific Literature