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

ID: ALA250870

Cas Number: 942425-34-5

PubChem CID: 23585102

Max Phase: Preclinical

Molecular Formula: C14H15N3O

Molecular Weight: 241.29

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  CCn1c(-c2ccncc2)cc2c1CCNC2=O

Standard InChI:  InChI=1S/C14H15N3O/c1-2-17-12-5-8-16-14(18)11(12)9-13(17)10-3-6-15-7-4-10/h3-4,6-7,9H,2,5,8H2,1H3,(H,16,18)

Standard InChI Key:  RVODROMIHSQWCT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   20.9648  -18.9643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6772  -18.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6772  -17.7302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9648  -17.3134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2525  -18.5557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2525  -17.7257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4630  -17.4691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9751  -18.1406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4630  -18.8121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1540  -18.1402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7419  -17.4237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9173  -17.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5037  -18.1388    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9209  -18.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7441  -18.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9668  -16.4880    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2079  -19.5971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7602  -20.2105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  8  9  1  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
M  END

Alternative Forms

  1. Parent:

    ALA250870

    Pkn1/2-IN-1

Associated Targets(Human)

CDC7 Tchem Cell division cycle 7-related protein kinase (1385 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PKN2 Tchem Protein kinase N2 (1991 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PKN1 Tchem Protein kinase N1 (787 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ROCK1 Tclin Rho-associated protein kinase 1 (4723 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ROCK2 Tclin Rho-associated protein kinase 2 (6206 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U2OS (164939 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fibroblast (163371 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 241.29Molecular Weight (Monoisotopic): 241.1215AlogP: 1.86#Rotatable Bonds: 2
Polar Surface Area: 46.92Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 5.06CX LogP: 0.79CX LogD: 0.79
Aromatic Rings: 2Heavy Atoms: 18QED Weighted: 0.87Np Likeness Score: -0.56

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]
3. EUbOPEN.  (2023)  EUbOPEN Chemogenomics Library - IncuCyte,  [10.6019/CHEMBL5303304]