1-(3,4-Dichlorophenyl)furo[2,3-e]pyrrolo [1,2-a]pyrazin-5(4H)-one

ID: ALA478517

PubChem CID: 25268558

Max Phase: Preclinical

Molecular Formula: C15H8Cl2N2O2

Molecular Weight: 319.15

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2occ(-c3ccc(Cl)c(Cl)c3)c2n2cccc12

Standard InChI:  InChI=1S/C15H8Cl2N2O2/c16-10-4-3-8(6-11(10)17)9-7-21-15-13(9)19-5-1-2-12(19)14(20)18-15/h1-7H,(H,18,20)

Standard InChI Key:  FHYRBNGTHYBAAU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   11.0497   -3.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3377   -3.5169    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6256   -4.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6256   -3.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8367   -3.6725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3489   -4.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8366   -5.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0497   -4.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3373   -5.1672    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.5056   -5.9711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3222   -6.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6584   -5.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7654   -3.5231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4334   -5.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6106   -5.7421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2080   -6.4613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6303   -7.1711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4595   -7.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8585   -6.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2286   -7.8917    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    6.3830   -6.4722    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  3  9  1  0
  8  1  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12  8  2  0
  1  2  1  0
  1 13  2  0
  4  5  1  0
  7 14  1  0
  5  6  1  0
 14 15  2  0
  6  7  2  0
 15 16  1  0
  7  3  1  0
 16 17  2  0
  8  9  1  0
 17 18  1  0
  3  4  2  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
  4  2  1  0
 16 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA478517

   3-(3,4-Dichlorophenyl)-5-oxa-1,7-diazatricyclo[7.3.0.02,6]dodeca-2(6),3,9,11-tetraen-8-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: 319.15

Molecular Weight (Monoisotopic): 317.9963

AlogP: 4.35

#Rotatable Bonds: 1

Polar Surface Area: 50.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.06

CX LogD: 4.06

Aromatic Rings: 4

Heavy Atoms: 21

QED Weighted: 0.57

Np Likeness Score: -0.79

References

1. Rochais C, Duc NV, Lescot E, Sopkova-de Oliveira Santos J, Bureau R, Meijer L, Dallemagne P, Rault S..  (2009)  Synthesis of new dipyrrolo- and furopyrrolopyrazinones related to tripentones and their biological evaluation as potential kinases (CDKs1-5, GSK-3) inhibitors.,  44  (2): [PMID:18586356] [10.1016/j.ejmech.2008.05.011]

Source

Source(1):

• Scientific Literature