4-(2-Chloro-6-fluorobenzoyl)-N-(pyridin-4-yl)-1H-pyrrole-2-carboxamide

ID: ALA4557683

PubChem CID: 118959089

Max Phase: Preclinical

Molecular Formula: C17H11ClFN3O2

Molecular Weight: 343.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccncc1)c1cc(C(=O)c2c(F)cccc2Cl)c[nH]1

Standard InChI:  InChI=1S/C17H11ClFN3O2/c18-12-2-1-3-13(19)15(12)16(23)10-8-14(21-9-10)17(24)22-11-4-6-20-7-5-11/h1-9,21H,(H,20,22,24)

Standard InChI Key:  FAOLFNHMPIRTRJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    4.8759   -6.3465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5314   -5.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2693   -5.0834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4517   -5.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2087   -5.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3117   -6.1009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4913   -6.8981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9122   -5.5467    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2865   -3.6877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1517   -4.5336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978   -3.5976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4210   -2.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9324   -2.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1169   -2.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7974   -3.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6925   -5.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8696   -6.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6490   -6.8283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2505   -6.2738    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0674   -5.4731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2882   -5.2337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9863   -3.1396    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.5839   -4.2544    0.0000 Cl  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  1  1  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
 10 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 10  1  0
  8 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 16 23  1  0
 12 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4557683

   ---

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: 343.75

Molecular Weight (Monoisotopic): 343.0524

AlogP: 3.69

#Rotatable Bonds: 4

Polar Surface Area: 74.85

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.96

CX Basic pKa: 5.59

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.71

Np Likeness Score: -1.80

References

1. Myers SM, Miller DC, Molyneux L, Arasta M, Bawn RH, Blackburn TJ, Cook SJ, Edwards N, Endicott JA, Golding BT, Griffin RJ, Hammonds T, Hardcastle IR, Harnor SJ, Heptinstall AB, Lochhead PA, Martin MP, Martin NC, Newell DR, Owen PJ, Pang LC, Reuillon T, Rigoreau LJM, Thomas HD, Tucker JA, Wang LZ, Wong AC, Noble MEM, Wedge SR, Cano C..  (2019)  Identification of a novel orally bioavailable ERK5 inhibitor with selectivity over p38α and BRD4.,  178  [PMID:31212132] [10.1016/j.ejmech.2019.05.057]

Source

Source(1):

• Scientific Literature