2-Amino-N-{2-chloro-5-[6-(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-ylmethyl)pyridin-3-yl]phenyl}-1,3-oxazole-4-carboxamide

ID: ALA4551539

PubChem CID: 135186912

Max Phase: Preclinical

Molecular Formula: C22H23ClN6O2

Molecular Weight: 438.92

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1nc(C(=O)Nc2cc(-c3ccc(CN4CC5CNCC5C4)nc3)ccc2Cl)co1

Standard InChI:  InChI=1S/C22H23ClN6O2/c23-18-4-2-13(5-19(18)27-21(30)20-12-31-22(24)28-20)14-1-3-17(26-8-14)11-29-9-15-6-25-7-16(15)10-29/h1-5,8,12,15-16,25H,6-7,9-11H2,(H2,24,28)(H,27,30)

Standard InChI Key:  UBABEBXVXLBQTG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 35  0  0  0  0  0  0  0  0999 V2000
   11.3036   -8.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7141   -7.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5141   -6.4070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6089   -6.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4826   -8.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6194   -6.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6194   -5.1017    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6721   -6.8702    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6827   -6.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6827   -5.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7353   -4.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7459   -5.1017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7459   -6.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7353   -6.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7985   -6.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7985   -8.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8091   -8.6808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8618   -8.0913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8618   -6.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8091   -6.2807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9144   -8.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9250   -8.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0197   -8.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8198   -7.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2303   -6.6597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0513   -6.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0303   -5.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1251   -6.2386    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9987   -7.4176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6721   -4.5122    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.5351   -7.1649    0.0000 N   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
  1  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  9 14  2  0
 13 15  1  0
 16 15  1  0
 16 17  2  0
 18 17  1  0
 19 18  2  0
 20 19  1  0
 15 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22 26  1  0
 25 27  1  0
 28 27  1  0
 28 29  1  0
 24 29  1  0
 10 30  1  0
  2 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551539

   ---

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: 438.92

Molecular Weight (Monoisotopic): 438.1571

AlogP: 2.88

#Rotatable Bonds: 5

Polar Surface Area: 109.31

Molecular Species: BASE

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.97

CX Basic pKa: 11.07

CX LogP: 1.40

CX LogD: -1.75

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.56

Np Likeness Score: -1.47

References

1.  (2018)  Oxazole derivatives for use in the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data