SID24274301

ID: ALA1454077

PubChem CID: 1245511

Max Phase: Preclinical

Molecular Formula: C21H19BrN2O3

Molecular Weight: 427.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1ccc(-n2c(CCC(=O)O)ccc2-c2ccc(Br)cc2)cc1

Standard InChI:  InChI=1S/C21H19BrN2O3/c1-14(25)23-17-6-8-18(9-7-17)24-19(11-13-21(26)27)10-12-20(24)15-2-4-16(22)5-3-15/h2-10,12H,11,13H2,1H3,(H,23,25)(H,26,27)

Standard InChI Key:  QPBIGMGYPHHOGQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 29  0  0  0  0  0  0  0  0999 V2000
    9.4418   -2.8816    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    4.5268   -5.2604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1291   -5.5575    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3503    1.1210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358   -3.4165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358   -0.1165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3033   -3.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9684   -3.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358   -2.5915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0879   -3.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0483   -4.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2233   -4.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -2.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3503   -2.1790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1838   -3.6465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2594   -2.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7010   -4.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6358   -0.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3503   -1.3540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0440   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4856   -3.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6571   -3.1366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5707   -4.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7422   -5.0055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3503    0.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0648   -0.1165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0
  2 25  2  0
  3 25  1  0
  4 26  2  0
  5  7  1  0
  5  8  1  0
  5  9  1  0
  6 18  1  0
  6 26  1  0
  7 10  1  0
  7 11  2  0
  8 12  2  0
  8 15  1  0
  9 13  2  0
  9 14  1  0
 10 16  2  0
 10 17  1  0
 11 12  1  0
 13 19  1  0
 14 20  2  0
 15 24  1  0
 16 21  1  0
 17 22  2  0
 18 19  2  0
 18 20  1  0
 21 23  2  0
 22 23  1  0
 24 25  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1454077

   3-[5-(4-Bromophenyl)-1-(4-acetamidophenyl)-1H-pyrrol-2-YL]propanoic acid

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: 427.30

Molecular Weight (Monoisotopic): 426.0579

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 71.33

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.48

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 1.53

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.59

Np Likeness Score: -0.99

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays