SID49825675

ID: ALA1327274

Cas Number: 623133-62-0

PubChem CID: 5739163

Max Phase: Preclinical

Molecular Formula: C24H17BrN2O5

Molecular Weight: 493.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(C1=C(O)C(=O)N(Cc2cccnc2)C1c1cccc(Br)c1)c1ccc2c(c1)OCO2

Standard InChI:  InChI=1S/C24H17BrN2O5/c25-17-5-1-4-15(9-17)21-20(22(28)16-6-7-18-19(10-16)32-13-31-18)23(29)24(30)27(21)12-14-3-2-8-26-11-14/h1-11,21,29H,12-13H2

Standard InChI Key:  TVGWWTKPNMNGTI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 36  0  0  0  0  0  0  0  0999 V2000
    1.4900   -0.4892    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7029    3.3427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0528    3.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    0.7326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8185    1.7152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8185    3.0501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1297    2.2477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405    3.4101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1760    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4223    1.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    2.7906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2828    2.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8905    1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2508    0.8276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6049    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9502    2.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3194    1.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5338    0.5727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339    1.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8639    0.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6049    2.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0339    2.7951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4351    2.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3194    3.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7053   -0.2343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6924   -0.5314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0922   -0.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3034    2.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2556    2.7427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0995    3.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845    4.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4049    4.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 25  1  0
  2 11  1  0
  3 12  2  0
  4 13  2  0
  5 19  1  0
  5 28  1  0
  6 22  1  0
  6 28  1  0
  7 10  1  0
  7 12  1  0
  7 16  1  0
  8 29  2  0
  8 32  1  0
  9 10  1  0
  9 11  2  0
  9 13  1  0
 10 14  1  0
 11 12  1  0
 13 15  1  0
 14 18  1  0
 14 20  2  0
 15 17  1  0
 15 21  2  0
 16 23  1  0
 17 19  2  0
 18 25  2  0
 19 22  1  0
 20 26  1  0
 21 24  1  0
 22 24  2  0
 23 29  1  0
 23 30  2  0
 25 27  1  0
 26 27  2  0
 30 31  1  0
 31 32  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1327274

   4-(2H-1,3-benzodioxole-5-carbonyl)-5-(3-bromophenyl)-3-hydroxy-1-[(pyridin-3-yl)methyl]-2,5-dihydro-1H-pyrrol-2-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: 493.31

Molecular Weight (Monoisotopic): 492.0321

AlogP: 4.35

#Rotatable Bonds: 5

Polar Surface Area: 88.96

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.10

CX Basic pKa: 4.81

CX LogP: 3.15

CX LogD: 3.14

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.53

Np Likeness Score: -1.10

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays