SID22415261

ID: ALA1453489

PubChem CID: 2300635

Max Phase: Preclinical

Molecular Formula: C18H14BrNO4

Molecular Weight: 388.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)N(c2ccc(Br)cc2)C(=O)/C1=C\c1ccco1

Standard InChI:  InChI=1S/C18H14BrNO4/c1-11-16(18(22)23-2)15(10-14-4-3-9-24-14)17(21)20(11)13-7-5-12(19)6-8-13/h3-10H,1-2H3/b15-10-

Standard InChI Key:  RMEUFXWZKSCOJP-GDNBJRDFSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   -2.1013   -1.4638    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.5611   -2.5389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417    0.7831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7978   -0.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5334   -3.1188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1806   -1.1188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4001   -0.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4863   -1.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5931   -0.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7327   -1.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3601   -1.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0132   -0.0238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -1.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2008   -2.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2576    0.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -1.9587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1248   -0.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7959   -2.0450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9453   -0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2808   -1.3775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8682   -3.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7883   -3.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6133   -3.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4548    1.3352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 20  1  0
  2 10  2  0
  3 12  1  0
  3 24  1  0
  4 12  2  0
  5 14  1  0
  5 22  1  0
  6  9  1  0
  6 10  1  0
  6 11  1  0
  7  8  1  0
  7  9  2  0
  7 12  1  0
  8 10  1  0
  8 13  2  0
  9 15  1  0
 11 16  2  0
 11 17  1  0
 13 14  1  0
 14 21  2  0
 16 18  1  0
 17 19  2  0
 18 20  2  0
 19 20  1  0
 21 23  1  0
 22 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA1453489

   methyl (4Z)-1-(4-bromophenyl)-4-(furan-2-ylmethylidene)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylate

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: 388.22

Molecular Weight (Monoisotopic): 387.0106

AlogP: 3.92

#Rotatable Bonds: 3

Polar Surface Area: 59.75

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.59

Np Likeness Score: -1.28

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays