1-(3,4-Dichloro-phenyl)-3-(4-methoxy-phenyl)-4-morpholin-4-yl-pyrrole-2,5-dione

ID: ALA2316726

Cas Number: 1417162-36-7

PubChem CID: 71547138

Max Phase: Preclinical

Molecular Formula: C21H18Cl2N2O4

Molecular Weight: 433.29

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=C(N3CCOCC3)C(=O)N(c3ccc(Cl)c(Cl)c3)C2=O)cc1

Standard InChI:  InChI=1S/C21H18Cl2N2O4/c1-28-15-5-2-13(3-6-15)18-19(24-8-10-29-11-9-24)21(27)25(20(18)26)14-4-7-16(22)17(23)12-14/h2-7,12H,8-11H2,1H3

Standard InChI Key:  JMPJNNOSVCHYOU-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.4363   -1.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4352   -2.7860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -3.1989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8666   -2.7855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8637   -1.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1482   -1.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1485   -4.0229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4809   -4.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357   -5.2923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -5.2931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8158   -4.5080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6006   -4.2532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6962   -4.2526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1458   -0.7206    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.5767   -1.5396    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9919   -5.9949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5963   -6.7202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0266   -7.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8523   -7.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2459   -6.6722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8133   -5.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3193   -6.0025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4932   -5.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0760   -6.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3132   -7.4278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7267   -6.7162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0676   -8.1374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2425   -8.1330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  7  1  0
  3  7  1  0
 11 12  2  0
  8 13  2  0
  6 14  1  0
  5 15  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 16  1  0
 10 16  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  9 22  1  0
 25 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2316726

   1-(3,4-Dichlorophenyl)-3-(4-methoxyphenyl)-4-morpholin-4-ylpyrrole-2,5-dione

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: 433.29

Molecular Weight (Monoisotopic): 432.0644

AlogP: 3.62

#Rotatable Bonds: 4

Polar Surface Area: 59.08

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.81

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: -1.14

References

1. Budke B, Kalin JH, Pawlowski M, Zelivianskaia AS, Wu M, Kozikowski AP, Connell PP..  (2013)  An optimized RAD51 inhibitor that disrupts homologous recombination without requiring Michael acceptor reactivity.,  56  (1): [PMID:23231413] [10.1021/jm301565b]

2. Huang F, Mazin AV..  (2014)  Targeting the homologous recombination pathway by small molecule modulators.,  24  (14): [PMID:24856061] [10.1016/j.bmcl.2014.04.088]

Source

Source(1):

• Scientific Literature