4,6-dimethyl-5-phenyl-2-[(4-phenyl-1-piperazinyl)methyl]pyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione

ID: ALA4528376

PubChem CID: 10669481

Max Phase: Preclinical

Molecular Formula: C25H26N4O2

Molecular Weight: 414.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c2c(c(C)n1-c1ccccc1)C(=O)N(CN1CCN(c3ccccc3)CC1)C2=O

Standard InChI:  InChI=1S/C25H26N4O2/c1-18-22-23(19(2)29(18)21-11-7-4-8-12-21)25(31)28(24(22)30)17-26-13-15-27(16-14-26)20-9-5-3-6-10-20/h3-12H,13-17H2,1-2H3

Standard InChI Key:  MOUXKUZTYJCPES-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9483   -2.7364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9223   -3.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6912   -3.8304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1924   -3.1847    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7332   -2.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0103   -1.7399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9189   -4.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618   -4.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.3403   -5.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1573   -5.3735    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5903   -4.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2063   -3.9551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8635   -3.0848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4762   -2.3640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601   -2.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2304   -3.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226   -3.7578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4374   -3.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5401   -6.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1050   -6.7838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4875   -7.5051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3051   -7.5346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7385   -6.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3535   -6.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  4  2  2  0
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  1 11  1  0
  2 12  1  0
  7 13  1  0
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 17 18  1  0
 18 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
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  3 20  1  0
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 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528376

   4,6-Dimethyl-5-phenyl-2-[(4-phenylpiperazin-1-yl)methyl]pyrrolo[3,4-c]pyrrole-1,3-dione

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: 414.51

Molecular Weight (Monoisotopic): 414.2056

AlogP: 3.47

#Rotatable Bonds: 4

Polar Surface Area: 48.79

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.51

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.61

Np Likeness Score: -1.14

References

1. Redzicka A, Szczukowski Ł, Kochel A, Wiatrak B, Gębczak K, Czyżnikowska Ż..  (2019)  COX-1/COX-2 inhibition activities and molecular docking study of newly designed and synthesized pyrrolo[3,4-c]pyrrole Mannich bases.,  27  (17): [PMID:31345747] [10.1016/j.bmc.2019.07.033]

Source

Source(1):

• Scientific Literature