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

ID: ALA4537499

PubChem CID: 155548534

Max Phase: Preclinical

Molecular Formula: C25H25ClN4O2

Molecular Weight: 448.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1c2c(c(C)n1-c1cccc(Cl)c1)C(=O)N(CN1CCN(c3ccccc3)CC1)C2=O

Standard InChI:  InChI=1S/C25H25ClN4O2/c1-17-22-23(18(2)30(17)21-10-6-7-19(26)15-21)25(32)29(24(22)31)16-27-11-13-28(14-12-27)20-8-4-3-5-9-20/h3-10,15H,11-14,16H2,1-2H3

Standard InChI Key:  OAWOFNYKHPAPJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.9272  -17.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9661  -16.1362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646  -16.7901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7451  -16.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7188  -17.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4950  -17.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0010  -16.8679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5374  -16.1854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8172  -15.4094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7249  -18.3120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6483  -18.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7331  -15.3448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8255  -16.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2152  -17.6212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7736  -18.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1597  -19.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9845  -19.0775    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4216  -18.3767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0339  -17.6455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3709  -19.8016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9317  -20.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3178  -21.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1432  -21.2589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5807  -20.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1920  -19.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6406  -16.7671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496  -16.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258  -16.0151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9920  -16.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879  -17.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2104  -17.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0345  -15.2889    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0
  4  2  2  0
  2  3  1  0
  3  1  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  8  9  2  0
  6 10  2  0
  1 11  1  0
  2 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 17 20  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
  3 26  1  0
 28 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537499

   ---

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: 448.95

Molecular Weight (Monoisotopic): 448.1666

AlogP: 4.12

#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: 4.75

CX LogD: 4.74

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.56

Np Likeness Score: -1.42

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