4,6-dimethyl-5-n-butyl-2-{[4-(o-methoxyphenyl)-1-piperazinyl]methyl}pyrrolo[3,4-c]pyrrole-1,3(2H,5H)-dione

ID: ALA4528653

PubChem CID: 155545107

Max Phase: Preclinical

Molecular Formula: C24H32N4O3

Molecular Weight: 424.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCn1c(C)c2c(c1C)C(=O)N(CN1CCN(c3ccccc3OC)CC1)C2=O

Standard InChI:  InChI=1S/C24H32N4O3/c1-5-6-11-27-17(2)21-22(18(27)3)24(30)28(23(21)29)16-25-12-14-26(15-13-25)19-9-7-8-10-20(19)31-4/h7-10H,5-6,11-16H2,1-4H3

Standard InChI Key:  QIWXOIOTSLOHEG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.6332   -4.7285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4094   -5.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9154   -4.3565    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.4518   -3.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7315   -2.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6393   -5.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   35.8989   -6.5660    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   30.5543   -4.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   28.9465   -2.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2853   -7.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8461   -7.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2322   -8.7178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0575   -8.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4950   -8.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1064   -7.3179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.5420   -6.6174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3665   -6.6443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  3 20  1  0
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 17 24  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528653

   ---

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: 424.55

Molecular Weight (Monoisotopic): 424.2474

AlogP: 3.29

#Rotatable Bonds: 7

Polar Surface Area: 58.02

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.29

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.64

Np Likeness Score: -1.22

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