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

ID: ALA4546047

PubChem CID: 155553598

Max Phase: Preclinical

Molecular Formula: C25H34N4O3

Molecular Weight: 438.57

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCn1c(C)c2c(c1C)C(=O)N(CN1CCN(c3ccccc3OCC)CC1)C2=O

Standard InChI:  InChI=1S/C25H34N4O3/c1-5-7-12-28-18(3)22-23(19(28)4)25(31)29(24(22)30)17-26-13-15-27(16-14-26)20-10-8-9-11-21(20)32-6-2/h8-11H,5-7,12-17H2,1-4H3

Standard InChI Key:  XHIGZZTXFXABLR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.7082  -10.3376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2067  -10.9916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   15.2797  -10.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5595   -9.6107    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4673  -12.5136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7270  -13.2792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1641  -12.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.1135  -14.0033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6742  -14.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0605  -15.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8858  -15.4608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3233  -14.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9346  -14.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3704  -13.3306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1949  -13.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6306  -12.6570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3821  -10.9677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9904  -10.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1658  -10.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7742   -9.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2 12  1  0
  7 13  1  0
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 17 20  1  0
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 27 28  1  0
  3 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4546047

   ---

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: 438.57

Molecular Weight (Monoisotopic): 438.2631

AlogP: 3.68

#Rotatable Bonds: 8

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: 4.01

CX LogD: 4.01

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.59

Np Likeness Score: -1.30

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