3-[[4-(2-chlorophenyl)piperazin-1-yl]methyl]-1-methyl-5-(4-phenylpiperazine-1-carbonyl)pyrrole-2-carbonitrile

ID: ALA5220604

PubChem CID: 134515401

Max Phase: Preclinical

Molecular Formula: C28H31ClN6O

Molecular Weight: 503.05

Names and Identifiers

Canonical SMILES:  Cn1c(C(=O)N2CCN(c3ccccc3)CC2)cc(CN2CCN(c3ccccc3Cl)CC2)c1C#N

Standard InChI:  InChI=1S/C28H31ClN6O/c1-31-26(28(36)35-17-15-33(16-18-35)23-7-3-2-4-8-23)19-22(27(31)20-30)21-32-11-13-34(14-12-32)25-10-6-5-9-24(25)29/h2-10,19H,11-18,21H2,1H3

Standard InChI Key:  YBVDOWOAPVPVJA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
   -0.2986   -1.5802    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9660   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7111   -0.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1139   -0.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3688   -1.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2986   -2.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1659   -1.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5265    0.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3517    0.4040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643    1.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895    1.1187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    0.4040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5895   -0.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643   -0.3105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8273    0.4040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2401    1.1186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0629    1.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4756    0.4030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0664   -0.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2416   -0.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8291   -1.0283    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.7631   -1.3089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9767   -2.1059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3466   -0.7254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1437   -0.9390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7272   -0.3554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5137    0.4416    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7166    0.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330    0.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0972    1.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9630   -1.5224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8944    0.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4756    1.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2619    2.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692    2.4054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826    1.8256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  1  6  1  0
  5  7  1  0
  4  8  1  0
  8  9  1  0
 10  9  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
 14 13  1  0
  9 14  1  0
 12 15  1  0
 16 15  2  0
 17 16  1  0
 18 17  2  0
 19 18  1  0
 20 19  2  0
 15 20  1  0
 20 21  1  0
  2 22  1  0
 22 23  2  0
 22 24  1  0
 25 24  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
 24 29  1  0
 27 30  1  0
  7 31  3  0
 32 30  2  0
 33 32  1  0
 34 33  2  0
 35 34  1  0
 36 35  2  0
 30 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220604

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 503.05

Molecular Weight (Monoisotopic): 502.2248

AlogP: 3.83

#Rotatable Bonds: 5

Polar Surface Area: 58.75

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.14

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.53

Np Likeness Score: -1.63

References

1. Oleksak P, Nepovimova E, Chrienova Z, Musilek K, Patocka J, Kuca K..  (2022)  Contemporary mTOR inhibitor scaffolds to diseases breakdown: A patent review (2015-2021).,  238  [PMID:35688004] [10.1016/j.ejmech.2022.114498]

Source

Source(1):

• Scientific Literature