1-Benzyl-N6,N6-dimethyl-2,3-diphenyl-1H-pyrrolo[2,3-b]pyridine-4,6-diamine

ID: ALA560723

PubChem CID: 45268285

Max Phase: Preclinical

Molecular Formula: C28H26N4

Molecular Weight: 418.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1cc(N)c2c(-c3ccccc3)c(-c3ccccc3)n(Cc3ccccc3)c2n1

Standard InChI:  InChI=1S/C28H26N4/c1-31(2)24-18-23(29)26-25(21-14-8-4-9-15-21)27(22-16-10-5-11-17-22)32(28(26)30-24)19-20-12-6-3-7-13-20/h3-18H,19H2,1-2H3,(H2,29,30)

Standard InChI Key:  RMSIFGOTHNGALZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.6452   -3.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6452   -4.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3597   -4.6486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741   -4.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0741   -3.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3597   -2.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3597   -2.1736    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7886   -4.6486    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5031   -4.2361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7886   -5.4736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6869   -4.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0994   -3.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6869   -3.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8619   -3.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1577   -5.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9646   -5.7173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167   -6.3304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2617   -7.1150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4548   -7.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9027   -6.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5  9  1  0
 13 15  1  0
  3  4  1  0
 12 16  1  0
  9 10  1  0
 15 17  2  0
 12  1  1  0
 17 18  1  0
  9 11  1  0
 18 19  2  0
 12 13  2  0
 19 20  1  0
  4  5  2  0
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  1  3  1  0
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  5  6  1  0
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  1 14  1  0
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 14 27  1  0
  6  7  2  0
 27 28  2  0
  7  2  1  0
 28 29  1  0
  2  3  2  0
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  7  8  1  0
 30 31  1  0
  2 13  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA560723

   1-benzyl-6-N,6-N-dimethyl-2,3-diphenylpyrrolo[2,3-b]pyridine-4,6-diamine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 418.54

Molecular Weight (Monoisotopic): 418.2157

AlogP: 6.07

#Rotatable Bonds: 5

Polar Surface Area: 47.08

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.46

CX LogP: 6.26

CX LogD: 5.28

Aromatic Rings: 5

Heavy Atoms: 32

QED Weighted: 0.38

Np Likeness Score: -0.75

References

1. Willemann C, Grünert R, Bednarski PJ, Troschütz R..  (2009)  Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines.,  17  (13): [PMID:19481463] [10.1016/j.bmc.2009.05.016]

Source

Source(1):

• Scientific Literature