5-(5-((4-methoxypiperazin-1-yl)methyl)benzofuran-2-yl)-4-(4-methyl-1H-indol-5-ylamino)nicotinonitrile

ID: ALA570924

PubChem CID: 45485774

Max Phase: Preclinical

Molecular Formula: C29H28N6O2

Molecular Weight: 492.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1c(Nc2c(C#N)cncc2-c2cc3cc(CN4CC[N+](C)([O-])CC4)ccc3o2)ccc2[nH]ccc12

Standard InChI:  InChI=1S/C29H28N6O2/c1-19-23-7-8-32-26(23)5-4-25(19)33-29-22(15-30)16-31-17-24(29)28-14-21-13-20(3-6-27(21)37-28)18-34-9-11-35(2,36)12-10-34/h3-8,13-14,16-17,32H,9-12,18H2,1-2H3,(H,31,33)

Standard InChI Key:  KXRUTZLUYFIXDZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    2.6173   -2.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5961   -1.0579    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9828   -1.7872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 15 18  1  0
  8  9  2  0
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  6  7  1  0
 25 22  2  0
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 10 11  1  0
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 11 12  2  0
  2  3  1  0
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  3  7  2  0
 24 25  1  0
 26 27  1  0
 27 28  1  0
 28 24  2  0
 13 14  2  0
  2 29  1  0
  1  2  2  0
 29 30  1  0
 30 31  1  0
 14 15  1  0
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  6  4  2  0
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 30 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 17  3  0
 14 16  1  0
 33 36  1  0
  7  8  1  0
 33 37  1  0
M  CHG  2  33   1  36  -1
M  END

Alternative Forms

1. Parent:

   

   ALA570924

   5-(5-((4-methoxypiperazin-1-yl)methyl)benzofuran-2-yl)-4-(4-methyl-1H-indol-5-ylamino)nicotinonitrile

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: 492.58

Molecular Weight (Monoisotopic): 492.2274

AlogP: 5.66

#Rotatable Bonds: 5

Polar Surface Area: 103.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.40

CX LogP: 3.05

CX LogD: 3.05

Aromatic Rings: 5

Heavy Atoms: 37

QED Weighted: 0.24

Np Likeness Score: -0.55

References

1. Prashad AS, Wang D, Subrath J, Wu B, Lin M, Zhang MY, Kagan N, Lee J, Yang X, Brennan A, Chaudhary D, Xu X, Leung L, Wang J, Boschelli DH..  (2009)  C-5 substituted heteroaryl-3-pyridinecarbonitriles as PKCtheta inhibitors: part II.,  19  (19): [PMID:19703774] [10.1016/j.bmcl.2009.07.113]

Source

Source(1):

• Scientific Literature