(Z)-2-[(6-ethyl-1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-methoxy-7-(piperazin-1-ylmethyl)benzofuran-3(2H)-one

ID: ALA4074201

PubChem CID: 137640638

Max Phase: Preclinical

Molecular Formula: C24H26N4O3

Molecular Weight: 418.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1ccc2c(/C=C3\Oc4c(ccc(OC)c4CN4CCNCC4)C3=O)c[nH]c2n1

Standard InChI:  InChI=1S/C24H26N4O3/c1-3-16-4-5-17-15(13-26-24(17)27-16)12-21-22(29)18-6-7-20(30-2)19(23(18)31-21)14-28-10-8-25-9-11-28/h4-7,12-13,25H,3,8-11,14H2,1-2H3,(H,26,27)/b21-12-

Standard InChI Key:  JDVZPUBQXKOGSV-MTJSOVHGSA-N

Molfile:  

     RDKit          2D

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    4.8285  -15.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1196  -15.4872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152  -14.6665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4103  -14.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7014  -14.6673    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.8087  -17.5203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3209  -16.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.0046  -15.9160    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6905  -16.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2930  -15.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1196  -14.7212    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3443  -14.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7422  -15.0265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9187  -15.8178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4180  -16.7113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7104  -17.1200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1684  -13.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7716  -13.1247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 13  2  0
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  5  6  1  0
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  9 10  1  0
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 14 17  2  0
 15 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
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 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
  1 28  1  0
 28 29  1  0
 25 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4074201

   ---

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: 418.50

Molecular Weight (Monoisotopic): 418.2005

AlogP: 3.16

#Rotatable Bonds: 5

Polar Surface Area: 79.48

Molecular Species: BASE

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.11

CX LogP: 2.53

CX LogD: 0.82

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.62

Np Likeness Score: -0.60

References

1. Nakano H, Hasegawa T, Kojima H, Okabe T, Nagano T..  (2017)  Design and Synthesis of Potent and Selective PIM Kinase Inhibitors by Targeting Unique Structure of ATP-Binding Pocket.,  8  (5): [PMID:28523101] [10.1021/acsmedchemlett.6b00518]

Source

Source(1):

• Scientific Literature