N-(2-((3-(3,5-dimethoxybenzoyl)-1H-pyrrolo[2,3-b]pyridin-6-yl)amino)-5-(4-methylpiperazin-1-yl)phenyl)acrylamide

ID: ALA5208777

PubChem CID: 146271387

Max Phase: Preclinical

Molecular Formula: C30H32N6O4

Molecular Weight: 540.62

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cc(N2CCN(C)CC2)ccc1Nc1ccc2c(C(=O)c3cc(OC)cc(OC)c3)c[nH]c2n1

Standard InChI:  InChI=1S/C30H32N6O4/c1-5-28(37)33-26-16-20(36-12-10-35(2)11-13-36)6-8-25(26)32-27-9-7-23-24(18-31-30(23)34-27)29(38)19-14-21(39-3)17-22(15-19)40-4/h5-9,14-18H,1,10-13H2,2-4H3,(H,33,37)(H2,31,32,34)

Standard InChI Key:  VBNPVHZLJCLFKL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 40 44  0  0  0  0  0  0  0  0999 V2000
   -0.8656    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803    1.4565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511    0.6320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8656   -0.6046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5803   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -2.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2948   -0.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7240   -0.6046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7240    0.2198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531    0.2198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1531   -0.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4385   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8677    0.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8656   -2.2536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1511   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -0.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -1.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2780   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5634   -2.2536    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -2.0886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421   -1.4291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0475   -0.7420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948    0.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0919    0.2473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3117    1.0443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1087    1.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6859    0.6596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4935   -0.1373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6965   -0.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0707   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8677   -0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3286    2.0612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1256    2.2536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7177    0.6046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  1  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
  6 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 12 17  1  0
 15 18  1  0
  7 19  1  0
 19 20  1  0
 21 20  2  0
 22 21  1  0
 23 22  2  0
 24 23  1  0
 20 25  1  0
 24 25  2  0
 24 26  1  0
 26 27  1  0
 28 27  2  0
 23 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 30 35  2  0
 34 36  1  0
 36 37  1  0
 32 38  1  0
 38 39  1  0
 29 40  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5208777

   ---

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: 540.62

Molecular Weight (Monoisotopic): 540.2485

AlogP: 4.43

#Rotatable Bonds: 9

Polar Surface Area: 111.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.52

CX Basic pKa: 7.87

CX LogP: 4.35

CX LogD: 3.75

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.21

Np Likeness Score: -0.94

References

1. Zhong Z, Shi L, Fu T, Huang J, Pan Z..  (2022)  Discovery of Novel 7-Azaindole Derivatives as Selective Covalent Fibroblast Growth Factor Receptor 4 Inhibitors for the Treatment of Hepatocellular Carcinoma.,  65  (10.0): [PMID:35549181] [10.1021/acs.jmedchem.2c00255]

Source

Source(1):

• Scientific Literature