(E)-2-((2-((4-(4-(dimethylamino)but-2-enamido)-2-methoxyphenyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)benzamide

ID: ALA4456539

Chembl Id: CHEMBL4456539

PubChem CID: 155525149

Max Phase: Preclinical

Molecular Formula: C26H28N8O3

Molecular Weight: 500.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)/C=C/CN(C)C)ccc1Nc1nc(Nc2ccccc2C(N)=O)c2cc[nH]c2n1

Standard InChI:  InChI=1S/C26H28N8O3/c1-34(2)14-6-9-22(35)29-16-10-11-20(21(15-16)37-3)31-26-32-24-18(12-13-28-24)25(33-26)30-19-8-5-4-7-17(19)23(27)36/h4-13,15H,14H2,1-3H3,(H2,27,36)(H,29,35)(H3,28,30,31,32,33)/b9-6+

Standard InChI Key:  WGHMALGADCSSKX-RMKNXTFCSA-N

Alternative Forms

1. Parent:

   

   ALA4456539

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 500.56

Molecular Weight (Monoisotopic): 500.2284

AlogP: 3.61

#Rotatable Bonds: 10

Polar Surface Area: 150.29

Molecular Species: BASE

HBA: 8

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.85

CX Basic pKa: 8.80

CX LogP: 4.47

CX LogD: 3.05

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.21

Np Likeness Score: -1.21

References

1. Rowlands RA, Cato MC, Waldschmidt HV, Bouley RA, Chen Q, Avramova L, Larsen SD, Tesmer JJG, White AD..  (2019)  Structure-Based Design of Selective, Covalent G Protein-Coupled Receptor Kinase 5 Inhibitors.,  10  (12): [PMID:31857838] [10.1021/acsmedchemlett.9b00365]

Source

Source(1):

• Scientific Literature