N-(3-(5-isopropyl-2-(2-methoxy-4-(4-methylpiperazin-1-yl)phenylamino)-6,7-dioxo-6,7-dihydropteridin-8(5H)-yl)phenyl)acrylamide

ID: ALA4293051

Chembl Id: CHEMBL4293051

PubChem CID: 132597737

Max Phase: Preclinical

Molecular Formula: C30H34N8O4

Molecular Weight: 570.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CC(=O)Nc1cccc(-n2c(=O)c(=O)n(C(C)C)c3cnc(Nc4ccc(N5CCN(C)CC5)cc4OC)nc32)c1

Standard InChI:  InChI=1S/C30H34N8O4/c1-6-26(39)32-20-8-7-9-22(16-20)38-27-24(37(19(2)3)28(40)29(38)41)18-31-30(34-27)33-23-11-10-21(17-25(23)42-5)36-14-12-35(4)13-15-36/h6-11,16-19H,1,12-15H2,2-5H3,(H,32,39)(H,31,33,34)

Standard InChI Key:  LDDDGIHXYBWEAR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4293051

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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: 570.65

Molecular Weight (Monoisotopic): 570.2703

AlogP: 3.15

#Rotatable Bonds: 8

Polar Surface Area: 126.62

Molecular Species: NEUTRAL

HBA: 11

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.77

CX Basic pKa: 7.84

CX LogP: 3.37

CX LogD: 2.79

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.24

Np Likeness Score: -1.38

References

1. Chen H, Song P, Diao Y, Hao Y, Dou D, Wang W, Fang X, Wang Y, Zhao Z, Ding J, Li H, Xie H, Xu Y..  (2018)  Discovery and biological evaluation of N5-substituted 6,7-dioxo-6,7-dihydropteridine derivatives as potent Bruton's tyrosine kinase inhibitors.,  9  (4): [PMID:30108960] [10.1039/C8MD00019K]

2. Hao Y, Wang X, Zhang T, Sun D, Tong Y, Xu Y, Chen H, Tong L, Zhu L, Zhao Z, Chen Z, Ding J, Xie H, Xu Y, Li H..  (2016)  Discovery and Structural Optimization of N5-Substituted 6,7-Dioxo-6,7-dihydropteridines as Potent and Selective Epidermal Growth Factor Receptor (EGFR) Inhibitors against L858R/T790M Resistance Mutation.,  59  (15): [PMID:27396610] [10.1021/acs.jmedchem.6b00403]

Source

Source(1):

• Scientific Literature