(S)-1-(3-(2-((4-(4-methylpiperazin-1-yl)phenyl)amino)-8-(phenylamino)-9H-purin-9-yl)pyrrolidin-1-yl)prop-2-en-1-one

ID: ALA5202214

PubChem CID: 162356161

Max Phase: Preclinical

Molecular Formula: C29H33N9O

Molecular Weight: 523.65

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC[C@H](n2c(Nc3ccccc3)nc3cnc(Nc4ccc(N5CCN(C)CC5)cc4)nc32)C1

Standard InChI:  InChI=1S/C29H33N9O/c1-3-26(39)37-14-13-24(20-37)38-27-25(33-29(38)32-21-7-5-4-6-8-21)19-30-28(34-27)31-22-9-11-23(12-10-22)36-17-15-35(2)16-18-36/h3-12,19,24H,1,13-18,20H2,2H3,(H,32,33)(H,30,31,34)/t24-/m0/s1

Standard InChI Key:  RGGHJDGRJJWIJE-DEOSSOPVSA-N

Molfile:  

 
     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA5202214

   ---

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: 523.65

Molecular Weight (Monoisotopic): 523.2808

AlogP: 4.02

#Rotatable Bonds: 7

Polar Surface Area: 94.45

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 4.08

CX LogD: 3.41

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: -1.18

References

1. Zhao HY, Wang HP, Mao YZ, Zhang H, Xin M, Xi XX, Lei H, Mao S, Li DH, Zhang SQ..  (2022)  Discovery of Potent PROTACs Targeting EGFR Mutants through the Optimization of Covalent EGFR Ligands.,  65  (6.0): [PMID:35254067] [10.1021/acs.jmedchem.1c01827]

Source

Source(1):

• Scientific Literature