5-(4-ethoxyphenyl)-4-(4-phenethylpiperazin-1-yl)-5H-pyrrolo[3,2-d]pyrimidine-7-carbonitrile

ID: ALA5271130

Max Phase: Preclinical

Molecular Formula: C27H28N6O

Molecular Weight: 452.56

Names and Identifiers

Canonical SMILES:  CCOc1ccc(-n2cc(C#N)c3ncnc(N4CCN(CCc5ccccc5)CC4)c32)cc1

Standard InChI:  InChI=1S/C27H28N6O/c1-2-34-24-10-8-23(9-11-24)33-19-22(18-28)25-26(33)27(30-20-29-25)32-16-14-31(15-17-32)13-12-21-6-4-3-5-7-21/h3-11,19-20H,2,12-17H2,1H3

Standard InChI Key:  BADFKFONVFWGKS-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5271130

   ---

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: 452.56

Molecular Weight (Monoisotopic): 452.2325

AlogP: 4.06

#Rotatable Bonds: 7

Polar Surface Area: 70.21

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.12

CX LogP: 5.03

CX LogD: 4.24

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.42

Np Likeness Score: -1.49

References

1. Stefan K, Schmitt SM, Wiese M..  (2017)  9-Deazapurines as Broad-Spectrum Inhibitors of the ABC Transport Proteins P-Glycoprotein, Multidrug Resistance-Associated Protein 1, and Breast Cancer Resistance Protein.,  60  (21): [PMID:29016119] [10.1021/acs.jmedchem.7b00788]

Source

Source(1):

• Scientific Literature