4-(2-(4-methyl-2-(4-(4-methylpiperazin-1-yl)phenyl)-5H-pyrrolo[2,3-d]pyrimidin-7(6H)-yl)ethyl)morpholine

ID: ALA3356615

Chembl Id: CHEMBL3356615

PubChem CID: 54760475

Max Phase: Preclinical

Molecular Formula: C24H34N6O

Molecular Weight: 422.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(-c2ccc(N3CCN(C)CC3)cc2)nc2c1CCN2CCN1CCOCC1

Standard InChI:  InChI=1S/C24H34N6O/c1-19-22-7-8-30(14-11-28-15-17-31-18-16-28)24(22)26-23(25-19)20-3-5-21(6-4-20)29-12-9-27(2)10-13-29/h3-6H,7-18H2,1-2H3

Standard InChI Key:  UWHNAAGVKKICST-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3356615

   4-[2-[4-Methyl-2-[4-(4-methylpiperazin-1-yl)phenyl]-5,6-dihydropyrrolo[2,3-d]pyrimidin-7-yl]ethyl]morpholine

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: 422.58

Molecular Weight (Monoisotopic): 422.2794

AlogP: 1.90

#Rotatable Bonds: 5

Polar Surface Area: 47.97

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 7.83

CX LogP: 3.20

CX LogD: 2.54

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.73

Np Likeness Score: -1.66

References

1. Watanabe M, Kasai M, Tomizawa H, Aoki M, Eiho K, Isobe Y, Asano S..  (2014)  Dihydropyrrolo[2,3-d]pyrimidines: Selective Toll-Like Receptor 9 Antagonists from Scaffold Morphing Efforts.,  5  (11): [PMID:25408837] [10.1021/ml5003184]

2. Talukdar A, Ganguly D, Roy S, Das N, Sarkar D..  (2021)  Structural Evolution and Translational Potential for Agonists and Antagonists of Endosomal Toll-like Receptors.,  64  (12.0): [PMID:34107682] [10.1021/acs.jmedchem.1c00300]

Source

Source(1):

• Scientific Literature