N-((1,3-dithiolan-2-yl)methyl)-6-(4-(2-(dimethylamino)ethoxy)phenyl)-5-phenylfuro[2,3-d]pyrimidin-4-amine

ID: ALA2087874

Chembl Id: CHEMBL2087874

PubChem CID: 11663230

Max Phase: Preclinical

Molecular Formula: C26H28N4O2S2

Molecular Weight: 492.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCOc1ccc(-c2oc3ncnc(NCC4SCCS4)c3c2-c2ccccc2)cc1

Standard InChI:  InChI=1S/C26H28N4O2S2/c1-30(2)12-13-31-20-10-8-19(9-11-20)24-22(18-6-4-3-5-7-18)23-25(28-17-29-26(23)32-24)27-16-21-33-14-15-34-21/h3-11,17,21H,12-16H2,1-2H3,(H,27,28,29)

Standard InChI Key:  IHWDTUMEQRTNBN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA2087874

   6-[4-[2-(dimethylamino)ethoxy]phenyl]-N-(1,3-dithiolan-2-ylmethyl)-5-phenylfuro[2,3-d]pyrimidin-4-amine

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: 492.67

Molecular Weight (Monoisotopic): 492.1654

AlogP: 5.72

#Rotatable Bonds: 9

Polar Surface Area: 63.42

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.74

CX LogP: 4.78

CX LogD: 3.43

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.32

Np Likeness Score: -0.71

References

1. Jiao X, Kopecky DJ, Liu J, Liu J, Jaen JC, Cardozo MG, Sharma R, Walker N, Wesche H, Li S, Farrelly E, Xiao SH, Wang Z, Kayser F..  (2012)  Synthesis and optimization of substituted furo[2,3-d]-pyrimidin-4-amines and 7H-pyrrolo[2,3-d]pyrimidin-4-amines as ACK1 inhibitors.,  22  (19): [PMID:22929232] [10.1016/j.bmcl.2012.08.020]

2. Lawrence HR, Mahajan K, Luo Y, Zhang D, Tindall N, Huseyin M, Gevariya H, Kazi S, Ozcan S, Mahajan NP, Lawrence NJ..  (2015)  Development of novel ACK1/TNK2 inhibitors using a fragment-based approach.,  58  (6): [PMID:25699576] [10.1021/jm501929n]

Source

Source(1):

• Scientific Literature