ID: ALA4105191

Max Phase: Preclinical

Molecular Formula: C34H35FN6O3

Molecular Weight: 594.69

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cn1cc(-c2cccc(-n3ncc4cc(C(C)(C)C)cc(F)c4c3=O)c2CO)cc(Nc2ccc(CN3CCC3)cn2)c1=O

Standard InChI:  InChI=1S/C34H35FN6O3/c1-34(2,3)24-13-22-17-37-41(33(44)31(22)27(35)15-24)29-8-5-7-25(26(29)20-42)23-14-28(32(43)39(4)19-23)38-30-10-9-21(16-36-30)18-40-11-6-12-40/h5,7-10,13-17,19,42H,6,11-12,18,20H2,1-4H3,(H,36,38)

Standard InChI Key:  BPGDIPTURRFZFC-UHFFFAOYSA-N

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

Properties

Molecular Weight: 594.69

Molecular Weight (Monoisotopic): 594.2755

AlogP: 5.02

#Rotatable Bonds: 7

Polar Surface Area: 105.28

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.24

CX Basic pKa: 7.52

CX LogP: 3.97

CX LogD: 3.60

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.27

Np Likeness Score: -1.14

References

1. Lou Y, Lopez F, Jiang Y, Han X, Brotherton C, Billedeau R, Gabriel S, Gleason S, Goldstein DM, Hilgenkamp R, Kocer B, Orzechowski L, Tan J, Wovkulich P, Wen B, Fry D, Di Lello P, Chen L, Zhang FJ, Fretland J, Nangia A, Yang T, Owens TD..  (2017)  Mitigation of reactive metabolite formation for a series of 3-amino-2-pyridone inhibitors of Bruton's tyrosine kinase (BTK).,  27  (3): [PMID:28025004] [10.1016/j.bmcl.2016.11.092]

Source

Source(1):

• Scientific Literature