ID: ALA4104912

Max Phase: Preclinical

Molecular Formula: C31H29ClFN5O5S

Molecular Weight: 638.12

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cn1cc(-c2cc(Cl)cc(-n3ncc4cc(C(C)(C)C)cc(F)c4c3=O)c2CO)cc(Nc2ccc(S(C)(=O)=O)cn2)c1=O

Standard InChI:  InChI=1S/C31H29ClFN5O5S/c1-31(2,3)19-8-17-13-35-38(30(41)28(17)24(33)10-19)26-12-20(32)11-22(23(26)16-39)18-9-25(29(40)37(4)15-18)36-27-7-6-21(14-34-27)44(5,42)43/h6-15,39H,16H2,1-5H3,(H,34,36)

Standard InChI Key:  XNISPWBRDCLQRE-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: 638.12

Molecular Weight (Monoisotopic): 637.1562

AlogP: 4.88

#Rotatable Bonds: 6

Polar Surface Area: 136.18

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.21

CX Basic pKa: 1.08

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 5

Heavy Atoms: 44

QED Weighted: 0.27

Np Likeness Score: -1.24

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