ID: ALA3401290

Max Phase: Preclinical

Molecular Formula: C33H38N6O2S

Molecular Weight: 582.77

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1c(NC(=O)c2cc3c(s2)CCCC3)cccc1-c1cn(C)c(=O)c(Nc2ccc(N3CC[C@@H](N(C)C)C3)cc2)n1

Standard InChI:  InChI=1S/C33H38N6O2S/c1-21-26(9-7-10-27(21)36-32(40)30-18-22-8-5-6-11-29(22)42-30)28-20-38(4)33(41)31(35-28)34-23-12-14-24(15-13-23)39-17-16-25(19-39)37(2)3/h7,9-10,12-15,18,20,25H,5-6,8,11,16-17,19H2,1-4H3,(H,34,35)(H,36,40)/t25-/m1/s1

Standard InChI Key:  FQQRLPIWZUZZDQ-RUZDIDTESA-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: 582.77

Molecular Weight (Monoisotopic): 582.2777

AlogP: 5.83

#Rotatable Bonds: 7

Polar Surface Area: 82.50

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 9.30

CX LogP: 5.71

CX LogD: 3.82

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.29

Np Likeness Score: -1.76

References

1. Young WB, Barbosa J, Blomgren P, Bremer MC, Crawford JJ, Dambach D, Gallion S, Hymowitz SG, Kropf JE, Lee SH, Liu L, Lubach JW, Macaluso J, Maciejewski P, Maurer B, Mitchell SA, Ortwine DF, Di Paolo J, Reif K, Scheerens H, Schmitt A, Sowell CG, Wang X, Wong H, Xiong JM, Xu J, Zhao Z, Currie KS..  (2015)  Potent and selective Bruton's tyrosine kinase inhibitors: discovery of GDC-0834.,  25  (6): [PMID:25701252] [10.1016/j.bmcl.2015.01.032]

Source

Source(1):

• Scientific Literature