(R)-N-(1-Acryloylpyrrolidin-3-yl)-5-(*S)-(2-methyl-4-phenoxyphenyl)-4-oxo-4,5-dihydro-3H-1-thia-3,5,8-triazaacenaphthylene-2-carboxamide

ID: ALA4851021

Chembl Id: CHEMBL4851021

PubChem CID: 129219978

Max Phase: Preclinical

Molecular Formula: C29H25N5O4S

Molecular Weight: 539.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC(=O)N1CC[C@@H](NC(=O)c2sc3nccc4c3c2NC(=O)N4c2ccc(Oc3ccccc3)cc2C)C1

Standard InChI:  InChI=1S/C29H25N5O4S/c1-3-23(35)33-14-12-18(16-33)31-27(36)26-25-24-22(11-13-30-28(24)39-26)34(29(37)32-25)21-10-9-20(15-17(21)2)38-19-7-5-4-6-8-19/h3-11,13,15,18H,1,12,14,16H2,2H3,(H,31,36)(H,32,37)/t18-/m1/s1

Standard InChI Key:  VXJXHNMYRAHBBO-GOSISDBHSA-N

Alternative Forms

1. Parent:

   

   ALA4851021

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 539.62

Molecular Weight (Monoisotopic): 539.1627

AlogP: 5.60

#Rotatable Bonds: 6

Polar Surface Area: 103.87

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.22

CX Basic pKa: 0.38

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.31

Np Likeness Score: -1.30

References

1. Tichenor MS, Wiener JJM, Rao NL, Pooley Deckhut C, Barbay JK, Kreutter KD, Bacani GM, Wei J, Chang L, Murrey HE, Wang W, Ahn K, Huber M, Rex E, Coe KJ, Wu J, Seierstad M, Bembenek SD, Leonard KA, Lebsack AD, Venable JD, Edwards JP..  (2021)  Discovery of a Potent and Selective Covalent Inhibitor of Bruton's Tyrosine Kinase with Oral Anti-Inflammatory Activity.,  12  (5.0): [PMID:34055226] [10.1021/acsmedchemlett.1c00044]

2. Tichenor MS, Wiener JJM, Rao NL, Bacani GM, Wei J, Pooley Deckhut C, Barbay JK, Kreutter KD, Chang L, Clancy KW, Murrey HE, Wang W, Ahn K, Huber M, Rex E, Coe KJ, Wu J, Rui H, Sepassi K, Gaudiano M, Bekkers M, Cornelissen I, Packman K, Seierstad M, Xiouras C, Bembenek SD, Alexander R, Milligan C, Balasubramanian S, Lebsack AD, Venable JD, Philippar U, Edwards JP, Hirst G..  (2022)  Discovery of JNJ-64264681: A Potent and Selective Covalent Inhibitor of Bruton's Tyrosine Kinase.,  65  (21.0): [PMID:36314537] [10.1021/acs.jmedchem.2c01026]

Source

Source(1):

• Scientific Literature