ID: ALA4867556

Max Phase: Preclinical

Molecular Formula: C22H22N4O3

Molecular Weight: 390.44

Molecule Type: Unknown

Representations

Canonical SMILES:  CNC(=O)c1cc(C(=O)N[C@H]2[C@@H]3COC[C@@H]32)cc(C(CC#N)c2ccccc2)n1

Standard InChI:  InChI=1S/C22H22N4O3/c1-24-22(28)19-10-14(21(27)26-20-16-11-29-12-17(16)20)9-18(25-19)15(7-8-23)13-5-3-2-4-6-13/h2-6,9-10,15-17,20H,7,11-12H2,1H3,(H,24,28)(H,26,27)/t15?,16-,17+,20+

Standard InChI Key:  VNDFNWCIDFFJRA-FCWJDDEISA-N

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

Properties

Molecular Weight: 390.44

Molecular Weight (Monoisotopic): 390.1692

AlogP: 1.86

#Rotatable Bonds: 6

Polar Surface Area: 104.11

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.47

CX Basic pKa: 0.54

CX LogP: 0.55

CX LogD: 0.55

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.78

Np Likeness Score: -0.50

References

1. Harrison LA, Atkinson SJ, Bassil A, Chung CW, Grandi P, Gray JRJ, Levernier E, Lewis A, Lugo D, Messenger C, Michon AM, Mitchell DJ, Preston A, Prinjha RK, Rioja I, Seal JT, Taylor S, Wall ID, Watson RJ, Woolven JM, Demont EH..  (2021)  Identification of a Series of N-Methylpyridine-2-carboxamides as Potent and Selective Inhibitors of the Second Bromodomain (BD2) of the Bromo and Extra Terminal Domain (BET) Proteins.,  64  (15.0): [PMID:34232650] [10.1021/acs.jmedchem.0c02155]

Source

Source(1):

• Scientific Literature