5-((5-Chloro-2-(4,4-difluoro-3-(hydroxymethyl)piperidin-1-yl)pyrimidin-4-yl)amino)-3-(3-hydroxy-3-methylbutyl)-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one

ID: ALA4559074

Chembl Id: CHEMBL4559074

PubChem CID: 135386050

Max Phase: Preclinical

Molecular Formula: C23H29ClF2N6O3

Molecular Weight: 510.97

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cn1c(=O)n(CCC(C)(C)O)c2cc(Nc3nc(N4CCC(F)(F)C(CO)C4)ncc3Cl)ccc21

Standard InChI:  InChI=1S/C23H29ClF2N6O3/c1-22(2,35)6-9-32-18-10-15(4-5-17(18)30(3)21(32)34)28-19-16(24)11-27-20(29-19)31-8-7-23(25,26)14(12-31)13-33/h4-5,10-11,14,33,35H,6-9,12-13H2,1-3H3,(H,27,28,29)

Standard InChI Key:  AXXSGZFGJNDDCH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4559074

   ---

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: 510.97

Molecular Weight (Monoisotopic): 510.1958

AlogP: 3.14

#Rotatable Bonds: 7

Polar Surface Area: 108.44

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.31

CX LogP: 3.06

CX LogD: 3.06

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.45

Np Likeness Score: -0.88

References

1. Bellenie BR, Cheung KJ, Varela A, Pierrat OA, Collie GW, Box GM, Bright MD, Gowan S, Hayes A, Rodrigues MJ, Shetty KN, Carter M, Davis OA, Henley AT, Innocenti P, Johnson LD, Liu M, de Klerk S, Le Bihan YV, Lloyd MG, McAndrew PC, Shehu E, Talbot R, Woodward HL, Burke R, Kirkin V, van Montfort RLM, Raynaud FI, Rossanese OW, Hoelder S..  (2020)  Achieving In Vivo Target Depletion through the Discovery and Optimization of Benzimidazolone BCL6 Degraders.,  63  (8): [PMID:32275432] [10.1021/acs.jmedchem.9b02076]

2. Huckvale R, Harnden AC, Cheung KJ, Pierrat OA, Talbot R, Box GM, Henley AT, de Haven Brandon AK, Hallsworth AE, Bright MD, Akpinar HA, Miller DSJ, Tarantino D, Gowan S, Hayes A, Gunnell EA, Brennan A, Davis OA, Johnson LD, de Klerk S, McAndrew C, Le Bihan YV, Meniconi M, Burke R, Kirkin V, van Montfort RLM, Raynaud FI, Rossanese OW, Bellenie BR, Hoelder S..  (2022)  Improved Binding Affinity and Pharmacokinetics Enable Sustained Degradation of BCL6 In Vivo.,  65  (12.0): [PMID:35653645] [10.1021/acs.jmedchem.1c02175]

Source

Source(1):

• Scientific Literature