N-(2-Chloro-3-[(4S)-2-imino-4-methyl-1-[(2S,4S)-2-methyltetrahydropyran-4-yl]-6-oxohexahydro pyrimidin-4-yl]phenyl]-3-cyano-benzamide

ID: ALA5190700

Chembl Id: CHEMBL5190700

PubChem CID: 165413063

Max Phase: Preclinical

Molecular Formula: C25H26ClN5O3

Molecular Weight: 479.97

Names and Identifiers

Canonical SMILES:  C[C@H]1C[C@@H](N2C(=N)N[C@](C)(c3cccc(NC(=O)c4cccc(C#N)c4)c3Cl)CC2=O)CCO1

Standard InChI:  InChI=1S/C25H26ClN5O3/c1-15-11-18(9-10-34-15)31-21(32)13-25(2,30-24(31)28)19-7-4-8-20(22(19)26)29-23(33)17-6-3-5-16(12-17)14-27/h3-8,12,15,18H,9-11,13H2,1-2H3,(H2,28,30)(H,29,33)/t15-,18-,25-/m0/s1

Standard InChI Key:  AWSRDDSRQUJMAJ-LCAJTWGOSA-N

Alternative Forms

1. Parent:

   

   ALA5190700

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 479.97

Molecular Weight (Monoisotopic): 479.1724

AlogP: 4.00

#Rotatable Bonds: 4

Polar Surface Area: 118.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.10

CX LogP: 3.13

CX LogD: 3.13

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.61

Np Likeness Score: -0.86

References

1. Lowe MA, Cardenas A, Valentin JP, Zhu Z, Abendroth J, Castro JL, Class R, Delaunois A, Fleurance R, Gerets H, Gryshkova V, King L, Lorimer DD, MacCoss M, Rowley JH, Rosseels ML, Royer L, Taylor RD, Wong M, Zaccheo O, Chavan VP, Ghule GA, Tapkir BK, Burrows JN, Duffey M, Rottmann M, Wittlin S, Angulo-Barturen I, Jiménez-Díaz MB, Striepen J, Fairhurst KJ, Yeo T, Fidock DA, Cowman AF, Favuzza P, Crespo-Fernandez B, Gamo FJ, Goldberg DE, Soldati-Favre D, Laleu B, de Haro T..  (2022)  Discovery and Characterization of Potent, Efficacious, Orally Available Antimalarial Plasmepsin X Inhibitors and Preclinical Safety Assessment of UCB7362.,  65  (20.0): [PMID:36216349] [10.1021/acs.jmedchem.2c01336]

Source

Source(1):

• Scientific Literature