ID: ALA3319405

Max Phase: Preclinical

Molecular Formula: C25H28ClN5O5S2

Molecular Weight: 578.12

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN1CCC(S(=O)(=O)c2ccc3nc(NC(=O)NC(=O)c4cc(N5CCOCC5)ccc4Cl)sc3c2)CC1

Standard InChI:  InChI=1S/C25H28ClN5O5S2/c1-30-8-6-17(7-9-30)38(34,35)18-3-5-21-22(15-18)37-25(27-21)29-24(33)28-23(32)19-14-16(2-4-20(19)26)31-10-12-36-13-11-31/h2-5,14-15,17H,6-13H2,1H3,(H2,27,28,29,32,33)

Standard InChI Key:  XEOOLDLJXYEALJ-UHFFFAOYSA-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: 578.12

Molecular Weight (Monoisotopic): 577.1220

AlogP: 3.62

#Rotatable Bonds: 5

Polar Surface Area: 120.94

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.60

CX Basic pKa: 6.43

CX LogP: 3.00

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 38

QED Weighted: 0.47

Np Likeness Score: -2.30

References

1. McCoull W, Barton P, Brown AJ, Bowker SS, Cameron J, Clarke DS, Davies RD, Dossetter AG, Ertan A, Fenwick M, Green C, Holmes JL, Martin N, Masters D, Moore JE, Newcombe NJ, Newton C, Pointon H, Robb GR, Sheldon C, Stokes S, Morgan D..  (2014)  Identification, optimization, and pharmacology of acylurea GHS-R1a inverse agonists.,  57  (14): [PMID:24967667] [10.1021/jm500610n]

2. Giorgioni G, Del Bello F, Quaglia W, Botticelli L, Cifani C, Micioni Di Bonaventura E, Micioni Di Bonaventura MV, Piergentili A..  (2022)  Advances in the Development of Nonpeptide Small Molecules Targeting Ghrelin Receptor.,  65  (4.0): [PMID:35157454] [10.1021/acs.jmedchem.1c02191]

Source

Source(1):

• Scientific Literature