1-[N-[8-(4-imino-6-oxo-14-oxa-3,5,7-triazabicyclo[13.4.0]nonadeca-1(15),16,18-trien-7-yl)octyl]carbamimidoyl]-3-methyl-urea

ID: ALA4069120

Chembl Id: CHEMBL4069120

PubChem CID: 137633856

Max Phase: Preclinical

Molecular Formula: C26H44N8O3

Molecular Weight: 516.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCCCCCCCN1CCCCCCOc2ccccc2CNC(=N)NC1=O

Standard InChI:  InChI=1S/C26H44N8O3/c1-29-25(35)32-23(27)30-16-10-4-2-3-5-11-17-34-18-12-6-7-13-19-37-22-15-9-8-14-21(22)20-31-24(28)33-26(34)36/h8-9,14-15H,2-7,10-13,16-20H2,1H3,(H3,28,31,33,36)(H4,27,29,30,32,35)

Standard InChI Key:  RCRWJVBZMIOSTK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4069120

   ---

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

Calculated Properties

Molecular Weight: 516.69

Molecular Weight (Monoisotopic): 516.3536

AlogP: 3.47

#Rotatable Bonds: 9

Polar Surface Area: 154.46

Molecular Species: BASE

HBA: 5

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.08

CX Basic pKa: 9.83

CX LogP: 2.75

CX LogD: 0.83

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.15

Np Likeness Score: -0.50

References

1. Maccari G, Deodato D, Fiorucci D, Orofino F, Truglio GI, Pasero C, Martini R, De Luca F, Docquier JD, Botta M..  (2017)  Design and synthesis of a novel inhibitor of T. Viride chitinase through an in silico target fishing protocol.,  27  (15): [PMID:28610983] [10.1016/j.bmcl.2017.06.016]

2. Balestri LJI, Trivisani CI, Orofino F, Fiorucci D, Truglio GI, D'Agostino I, Poggialini F, Botta L, Docquier JD, Dreassi E..  (2023)  Discovery and Optimization of a Novel Macrocyclic Amidinourea Series Active as Acidic Mammalian Chitinase Inhibitors.,  14  (4): [PMID:37077400] [10.1021/acsmedchemlett.2c00472]

Source

Source(1):

• Scientific Literature