1-[N-(8-{16-imino-14-oxo-2-oxa-13,15,17-triazatricyclo[17.4.0.0(4,9)]tricosa-1(19),4(9),5,7,20,22-hexaen-13-yl}octyl)carbamimidoyl]-3-methylurea

ID: ALA5279325

Max Phase: Preclinical

Molecular Formula: C30H44N8O3

Molecular Weight: 564.74

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCCCCCCCN1CCCc2ccccc2COc2ccccc2CNC(=N)NC1=O

Standard InChI:  InChI=1S/C30H44N8O3/c1-33-29(39)36-27(31)34-18-10-4-2-3-5-11-19-38-20-12-16-23-13-6-7-15-25(23)22-41-26-17-9-8-14-24(26)21-35-28(32)37-30(38)40/h6-9,13-15,17H,2-5,10-12,16,18-22H2,1H3,(H3,32,35,37,40)(H4,31,33,34,36,39)

Standard InChI Key:  OOTJXWDTBLCNSJ-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5279325

   ---

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: 564.74

Molecular Weight (Monoisotopic): 564.3536

AlogP: 4.04

#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: 3.66

CX LogD: 1.75

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.14

Np Likeness Score: -0.41

References

1. 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