1-(N-{8-[16-imino-14-oxo-6-(trifluoromethoxy)-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: ALA5269695

Max Phase: Preclinical

Molecular Formula: C31H43F3N8O4

Molecular Weight: 648.73

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCCCCCCCN1CCCc2ccc(OC(F)(F)F)cc2COc2ccccc2CNC(=N)NC1=O

Standard InChI:  InChI=1S/C31H43F3N8O4/c1-37-29(43)40-27(35)38-16-8-4-2-3-5-9-17-42-18-10-12-22-14-15-25(46-31(32,33)34)19-24(22)21-45-26-13-7-6-11-23(26)20-39-28(36)41-30(42)44/h6-7,11,13-15,19H,2-5,8-10,12,16-18,20-21H2,1H3,(H3,36,39,41,44)(H4,35,37,38,40,43)

Standard InChI Key:  RVQWXYUBSZSICC-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5269695

   ---

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: 648.73

Molecular Weight (Monoisotopic): 648.3359

AlogP: 4.94

#Rotatable Bonds: 10

Polar Surface Area: 163.69

Molecular Species: BASE

HBA: 6

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.08

CX Basic pKa: 9.83

CX LogP: 5.09

CX LogD: 3.19

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.11

Np Likeness Score: -0.55

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