1-[N-(8-{16-imino-21-methyl-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: ALA5267257

Max Phase: Preclinical

Molecular Formula: C31H46N8O3

Molecular Weight: 578.76

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCCCCCCCN1CCCc2ccccc2COc2ccc(C)cc2CNC(=N)NC1=O

Standard InChI:  InChI=1S/C31H46N8O3/c1-23-15-16-27-26(20-23)21-36-29(33)38-31(41)39(19-11-14-24-12-7-8-13-25(24)22-42-27)18-10-6-4-3-5-9-17-35-28(32)37-30(40)34-2/h7-8,12-13,15-16,20H,3-6,9-11,14,17-19,21-22H2,1-2H3,(H3,33,36,38,41)(H4,32,34,35,37,40)

Standard InChI Key:  OJYQSMCBEZPEOF-UHFFFAOYSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5267257

   ---

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: 578.76

Molecular Weight (Monoisotopic): 578.3693

AlogP: 4.35

#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: 4.18

CX LogD: 2.26

Aromatic Rings: 2

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: -0.51

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