1-{N-[8-(10-imino-8-oxo-3,4,5,6,7,8,9,10,11,12-decahydro-2H-1,7,9,11-benzoxatriazacyclotetradecin-7-yl)octyl]carbamimidoyl}-3-methylurea

ID: ALA5272737

Max Phase: Preclinical

Molecular Formula: C25H42N8O3

Molecular Weight: 502.66

Names and Identifiers

Canonical SMILES:  CNC(=O)NC(=N)NCCCCCCCCN1CCCCCOc2ccccc2CNC(=N)NC1=O

Standard InChI:  InChI=1S/C25H42N8O3/c1-28-24(34)31-22(26)29-15-9-4-2-3-5-10-16-33-17-11-6-12-18-36-21-14-8-7-13-20(21)19-30-23(27)32-25(33)35/h7-8,13-14H,2-6,9-12,15-19H2,1H3,(H3,27,30,32,35)(H4,26,28,29,31,34)

Standard InChI Key:  CRSFLNOEDGZOJB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -3.5711    1.6497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567    1.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8567    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0001    1.6493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 19 21  2  0
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  7 26  1  0
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 28 29  1  0
 29 30  1  0
  8 31  1  0
 31 32  1  0
 30 32  1  0
 20 33  1  0
 33 34  1  0
 33 35  2  0
 34 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5272737

   ---

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: 502.66

Molecular Weight (Monoisotopic): 502.3380

AlogP: 3.08

#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: 2.30

CX LogD: 0.38

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.16

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