1-(but-2-enyl)-3-(8-(11-imino-9-oxo-2,3,4,5,6,7,10,11,12,13-decahydrobenzo[b][1,5,7,9]oxatriazacyclopentadecin-8(9H)-yl)octyl)guanidine

ID: ALA3040884

Chembl Id: CHEMBL3040884

PubChem CID: 72946686

Max Phase: Preclinical

Molecular Formula: C28H47N7O2

Molecular Weight: 513.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/CNC(=N)NCCCCCCCCN1CCCCCCOc2ccccc2CNC(=N)NC1=O

Standard InChI:  InChI=1S/C28H47N7O2/c1-2-3-18-31-26(29)32-19-12-6-4-5-7-13-20-35-21-14-8-9-15-22-37-25-17-11-10-16-24(25)23-33-27(30)34-28(35)36/h2-3,10-11,16-17H,4-9,12-15,18-23H2,1H3,(H3,29,31,32)(H3,30,33,34,36)/b3-2+

Standard InChI Key:  HXWOYFWETGKNBQ-NSCUHMNNSA-N

Alternative Forms

1. Alternative Forms:

   

   ALA3040884

   1-[8-(12-amino-10-oxo-2-oxa-9,11,13-triazabicyclo[13.4.0]nonadeca-1(19),12,15,17-tetraen-9-yl)octyl]-2-[(E)-but-2-enyl]guanidine;2,2,2-trifluoroacetic acid

2. Parent:

   

   ALA3040884

   1-[8-(12-amino-10-oxo-2-oxa-9,11,13-triazabicyclo[13.4.0]nonadeca-1(19),12,15,17-tetraen-9-yl)octyl]-2-[(E)-but-2-enyl]guanidine

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: 513.73

Molecular Weight (Monoisotopic): 513.3791

AlogP: 4.71

#Rotatable Bonds: 11

Polar Surface Area: 125.36

Molecular Species: BASE

HBA: 4

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.30

CX Basic pKa: 12.39

CX LogP: 4.17

CX LogD: 2.12

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.11

Np Likeness Score: -0.05

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