1-[N-(8-{16-imino-22-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: ALA5283905

Max Phase: Preclinical

Molecular Formula: C31H46N8O3

Molecular Weight: 578.76

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: CNC(=O)NC(=N)NCCCCCCCCN1CCCc2ccccc2COc2cc(C)ccc2CNC(=N)NC1=O

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

Molfile:

 
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M  END

Associated Targets(Human)

CHIA Tchem Acidic mammalian chitinase (191 Activities)

Discover Target: CHIA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CHIT1 Tchem Chitinase 1 (199 Activities)

Discover Target: CHIT1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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: -0.42

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]
2. Cole, Derek C DC and 18 more authors. 2010-08-26 Identification and characterization of acidic mammalian chitinase inhibitors. [PMID:20666458]
3. Schüttelkopf, Alexander W and 5 more authors. 2010-12-01 Acetazolamide-based fungal chitinase inhibitors. [PMID:21044846]
4. Mazur, Marzena M and 21 more authors. 2018-02-08 Targeting Acidic Mammalian chitinase Is Effective in Animal Model of Asthma. [PMID:29283260]
5. Mazur, Marzena M and 22 more authors. 2019-08-08 Development of Dual Chitinase Inhibitors as Potential New Treatment for Respiratory System Diseases. [PMID:31291098]
6. Andryianau, Gleb and 23 more authors. 2020-06-11 Benzoxazepine-Derived Selective, Orally Bioavailable Inhibitor of Human Acidic Mammalian Chitinase. [PMID:32551005]
7. Koralewski, Robert and 32 more authors. 2020-12-24 Discovery of OATD-01, a First-in-Class Chitinase Inhibitor as Potential New Therapeutics for Idiopathic Pulmonary Fibrosis. [PMID:33078933]

1-[N-(8-{16-imino-22-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

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source