ID: ALA590799

Max Phase: Phase

Molecular Formula: C20H22N4O5

Molecular Weight: 398.42

Molecule Type: Small molecule

Representations

Synonyms (1): Camostat
Synonyms from Alternative Forms(1):

Canonical SMILES:  CN(C)C(=O)COC(=O)Cc1ccc(OC(=O)c2ccc(NC(=N)N)cc2)cc1

Standard InChI:  InChI=1S/C20H22N4O5/c1-24(2)17(25)12-28-18(26)11-13-3-9-16(10-4-13)29-19(27)14-5-7-15(8-6-14)23-20(21)22/h3-10H,11-12H2,1-2H3,(H4,21,22,23)

Standard InChI Key:  XASIMHXSUQUHLV-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 398.42

Molecular Weight (Monoisotopic): 398.1590

AlogP: 1.39

#Rotatable Bonds: 7

Polar Surface Area: 134.81

Molecular Species: BASE

HBA: 6

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 8.54

CX LogP: 1.51

CX LogD: 0.36

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.28

Np Likeness Score: -0.88

References

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2. PubChem BioAssay data set, 

3. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

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8.  (2015)  Guanidinobenzoic acid compound, 

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16. Unpublished dataset, 

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Source

Source(9):

• Scientific Literature
• PubChem BioAssays
• Clinical Candidates
• USP Dictionary of USAN and International Drug Names
• BindingDB Database
• WHO Anatomical Therapeutic Chemical Classification
• SARS-CoV-2 Screening Data 2020-21
• IMI-CARE SARS-CoV-2 Data
• Fraunhofer HDAC6