3-(4-(2-(5-chloro-2-methoxybenzamido)ethyl)phenyl)propanoic acid

ID: ALA597112

Chembl Id: CHEMBL597112

Cas Number: 61629-60-5

PubChem CID: 43709

Max Phase: Preclinical

Molecular Formula: C19H20ClNO4

Molecular Weight: 361.83

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-319745 | 61629-60-5|HB 093|NSC-319745|3-[4-[2-[(5-CHLORO-2-METHOXY-BENZOYL)AMINO]ETHYL]PHENYL]PROPANOIC ACID|Benzenepropanoic acid, 4-(2-((5-chloro-2-methoxybenzoyl)amino)ethyl)-|BRN 2168571|Benzenepropanoic acid, 4-[2-[(5-chloro-2-methoxybenzoyl)amino]ethyl]-|4-(2-((5-Chloro-2-methoxybenzoyl)amino)ethyl)hydrocinnamic acid|HB-093|M25WHQ3TKC|3-(4-(2-(5-Chlor-2-methoxy-benzamido)-aethyl)phenyl)-propionsaeure [German]|CHEMBL597112|SCHEMBL11481071|DTXSID00210642|AIEFQKOARQRACO-UHFFFAOYSA-N|3-(4-Show More⌵

Canonical SMILES:  COc1ccc(Cl)cc1C(=O)NCCc1ccc(CCC(=O)O)cc1

Standard InChI:  InChI=1S/C19H20ClNO4/c1-25-17-8-7-15(20)12-16(17)19(24)21-11-10-14-4-2-13(3-5-14)6-9-18(22)23/h2-5,7-8,12H,6,9-11H2,1H3,(H,21,24)(H,22,23)

Standard InChI Key:  AIEFQKOARQRACO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA597112

   4-(2-((5-Chloro-2-methoxybenzoyl)amino)ethyl)hydrocinnamic acid

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: 361.83

Molecular Weight (Monoisotopic): 361.1081

AlogP: 3.34

#Rotatable Bonds: 8

Polar Surface Area: 75.63

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.63

CX Basic pKa: ┄

CX LogP: 3.59

CX LogD: 0.89

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.76

Np Likeness Score: -0.70

References

1. Kuck D, Singh N, Lyko F, Medina-Franco JL..  (2010)  Novel and selective DNA methyltransferase inhibitors: Docking-based virtual screening and experimental evaluation.,  18  (2): [PMID:20006515] [10.1016/j.bmc.2009.11.050]

2. Kabro A, Lachance H, Marcoux-Archambault I, Perrier V, Dore V, Gros C, Masson V, Gregoire J, Ausseil F, Cheishvili D, Laulan NB, St-Pierre Y, Szyf M, Arimondo PB, Gagnon A.  (2013)  Preparation of phenylethylbenzamide derivatives as modulators of DNMT3 activity,  4  (12): [10.1039/C3MD00214D]

3. Yuan Z, Sun Q, Li D, Miao S, Chen S, Song L, Gao C, Chen Y, Tan C, Jiang Y..  (2017)  Design, synthesis and anticancer potential of NSC-319745 hydroxamic acid derivatives as DNMT and HDAC inhibitors.,  134  [PMID:28419930] [10.1016/j.ejmech.2017.04.017]

Source

Source(1):

• Scientific Literature