2-(3-(3,4-dimethoxyphenyl)propanamido)benzoic acid

ID: ALA1081780

Chembl Id: CHEMBL1081780

PubChem CID: 13205830

Max Phase: Preclinical

Molecular Formula: C18H19NO5

Molecular Weight: 329.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CCC(=O)Nc2ccccc2C(=O)O)cc1OC

Standard InChI:  InChI=1S/C18H19NO5/c1-23-15-9-7-12(11-16(15)24-2)8-10-17(20)19-14-6-4-3-5-13(14)18(21)22/h3-7,9,11H,8,10H2,1-2H3,(H,19,20)(H,21,22)

Standard InChI Key:  NBAMCRSJCGXQCQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1081780

   2-[[3-(3,4-Dimethoxyphenyl)-1-oxopropyl]amino]benzoic 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: 329.35

Molecular Weight (Monoisotopic): 329.1263

AlogP: 2.97

#Rotatable Bonds: 7

Polar Surface Area: 84.86

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.56

CX Basic pKa: ┄

CX LogP: 3.48

CX LogD: 0.13

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.82

Np Likeness Score: -0.58

References

1. Zammit SC, Cox AJ, Gow RM, Zhang Y, Gilbert RE, Krum H, Kelly DJ, Williams SJ..  (2009)  Evaluation and optimization of antifibrotic activity of cinnamoyl anthranilates.,  19  (24): [PMID:19879136] [10.1016/j.bmcl.2009.09.120]

2. Zhang W, Li K, Wang T, Wu M, Li L..  (2021)  Discovery of JMJD7 inhibitors with the aid of virtual screening and bioactivity evaluation.,  45  [PMID:34048880] [10.1016/j.bmcl.2021.128139]

3. Yokoyama T, Kashihara M, Mizuguchi M..  (2021)  Repositioning of the Anthelmintic Drugs Bithionol and Triclabendazole as Transthyretin Amyloidogenesis Inhibitors.,  64  (19.0): [PMID:34547896] [10.1021/acs.jmedchem.1c00823]

Source

Source(1):

• Scientific Literature