2-(4-((3,5-dimethoxy-N-(3-phenylpropyl)benzamido)methyl)phenoxy)benzoic acid

ID: ALA272087

Chembl Id: CHEMBL272087

PubChem CID: 9958483

Max Phase: Preclinical

Molecular Formula: C32H31NO6

Molecular Weight: 525.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(C(=O)N(CCCc2ccccc2)Cc2ccc(Oc3ccccc3C(=O)O)cc2)c1

Standard InChI:  InChI=1S/C32H31NO6/c1-37-27-19-25(20-28(21-27)38-2)31(34)33(18-8-11-23-9-4-3-5-10-23)22-24-14-16-26(17-15-24)39-30-13-7-6-12-29(30)32(35)36/h3-7,9-10,12-17,19-21H,8,11,18,22H2,1-2H3,(H,35,36)

Standard InChI Key:  QGFGIQUXZJXHPN-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA272087

   2-[4-[[(3,5-Dimethoxybenzoyl)-(3-phenylpropyl)amino]methyl]phenoxy]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: 525.60

Molecular Weight (Monoisotopic): 525.2151

AlogP: 6.47

#Rotatable Bonds: 12

Polar Surface Area: 85.30

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.60

CX Basic pKa: ┄

CX LogP: 6.30

CX LogD: 2.95

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: -0.76

References

1. Beck HP, Kohn T, Rubenstein S, Hedberg C, Schwandner R, Hasslinger K, Dai K, Li C, Liang L, Wesche H, Frank B, An S, Wickramasinghe D, Jaen J, Medina J, Hungate R, Shen W..  (2008)  Discovery of potent LPA2 (EDG4) antagonists as potential anticancer agents.,  18  (3): [PMID:18178086] [10.1016/j.bmcl.2007.12.024]

2. Terakado M, Suzuki H, Hashimura K, Tanaka M, Ueda H, Kohno H, Fujimoto T, Saga H, Nakade S, Habashita H, Takaoka Y, Seko T..  (2016)  Discovery of ONO-7300243 from a Novel Class of Lysophosphatidic Acid Receptor 1 Antagonists: From Hit to Lead.,  7  (10): [PMID:27774128] [10.1021/acsmedchemlett.6b00225]

3. Meduri B, Pujar GV, Durai Ananda Kumar T, Akshatha HS, Sethu AK, Singh M, Kanagarla A, Mathew B..  (2021)  Lysophosphatidic acid (LPA) receptor modulators: Structural features and recent development.,  222  [PMID:34126459] [10.1016/j.ejmech.2021.113574]

Source

Source(1):

• Scientific Literature