2-(4-{[(3-phenylpropyl)(3,4,5-trimethoxybenzoyl)amino]methyl}phenoxy)benzoic acid

ID: ALA3932828

Chembl Id: CHEMBL3932828

PubChem CID: 66775552

Max Phase: Preclinical

Molecular Formula: C33H33NO7

Molecular Weight: 555.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)N(CCCc2ccccc2)Cc2ccc(Oc3ccccc3C(=O)O)cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C33H33NO7/c1-38-29-20-25(21-30(39-2)31(29)40-3)32(35)34(19-9-12-23-10-5-4-6-11-23)22-24-15-17-26(18-16-24)41-28-14-8-7-13-27(28)33(36)37/h4-8,10-11,13-18,20-21H,9,12,19,22H2,1-3H3,(H,36,37)

Standard InChI Key:  ZKSPRLPKCUVCGD-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3932828

   2-[4-[[3-Phenylpropyl-(3,4,5-trimethoxybenzoyl)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: 555.63

Molecular Weight (Monoisotopic): 555.2257

AlogP: 6.48

#Rotatable Bonds: 13

Polar Surface Area: 94.53

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.60

CX Basic pKa: ┄

CX LogP: 6.14

CX LogD: 2.79

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.20

Np Likeness Score: -0.62

References

1. 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]

2. 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