[4-({(3,5-dimethoxy-4-methylbenzoyl)[3-(4-fluorophenyl)propyl]amino}methyl)phenyl]acetic acid

ID: ALA3972833

PubChem CID: 66775139

Max Phase: Preclinical

Molecular Formula: C28H30FNO5

Molecular Weight: 479.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)N(CCCc2ccc(F)cc2)Cc2ccc(CC(=O)O)cc2)cc(OC)c1C

Standard InChI:  InChI=1S/C28H30FNO5/c1-19-25(34-2)16-23(17-26(19)35-3)28(33)30(14-4-5-20-10-12-24(29)13-11-20)18-22-8-6-21(7-9-22)15-27(31)32/h6-13,16-17H,4-5,14-15,18H2,1-3H3,(H,31,32)

Standard InChI Key:  XZPZDDSFKZIZLR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   14.3726   -4.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0806   -4.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7903   -4.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7875   -3.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0788   -3.2561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4936   -3.2501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2029   -3.6560    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4905   -2.4329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9090   -3.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6183   -3.6507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3244   -3.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0804   -5.7106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3726   -6.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6659   -3.2565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   19.3265   -4.8698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6175   -4.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0337   -3.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0339   -4.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7423   -4.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4494   -4.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4437   -3.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7347   -3.2336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0420   -6.0962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0461   -6.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7559   -7.3183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3405   -7.3255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1592   -4.8621    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  3 13  1  0
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  1 15  1  0
 15 16  1  0
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  8 18  1  0
 18 19  1  0
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 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 12 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 22 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 28 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3972833

   2-[4-[[(3,5-Dimethoxy-4-methylbenzoyl)-[3-(4-fluorophenyl)propyl]amino]methyl]phenyl]acetic 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: 479.55

Molecular Weight (Monoisotopic): 479.2108

AlogP: 5.05

#Rotatable Bonds: 11

Polar Surface Area: 76.07

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.04

CX Basic pKa: ┄

CX LogP: 5.43

CX LogD: 2.30

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.42

Np Likeness Score: -0.86

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]

Source

Source(1):

• Scientific Literature