2-(2-(((3'-(Aminomethyl)-[1,1'-biphenyl]-3-yl)oxy)methyl)phenyl)acetic Acid

ID: ALA4473278

PubChem CID: 117819978

Max Phase: Preclinical

Molecular Formula: C22H21NO3

Molecular Weight: 347.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCc1cccc(-c2cccc(OCc3ccccc3CC(=O)O)c2)c1

Standard InChI:  InChI=1S/C22H21NO3/c23-14-16-5-3-8-17(11-16)18-9-4-10-21(12-18)26-15-20-7-2-1-6-19(20)13-22(24)25/h1-12H,13-15,23H2,(H,24,25)

Standard InChI Key:  OPJHZSZMYGOFEH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.2146  -23.0926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2107  -23.9101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9183  -24.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6263  -23.9077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6224  -23.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9143  -22.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213  -25.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2125  -25.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2130  -26.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9217  -26.7642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6313  -26.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6273  -25.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5056  -26.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5061  -27.5818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3280  -22.6741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0378  -23.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7434  -22.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4514  -23.0768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1566  -22.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1528  -21.8472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4381  -21.4424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7359  -21.8563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4529  -23.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1613  -24.3013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1627  -25.1185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8683  -23.8915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  3  7  1  0
  9 13  1  0
 13 14  1  0
  5 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 18 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473278

   2-[2-[[3-[3-(Aminomethyl)phenyl]phenoxy]methyl]phenyl]acetic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 347.41

Molecular Weight (Monoisotopic): 347.1521

AlogP: 4.02

#Rotatable Bonds: 7

Polar Surface Area: 72.55

Molecular Species: ZWITTERION

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.01

CX Basic pKa: 9.24

CX LogP: 1.69

CX LogD: 1.68

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.68

Np Likeness Score: -0.35

References

1. Karki RG, Powers J, Mainolfi N, Anderson K, Belanger DB, Liu D, Ji N, Jendza K, Gelin CF, Mac Sweeney A, Solovay C, Delgado O, Crowley M, Liao SM, Argikar UA, Flohr S, La Bonte LR, Lorthiois EL, Vulpetti A, Brown A, Long D, Prentiss M, Gradoux N, de Erkenez A, Cumin F, Adams C, Jaffee B, Mogi M..  (2019)  Design, Synthesis, and Preclinical Characterization of Selective Factor D Inhibitors Targeting the Alternative Complement Pathway.,  62  (9): [PMID:30995036] [10.1021/acs.jmedchem.9b00271]

Source

Source(1):

• Scientific Literature