Methyl 2-(2-(3'-(Aminomethyl)-[1,1'-biphenyl]-3-carboxamido)phenyl)acetate

ID: ALA4473829

PubChem CID: 90480060

Max Phase: Preclinical

Molecular Formula: C23H22N2O3

Molecular Weight: 374.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)Cc1ccccc1NC(=O)c1cccc(-c2cccc(CN)c2)c1

Standard InChI:  InChI=1S/C23H22N2O3/c1-28-22(26)14-19-7-2-3-11-21(19)25-23(27)20-10-5-9-18(13-20)17-8-4-6-16(12-17)15-24/h2-13H,14-15,24H2,1H3,(H,25,27)

Standard InChI Key:  NJQXPHXXASFTHH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   28.1171   -2.7742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1132   -3.5918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8208   -3.9992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5288   -3.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5249   -2.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8168   -2.3643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8238   -4.8120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1149   -5.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1155   -6.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8242   -6.4459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5338   -6.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5298   -5.2170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4081   -6.4463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4086   -7.2635    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2305   -2.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9403   -2.7607    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.2263   -1.5386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6459   -2.3485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3539   -2.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0591   -2.3469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0553   -1.5288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3405   -1.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6383   -1.5379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3554   -3.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0638   -3.9830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0652   -4.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7708   -3.5731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4792   -3.9805    0.0000 C   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
 15 17  2  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 19 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473829

   Methyl 2-[2-[[3-[3-(aminomethyl)phenyl]benzoyl]amino]phenyl]acetate

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: 374.44

Molecular Weight (Monoisotopic): 374.1630

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 81.42

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.24

CX LogP: 3.62

CX LogD: 1.80

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.64

Np Likeness Score: -0.89

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