methyl 2-(2-aminobenzamido)-3-phenylpropanoate

ID: ALA4078414

PubChem CID: 21815168

Max Phase: Preclinical

Molecular Formula: C17H18N2O3

Molecular Weight: 298.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)C(Cc1ccccc1)NC(=O)c1ccccc1N

Standard InChI:  InChI=1S/C17H18N2O3/c1-22-17(21)15(11-12-7-3-2-4-8-12)19-16(20)13-9-5-6-10-14(13)18/h2-10,15H,11,18H2,1H3,(H,19,20)

Standard InChI Key:  HZVGUBDYHMPDKD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.6580   -7.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6569   -8.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3649   -9.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0746   -8.6484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0717   -7.8257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3631   -7.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7829   -9.0559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7779   -7.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4871   -7.8204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7748   -6.5973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1933   -7.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9025   -7.8150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6087   -7.4038    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9056   -8.6322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3180   -7.8097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1902   -6.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8964   -6.1807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6021   -6.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3077   -6.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3051   -5.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5909   -4.9562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8881   -5.3691    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
  4  7  1  0
  5  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 13 15  1  0
 11 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
M  END

Alternative Forms

1. Parent:

   

   ALA4078414

   Methyl 2-[(2-aminobenzoyl)amino]-3-phenylpropanoate

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: 298.34

Molecular Weight (Monoisotopic): 298.1317

AlogP: 1.78

#Rotatable Bonds: 5

Polar Surface Area: 81.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.77

CX LogP: 2.72

CX LogD: 2.72

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -0.38

References

1. Khattab SN, Haiba NS, Asal AM, Bekhit AA, Guemei AA, Amer A, El-Faham A..  (2017)  Study of antileishmanial activity of 2-aminobenzoyl amino acid hydrazides and their quinazoline derivatives.,  27  (4): [PMID:28087274] [10.1016/j.bmcl.2017.01.003]

Source

Source(1):

• Scientific Literature