(o-Tolylcarbamoyl)-L-proline

ID: ALA4442651

PubChem CID: 28510125

Max Phase: Preclinical

Molecular Formula: C13H16N2O3

Molecular Weight: 248.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1NC(=O)N1CCC[C@H]1C(=O)O

Standard InChI:  InChI=1S/C13H16N2O3/c1-9-5-2-3-6-10(9)14-13(18)15-8-4-7-11(15)12(16)17/h2-3,5-6,11H,4,7-8H2,1H3,(H,14,18)(H,16,17)/t11-/m0/s1

Standard InChI Key:  UEDXMRKTOKTYSH-NSHDSACASA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   15.1710  -15.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5028  -14.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7595  -14.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866  -14.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8390  -14.7914    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6385  -15.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2239  -14.4202    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0192  -14.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6049  -14.0490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4007  -14.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6149  -15.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0352  -15.6460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2388  -15.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3908  -13.2495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8526  -15.8009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9981  -13.2865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5866  -12.5716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8253  -13.2865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 12 11  1  0
 13 12  2  0
  8 13  1  0
  9 14  1  0
  6 15  2  0
  4 16  1  1
 16 17  2  0
 16 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4442651

   (S)-1-(o-tolylcarbamoyl)pyrrolidine-2-carboxylic 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: 248.28

Molecular Weight (Monoisotopic): 248.1161

AlogP: 2.08

#Rotatable Bonds: 2

Polar Surface Area: 69.64

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.93

CX Basic pKa: ┄

CX LogP: 1.93

CX LogD: -1.26

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.84

Np Likeness Score: -1.47

References

1. Martelli G, Baiula M, Caligiana A, Galletti P, Gentilucci L, Artali R, Spampinato S, Giacomini D..  (2019)  Could Dissecting the Molecular Framework of β-Lactam Integrin Ligands Enhance Selectivity?,  62  (22): [PMID:31670514] [10.1021/acs.jmedchem.9b01000]

Source

Source(1):

• Scientific Literature