(S)-4-chloro-2-methylphenyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4247352

PubChem CID: 145985552

Max Phase: Preclinical

Molecular Formula: C12H12ClNO3

Molecular Weight: 253.69

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(Cl)ccc1OC(=O)[C@@H]1CCC(=O)N1

Standard InChI:  InChI=1S/C12H12ClNO3/c1-7-6-8(13)2-4-10(7)17-12(16)9-3-5-11(15)14-9/h2,4,6,9H,3,5H2,1H3,(H,14,15)/t9-/m0/s1

Standard InChI Key:  NMGKQPZDFMJQES-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   10.3263  -12.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1435  -12.6748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3979  -11.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7349  -11.4159    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0762  -11.8980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2988  -11.6459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1010  -11.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8131  -11.8829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0923  -10.6730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8218  -12.7001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1154  -13.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1238  -13.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8364  -14.3300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5420  -13.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5301  -13.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2316  -12.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8462  -15.1471    0.0000 Cl  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  2  0
  3  7  1  6
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 13 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4247352

   ---

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: 253.69

Molecular Weight (Monoisotopic): 253.0506

AlogP: 1.83

#Rotatable Bonds: 2

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.46

CX Basic pKa: ┄

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.65

Np Likeness Score: -0.67

References

1. Gang FL, Zhu F, Li XT, Wei JL, Wu WJ, Zhang JW..  (2018)  Synthesis and bioactivities evaluation of l-pyroglutamic acid analogues from natural product lead.,  26  (16): [PMID:30119995] [10.1016/j.bmc.2018.07.041]

Source

Source(1):

• Scientific Literature