(S)-4-chlorophenyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4245626

PubChem CID: 141730085

Max Phase: Preclinical

Molecular Formula: C11H10ClNO3

Molecular Weight: 239.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)Oc2ccc(Cl)cc2)N1

Standard InChI:  InChI=1S/C11H10ClNO3/c12-7-1-3-8(4-2-7)16-11(15)9-5-6-10(14)13-9/h1-4,9H,5-6H2,(H,13,14)/t9-/m0/s1

Standard InChI Key:  TZMRDCBRFRYXDS-VIFPVBQESA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   18.3414   -8.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1586   -8.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4129   -8.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7500   -7.6189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.0912   -8.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3139   -7.8488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1161   -7.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8282   -8.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1074   -6.8759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8369   -8.9030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1305   -9.3148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1389  -10.1312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8515  -10.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5570  -10.1124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5452   -9.2974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8613  -11.3501    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
 13 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4245626

   ---

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: 239.66

Molecular Weight (Monoisotopic): 239.0349

AlogP: 1.52

#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: 10.30

CX Basic pKa: ┄

CX LogP: 1.52

CX LogD: 1.52

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.63

Np Likeness Score: -0.47

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