(S)-2-isopropyl-5-methylphenyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4251169

PubChem CID: 145986293

Max Phase: Preclinical

Molecular Formula: C15H19NO3

Molecular Weight: 261.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)C)c(OC(=O)[C@@H]2CCC(=O)N2)c1

Standard InChI:  InChI=1S/C15H19NO3/c1-9(2)11-5-4-10(3)8-13(11)19-15(18)12-6-7-14(17)16-12/h4-5,8-9,12H,6-7H2,1-3H3,(H,16,17)/t12-/m0/s1

Standard InChI Key:  ZEMBRIGAAWVYRR-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    1.6178  -17.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350  -17.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6894  -16.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0264  -16.4057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3677  -16.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5904  -16.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3926  -16.4718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1046  -16.8728    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3838  -15.6628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1134  -17.6899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4069  -18.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4153  -18.9180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1279  -19.3198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335  -18.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8216  -18.0843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5231  -17.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2369  -18.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5108  -16.8479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7118  -19.3338    0.0000 C   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
 16 17  1  0
 16 18  1  0
 12 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4251169

   ---

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: 261.32

Molecular Weight (Monoisotopic): 261.1365

AlogP: 2.30

#Rotatable Bonds: 3

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: 11.24

CX Basic pKa: ┄

CX LogP: 2.67

CX LogD: 2.67

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.21

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