(S)-naphthalen-1-yl 5-oxopyrrolidine-2-carboxylate

ID: ALA4241053

Cas Number: 67934-90-1

PubChem CID: 6455651

Max Phase: Preclinical

Molecular Formula: C15H13NO3

Molecular Weight: 255.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1CC[C@@H](C(=O)Oc2cccc3ccccc23)N1

Standard InChI:  InChI=1S/C15H13NO3/c17-14-9-8-12(16-14)15(18)19-13-7-3-5-10-4-1-2-6-11(10)13/h1-7,12H,8-9H2,(H,16,17)/t12-/m0/s1

Standard InChI Key:  KBXKGZPUJFVDLQ-LBPRGKRZSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    7.6353  -16.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4525  -16.9093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7069  -16.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0439  -15.6505    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3852  -16.1326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6079  -15.8804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4101  -15.7165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1221  -16.1175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4013  -14.9075    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1309  -16.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4244  -17.3464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4328  -18.1627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1454  -18.5645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8391  -17.3290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8479  -18.1415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5549  -18.5384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2535  -18.1239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2408  -17.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5333  -16.9151    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 15  1  0
 14 10  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 14  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4241053

   1-Naphthyl 5-oxo-L-prolinate

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: 255.27

Molecular Weight (Monoisotopic): 255.0895

AlogP: 2.02

#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: 11.16

CX Basic pKa: ┄

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.66

Np Likeness Score: -0.23

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