Methyl spiro[penicillanate-6,3'-(5-methoxycarbonyl-3H-pyrazole)]

ID: ALA4858985

PubChem CID: 164615924

Max Phase: Preclinical

Molecular Formula: C13H15N3O5S

Molecular Weight: 325.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1=CC2(N=N1)C(=O)N1[C@@H](C(=O)OC)C(C)(C)S[C@@H]12

Standard InChI:  InChI=1S/C13H15N3O5S/c1-12(2)7(9(18)21-4)16-10(19)13(11(16)22-12)5-6(14-15-13)8(17)20-3/h5,7,11H,1-4H3/t7-,11+,13?/m0/s1

Standard InChI Key:  BKXRYEHAEGIROB-OIQCWEDUSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   27.3312  -14.3610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3271  -13.5361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5412  -13.2850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0597  -13.9549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5480  -14.6199    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1435  -14.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4310  -14.7655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1481  -15.1742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3354  -15.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1603  -14.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1648  -15.1863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9507  -15.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9435  -14.1022    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.1520  -13.5323    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   29.2107  -16.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6626  -16.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0187  -16.3863    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7521  -15.7697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2824  -12.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8313  -11.8860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4746  -12.3343    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2786  -17.1691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2158  -11.5511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  7  6  1  0
  7  8  1  0
  1  9  1  0
  9 11  1  0
 10  1  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
  7 13  1  0
 13 10  1  0
 10 14  1  6
 12 15  1  6
 15 16  2  0
 15 17  1  0
  9 18  2  0
  3 19  1  0
 19 20  2  0
 19 21  1  0
 17 22  1  0
 21 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4858985

   ---

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: 325.35

Molecular Weight (Monoisotopic): 325.0732

AlogP: 0.48

#Rotatable Bonds: 2

Polar Surface Area: 97.63

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.48

CX LogD: 0.48

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.54

Np Likeness Score: 0.29

References

1. Alves NG, Bártolo I, Alves AJS, Fontinha D, Francisco D, Lopes SMM, Soares MIL, Simões CJV, Prudêncio M, Taveira N, Pinho E Melo TMVD..  (2021)  Synthesis and structure-activity relationships of new chiral spiro-β-lactams highly active against HIV-1 and Plasmodium.,  219  [PMID:33887681] [10.1016/j.ejmech.2021.113439]

Source

Source(1):

• Scientific Literature