(1'R,6R)-Methyl spiro[penicillanate-6,1'-(2-benzoyl-5-benzyloxycarbonyl(cyclopent-4-enyl))]

ID: ALA4874585

PubChem CID: 164627884

Max Phase: Preclinical

Molecular Formula: C28H27NO6S

Molecular Weight: 505.59

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1N2C(=O)C3(C(C(=O)OCc4ccccc4)=CCC3C(=O)c3ccccc3)[C@H]2SC1(C)C

Standard InChI:  InChI=1S/C28H27NO6S/c1-27(2)22(24(32)34-3)29-25(33)28(26(29)36-27)19(21(30)18-12-8-5-9-13-18)14-15-20(28)23(31)35-16-17-10-6-4-7-11-17/h4-13,15,19,22,26H,14,16H2,1-3H3/t19?,22-,26+,28?/m0/s1

Standard InChI Key:  LUYLCGQSLWRTSX-JJMZWDMOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4874585

   ---

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: 505.59

Molecular Weight (Monoisotopic): 505.1559

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 89.98

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.07

CX LogD: 4.07

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.34

Np Likeness Score: 0.48

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