(1'R,6R)-Spiro[penicillanic-6,1'-(2-benzoyl-3-benzyloxycarbonyl(cyclopent-3-enyl))]acid

ID: ALA4878900

PubChem CID: 164627524

Max Phase: Preclinical

Molecular Formula: C27H25NO7S

Molecular Weight: 507.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)S[C@H]2N(C(=O)C23CC=C(C(=O)OCc2ccccc2)C3C(=O)Oc2ccccc2)[C@H]1C(=O)O

Standard InChI:  InChI=1S/C27H25NO7S/c1-26(2)20(21(29)30)28-24(33)27(25(28)36-26)14-13-18(22(31)34-15-16-9-5-3-6-10-16)19(27)23(32)35-17-11-7-4-8-12-17/h3-13,19-20,25H,14-15H2,1-2H3,(H,29,30)/t19?,20-,25+,27?/m0/s1

Standard InChI Key:  YKMXFKSXCUKEMB-SEMIZYOMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4878900

   ---

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: 507.56

Molecular Weight (Monoisotopic): 507.1352

AlogP: 3.42

#Rotatable Bonds: 6

Polar Surface Area: 110.21

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.16

CX Basic pKa: ┄

CX LogP: 3.98

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.36

Np Likeness Score: 0.45

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