3-[(1,4-Dihydro-5-oxopyridin-1-yl)methyl]-7-[(phenyl-glycyl)amido]-3-cephem-4-carboxylate

ID: ALA3273291

Chembl Id: CHEMBL3273291

PubChem CID: 90678098

Max Phase: Preclinical

Molecular Formula: C21H20N4O5S

Molecular Weight: 440.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cn3ccc(=O)cc3)CS[C@H]12)c1ccccc1

Standard InChI:  InChI=1S/C21H20N4O5S/c22-15(12-4-2-1-3-5-12)18(27)23-16-19(28)25-17(21(29)30)13(11-31-20(16)25)10-24-8-6-14(26)7-9-24/h1-9,15-16,20H,10-11,22H2,(H,23,27)(H,29,30)/t15-,16-,20-/m1/s1

Standard InChI Key:  ZUFHIPWYLKJSIL-JXXFODFXSA-N

Alternative Forms

1. Parent:

   

   ALA3273291

   (6R,7R)-7-[[(2R)-2-amino-2-phenylacetyl]amino]-8-oxo-3-[(4-oxopyridin-1-yl)methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

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: 440.48

Molecular Weight (Monoisotopic): 440.1154

AlogP: 0.29

#Rotatable Bonds: 6

Polar Surface Area: 134.73

Molecular Species: ACID

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.26

CX Basic pKa: 7.23

CX LogP: -2.25

CX LogD: -2.60

Aromatic Rings: 2

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: 0.10

References

1. Edwards ML, Erickson RC..  (1979)  Cephalosporin derivatives with 2- and 4-pyridone groups at carbon-3.,  22  (11): [PMID:392100] [10.1021/jm00197a026]

Source

Source(1):

• Scientific Literature