(6R,7R)-7-(2-(1H-pyrrol-1-yl)acetamido)-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA3248691

Chembl Id: CHEMBL3248691

PubChem CID: 90673400

Max Phase: Preclinical

Molecular Formula: C16H17N7O4S2

Molecular Weight: 435.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cn3cccc3)[C@H]2SC1

Standard InChI:  InChI=1S/C16H17N7O4S2/c1-21-16(18-19-20-21)29-8-9-7-28-14-11(13(25)23(14)12(9)15(26)27)17-10(24)6-22-4-2-3-5-22/h2-5,11,14H,6-8H2,1H3,(H,17,24)(H,26,27)/t11-,14-/m1/s1

Standard InChI Key:  YAUDXVRLVXNAPC-BXUZGUMPSA-N

Alternative Forms

1. Parent:

   

   ALA3248691

   (6R,7R)-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-7-[(2-pyrrol-1-ylacetyl)amino]-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: 435.49

Molecular Weight (Monoisotopic): 435.0783

AlogP: -0.46

#Rotatable Bonds: 7

Polar Surface Area: 135.24

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.24

CX Basic pKa: ┄

CX LogP: -0.11

CX LogD: -3.55

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.44

Np Likeness Score: -1.51

References

1. Nudelman A, Karoly H, Braun F, Böhme EH, Erickson RC..  (1978)  Semisynthetic cephalosporins. Synthesis and structure-activity relationships of 7-(1-pyrryl)- and 7-(1-indolyl)acetamidocephalosporin derivatives.,  21  (9): [PMID:722761] [10.1021/jm00207a022]

Source

Source(1):

• Scientific Literature