(6R,7R)-7-(2-(1H-indol-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: ALA3248698

Chembl Id: CHEMBL3248698

PubChem CID: 90673407

Max Phase: Preclinical

Molecular Formula: C20H19N7O4S2

Molecular Weight: 485.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1nnnc1SCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cn3ccc4ccccc43)[C@H]2SC1

Standard InChI:  InChI=1S/C20H19N7O4S2/c1-25-20(22-23-24-25)33-10-12-9-32-18-15(17(29)27(18)16(12)19(30)31)21-14(28)8-26-7-6-11-4-2-3-5-13(11)26/h2-7,15,18H,8-10H2,1H3,(H,21,28)(H,30,31)/t15-,18-/m1/s1

Standard InChI Key:  XJDUEJOWOMCEMN-CRAIPNDOSA-N

Alternative Forms

1. Parent:

   

   ALA3248698

   (6R,7R)-7-[(2-indol-1-ylacetyl)amino]-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-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: 485.55

Molecular Weight (Monoisotopic): 485.0940

AlogP: 0.70

#Rotatable Bonds: 7

Polar Surface Area: 135.24

Molecular Species: ACID

HBA: 10

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 11

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.26

CX Basic pKa:

CX LogP: 0.90

CX LogD: -2.53

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.37

Np Likeness Score: -1.60

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