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

ID: ALA3248697

Chembl Id: CHEMBL3248697

PubChem CID: 90673406

Max Phase: Preclinical

Molecular Formula: C18H17N3O4S

Molecular Weight: 371.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)Cn3ccc4ccccc43)[C@H]2SC1

Standard InChI:  InChI=1S/C18H17N3O4S/c1-10-9-26-17-14(16(23)21(17)15(10)18(24)25)19-13(22)8-20-7-6-11-4-2-3-5-12(11)20/h2-7,14,17H,8-9H2,1H3,(H,19,22)(H,24,25)/t14-,17-/m1/s1

Standard InChI Key:  YIUNUZNTEHNFGG-RHSMWYFYSA-N

Alternative Forms

1. Parent:

   

   ALA3248697

   (6R,7R)-7-[(2-indol-1-ylacetyl)amino]-3-methyl-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: 371.42

Molecular Weight (Monoisotopic): 371.0940

AlogP: 1.40

#Rotatable Bonds: 4

Polar Surface Area: 91.64

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 3.65

CX Basic pKa:

CX LogP: 1.11

CX LogD: -2.22

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.79

Np Likeness Score: -0.67

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