ID: ALA73622

Max Phase: Phase

Molecular Formula: C8H10BrNO3S

Molecular Weight: 280.14

Molecule Type: Small molecule

Representations

Synonyms (3): 6-bromopenicillanic acid | Brobactam | Sulbactam related compound d
Synonyms from Alternative Forms(3):

Canonical SMILES:  CC1(C)S[C@@H]2[C@H](Br)C(=O)N2[C@H]1C(=O)O

Standard InChI:  InChI=1S/C8H10BrNO3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1

Standard InChI Key:  DAVPSCAAXXVSFU-ALEPSDHESA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: Yes

Availability: No

Prodrug: No

Properties

Molecular Weight: 280.14

Molecular Weight (Monoisotopic): 278.9565

AlogP: 0.90

#Rotatable Bonds: 1

Polar Surface Area: 57.61

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 2.97

CX Basic pKa:

CX LogP: 1.07

CX LogD: -2.40

Aromatic Rings: 0

Heavy Atoms: 14

QED Weighted: 0.57

Np Likeness Score: 0.99

References

1. von Daehne W, Hoffmeyer L, Keiding J.  (1993)  Rearrangement of unsymmetrical azetidinone disulfides to 2-(heterocyclylthiomethyl)penams, a synthetic approach to new -lactamase inhibitors,  3  (11): [10.1016/S0960-894X(01)80933-1]

2. USP Dictionary of USAN and International Names (2010 edition) and USAN registrations 2007-date, 

Source

Source(2):

• Scientific Literature
• USP Dictionary of USAN and International Drug Names