(1S,5R)-2-((4S)-1-(2-(dimethylamino)ethyl)azepanium-4-ylcarbamoyl)-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonate

ID: ALA1800871

Chembl Id: CHEMBL1800871

PubChem CID: 24855932

Max Phase: Preclinical

Molecular Formula: C16H29N5O5S

Molecular Weight: 403.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)CCN1CCC[C@H](NC(=O)N2CC[C@@H]3[C@H]2C(=O)N3S(=O)(=O)O)CC1

Standard InChI:  InChI=1S/C16H29N5O5S/c1-18(2)10-11-19-7-3-4-12(5-8-19)17-16(23)20-9-6-13-14(20)15(22)21(13)27(24,25)26/h12-14H,3-11H2,1-2H3,(H,17,23)(H,24,25,26)/t12-,13+,14-/m0/s1

Standard InChI Key:  GEBCLLWWBCMXMB-MJBXVCDLSA-N

Alternative Forms

1. Parent:

   

   ALA1800871

   (1S,5R)-2-[({(4S)-1-[2-(Dimethylamino)ethyl]azepan-4-yl}amino)carbonyl]-7-oxo-2,6-diazabicyclo[3.2.0]heptane-6-sulfonic 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: 403.51

Molecular Weight (Monoisotopic): 403.1889

AlogP: -0.80

#Rotatable Bonds: 5

Polar Surface Area: 113.50

Molecular Species: ZWITTERION

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -1.62

CX Basic pKa: 9.14

CX LogP: -3.13

CX LogD: -3.13

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.46

Np Likeness Score: -1.16

References

1. Chen H, Blizzard TA, Kim S, Wu J, Young K, Park YW, Ogawa AM, Raghoobar S, Painter RE, Wisniewski D, Hairston N, Fitzgerald P, Sharma N, Scapin G, Lu J, Hermes J, Hammond ML..  (2011)  Side chain SAR of bicyclic β-lactamase inhibitors (BLIs). 2. N-Alkylated and open chain analogs of MK-8712.,  21  (14): [PMID:21676616] [10.1016/j.bmcl.2011.05.065]

Source

Source(1):

• Scientific Literature