(2S,5R,6R)-6-((2R)-2-(3-(4-hydroxy-5-isobutyl-2-oxo-2,5-dihydro-1H-pyrrole-3-carboxamido)propanamido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

ID: ALA4245716

PubChem CID: 145983093

Max Phase: Preclinical

Molecular Formula: C28H35N5O8S

Molecular Weight: 601.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC1NC(=O)C(C(=O)NCCC(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3[C@@H]2SC(C)(C)[C@@H]3C(=O)O)c2ccccc2)=C1O

Standard InChI:  InChI=1S/C28H35N5O8S/c1-13(2)12-15-20(35)17(23(37)30-15)22(36)29-11-10-16(34)31-18(14-8-6-5-7-9-14)24(38)32-19-25(39)33-21(27(40)41)28(3,4)42-26(19)33/h5-9,13,15,18-19,21,26,35H,10-12H2,1-4H3,(H,29,36)(H,30,37)(H,31,34)(H,32,38)(H,40,41)/t15?,18-,19-,21+,26-/m1/s1

Standard InChI Key:  NYLQSQDIUOGNBZ-PZNLUJQFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4245716

   ---

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: 601.68

Molecular Weight (Monoisotopic): 601.2206

AlogP: 0.34

#Rotatable Bonds: 11

Polar Surface Area: 194.24

Molecular Species: ACID

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.48

CX Basic pKa: ┄

CX LogP: -0.41

CX LogD: -5.90

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.15

Np Likeness Score: 0.26

References

1. Cherian PT, Cheramie MN, Marreddy RKR, Fernando DM, Hurdle JG, Lee RE..  (2018)  New β-lactam - Tetramic acid hybrids show promising antibacterial activities.,  28  (18): [PMID:30097368] [10.1016/j.bmcl.2018.07.018]

Source

Source(1):

• Scientific Literature