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

ID: ALA4241488

PubChem CID: 145983758

Max Phase: Preclinical

Molecular Formula: C29H37N5O8S

Molecular Weight: 615.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC1NC(=O)C(C(=O)NCCCC(=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/C29H37N5O8S/c1-14(2)13-16-21(36)18(24(38)31-16)23(37)30-12-8-11-17(35)32-19(15-9-6-5-7-10-15)25(39)33-20-26(40)34-22(28(41)42)29(3,4)43-27(20)34/h5-7,9-10,14,16,19-20,22,27,36H,8,11-13H2,1-4H3,(H,30,37)(H,31,38)(H,32,35)(H,33,39)(H,41,42)/t16?,19-,20-,22+,27-/m1/s1

Standard InChI Key:  WAHDFXNOAPIVIH-BCNCDPIISA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4241488

   ---

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: 615.71

Molecular Weight (Monoisotopic): 615.2363

AlogP: 0.73

#Rotatable Bonds: 12

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: -0.12

CX LogD: -5.57

Aromatic Rings: 1

Heavy Atoms: 43

QED Weighted: 0.11

Np Likeness Score: 0.30

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