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

ID: ALA4249515

PubChem CID: 145984333

Max Phase: Preclinical

Molecular Formula: C31H41N5O8S

Molecular Weight: 643.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC1NC(=O)C(C(=O)NCCCCCC(=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/C31H41N5O8S/c1-16(2)15-18-23(38)20(26(40)33-18)25(39)32-14-10-6-9-13-19(37)34-21(17-11-7-5-8-12-17)27(41)35-22-28(42)36-24(30(43)44)31(3,4)45-29(22)36/h5,7-8,11-12,16,18,21-22,24,29,38H,6,9-10,13-15H2,1-4H3,(H,32,39)(H,33,40)(H,34,37)(H,35,41)(H,43,44)/t18?,21-,22-,24+,29-/m1/s1

Standard InChI Key:  ZTDQLVZFGPUUKH-KQHSHIILSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4249515

   ---

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: 643.76

Molecular Weight (Monoisotopic): 643.2676

AlogP: 1.51

#Rotatable Bonds: 14

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: 0.77

CX LogD: -4.44

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.10

Np Likeness Score: 0.35

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