(2R)-N-((1-(4-((R)-2,5-Dihydro-4-hydroxy-5-methyl-5-((E)-2-methylbuta-1,3-dienyl)-2-oxothiophen-3-yl)butyl)-1H-1,2,3-triazol-4-yl)-methyl)-2,4-dihydroxy-3,3-dimethylbutanamide

ID: ALA4552135

PubChem CID: 136996829

Max Phase: Preclinical

Molecular Formula: C23H34N4O5S

Molecular Weight: 478.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C/C(C)=C/[C@@]1(C)SC(=O)C(CCCCn2cc(CNC(=O)[C@H](O)C(C)(C)CO)nn2)=C1O

Standard InChI:  InChI=1S/C23H34N4O5S/c1-6-15(2)11-23(5)18(29)17(21(32)33-23)9-7-8-10-27-13-16(25-26-27)12-24-20(31)19(30)22(3,4)14-28/h6,11,13,19,28-30H,1,7-10,12,14H2,2-5H3,(H,24,31)/b15-11+/t19-,23+/m0/s1

Standard InChI Key:  XQUGASXMFFFRGB-CMHIYEAFSA-N

Molfile:  

 
     RDKit          2D

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    9.3216   -9.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.6621  -11.8628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4552135

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 478.62

Molecular Weight (Monoisotopic): 478.2250

AlogP: 2.42

#Rotatable Bonds: 12

Polar Surface Area: 137.57

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 6.39

CX Basic pKa: 0.08

CX LogP: 1.74

CX LogD: 0.70

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: 0.26

References

1. Bommineni GR, Kapilashrami K, Cummings JE, Lu Y, Knudson SE, Gu C, Walker SG, Slayden RA, Tonge PJ..  (2016)  Thiolactomycin-Based Inhibitors of Bacterial β-Ketoacyl-ACP Synthases with in Vivo Activity.,  59  (11): [PMID:27187871] [10.1021/acs.jmedchem.6b00236]

Source

Source(1):

• Scientific Literature