ID: ALA5176415

PubChem CID: 168272557

Max Phase: Preclinical

Molecular Formula: C24H27NO7

Molecular Weight: 441.48

Names and Identifiers

Canonical SMILES:  C[C@]12CC34C=CC(=O)[C@@](C)(CCC(=O)Nc5c(O)ccc(C(=O)O)c5O)[C@@H]3[C@H](C[C@@H]1C4)O2

Standard InChI:  InChI=1S/C24H27NO7/c1-22(7-6-17(28)25-18-14(26)4-3-13(19(18)29)21(30)31)16(27)5-8-24-10-12-9-15(20(22)24)32-23(12,2)11-24/h3-5,8,12,15,20,26,29H,6-7,9-11H2,1-2H3,(H,25,28)(H,30,31)/t12-,15+,20+,22-,23+,24?/m1/s1

Standard InChI Key:  CSOMAHTTWTVBFL-AMPMPRDPSA-N

Molfile:  

 
     RDKit          2D

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   -1.5983    1.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1695    1.1478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9733    0.7354    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9733   -0.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4017   -0.0895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.1153   -1.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010   -2.5614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5416   -0.0911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3187    1.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8588    2.5061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432    2.5614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4761    1.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1153    2.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4060    2.0851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0993    1.5320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1
  2  3  1  0
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 12 14  1  0
 14 15  1  0
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 19 21  1  0
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 21 23  2  0
 15 24  1  0
  1 25  1  0
 26 25  1  0
 27 26  1  0
 28 27  1  0
 29 28  1  0
  2 29  1  0
 26 30  1  0
 26 31  1  6
 29 31  1  6
  1 32  1  0
 27 32  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5176415

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 441.48

Molecular Weight (Monoisotopic): 441.1788

AlogP: 3.23

#Rotatable Bonds: 5

Polar Surface Area: 133.16

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 2.96

CX Basic pKa: ┄

CX LogP: 3.24

CX LogD: -0.25

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.52

Np Likeness Score: 2.65

References

1. Troudi A, Pagès JM, Brunel JM..  (2021)  Chemical Highlights Supporting the Role of Lipid A in Efficient Biological Adaptation of Gram-Negative Bacteria to External Stresses.,  64  (4.0): [PMID:33538159] [10.1021/acs.jmedchem.0c02185]

Source

Source(1):

• Scientific Literature