3-[(2R,3R,4S,5R,6R)-2-{[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-(4-methoxyphenoxy)oxan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]-1-phenylurea

ID: ALA3590178

Chembl Id: CHEMBL3590178

PubChem CID: 11433020

Max Phase: Preclinical

Molecular Formula: C26H34N2O12

Molecular Weight: 566.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(O[C@@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](NC(=O)Nc4ccccc4)[C@H]3O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C26H34N2O12/c1-36-14-7-9-15(10-8-14)37-25-22(34)21(33)23(17(12-30)39-25)40-24-20(32)18(19(31)16(11-29)38-24)28-26(35)27-13-5-3-2-4-6-13/h2-10,16-25,29-34H,11-12H2,1H3,(H2,27,28,35)/t16-,17-,18+,19+,20-,21-,22-,23+,24-,25-/m1/s1

Standard InChI Key:  ULQCWENUTKUGMC-VHAXSNKMSA-N

Alternative Forms

1. Parent:

   

   ALA3590178

   1-[(2R,3R,4S,5R,6R)-2-[(2R,3R,4R,5R,6S)-4,5-dihydroxy-2-(hydroxymethyl)-6-(4-methoxyphenoxy)oxan-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]-3-phenylurea

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: 566.56

Molecular Weight (Monoisotopic): 566.2112

AlogP: -1.47

#Rotatable Bonds: 9

Polar Surface Area: 208.66

Molecular Species: NEUTRAL

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.10

CX Basic pKa:

CX LogP: -0.91

CX LogD: -0.91

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.17

Np Likeness Score: 0.72

References

1. Pera NP, Pieters RJ.  (2014)  Towards bacterial adhesion-based therapeutics and detection methods,  5  (8): [10.1039/C3MD00346A]

Source

Source(1):

• Scientific Literature