(4S,5R)-2-(2,3-Dihydroxy-phenyl)-5-methyl-4,5-dihydro-oxazole-4-carboxylic acid [4-(2,3-dihydroxy-benzoylamino)-butyl]-[3-(2,3-dihydroxy-benzoylamino)-propyl]-amide

ID: ALA311343

Chembl Id: CHEMBL311343

PubChem CID: 136186029

Max Phase: Preclinical

Molecular Formula: C32H36N4O10

Molecular Weight: 636.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1OC(c2cccc(O)c2O)=NC1C(=O)N(CCCCNC(=O)c1cccc(O)c1O)CCCNC(=O)c1cccc(O)c1O

Standard InChI:  InChI=1S/C32H36N4O10/c1-18-25(35-31(46-18)21-10-6-13-24(39)28(21)42)32(45)36(17-7-15-34-30(44)20-9-5-12-23(38)27(20)41)16-3-2-14-33-29(43)19-8-4-11-22(37)26(19)40/h4-6,8-13,18,25,37-42H,2-3,7,14-17H2,1H3,(H,33,43)(H,34,44)/t18-,25?/m1/s1

Standard InChI Key:  BWPMKVHHFNGYEN-YDONVPIESA-N

Alternative Forms

1. Parent:

   

   ALA311343

   ---

Molecule Features

Natural Product: Yes

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: 636.66

Molecular Weight (Monoisotopic): 636.2431

AlogP: 2.31

#Rotatable Bonds: 13

Polar Surface Area: 221.48

Molecular Species: NEUTRAL

HBA: 11

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.98

CX Basic pKa: ┄

CX LogP: 4.07

CX LogD: 3.97

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.10

Np Likeness Score: -0.20

References

1. Bergeron RJ, Xin MG, Weimar WR, Smith RE, Wiegand J..  (2001)  Significance of asymmetric sites in choosing siderophores as deferration agents.,  44  (15): [PMID:11448229] [10.1021/jm010019s]

Source

Source(1):

• Scientific Literature