ID: ALA5087551

Max Phase: Preclinical

Molecular Formula: C16H27NO23S3

Molecular Weight: 697.58

Molecule Type: Unknown

Representations

Canonical SMILES:  NCCOCCO[C@@H]1O[C@@H](C(=O)O)[C@@H](O[C@@H]2O[C@@H](C(=O)O)[C@@H](OS(=O)(=O)O)[C@H](O)[C@H]2OS(=O)(=O)O)[C@H](O)[C@H]1OS(=O)(=O)O

Standard InChI:  InChI=1S/C16H27NO23S3/c17-1-2-33-3-4-34-15-9(39-42(27,28)29)5(18)7(11(36-15)13(20)21)35-16-10(40-43(30,31)32)6(19)8(38-41(24,25)26)12(37-16)14(22)23/h5-12,15-16,18-19H,1-4,17H2,(H,20,21)(H,22,23)(H,24,25,26)(H,27,28,29)(H,30,31,32)/t5-,6-,7-,8-,9+,10+,11+,12+,15+,16+/m0/s1

Standard InChI Key:  QBBUOMVOFHKUNL-SCONTCDCSA-N

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

Properties

Molecular Weight: 697.58

Molecular Weight (Monoisotopic): 697.0136

AlogP: -5.73

#Rotatable Bonds: 16

Polar Surface Area: 378.03

Molecular Species: ZWITTERION

HBA: 19

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -2.70

CX Basic pKa: 9.45

CX LogP: -8.76

CX LogD: -17.00

Aromatic Rings: 0

Heavy Atoms: 43

QED Weighted: 0.05

Np Likeness Score: 0.88

References

1. Shanthamurthy CD, Leviatan Ben-Arye S, Kumar NV, Yehuda S, Amon R, Woods RJ, Padler-Karavani V, Kikkeri R..  (2021)  Heparan Sulfate Mimetics Differentially Affect Homologous Chemokines and Attenuate Cancer Development.,  64  (6.0): [PMID:33683903] [10.1021/acs.jmedchem.0c01800]

Source

Source(1):

• Scientific Literature