sodium[(2S,3S,4S,5R,6R)-2-[2-[[2-[[2-(3-chlorophenyl)acetyl]amino]acetyl]amino]ethoxy]-3,5-disulfonatooxy-6-(sulfonatooxymethyl)tetrahydropyran-4-yl]sulfate

ID: ALA2087907

Chembl Id: CHEMBL2087907

PubChem CID: 70691158

Max Phase: Preclinical

Molecular Formula: C18H21ClN2Na4O20S4

Molecular Weight: 753.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CNC(=O)Cc1cccc(Cl)c1)NCCO[C@H]1O[C@H](COS(=O)(=O)[O-])[C@@H](OS(=O)(=O)[O-])[C@H](OS(=O)(=O)[O-])[C@@H]1OS(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+]

Standard InChI:  InChI=1S/C18H25ClN2O20S4.4Na/c19-11-3-1-2-10(6-11)7-13(22)21-8-14(23)20-4-5-36-18-17(41-45(33,34)35)16(40-44(30,31)32)15(39-43(27,28)29)12(38-18)9-37-42(24,25)26;;;;/h1-3,6,12,15-18H,4-5,7-9H2,(H,20,23)(H,21,22)(H,24,25,26)(H,27,28,29)(H,30,31,32)(H,33,34,35);;;;/q;4*+1/p-4/t12-,15-,16+,17+,18+;;;;/m1..../s1

Standard InChI Key:  AUCRSVJZVCFSNL-YOOAKAASSA-J

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: 753.11

Molecular Weight (Monoisotopic): 751.9572

AlogP: -2.76

#Rotatable Bonds: 17

Polar Surface Area: 331.06

Molecular Species: ACID

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: -3.03

CX Basic pKa: ┄

CX LogP: -9.96

CX LogD: -11.22

Aromatic Rings: 1

Heavy Atoms: 45

QED Weighted: 0.07

Np Likeness Score: 0.05

References

1. Liu L, Li C, Cochran S, Feder D, Guddat LW, Ferro V..  (2012)  A focused sulfated glycoconjugate Ugi library for probing heparan sulfate-binding angiogenic growth factors.,  22  (19): [PMID:22929233] [10.1016/j.bmcl.2012.08.001]

Source

Source(1):

• Scientific Literature