N-(5-(3-(2,4-dihydroxy-6-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)-3-oxopropyl)-2-hydroxyphenyl)-6-mercaptohexanamide

ID: ALA3818220

Chembl Id: CHEMBL3818220

PubChem CID: 127051848

Max Phase: Preclinical

Molecular Formula: C27H35NO11S

Molecular Weight: 581.64

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCCS)Nc1cc(CCC(=O)c2c(O)cc(O)cc2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)ccc1O

Standard InChI:  InChI=1S/C27H35NO11S/c29-13-21-24(35)25(36)26(37)27(39-21)38-20-12-15(30)11-19(33)23(20)18(32)8-6-14-5-7-17(31)16(10-14)28-22(34)4-2-1-3-9-40/h5,7,10-12,21,24-27,29-31,33,35-37,40H,1-4,6,8-9,13H2,(H,28,34)/t21-,24-,25+,26-,27-/m1/s1

Standard InChI Key:  MVJVDLZNRAVRMQ-BYBMWWPSSA-N

Alternative Forms

1. Parent:

   

   ALA3818220

   ---

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: 581.64

Molecular Weight (Monoisotopic): 581.1931

AlogP: 1.23

#Rotatable Bonds: 13

Polar Surface Area: 206.24

Molecular Species: NEUTRAL

HBA: 12

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 12

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.82

CX Basic pKa: ┄

CX LogP: 2.06

CX LogD: 1.92

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: 1.21

References

1. Raja M, Puntheeranurak T, Gruber HJ, Hinterdorfer P, Kinne RKH.  (2016)  The role of transporter ectodomains in drug recognition and binding: phlorizin and the sodiumglucose cotransporter,  7  (6): [10.1039/C5MD00572H]

Source

Source(1):

• Scientific Literature