alpha-Acarviosinyl-1,4-alpha-D-glucopyranosyl-1,6-D-glucopyranosylidene-spiro-thiohydantoin

ID: ALA3618492

PubChem CID: 122191025

Max Phase: Preclinical

Molecular Formula: C27H43N3O18S

Molecular Weight: 729.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](OC[C@H]3OC4(NC(=S)NC4=O)[C@H](O)[C@@H](O)[C@@H]3O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1N[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C27H43N3O18S/c1-6-11(28-8-2-7(3-31)12(33)16(37)13(8)34)15(36)19(40)24(45-6)47-21-9(4-32)46-23(20(41)17(21)38)44-5-10-14(35)18(39)22(42)27(48-10)25(43)29-26(49)30-27/h2,6,8-24,28,31-42H,3-5H2,1H3,(H2,29,30,43,49)/t6-,8+,9-,10-,11-,12-,13+,14-,15+,16+,17-,18+,19-,20-,21-,22-,23+,24-,27?/m1/s1

Standard InChI Key:  OXKMBIREFFULPS-QLSPSBGYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3618492

   ---

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: 729.71

Molecular Weight (Monoisotopic): 729.2262

AlogP: -9.18

#Rotatable Bonds: 9

Polar Surface Area: 342.07

Molecular Species: BASE

HBA: 20

HBD: 15

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 15

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.03

CX Basic pKa: 17.39

CX LogP: -7.12

CX LogD: -7.28

Aromatic Rings: ┄

Heavy Atoms: 49

QED Weighted: 0.08

Np Likeness Score: 1.95

References

1. Al-Asri J, Fazekas E, Lehoczki G, Perdih A, Görick C, Melzig MF, Gyémánt G, Wolber G, Mortier J..  (2015)  From carbohydrates to drug-like fragments: Rational development of novel α-amylase inhibitors.,  23  (20): [PMID:26395057] [10.1016/j.bmc.2015.09.007]

Source

Source(1):

• Scientific Literature