5-(5-(4-(5-(3,4-dihydroxy-6-methyl-5-(4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-enylamino)tetrahydro-2H-pyran-2-yloxy)-3,4-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-5,6-dihydroxy-3-(hydroxymethyl)cyclohex-2-enylamino)-3,4-dihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol

ID: ALA3618490

PubChem CID: 78382786

Max Phase: Preclinical

Molecular Formula: C38H64N2O25

Molecular Weight: 948.92

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1OC(OC2C(CO)OC(O)C(O)C2O)C(O)C(O)C1NC1C=C(CO)C(OC2OC(CO)C(OC3OC(C)C(NC4C=C(CO)C(O)C(O)C4O)C(O)C3O)C(O)C2O)C(O)C1O

Standard InChI:  InChI=1S/C38H64N2O25/c1-9-17(39-13-3-11(5-41)19(45)24(50)20(13)46)22(48)30(56)37(60-9)65-34-16(8-44)62-38(31(57)27(34)53)63-32-12(6-42)4-14(21(47)25(32)51)40-18-10(2)59-36(29(55)23(18)49)64-33-15(7-43)61-35(58)28(54)26(33)52/h3-4,9-10,13-58H,5-8H2,1-2H3

Standard InChI Key:  KGUKUMIFPSRPEM-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3618490

   5-[5-[[4-[5-[3,4-Dihydroxy-6-methyl-5-[[4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino]-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-(h

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: 948.92

Molecular Weight (Monoisotopic): 948.3798

AlogP: -11.73

#Rotatable Bonds: 14

Polar Surface Area: 452.81

Molecular Species: NEUTRAL

HBA: 27

HBD: 20

#RO5 Violations: 3

HBA (Lipinski): 27

HBD (Lipinski): 20

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.35

CX Basic pKa: 7.51

CX LogP: -10.53

CX LogD: -10.95

Aromatic Rings: ┄

Heavy Atoms: 65

QED Weighted: 0.07

Np Likeness Score: 1.38

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