N1-((S)-1-((S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-ylamino)-3-(1H-indol-3-yl)-1-oxopropan-2-yl)-N4-(4-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)phenyl)succinamide

ID: ALA1761666

Chembl Id: CHEMBL1761666

PubChem CID: 54581315

Max Phase: Preclinical

Molecular Formula: C36H41N5O11

Molecular Weight: 719.75

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@H](Cc1c[nH]c2ccccc12)NC(=O)CCC(=O)Nc1ccc(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1

Standard InChI:  InChI=1S/C36H41N5O11/c37-34(49)26(15-19-5-9-22(43)10-6-19)41-35(50)27(16-20-17-38-25-4-2-1-3-24(20)25)40-30(45)14-13-29(44)39-21-7-11-23(12-8-21)51-36-33(48)32(47)31(46)28(18-42)52-36/h1-12,17,26-28,31-33,36,38,42-43,46-48H,13-16,18H2,(H2,37,49)(H,39,44)(H,40,45)(H,41,50)/t26-,27-,28+,31+,32-,33+,36-/m0/s1

Standard InChI Key:  HBANDUAHNACVBC-UCTREZDFSA-N

Alternative Forms

1. Parent:

   

   ALA1761666

   N'-[(2S)-1-[[(2S)-1-amino-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]-N-[4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butanediamide

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: 719.75

Molecular Weight (Monoisotopic): 719.2803

AlogP: -0.29

#Rotatable Bonds: 15

Polar Surface Area: 265.79

Molecular Species: NEUTRAL

HBA: 11

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.50

CX Basic pKa:

CX LogP: -0.31

CX LogD: -0.31

Aromatic Rings: 4

Heavy Atoms: 52

QED Weighted: 0.08

Np Likeness Score: 0.38

References

1. Park S, Hyun S, Do SI, Yu J..  (2011)  Selective α-glucosidase substrates and inhibitors containing short aromatic peptidyl moieties.,  21  (8): [PMID:21397496] [10.1016/j.bmcl.2011.02.062]

Source

Source(1):

• Scientific Literature