N-(5beta-cholan-24-oyl)-L-beta-homo-tryptophan

ID: ALA4059908

PubChem CID: 137637448

Max Phase: Preclinical

Molecular Formula: C36H52N2O3

Molecular Weight: 560.82

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](CCC(=O)N[C@H](CC(=O)O)Cc1c[nH]c2ccccc12)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C36H52N2O3/c1-23(11-16-33(39)38-26(21-34(40)41)20-24-22-37-32-10-5-4-9-27(24)32)29-14-15-30-28-13-12-25-8-6-7-18-35(25,2)31(28)17-19-36(29,30)3/h4-5,9-10,22-23,25-26,28-31,37H,6-8,11-21H2,1-3H3,(H,38,39)(H,40,41)/t23-,25+,26+,28+,29-,30+,31+,35+,36-/m1/s1

Standard InChI Key:  WCINYUWYVYOZNR-MAAFBQBVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4059908

   ---

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: 560.82

Molecular Weight (Monoisotopic): 560.3978

AlogP: 8.14

#Rotatable Bonds: 9

Polar Surface Area: 82.19

Molecular Species: ACID

HBA: 2

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.57

CX Basic pKa: ┄

CX LogP: 7.71

CX LogD: 4.96

Aromatic Rings: 2

Heavy Atoms: 41

QED Weighted: 0.29

Np Likeness Score: 1.22

References

1. Incerti M, Russo S, Callegari D, Pala D, Giorgio C, Zanotti I, Barocelli E, Vicini P, Vacondio F, Rivara S, Castelli R, Tognolini M, Lodola A..  (2017)  Metadynamics for Perspective Drug Design: Computationally Driven Synthesis of New Protein-Protein Interaction Inhibitors Targeting the EphA2 Receptor.,  60  (2): [PMID:28005388] [10.1021/acs.jmedchem.6b01642]

2. Lodola A, Giorgio C, Incerti M, Zanotti I, Tognolini M..  (2017)  Targeting Eph/ephrin system in cancer therapy.,  142  [PMID:28780190] [10.1016/j.ejmech.2017.07.029]

Source

Source(1):

• Scientific Literature