2-[(2R,5S,8S,11S,14S)-14-(4-aminobutyl)-11-benzyl-5-(hydroxymethyl)-8-[(4-hydroxyphenyl)methyl]-3,6,9,12,15-pentaoxo-1,4,7,10,13-pentazacyclopentadec-2-yl]acetamide

ID: ALA4751470

PubChem CID: 162651928

Max Phase: Preclinical

Molecular Formula: C31H41N7O8

Molecular Weight: 639.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCCC[C@@H]1NC(=O)[C@H](Cc2ccccc2)NC(=O)[C@H](Cc2ccc(O)cc2)NC(=O)[C@H](CO)NC(=O)[C@@H](CC(N)=O)NC1=O

Standard InChI:  InChI=1S/C31H41N7O8/c32-13-5-4-8-21-27(42)37-24(16-26(33)41)30(45)38-25(17-39)31(46)36-23(15-19-9-11-20(40)12-10-19)29(44)35-22(28(43)34-21)14-18-6-2-1-3-7-18/h1-3,6-7,9-12,21-25,39-40H,4-5,8,13-17,32H2,(H2,33,41)(H,34,43)(H,35,44)(H,36,46)(H,37,42)(H,38,45)/t21-,22-,23-,24+,25-/m0/s1

Standard InChI Key:  ZPTHNDIZFBPILS-BDUWWWMKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4751470

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 639.71

Molecular Weight (Monoisotopic): 639.3017

AlogP: -2.39

#Rotatable Bonds: 11

Polar Surface Area: 255.07

Molecular Species: BASE

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.34

CX Basic pKa: 9.85

CX LogP: -3.30

CX LogD: -4.75

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.12

Np Likeness Score: 0.73

References

1. Rahimi MN,Buckton LK,Zaiter SS,Kho J,Chan V,Guo A,Konesan J,Kwon S,Lam LKO,Lawler MF,Leong M,Moldovan GD,Neale DA,Thornton G,McAlpine SR.  (2018)  Synthesis and Structure-Activity Relationships of Inhibitors That Target the C-Terminal MEEVD on Heat Shock Protein 90.,  9  (2): [PMID:30555625] [10.1021/acsmedchemlett.7b00310]

Source

Source(1):

• Scientific Literature