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

ID: ALA4751004

PubChem CID: 162651154

Max Phase: Preclinical

Molecular Formula: C34H48N8O7

Molecular Weight: 680.81

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C34H48N8O7/c35-16-6-4-10-24-30(45)40-27(19-22-12-14-23(43)15-13-22)33(48)41-26(18-21-8-2-1-3-9-21)32(47)38-25(11-5-7-17-36)31(46)42-28(20-29(37)44)34(49)39-24/h1-3,8-9,12-15,24-28,43H,4-7,10-11,16-20,35-36H2,(H2,37,44)(H,38,47)(H,39,49)(H,40,45)(H,41,48)(H,42,46)/t24-,25-,26-,27-,28-/m0/s1

Standard InChI Key:  BCALYNNSGPBGJK-XLIKFSOKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4751004

   ---

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: 680.81

Molecular Weight (Monoisotopic): 680.3646

AlogP: -1.25

#Rotatable Bonds: 14

Polar Surface Area: 260.86

Molecular Species: BASE

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.30

CX Basic pKa: 10.22

CX LogP: -2.63

CX LogD: -6.38

Aromatic Rings: 2

Heavy Atoms: 49

QED Weighted: 0.11

Np Likeness Score: 0.50

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