(3S,6S,9S,12S,15S)-3,6-bis(4-aminobutyl)-9-benzyl-15-(hydroxymethyl)-12-[(4-hydroxyphenyl)methyl]-1,4,7,10,13-pentazacyclopentadecane-2,5,8,11,14-pentone

ID: ALA4777096

PubChem CID: 162643389

Max Phase: Preclinical

Molecular Formula: C33H47N7O7

Molecular Weight: 653.78

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C33H47N7O7/c34-16-6-4-10-24-29(43)36-25(11-5-7-17-35)30(44)40-28(20-41)33(47)39-27(19-22-12-14-23(42)15-13-22)32(46)38-26(31(45)37-24)18-21-8-2-1-3-9-21/h1-3,8-9,12-15,24-28,41-42H,4-7,10-11,16-20,34-35H2,(H,36,43)(H,37,45)(H,38,46)(H,39,47)(H,40,44)/t24-,25-,26-,27-,28-/m0/s1

Standard InChI Key:  DHRKJBYHWMEUCK-XLIKFSOKSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4777096

   ---

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: 653.78

Molecular Weight (Monoisotopic): 653.3537

AlogP: -1.13

#Rotatable Bonds: 13

Polar Surface Area: 238.00

Molecular Species: BASE

HBA: 9

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.29

CX Basic pKa: 10.19

CX LogP: -2.24

CX LogD: -5.97

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: 0.68

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