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

ID: ALA4745048

PubChem CID: 162649063

Max Phase: Preclinical

Molecular Formula: C25H37N7O8

Molecular Weight: 563.61

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C25H37N7O8/c1-13-21(36)29-16(4-2-3-9-26)22(37)31-18(11-20(27)35)24(39)32-19(12-33)25(40)30-17(23(38)28-13)10-14-5-7-15(34)8-6-14/h5-8,13,16-19,33-34H,2-4,9-12,26H2,1H3,(H2,27,35)(H,28,38)(H,29,36)(H,30,40)(H,31,37)(H,32,39)/t13-,16-,17-,18-,19-/m0/s1

Standard InChI Key:  LVVMZGFNRLTGQP-CTXVOCDESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4745048

   ---

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: 563.61

Molecular Weight (Monoisotopic): 563.2704

AlogP: -3.61

#Rotatable Bonds: 9

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: 9.84

CX LogP: -4.96

CX LogD: -6.40

Aromatic Rings: 1

Heavy Atoms: 40

QED Weighted: 0.13

Np Likeness Score: 1.15

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