(R)-N-{5-[(6S,9R,12S)-6-sec-Butyl-9-(4-methoxy-benzyl)-5,8,11,14-tetraoxo-tetradecahydro-4a,7,10,13-tetraaza-benzocyclododecen-12-yl]-pentyl}-N-hydroxy-formamide

ID: ALA1790586

Chembl Id: CHEMBL1790586

PubChem CID: 56679222

Max Phase: Preclinical

Molecular Formula: C30H45N5O7

Molecular Weight: 587.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)[C@@H]1NC(=O)[C@@H](Cc2ccc(OC)cc2)NC(=O)[C@H](CCCCCN(O)C=O)NC(=O)[C@H]2CCCCN2C1=O

Standard InChI:  InChI=1S/C30H45N5O7/c1-4-20(2)26-30(40)35-17-9-7-11-25(35)29(39)31-23(10-6-5-8-16-34(41)19-36)27(37)32-24(28(38)33-26)18-21-12-14-22(42-3)15-13-21/h12-15,19-20,23-26,41H,4-11,16-18H2,1-3H3,(H,31,39)(H,32,37)(H,33,38)/t20-,23+,24-,25-,26+/m1/s1

Standard InChI Key:  SWFNNXRBXDNPEJ-HAARDXOJSA-N

Alternative Forms

1. Parent:

   

   ALA1790586

   N-[5-[(3S,6R,9S,12R)-3-[(2R)-butan-2-yl]-6-[(4-methoxyphenyl)methyl]-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.4.0]hexadecan-9-yl]pentyl]-N-hydroxyformamide

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: 587.72

Molecular Weight (Monoisotopic): 587.3319

AlogP: 1.54

#Rotatable Bonds: 12

Polar Surface Area: 157.38

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.51

CX Basic pKa: ┄

CX LogP: 1.48

CX LogD: 1.45

Aromatic Rings: 1

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: 0.92

References

1. Nishino N, Yoshikawa D, Watanabe LA, Kato T, Jose B, Komatsu Y, Sumida Y, Yoshida M..  (2004)  Synthesis and histone deacetylase inhibitory activity of cyclic tetrapeptides containing a retrohydroxamate as zinc ligand.,  14  (10): [PMID:15109626] [10.1016/j.bmcl.2004.03.018]

Source

Source(1):

• Scientific Literature