(S)-N-{5-[(5S,8R,11S)-5-sec-Butyl-8-(4-methoxy-benzyl)-4,7,10,13-tetraoxo-tetradecahydro-3a,6,9,12-tetraaza-cyclopentacyclododecen-11-yl]-pentyl}-N-hydroxy-formamide

ID: ALA1790596

Chembl Id: CHEMBL1790596

PubChem CID: 56672526

Max Phase: Preclinical

Molecular Formula: C29H43N5O7

Molecular Weight: 573.69

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]2CCCN2C1=O

Standard InChI:  InChI=1S/C29H43N5O7/c1-4-19(2)25-29(39)34-16-8-10-24(34)28(38)30-22(9-6-5-7-15-33(40)18-35)26(36)31-23(27(37)32-25)17-20-11-13-21(41-3)14-12-20/h11-14,18-19,22-25,40H,4-10,15-17H2,1-3H3,(H,30,38)(H,31,36)(H,32,37)/t19-,22+,23-,24+,25+/m1/s1

Standard InChI Key:  HXBBWXNGRCPZMD-WKNJGTSGSA-N

Alternative Forms

1. Parent:

   

   ALA1790596

   N-[5-[(3S,6R,9S,12S)-3-[(2R)-butan-2-yl]-6-[(4-methoxyphenyl)methyl]-2,5,8,11-tetraoxo-1,4,7,10-tetrazabicyclo[10.3.0]pentadecan-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: 573.69

Molecular Weight (Monoisotopic): 573.3162

AlogP: 1.15

#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: 1.04

CX LogD: 1.00

Aromatic Rings: 1

Heavy Atoms: 41

QED Weighted: 0.13

Np Likeness Score: 0.95

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