(7R,10S,12aR,17aS)-N-(4-(hydroxyamino)-4-oxobutyl)-10-isopropyl-5,9,12,17-tetraoxohexadecahydro-1H-dipyrrolo[1,2-a:1',2'-d][1,4,7,10]tetraazacyclotridecine-7-carboxamide

ID: ALA3769629

Chembl Id: CHEMBL3769629

PubChem CID: 127027813

Max Phase: Preclinical

Molecular Formula: C23H36N6O7

Molecular Weight: 508.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@@H]1NC(=O)[C@H]2CCCN2C(=O)[C@@H]2CCCN2C(=O)C[C@H](C(=O)NCCCC(=O)NO)NC1=O

Standard InChI:  InChI=1S/C23H36N6O7/c1-13(2)19-22(34)25-14(20(32)24-9-3-8-17(30)27-36)12-18(31)28-10-5-7-16(28)23(35)29-11-4-6-15(29)21(33)26-19/h13-16,19,36H,3-12H2,1-2H3,(H,24,32)(H,25,34)(H,26,33)(H,27,30)/t14-,15-,16+,19+/m1/s1

Standard InChI Key:  KEGNHRHLBGEVRZ-JEWRLFTDSA-N

Alternative Forms

1. Parent:

   

   ALA3769629

   ---

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: 508.58

Molecular Weight (Monoisotopic): 508.2645

AlogP: -1.60

#Rotatable Bonds: 6

Polar Surface Area: 177.25

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.90

CX Basic pKa: ┄

CX LogP: -2.74

CX LogD: -2.76

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: 0.42

References

1. Reddy DN, Ballante F, Chuang T, Pirolli A, Marrocco B, Marshall GR..  (2016)  Design and Synthesis of Simplified Largazole Analogues as Isoform-Selective Human Lysine Deacetylase Inhibitors.,  59  (4): [PMID:26681404] [10.1021/acs.jmedchem.5b01632]

2. Ballante F, Reddy DR, Zhou NJ, Marshall GR..  (2017)  Structural insights of SmKDAC8 inhibitors: Targeting Schistosoma epigenetics through a combined structure-based 3D QSAR, in vitro and synthesis strategy.,  25  (7): [PMID:28259528] [10.1016/j.bmc.2017.02.020]

Source

Source(1):

• Scientific Literature