(3S,6R,9S,14aR)-6,9-dimethyl-3-(6-((S)-oxiran-2-yl)-6-oxohexyl)decahydropyrrolo[1,2-a][1,4,7,10]tetraazacyclododecine-1,4,7,10-tetraone

ID: ALA370056

Chembl Id: CHEMBL370056

PubChem CID: 44400358

Max Phase: Preclinical

Molecular Formula: C21H32N4O6

Molecular Weight: 436.51

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  C[C@@H]1NC(=O)[C@@H](C)NC(=O)[C@H](CCCCCC(=O)[C@@H]2CO2)NC(=O)[C@H]2CCCN2C1=O

Standard InChI:  InChI=1S/C21H32N4O6/c1-12-18(27)23-13(2)21(30)25-10-6-8-15(25)20(29)24-14(19(28)22-12)7-4-3-5-9-16(26)17-11-31-17/h12-15,17H,3-11H2,1-2H3,(H,22,28)(H,23,27)(H,24,29)/t12-,13+,14+,15-,17+/m1/s1

Standard InChI Key:  WJKBTCSWQYZOOK-HNLJFRNMSA-N

Alternative Forms

1. Parent:

   

   ALA370056

   (3S,6R,9S,12R)-3,6-dimethyl-9-[6-[(2S)-oxiran-2-yl]-6-oxohexyl]-1,4,7,10-tetrazabicyclo[10.3.0]pentadecane-2,5,8,11-tetrone

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 436.51

Molecular Weight (Monoisotopic): 436.2322

AlogP: -0.60

#Rotatable Bonds: 7

Polar Surface Area: 137.21

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.73

CX Basic pKa: ┄

CX LogP: -0.70

CX LogD: -0.70

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.36

Np Likeness Score: 1.23

References

1. Sangwan R, Rajan R, Mandal PK..  (2018)  HDAC as onco target: Reviewing the synthetic approaches with SAR study of their inhibitors.,  158  [PMID:30245394] [10.1016/j.ejmech.2018.08.073]

2. Gomes AR, Varela CL, Tavares-da-Silva EJ, Roleira FMF..  (2020)  Epoxide containing molecules: A good or a bad drug design approach.,  201  [PMID:32526552] [10.1016/j.ejmech.2020.112327]

Source

Source(1):

• Scientific Literature