3-benzyl-4,5,7,8-tetrahydro-6-hydroxymethyl-6-[(benzyloxycarbonyl)amino]imidazo[4,5-e][1,4]diazepine-5,8-dione

ID: ALA1645489

Chembl Id: CHEMBL1645489

PubChem CID: 53323416

Max Phase: Preclinical

Molecular Formula: C22H21N5O5

Molecular Weight: 435.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NC1(CO)NC(=O)c2ncn(Cc3ccccc3)c2NC1=O)OCc1ccccc1

Standard InChI:  InChI=1S/C22H21N5O5/c28-13-22(26-21(31)32-12-16-9-5-2-6-10-16)20(30)24-18-17(19(29)25-22)23-14-27(18)11-15-7-3-1-4-8-15/h1-10,14,28H,11-13H2,(H,24,30)(H,25,29)(H,26,31)

Standard InChI Key:  ABRNNPZUOFSDJX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1645489

   benzyl N-[3-benzyl-6-(hydroxymethyl)-5,8-dioxo-4,7-dihydroimidazo[4,5-e][1,4]diazepin-6-yl]carbamate

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: 435.44

Molecular Weight (Monoisotopic): 435.1543

AlogP: 1.23

#Rotatable Bonds: 6

Polar Surface Area: 134.58

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.63

CX Basic pKa: 2.55

CX LogP: 2.48

CX LogD: 2.48

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: -0.56

References

1. Chakraborty S, Shah NH, Fishbein JC, Hosmane RS..  (2011)  A novel transition state analog inhibitor of guanase based on azepinomycin ring structure: Synthesis and biochemical assessment of enzyme inhibition.,  21  (2): [PMID:21183343] [10.1016/j.bmcl.2010.11.109]

Source

Source(1):

• Scientific Literature