rac-N-{2,4-dioxo-1-(3-methyl-1-butyl)]-5-[2-(N-morpholino)ethyl]-2,3,4,5-tetrahydro-1H-benzodiazepin-3-yl}-N'-phenylurea

ID: ALA1808398

Chembl Id: CHEMBL1808398

PubChem CID: 19700612

Max Phase: Preclinical

Molecular Formula: C27H35N5O4

Molecular Weight: 493.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCN1C(=O)C(NC(=O)Nc2ccccc2)C(=O)N(CCN2CCOCC2)c2ccccc21

Standard InChI:  InChI=1S/C27H35N5O4/c1-20(2)12-13-31-22-10-6-7-11-23(22)32(15-14-30-16-18-36-19-17-30)26(34)24(25(31)33)29-27(35)28-21-8-4-3-5-9-21/h3-11,20,24H,12-19H2,1-2H3,(H2,28,29,35)

Standard InChI Key:  ZFORAGQSAFAUJB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA1808398

   1-[1-(3-Methylbutyl)-5-(2-morpholin-4-ylethyl)-2,4-dioxo-1,5-benzodiazepin-3-yl]-3-phenylurea

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: 493.61

Molecular Weight (Monoisotopic): 493.2689

AlogP: 2.93

#Rotatable Bonds: 8

Polar Surface Area: 94.22

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 5.15

CX Basic pKa: 5.94

CX LogP: 1.62

CX LogD: 0.54

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.55

Np Likeness Score: -1.16

References

1. Roberts K, Ursini A, Barnaby R, Cassarà PG, Corsi M, Curotto G, Donati D, Feriani A, Finizia G, Marchioro C, Niccolai D, Oliosi B, Polinelli S, Ratti E, Reggiani A, Tedesco G, Tranquillini ME, Trist DG, van Amsterdam FT..  (2011)  Synthesis and structure-activity relationship of new 1,5-dialkyl-1,5-benzodiazepines as cholecystokinin-2 receptor antagonists.,  19  (14): [PMID:21689940] [10.1016/j.bmc.2011.05.057]

Source

Source(1):

• Scientific Literature