(S)-[(S)-5-(3-Butyl-phenyl)-1-(2-chloro-6-fluoro-benzyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl]-(4,6-dimethyl-pyrimidin-2-yloxy)-acetic acid

ID: ALA330135

Chembl Id: CHEMBL330135

PubChem CID: 11204331

Max Phase: Preclinical

Molecular Formula: C34H34ClFN4O4

Molecular Weight: 617.12

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCc1cccc([C@]2([C@H](Oc3nc(C)cc(C)n3)C(=O)O)NCC(=O)N(Cc3c(F)cccc3Cl)c3ccccc32)c1

Standard InChI:  InChI=1S/C34H34ClFN4O4/c1-4-5-10-23-11-8-12-24(18-23)34(31(32(42)43)44-33-38-21(2)17-22(3)39-33)26-13-6-7-16-29(26)40(30(41)19-37-34)20-25-27(35)14-9-15-28(25)36/h6-9,11-18,31,37H,4-5,10,19-20H2,1-3H3,(H,42,43)/t31-,34+/m1/s1

Standard InChI Key:  AUSMSARLDRBCDW-FJQKOURKSA-N

Alternative Forms

1. Parent:

   

   ALA330135

   (S)-[(S)-5-(3-Butyl-phenyl)-1-(2-chloro-6-fluoro-benzyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-5-yl]-(4,6-dimethyl-pyrimidin-2-yloxy)-acetic acid

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: 617.12

Molecular Weight (Monoisotopic): 616.2253

AlogP: 6.14

#Rotatable Bonds: 10

Polar Surface Area: 104.65

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.19

CX Basic pKa: 5.61

CX LogP: 4.73

CX LogD: 3.32

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.22

Np Likeness Score: -0.74

References

1. Bolli MH, Marfurt J, Grisostomi C, Boss C, Binkert C, Hess P, Treiber A, Thorin E, Morrison K, Buchmann S, Bur D, Ramuz H, Clozel M, Fischli W, Weller T..  (2004)  Novel benzo[1,4]diazepin-2-one derivatives as endothelin receptor antagonists.,  47  (11): [PMID:15139756] [10.1021/jm031115r]

Source

Source(1):

• Scientific Literature