Cyclic urea 2,4-diazepin-3-one analogue

ID: ALA1160793

PubChem CID: 46905377

Max Phase: Preclinical

Molecular Formula: C27H32F6N6O5

Molecular Weight: 406.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(N)c1cccc(N2CCCCN(C3CCN(Cc4ccncc4)CC3)C2=O)c1.O=C(O)C(F)(F)F.O=C(O)C(F)(F)F

Standard InChI:  InChI=1S/C23H30N6O.2C2HF3O2/c24-22(25)19-4-3-5-21(16-19)29-13-2-1-12-28(23(29)30)20-8-14-27(15-9-20)17-18-6-10-26-11-7-18;2*3-2(4,5)1(6)7/h3-7,10-11,16,20H,1-2,8-9,12-15,17H2,(H3,24,25);2*(H,6,7)

Standard InChI Key:  OOGTWEAFXVHPNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  END

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: 406.53

Molecular Weight (Monoisotopic): 406.2481

AlogP: 3.05

#Rotatable Bonds: 5

Polar Surface Area: 89.55

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 11.17

CX LogP: 1.05

CX LogD: -1.83

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.59

Np Likeness Score: -1.25

References

1. Galemmo RA, Wells BL, Rossi KA, Alexander RS, Dominguez C, Maduskuie TP, Stouten PF, Wright MR, Aungst BJ, Wong PC, Knabb RM, Wexler RR..  (2000)  The de novo design and synthesis of cyclic urea inhibitors of factor Xa: optimization of the S4 ligand.,  10  (3): [PMID:10698459] [10.1016/s0960-894x(99)00688-5]

Source

Source(1):

• Scientific Literature