2-(2,2'-dihydroxy-5-methyl-5'-ureidomethyl-biphenyl-3-yl)-1H-benzoimidazole-5-carboxamidine

ID: ALA209791

Chembl Id: CHEMBL209791

PubChem CID: 136043835

Max Phase: Preclinical

Molecular Formula: C23H22N6O3

Molecular Weight: 430.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(-c2nc3cc(C(=N)N)ccc3[nH]2)c(O)c(-c2cc(CNC(N)=O)ccc2O)c1

Standard InChI:  InChI=1S/C23H22N6O3/c1-11-6-15(14-8-12(2-5-19(14)30)10-27-23(26)32)20(31)16(7-11)22-28-17-4-3-13(21(24)25)9-18(17)29-22/h2-9,30-31H,10H2,1H3,(H3,24,25)(H,28,29)(H3,26,27,32)

Standard InChI Key:  HUZJYMSTVRXNBF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA209791

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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: 430.47

Molecular Weight (Monoisotopic): 430.1753

AlogP: 3.07

#Rotatable Bonds: 5

Polar Surface Area: 174.13

Molecular Species: BASE

HBA: 5

HBD: 7

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.69

CX Basic pKa: 10.60

CX LogP: 1.96

CX LogD: 0.82

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.19

Np Likeness Score: -0.39

References

1. Vijaykumar D, Rai R, Shaghafi M, Ton T, Torkelson S, Leahy EM, Riggs JR, Hu H, Sprengeler PA, Shrader WD, O'Bryan C, Cabuslay R, Sanford E, Gjerstadt E, Liu L, Sukbuntherng J, Young WB..  (2006)  Efforts toward oral bioavailability in factor VIIa inhibitors.,  16  (14): [PMID:16650987] [10.1016/j.bmcl.2006.04.018]

Source

Source(1):

• Scientific Literature